All Transactions
Transactions listed are from November 1 of previous year to April 1 of the following year.
- November 2, 1998
Ellis Burks of the San Francisco Giants granted free agency.
Ozzie Guillén of the Atlanta Braves granted free agency.
Orel Hershiser of the San Francisco Giants granted free agency.
Mark Langston of the San Diego Padres granted free agency.
Dennis Martínez of the Atlanta Braves granted free agency.
Andy Stankiewicz of the Arizona Diamondbacks granted free agency.
- November 3, 1998
The Colorado Rockies signed Chris Petersen as a free agent.
Pat Borders of the Cleveland Indians granted free agency.
Wil Cordero of the Chicago White Sox granted free agency.
Dennis Eckersley of the Boston Red Sox granted free agency.
Darren Lewis of the Boston Red Sox granted free agency.
Yakult Swallows (Japan Central) purchased Jason Jacome from the Cleveland Indians.
The Tampa Bay Devil Rays released Dennis Springer.
The Chicago Cubs traded a player to be named later and cash to the Minnesota Twins for Mike Morgan. The Chicago Cubs sent Scott Downs (November 3, 1998) to the Minnesota Twins to complete the trade.
- November 4, 1998
The Boston Red Sox signed Creighton Gubanich as a free agent.
The Texas Rangers signed Matt Miller as a free agent.
- November 5, 1998
The Philadelphia Phillies signed Joel Bennett as a free agent.
The Philadelphia Phillies signed Alberto Castillo as a free agent.
The Milwaukee Brewers signed Steve Falteisek as a free agent.
The Philadelphia Phillies signed Lou Frazier as a free agent.
The Boston Red Sox signed Darren Lewis as a free agent.
The Philadelphia Phillies signed Torey Lovullo as a free agent.
The Philadelphia Phillies signed Steve Montgomery as a free agent.
The Chicago Cubs signed Terry Mulholland as a free agent.
The Philadelphia Phillies signed Steve Schrenk as a free agent.
The Philadelphia Phillies signed Yoel Hernández as an amateur free agent.
Jim Abbott of the Chicago White Sox granted free agency.
Joe Carter of the San Francisco Giants granted free agency.
Will Clark of the Texas Rangers granted free agency.
David Cone of the New York Yankees granted free agency.
Juan Samuel of the Toronto Blue Jays granted free agency.
Rey Sánchez of the San Francisco Giants granted free agency.
The Cincinnati Reds released Melvin Nieves.
- November 6, 1998
The Arizona Diamondbacks signed Óscar Villarreal as an amateur free agent.
The Arizona Diamondbacks released Brent Brede.
- November 7, 1998
The San Diego Padres signed Mark Langston as a free agent.
- November 9, 1998
The Colorado Rockies signed Brian Bohanon as a free agent.
The Colorado Rockies signed Darryl Hamilton as a free agent.
The Colorado Rockies signed Lenny Harris as a free agent.
The Los Angeles Dodgers signed Devon White as a free agent.
The Philadelphia Phillies traded Mark Leiter to the Seattle Mariners for Paul Spoljaric.
- November 10, 1998
The New York Yankees signed Scott Brosius as a free agent.
The Anaheim Angels signed Pedro Liriano as an amateur free agent.
The Cincinnati Reds released Rick Krivda.
The Cincinnati Reds released Tony Tarasco.
The Atlanta Braves traded Rob Bell, Denny Neagle and Michael Tucker to the Cincinnati Reds for Bret Boone and Mike Remlinger.
The Arizona Diamondbacks traded Alan Embree to the San Francisco Giants for Dante Powell.
- November 11, 1998
The New York Yankees signed David Cone as a free agent.
The Pittsburgh Pirates signed Rich Sauveur as a free agent.
The Arizona Diamondbacks signed Brian Shouse as a free agent.
The Milwaukee Brewers released Bob Hamelin.
The Los Angeles Dodgers traded Bobby Bonilla to the New York Mets for Mel Rojas.
The Chicago White Sox traded Mike Cameron to the Cincinnati Reds for Paul Konerko.
The Arizona Diamondbacks traded Bob Wolcott to the Boston Red Sox for a player to be named later. The Boston Red Sox sent Bart Miadich (December 15, 1998) to the Arizona Diamondbacks to complete the trade.
- November 12, 1998
The St. Louis Cardinals signed Larry Luebbers as a free agent.
The Florida Marlins signed DaRond Stovall as a free agent.
The Chicago Cubs signed Alan Zinter as a free agent.
- November 13, 1998
The San Francisco Giants signed Ellis Burks as a free agent.
The Chicago Cubs signed Steve Gajkowski as a free agent.
The Chicago Cubs signed Andrew Lorraine as a free agent.
The Seattle Mariners signed José Mesa as a free agent.
The Detroit Tigers signed Dean Palmer as a free agent.
The Oakland Athletics signed Olmedo Sáenz as a free agent.
The Chicago Cubs signed Scott Stahoviak as a free agent.
The Arizona Diamondbacks signed Greg Swindell as a free agent.
The San Diego Padres signed John Vander Wal as a free agent.
The Pittsburgh Pirates signed Chris Coste as a free agent.
The Cleveland Indians traded Chad Ogea to the Philadelphia Phillies for Jerry Spradlin.
- November 16, 1998
The Boston Red Sox signed Raúl González as a free agent.
The Boston Red Sox signed José Offerman as a free agent.
The Baltimore Orioles signed Mike Timlin as a free agent.
The San Diego Padres signed Matt Whiteside as a free agent.
The Anaheim Angels released Jeff Juden.
The Anaheim Angels released Rich Robertson.
The Minnesota Twins traded Dan Naulty to the New York Yankees for Allen Butler (minors).
- November 17, 1998
The Pittsburgh Pirates signed Mike Benjamin as a free agent.
The Cincinnati Reds signed Jeff Branson as a free agent.
The Seattle Mariners signed Melvin Bunch as a free agent.
The Houston Astros signed Ken Caminiti as a free agent.
The Arizona Diamondbacks signed Greg Colbrunn as a free agent.
The New York Yankees signed Mike Coolbaugh as a free agent.
The Florida Marlins signed Archie Corbin as a free agent.
The Cincinnati Reds signed Kevin Foster as a free agent.
The Cincinnati Reds signed Brandon Puffer as a free agent.
The Kansas City Royals signed Joe Roa as a free agent.
Ramón Martínez of the Los Angeles Dodgers granted free agency.
The San Diego Padres released Archi Cianfrocco.
The San Diego Padres released Scott Sanders.
- November 18, 1998
The New York Mets signed Dennis Cook as a free agent.
The Anaheim Angels signed Reid Cornelius as a free agent.
The Anaheim Angels signed Steve Decker as a free agent.
The Toronto Blue Jays signed Alex Delgado as a free agent.
The Anaheim Angels signed Mike Fyhrie as a free agent.
The Anaheim Angels signed Jeff Huson as a free agent.
The New York Mets signed Andy Tomberlin as a free agent.
The Anaheim Angels signed Darrin Winston as a free agent.
The Toronto Blue Jays released Shannon Withem.
The Cleveland Indians traded Brian Giles to the Pittsburgh Pirates for Ricardo Rincón.
- November 19, 1998
The Tampa Bay Devil Rays signed Larry Casian as a free agent.
The St. Louis Cardinals signed Eric Davis as a free agent.
The Tampa Bay Devil Rays signed Terrell Lowery as a free agent.
The Tampa Bay Devil Rays signed Bobby Muñoz as a free agent.
The Tampa Bay Devil Rays signed Alan Newman as a free agent.
The Atlanta Braves signed Chris Seelbach as a free agent.
Calvin Maduro of the Philadelphia Phillies granted free agency.
The Florida Marlins released Brian Daubach.
The Seattle Mariners released Bob Wells.
The Philadelphia Phillies traded Ricky Bottalico and Garrett Stephenson to the St. Louis Cardinals for Jeff Brantley, Ron Gant and Cliff Politte.
The Seattle Mariners selected Kerry Robinson off waivers from the Tampa Bay Devil Rays.
The Texas Rangers selected Jon Shave off waivers from the Minnesota Twins.
- November 20, 1998
The San Francisco Giants signed Miguel Del Toro as a free agent.
The Milwaukee Brewers signed Héctor Ramírez as a free agent.
The Boston Red Sox purchased Tomo Ohka from Yokohama Bay Stars (Japan Central).
The Colorado Rockies released Jason Bates.
The Boston Red Sox released Carlos Valdez.
The Florida Marlins traded Óscar Henríquez to the New York Mets for Jorge Fábregas.
- November 22, 1998
The Seattle Mariners signed Butch Henry as a free agent.
The Los Angeles Dodgers released Damon Hollins.
- November 23, 1998
The San Diego Padres signed Dean Hartgraves as a free agent.
The Atlanta Braves signed Brian Jordan as a free agent.
The St. Louis Cardinals signed Scott Radinsky as a free agent.
The San Diego Padres signed Roberto Rivera as a free agent.
The Chicago White Sox signed Tanyon Sturtze as a free agent.
The Tampa Bay Devil Rays signed Tom Wilson as a free agent.
The Detroit Tigers purchased Masao Kida from Orix (Japan Pacific).
The Boston Red Sox released Billy Ashley.
The Boston Red Sox released Rich Garcés.
- November 24, 1998
The Detroit Tigers signed Rickey Cradle as a free agent.
The Detroit Tigers signed Nelson Cruz as a free agent.
The Tampa Bay Devil Rays signed Aaron Holbert as a free agent.
The Detroit Tigers signed Felipe Lira as a free agent.
The Texas Rangers signed Juan Moreno as a free agent.
The Detroit Tigers signed Joe Siddall as a free agent.
The Philadelphia Phillies signed Rob Tejeda as an amateur free agent.
- November 25, 1998
The Tampa Bay Devil Rays signed Dave Silvestri as a free agent.
The New York Yankees signed Bernie Williams as a free agent.
Don Wengert of the Chicago Cubs granted free agency.
The Baltimore Orioles released P.J. Forbes.
- November 26, 1998
George Williams of the Oakland Athletics granted free agency.
- November 28, 1998
The Tampa Bay Devil Rays signed Dave Eiland as a free agent.
The Philadelphia Phillies signed Tony Fiore as a free agent.
- November 30, 1998
Gary Rath of the Los Angeles Dodgers granted free agency.
- December 1, 1998
The Cleveland Indians signed Roberto Alomar as a free agent.
The Baltimore Orioles signed Albert Belle as a free agent.
The Atlanta Braves signed Otis Nixon as a free agent.
The New York Mets signed Robin Ventura as a free agent.
The Atlanta Braves released Curtis Pride.
The Baltimore Orioles traded Armando Benítez to the New York Mets for Charles Johnson.
The Los Angeles Dodgers traded Roger Cedeño and Charles Johnson to the New York Mets for Arnie Gooch (minors) and Todd Hundley.
- December 2, 1998
The Texas Rangers signed Royce Clayton as a free agent.
The Atlanta Braves signed Ozzie Guillén as a free agent.
The San Diego Padres signed Carlos Hernández as a free agent.
The Texas Rangers signed Mike Hubbard as a free agent.
The Arizona Diamondbacks signed Armando Reynoso as a free agent.
The Chicago Cubs signed Henry Rodríguez as a free agent.
The Chicago Cubs signed Scott Sanders as a free agent.
The Arizona Diamondbacks signed Todd Stottlemyre as a free agent.
The Arizona Diamondbacks signed Ernie Young as a free agent.
Yakult Swallows (Japan Central) purchased Roberto Petagine from the Cincinnati Reds.
The Chicago Cubs released Dave Stevens.
The Cincinnati Reds traded Guillermo Garcia to the Florida Marlins for Manuel Barrios.
- December 4, 1998
The San Francisco Giants signed Greg Hansell as a free agent.
The Milwaukee Brewers signed Reggie Harris as a free agent.
The Texas Rangers signed Rafael Palmeiro as a free agent.
The San Francisco Giants signed Bronswell Patrick as a free agent.
The Philadelphia Phillies signed Carlos Ruiz as an amateur free agent.
The Detroit Tigers traded Joe Randa to the New York Mets for Willie Blair.
The Detroit Tigers selected Bryan Corey off waivers from the Arizona Diamondbacks.
- December 5, 1998
The San Diego Padres signed Graham Koonce as a free agent.
The Milwaukee Brewers selected Charlie Greene off waivers from the Baltimore Orioles.
- December 7, 1998
The Houston Astros signed Tim Bogar as a free agent.
The Philadelphia Phillies signed Billy Brewer as a free agent.
The Baltimore Orioles signed Will Clark as a free agent.
The Baltimore Orioles signed Delino DeShields as a free agent.
The Chicago Cubs signed Gary Gaetti as a free agent.
The Chicago Cubs signed Glenallen Hill as a free agent.
The St. Louis Cardinals signed Pat Kelly as a free agent.
The Anaheim Angels signed Jack McDowell as a free agent.
The St. Louis Cardinals signed Willie McGee as a free agent.
The Kansas City Royals signed Jeff Montgomery as a free agent.
The Anaheim Angels signed Craig Shipley as a free agent.
The Toronto Blue Jays signed Dave Stieb as a free agent.
The Baltimore Orioles signed B.J. Surhoff as a free agent.
The Anaheim Angels signed Randy Velarde as a free agent.
The Kansas City Royals selected Darío Veras off waivers from the Boston Red Sox.
- December 8, 1998
The Cleveland Indians signed Mark Whiten as a free agent.
The Chicago Cubs released Matt Mieske.
The Chicago Cubs released Pedro Valdés.
The Arizona Diamondbacks traded Félix Rodríguez to the San Francisco Giants for players to be named later. The San Francisco Giants sent Troy Brohawn (December 21, 1998) and Chris Van Rossum (minors) (December 21, 1998) to the Arizona Diamondbacks to complete the trade.
The New York Yankees traded Chris Singleton to the Chicago White Sox for a player to be named later. The Chicago White Sox sent Rich Pratt (minors) (January 10, 1999) to the New York Yankees to complete the trade.
- December 9, 1998
The Texas Rangers signed Rich Robertson as a free agent.
The Chicago Cubs signed Benito Santiago as a free agent.
The Colorado Rockies released Derrick White.
- December 10, 1998
The Milwaukee Brewers signed Sean Berry as a free agent.
The Texas Rangers signed Mark Clark as a free agent.
The Arizona Diamondbacks signed Randy Johnson as a free agent.
The Los Angeles Dodgers signed Alan Mills as a free agent.
The San Diego Padres signed Eric Owens as a free agent.
The Boston Red Sox purchased Marino Santana from the Detroit Tigers.
The Kansas City Royals traded Juan LeBron (minors) to the New York Mets for Joe Randa.
- December 11, 1998
The Oakland Athletics signed Joel Adamson as a free agent.
The Tampa Bay Devil Rays signed José Canseco as a free agent.
The Milwaukee Brewers signed Luis Ortiz as a free agent.
The Boston Red Sox signed Mark Portugal as a free agent.
The Kansas City Royals signed Rey Sánchez as a free agent.
The Anaheim Angels signed Mo Vaughn as a free agent.
The Milwaukee Brewers signed Eddie Zosky as a free agent.
The Detroit Tigers released Trey Beamon.
The Baltimore Orioles released Rich Becker.
The Texas Rangers released Domingo Cedeño.
- December 12, 1998
The Los Angeles Dodgers signed Kevin Brown as a free agent.
The San Diego Padres traded Joey Hamilton to the Toronto Blue Jays for Pete Tucci (minors), Carlos Almánzar and Woody Williams.
- December 14, 1998
The Boston Red Sox drafted Joel Adamson from the Oakland Athletics in the 1998 rule 5 draft.
The Houston Astros drafted Glen Barker from the Detroit Tigers in the 1998 rule 5 draft.
The St. Louis Cardinals drafted Alberto Castillo from the Philadelphia Phillies in the 1998 rule 5 draft.
The Houston Astros drafted Wayne Franklin from the Los Angeles Dodgers in the 1998 rule 5 draft.
The Tampa Bay Devil Rays drafted David Lamb from the Baltimore Orioles in the 1998 rule 5 draft.
The Pittsburgh Pirates drafted Scott Sauerbeck from the New York Mets in the 1998 rule 5 draft.
The Tampa Bay Devil Rays drafted Luis García from the Chicago White Sox in the 1998 minor league draft.
The Florida Marlins drafted Benji Gil from the Chicago White Sox in the 1998 minor league draft.
The Detroit Tigers drafted Eric Ludwick from the Florida Marlins in the 1998 minor league draft.
The Boston Red Sox signed Israel Alcántara as a free agent.
The Toronto Blue Jays signed Gerónimo Berroa as a free agent.
The Boston Red Sox signed Kirk Bullinger as a free agent.
The Boston Red Sox signed Brad Clontz as a free agent.
The New York Mets signed Todd Haney as a free agent.
The Boston Red Sox signed Tim Harikkala as a free agent.
The Detroit Tigers signed Bill Haselman as a free agent.
The Seattle Mariners signed Tom Lampkin as a free agent.
The Oakland Athletics signed Tony Phillips as a free agent.
The Seattle Mariners released Paul Abbott.
The Oakland Athletics released Rafael Bournigal.
The Pittsburgh Pirates released Miguel Ojeda.
The Cincinnati Reds released Eduardo Pérez.
The St. Louis Cardinals released Brady Raggio.
The Boston Red Sox released Carlos Reyes.
The Cincinnati Reds released John Riedling.
The Chicago Cubs traded Brant Brown to the Pittsburgh Pirates for Jon Lieber.
The New York Mets traded Butch Huskey to the Seattle Mariners for Leslie Brea.
The Detroit Tigers traded Eric Ludwick to the Toronto Blue Jays for Beiker Graterol.
The Minnesota Twins traded Alex Ochoa to the Milwaukee Brewers for a player to be named later. The Milwaukee Brewers sent Darrell Nicholas (minors) (December 15, 1998) to the Minnesota Twins to complete the trade.
The St. Louis Cardinals traded Mark Petkovsek to the Anaheim Angels for a player to be named later. The Anaheim Angels sent Matt Garrick (minors) (December 18, 1998) to the St. Louis Cardinals to complete the trade.
The Florida Marlins traded Édgar Rentería to the St. Louis Cardinals for Armando Almanza, Braden Looper and Pablo Ozuna.
The Montreal Expos selected Dan Smith off waivers from the Texas Rangers.
- December 15, 1998
The Cincinnati Reds signed D.T. Cromer as a free agent.
The Detroit Tigers signed Alejandro Freire as a free agent.
The Minnesota Twins signed Brent Gates as a free agent.
The Cincinnati Reds signed Jason Hardtke as a free agent.
The Cincinnati Reds signed Damon Hollins as a free agent.
The Kansas City Royals signed Chad Kreuter as a free agent.
The New York Yankees signed Chris Nichting as a free agent.
The Minnesota Twins signed Melvin Nieves as a free agent.
The Cincinnati Reds signed Mark Thompson as a free agent.
The Minnesota Twins signed Eddie Williams as a free agent.
The Colorado Rockies purchased Chuck Smith from Sioux Falls (Northern).
- December 16, 1998
The New York Yankees signed Bubba Carpenter as a free agent.
The New York Mets signed Rickey Henderson as a free agent.
The Cincinnati Reds signed Phil Hiatt as a free agent.
The Seattle Mariners signed Marc Kroon as a free agent.
The Oakland Athletics signed Mike Macfarlane as a free agent.
The Toronto Blue Jays signed Walt McKeel as a free agent.
The Pittsburgh Pirates signed Ed Sprague as a free agent.
The Arizona Diamondbacks purchased Erubiel Durazo from Monterrey (Mexican).
The Milwaukee Brewers released José Mercedes.
The Boston Red Sox selected Steve Connelly off waivers from the Oakland Athletics.
- December 17, 1998
The Arizona Diamondbacks signed Dan Carlson as a free agent.
The Kansas City Royals signed Erik Hanson as a free agent.
The Baltimore Orioles signed Xavier Hernandez as a free agent.
The Kansas City Royals signed Ray Holbert as a free agent.
The Arizona Diamondbacks signed Pete Incaviglia as a free agent.
The Arizona Diamondbacks signed Keith Johnson as a free agent.
The Kansas City Royals signed Rick Krivda as a free agent.
The Kansas City Royals signed Scott Leius as a free agent.
The Baltimore Orioles signed Doug Linton as a free agent.
The Colorado Rockies signed Kirt Manwaring as a free agent.
The Seattle Mariners signed Matt Mieske as a free agent.
The Chicago White Sox signed Chad Mottola as a free agent.
The Kansas City Royals signed Ricky Pickett as a free agent.
The Philadelphia Phillies signed Jim Poole as a free agent.
The Kansas City Royals signed Scott Pose as a free agent.
The Arizona Diamondbacks signed Matt Ruebel as a free agent.
The Houston Astros signed Joe Slusarski as a free agent.
The Kansas City Royals signed Kennie Steenstra as a free agent.
The Detroit Tigers signed Pedro Swann as a free agent.
The Kansas City Royals signed Joe Vitiello as a free agent.
- December 18, 1998
The Colorado Rockies signed Jeff Barry as a free agent.
The Colorado Rockies signed Henry Blanco as a free agent.
The Anaheim Angels signed Toby Borland as a free agent.
The San Diego Padres signed Frank Charles as a free agent.
The Boston Red Sox signed Brian Daubach as a free agent.
The Arizona Diamondbacks signed Steve Finley as a free agent.
The Tampa Bay Devil Rays signed Mark Hutton as a free agent.
The Tampa Bay Devil Rays signed Jesse Levis as a free agent.
The San Diego Padres signed Shane Mack as a free agent.
The New York Mets signed Josías Manzanillo as a free agent.
The Detroit Tigers signed Dave McCarty as a free agent.
The New York Mets signed Craig Paquette as a free agent.
The Colorado Rockies signed J.R. Phillips as a free agent.
The Detroit Tigers signed Luis Polonia as a free agent.
The Philadelphia Phillies signed Tom Prince as a free agent.
The Minnesota Twins signed Gary Rath as a free agent.
The Pittsburgh Pirates signed Pete Schourek as a free agent.
The Colorado Rockies signed Terry Shumpert as a free agent.
The Colorado Rockies signed Jim Tatum as a free agent.
Héctor Almonte of the Florida Marlins granted free agency.
Tim Young of the Montreal Expos granted free agency.
Free agent signing of Kevin Foster by the Cincinnati Reds voided.
The Pittsburgh Pirates released Tim Laker.
The Milwaukee Brewers released Marc Newfield.
The Milwaukee Brewers selected Lou Collier off waivers from the Pittsburgh Pirates.
The Montreal Expos selected Manny Martínez off waivers from the Pittsburgh Pirates.
- December 19, 1998
The Florida Marlins signed Héctor Almonte as a free agent.
The Boston Red Sox signed Mark Guthrie as a free agent.
Jamie Walker of the Kansas City Royals granted free agency.
- December 20, 1998
The Chicago White Sox signed Arnie Muñoz as an amateur free agent.
- December 21, 1998
The Baltimore Orioles signed Rich Amaral as a free agent.
The Cincinnati Reds signed Steve Avery as a free agent.
The Baltimore Orioles signed Ricky Bones as a free agent.
The Florida Marlins signed Chris Clapinski as a free agent.
The Colorado Rockies signed Chris Hatcher as a free agent.
The San Diego Padres signed Dave Magadan as a free agent.
The New York Mets signed Pat Mahomes as a free agent.
The Kansas City Royals signed Don Wengert as a free agent.
The Minnesota Twins signed George Williams as a free agent.
Jeff Ball of the San Francisco Giants granted free agency.
Willie Banks of the Arizona Diamondbacks granted free agency.
Darren Bragg of the Boston Red Sox granted free agency.
Robinson Checo of the Boston Red Sox granted free agency.
Rob Ducey of the Seattle Mariners granted free agency.
Osvaldo Fernández of the San Francisco Giants granted free agency.
Keith Glauber of the Cincinnati Reds granted free agency.
Willie Greene of the Baltimore Orioles granted free agency.
Brian Johnson of the San Francisco Giants granted free agency.
Matt Luke of the Los Angeles Dodgers granted free agency.
John Mabry of the St. Louis Cardinals granted free agency.
Sean Maloney of the Los Angeles Dodgers granted free agency.
Norberto Martin of the Anaheim Angels granted free agency.
Mike Matheny of the Milwaukee Brewers granted free agency.
Allen McDill of the Kansas City Royals granted free agency.
Billy McMillon of the Philadelphia Phillies granted free agency.
Pat Meares of the Minnesota Twins granted free agency.
Keith Mitchell of the Boston Red Sox granted free agency.
Mike Mohler of the Oakland Athletics granted free agency.
James Mouton of the San Diego Padres granted free agency.
Mike Oquist of the Oakland Athletics granted free agency.
Pat Rapp of the Kansas City Royals granted free agency.
F.P. Santangelo of the Montreal Expos granted free agency.
Darryl Strawberry of the New York Yankees granted free agency.
Marc Valdes of the Montreal Expos granted free agency.
Allen Watson of the Anaheim Angels granted free agency.
Jon Zuber of the Philadelphia Phillies granted free agency.
Brian Bevil of the Kansas City Royals granted free agency.
Jesse Garcia of the Baltimore Orioles granted free agency.
Alvin Morman of the San Francisco Giants granted free agency.
Ken Ryan of the Philadelphia Phillies granted free agency.
The Kansas City Royals signed Brian Bevil as a free agent.
The Baltimore Orioles signed Jesse Garcia as a free agent.
The Kansas City Royals signed Alvin Morman as a free agent.
The Philadelphia Phillies signed Ken Ryan as a free agent.
- December 22, 1998
The Pittsburgh Pirates signed Rafael Bournigal as a free agent.
The Pittsburgh Pirates signed Iván Cruz as a free agent.
The Pittsburgh Pirates signed Jim Dougherty as a free agent.
The Philadelphia Phillies signed Rob Ducey as a free agent.
The Pittsburgh Pirates signed Ray Montgomery as a free agent.
The Cincinnati Reds signed John Riedling as a free agent.
The Pittsburgh Pirates signed Todd Ritchie as a free agent.
The Pittsburgh Pirates signed Chris Tremie as a free agent.
The Anaheim Angels released Mark Johnson.
- December 23, 1998
The Florida Marlins sent Gregg Zaun to the Texas Rangers as part of a conditional deal.
The Anaheim Angels signed Tim Belcher as a free agent.
The Toronto Blue Jays signed Rob Butler as a free agent.
The Cincinnati Reds signed Giovanni Carrara as a free agent.
The Oakland Athletics signed Domingo Cedeño as a free agent.
The Pittsburgh Pirates signed Mike Garcia as a free agent.
The Cincinnati Reds signed Mark Lewis as a free agent.
The Toronto Blue Jays signed Mike Matheny as a free agent.
The San Francisco Giants signed F.P. Santangelo as a free agent.
- December 27, 1998
The San Diego Padres signed Carlos García as a free agent.
- December 28, 1998
The Detroit Tigers signed Gregg Jefferies as a free agent.
The Arizona Diamondbacks traded Karim García to the Detroit Tigers for Luis Gonzalez.
- December 29, 1998
The Chicago Cubs signed David Manning as a free agent.
The Detroit Tigers signed Luis Pineda as a free agent.
- December 30, 1998
The Los Angeles Dodgers signed Pedro Borbón as a free agent.
The Seattle Mariners signed John Mabry as a free agent.
- December 31, 1998
The St. Louis Cardinals signed Thomas Howard as a free agent.
- January 1, 1999
The Los Angeles Dodgers signed Matt Herges as a free agent.
- January 2, 1999
The Baltimore Orioles signed José Herrera as a free agent.
- January 3, 1999
The Texas Rangers signed P.J. Forbes as a free agent.
The Texas Rangers signed Brady Raggio as a free agent.
- January 4, 1999
The Seattle Mariners signed Paul Abbott as a free agent.
The Cleveland Indians signed Jim Brower as a free agent.
The San Francisco Giants signed Osvaldo Fernández as a free agent.
The Oakland Athletics signed Kevin Jarvis as a free agent.
The Minnesota Twins signed Terry Steinbach as a free agent.
The Chicago Cubs signed Derrick White as a free agent.
The Los Angeles Dodgers signed Chin-Feng Chen as an amateur free agent.
- January 5, 1999
The Boston Red Sox signed Rheal Cormier as a free agent.
The Boston Red Sox signed Kip Gross as a free agent.
The Cleveland Indians signed Jeff Manto as a free agent.
The Cleveland Indians signed Dave Telgheder as a free agent.
The Cleveland Indians signed Chris Turner as a free agent.
- January 6, 1999
The Los Angeles Dodgers signed Jamie Arnold as a free agent.
The Toronto Blue Jays signed Wayne Kirby as a free agent.
The Pittsburgh Pirates signed Jason Simontacchi as a free agent.
The Pittsburgh Pirates purchased Jeff Sparks from Winnipeg (Northern).
The Cincinnati Reds traded Pat Watkins to the Florida Marlins for Pablo Minaya (minors).
- January 7, 1999
The Texas Rangers signed Tony Fossas as a free agent.
The Oakland Athletics signed Marc Newfield as a free agent.
The Oakland Athletics released Agustín Montero.
The Montreal Expos selected Roberto Durán off waivers from the Detroit Tigers.
- January 8, 1999
The Oakland Athletics signed Mike Oquist as a free agent.
The Seattle Mariners signed Bill Swift as a free agent.
The San Francisco Giants selected Steve Connelly off waivers from the Boston Red Sox.
- January 11, 1999
The Milwaukee Brewers signed Rich Becker as a free agent.
The Los Angeles Dodgers signed Dave Hansen as a free agent.
The Cincinnati Reds signed Brian Johnson as a free agent.
The Oakland Athletics signed Doug Jones as a free agent.
The Los Angeles Dodgers signed Tim Laker as a free agent.
The Chicago Cubs signed Bry Nelson as a free agent.
The Boston Red Sox signed Pat Rapp as a free agent.
The Toronto Blue Jays signed Francisco Rosario as an amateur free agent.
The Los Angeles Dodgers released Doug Bochtler.
- January 12, 1999
The St. Louis Cardinals signed Darren Bragg as a free agent.
The Los Angeles Dodgers signed Greg Cadaret as a free agent.
The Arizona Diamondbacks signed Frank Castillo as a free agent.
The Anaheim Angels signed Matt Luke as a free agent.
The Texas Rangers signed Mike Munoz as a free agent.
The Boston Red Sox signed Pedro Valdés as a free agent.
The Houston Astros signed Wandy Rodríguez as an amateur free agent.
The Chicago White Sox traded Joe Sutton (minors) to the Los Angeles Dodgers for Darren Hall.
- January 13, 1999
The Tampa Bay Devil Rays signed Billy Ashley as a free agent.
The Montreal Expos signed Darron Cox as a free agent.
The St. Louis Cardinals signed Marcus Jensen as a free agent.
The Texas Rangers signed John Marzano as a free agent.
The Montreal Expos signed Derrick May as a free agent.
- January 14, 1999
The Los Angeles Dodgers signed Brent Cookson as a free agent.
The Kansas City Royals signed Terry Mathews as a free agent.
The Kansas City Royals signed Allen McDill as a free agent.
The Cincinnati Reds signed Hal Morris as a free agent.
The Detroit Tigers traded Mark Persails (minors), Carlos Villalobos (minors), Paul Bako, Dean Crow and Brian Powell to the Houston Astros for Brad Ausmus and C.J. Nitkowski.
- January 15, 1999
The Houston Astros signed Robert Ellis as a free agent.
The Pittsburgh Pirates signed Gus Gandarillas as a free agent.
The Los Angeles Dodgers signed Ricardo Jordan as a free agent.
The San Francisco Giants signed Jalal Leach as a free agent.
The Los Angeles Dodgers signed Scott Livingstone as a free agent.
The St. Louis Cardinals signed Mike Mohler as a free agent.
The Anaheim Angels signed Luis Rivera as a free agent.
The Baltimore Orioles signed Heathcliff Slocumb as a free agent.
- January 17, 1999
The San Francisco Giants signed Scott Servais as a free agent.
- January 18, 1999
The Toronto Blue Jays signed Joey Cora as a free agent.
The Texas Rangers signed Joe Hudson as a free agent.
The Los Angeles Dodgers signed Héctor Ortiz as a free agent.
The Pittsburgh Pirates signed Todd Van Poppel as a free agent.
The Oakland Athletics signed Luis Jiménez as an amateur free agent.
- January 19, 1999
The Toronto Blue Jays signed Willie Greene as a free agent.
The Toronto Blue Jays signed Vicente Palacios as a free agent.
The Houston Astros signed Ryan Thompson as a free agent.
The New York Mets signed Allen Watson as a free agent.
- January 20, 1999
The Tampa Bay Devil Rays signed Norm Charlton as a free agent.
The Tampa Bay Devil Rays signed Steve Cooke as a free agent.
The Tampa Bay Devil Rays signed Steve Ontiveros as a free agent.
The Los Angeles Dodgers signed Chance Sanford as a free agent.
The Atlanta Braves signed Everett Stull as a free agent.
The Tampa Bay Devil Rays signed Marc Valdes as a free agent.
The Tampa Bay Devil Rays signed Bobby Witt as a free agent.
- January 21, 1999
The Houston Astros signed Alex Diaz as a free agent.
The Houston Astros signed Randy Knorr as a free agent.
The Houston Astros signed Jeff McCurry as a free agent.
The Houston Astros signed Bob Scanlan as a free agent.
The Houston Astros signed Brian Williams as a free agent.
The Cincinnati Reds signed Ray Olmedo as an amateur free agent.
- January 22, 1999
The Oakland Athletics signed Jeff Ball as a free agent.
The Los Angeles Dodgers signed Chris Haney as a free agent.
The Arizona Diamondbacks signed Ken Huckaby as a free agent.
- January 25, 1999
The Philadelphia Phillies signed Billy McMillon as a free agent.
The Anaheim Angels signed Chris Michalak as a free agent.
The Anaheim Angels signed Steve Mintz as a free agent.
The Kansas City Royals signed Steve Scarsone as a free agent.
The Kansas City Royals signed Tony Tarasco as a free agent.
- January 26, 1999
The Chicago White Sox signed John Cangelosi as a free agent.
The New York Yankees signed Jason Grimsley as a free agent.
The Chicago White Sox signed Darrin Jackson as a free agent.
The Texas Rangers signed Mike Morgan as a free agent.
The Oakland Athletics signed Tim Raines as a free agent.
The Cleveland Indians signed Dave Stevens as a free agent.
The Seattle Mariners released Tarrik Brock.
The New York Yankees released Alberto Castillo.
- January 27, 1999
The Milwaukee Brewers signed Jim Abbott as a free agent.
The St. Louis Cardinals signed Carlos Baerga as a free agent.
The Anaheim Angels signed Mike Magnante as a free agent.
The Minnesota Twins signed Bob Wells as a free agent.
- January 28, 1999
The Kansas City Royals signed Jamie Walker as a free agent.
- January 29, 1999
The Chicago Cubs signed Doug Creek as a free agent.
The Florida Marlins signed Dennis Springer as a free agent.
- January 31, 1999
The Chicago Cubs signed Renyel Pinto as an amateur free agent.
- February 1, 1999
The San Diego Padres signed Chris Jones as a free agent.
The Florida Marlins traded Todd Noel (minors), Mark Johnson and Ed Yarnall to the New York Yankees for Mike Lowell.
- February 2, 1999
The Los Angeles Dodgers signed Shawn Gilbert as a free agent.
The Philadelphia Phillies signed Joe Grahe as a free agent.
The Montreal Expos signed Mike Maddux as a free agent.
The Cincinnati Reds signed Rusty Meacham as a free agent.
The New York Mets signed Melvin Mora as a free agent.
The Cleveland Indians signed Héctor Luna as an amateur free agent.
The Arizona Diamondbacks signed Beltrán Pérez as an amateur free agent.
The Cincinnati Reds traded Josh Harris (minors), Damian Jackson and Reggie Sanders to the San Diego Padres for Mark Sweeney and Greg Vaughn.
- February 3, 1999
The Baltimore Orioles signed Esteban Beltré as a free agent.
The Cleveland Indians signed Jamie Brewington as a free agent.
The Cleveland Indians signed Wil Cordero as a free agent.
The Tampa Bay Devil Rays signed Joe Oliver as a free agent.
The Cleveland Indians signed Bill Selby as a free agent.
The Cleveland Indians signed Paul Wagner as a free agent.
The Boston Red Sox signed Tim Young as a free agent.
- February 4, 1999
The Baltimore Orioles signed Mike Fetters as a free agent.
The Boston Red Sox signed Chad Fonville as a free agent.
The San Diego Padres signed Carlos Reyes as a free agent.
The Cincinnati Reds traded Mark Corey to the New York Mets for Ralph Milliard.
- February 5, 1999
The New York Yankees signed Jeff Juden as a free agent.
The Baltimore Orioles signed Calvin Maduro as a free agent.
- February 8, 1999
The Colorado Rockies signed Pete Walker as a free agent.
- February 9, 1999
The Cincinnati Reds signed Rick Greene as a free agent.
The Toronto Blue Jays released Pat Lennon.
The Chicago White Sox traded John Ambrose (minors) to the St. Louis Cardinals for Sean Lowe.
- February 10, 1999
The Montreal Expos signed Orlando Merced as a free agent.
- February 16, 1999
The Chicago White Sox signed Alberto Castillo as a free agent.
The Detroit Tigers signed Robinson Checo as a free agent.
The St. Louis Cardinals signed Shawon Dunston as a free agent.
The St. Louis Cardinals signed Eduardo Pérez as a free agent.
The Minnesota Twins signed Bobby Kielty as an amateur free agent.
- February 17, 1999
The Oakland Athletics signed John Jaha as a free agent.
- February 18, 1999
The Arizona Diamondbacks signed Dale Sveum as a free agent.
The New York Yankees traded Homer Bush, Graeme Lloyd and David Wells to the Toronto Blue Jays for Roger Clemens.
- February 19, 1999
The Tampa Bay Devil Rays signed Julio Franco as a free agent.
The Arizona Diamondbacks signed Byung-Hyun Kim as an amateur free agent.
- February 20, 1999
The Cleveland Indians signed Orel Hershiser as a free agent.
The Pittsburgh Pirates signed Pat Meares as a free agent.
- February 23, 1999
The Atlanta Braves signed Brian Hunter as a free agent.
The Tampa Bay Devil Rays signed Joe Strong as a free agent.
- February 24, 1999
The Kansas City Royals signed Curtis Pride as a free agent.
- February 25, 1999
The Anaheim Angels signed Joel Peralta as a free agent.
The Arizona Diamondbacks traded a player to be named later and Paul Weichard (minors) to the Pittsburgh Pirates for Tony Womack. The Arizona Diamondbacks sent Jason Boyd (August 25, 1999) to the Pittsburgh Pirates to complete the trade.
- February 26, 1999
The Cleveland Indians signed Pat Borders as a free agent.
- February 28, 1999
The Boston Red Sox signed Rich Garcés as a free agent.
The Toronto Blue Jays signed Pat Lennon as a free agent.
Free agent signing of Wily Mo Peña by the New York Mets voided.
- March 1, 1999
The Kansas City Royals signed Johnny Ruffin as a free agent.
The New York Yankees signed B.J. Waszgis as a free agent.
- March 2, 1999
The Seattle Mariners signed Chris Snelling as an amateur free agent.
- March 4, 1999
The San Francisco Giants signed Chad Zerbe as a free agent.
The Chicago Cubs signed Hee-Seop Choi as an amateur free agent.
The Kansas City Royals signed Ángel Guzmán as an amateur free agent.
The San Diego Padres signed Óliver Pérez as an amateur free agent.
The Kansas City Royals released Curtis Pride.
- March 5, 1999
The Los Angeles Dodgers signed Jacob Brumfield as a free agent.
- March 6, 1999
The Los Angeles Dodgers signed Jim Bullinger as a free agent.
The Los Angeles Dodgers signed Rick Wilkins as a free agent.
- March 11, 1999
The Boston Red Sox signed Ramón Martínez as a free agent.
The Baltimore Orioles signed Eddy Rodriguez as an amateur free agent.
The Cincinnati Reds released Joey Eischen.
- March 12, 1999
The Seattle Mariners signed Ozzie Timmons as a free agent.
The Kansas City Royals released Allen McDill.
- March 14, 1999
The Toronto Blue Jays signed Norberto Martin as a free agent.
- March 15, 1999
The Cincinnati Reds signed Brendan Donnelly as a free agent.
The Baltimore Orioles signed Daniel Cabrera as an amateur free agent.
- March 17, 1999
The Texas Rangers signed Allen McDill as a free agent.
The St. Louis Cardinals released Carlos Baerga.
The Toronto Blue Jays released Felipe Crespo.
- March 18, 1999
The Arizona Diamondbacks signed Joey Eischen as a free agent.
The Kansas City Royals released Tony Tarasco.
- March 19, 1999
The Philadelphia Phillies signed Clemente Álvarez as a free agent.
The San Diego Padres signed José Mercedes as a free agent.
The Detroit Tigers released Alejandro Freire.
- March 20, 1999
The Montreal Expos signed Guillermo Mota as a free agent.
Fukuoka Daiei Hawks (Japan Pacific) purchased Melvin Nieves from the Minnesota Twins.
The Anaheim Angels released Reid Cornelius.
- March 21, 1999
The Toronto Blue Jays released Vicente Palacios.
- March 23, 1999
The Cincinnati Reds signed Carlos Baerga as a free agent.
The Cincinnati Reds signed Keith Glauber as a free agent.
The Cleveland Indians released Joe Horgan.
The Kansas City Royals traded Shane Halter to the New York Mets for Jonathan Guzman (minors).
- March 24, 1999
The Texas Rangers released Tony Fossas.
The Detroit Tigers selected Jason Maxwell off waivers from the Chicago Cubs.
- March 25, 1999
The Houston Astros sent Marc Ronan to the Philadelphia Phillies as part of a conditional deal.
The New York Yankees signed Tony Fossas as a free agent.
The Boston Red Sox traded Pat Flury (minors) to the Cincinnati Reds for Jon Nunnally.
The Chicago White Sox traded Jake Meyer (minors) to the Cincinnati Reds for Brook Fordyce.
The Cleveland Indians released Orel Hershiser.
The New York Mets signed Orel Hershiser as a free agent.
- March 26, 1999
The New York Yankees signed Tony Tarasco as a free agent.
The New York Mets released Hideo Nomo.
The Los Angeles Dodgers traded Tim Laker to the Pittsburgh Pirates for a player to be named later. The Pittsburgh Pirates sent Jason Ryan (June 1, 2001) to the Los Angeles Dodgers to complete the trade.
- March 27, 1999
The Cleveland Indians signed Cameron Cairncross as a free agent.
The Pittsburgh Pirates released Rafael Bournigal.
The Arizona Diamondbacks released Frank Castillo.
The Kansas City Royals released Johnny Ruffin.
- March 28, 1999
The New York Mets purchased Juan Cerros from Reynosa (Mexican).
The Chicago White Sox released Alberto Castillo.
The Chicago Cubs traded John Cotton (minors) and Kevin Rawitzer (minors) to the Colorado Rockies for a player to be named later. The Colorado Rockies sent Tarrik Brock (July 7, 1999) to the Chicago Cubs to complete the trade.
- March 29, 1999
The Cleveland Indians sent Mike Glavine to the Atlanta Braves as part of a conditional deal.
The Pittsburgh Pirates signed D.J. Carrasco as a free agent.
The San Diego Padres released Chris Jones.
The Kansas City Royals released Joe Roa.
The Houston Astros released Óscar Robles.
The Baltimore Orioles traded a player to be named later and Danny Clyburn to the Tampa Bay Devil Rays for Jason Johnson. The Baltimore Orioles sent Bolivar Volquez (minors) (April 22, 1999) to the Tampa Bay Devil Rays to complete the trade.
The Anaheim Angels traded Keith Volkman (minors) and Phil Nevin to the San Diego Padres for Gus Kennedy (minors) and Andy Sheets.
The Florida Marlins traded Pat Watkins to the Colorado Rockies for a player to be named later. The Colorado Rockies sent Kevin Gordon (minors) (July 16, 1999) to the Florida Marlins to complete the trade.
The Chicago Cubs selected Curtis Goodwin off waivers from the Colorado Rockies.
- March 30, 1999
The Texas Rangers signed Rafael Bournigal as a free agent.
The Chicago White Sox released John Cangelosi.
The Boston Red Sox released Midre Cummings.
The Anaheim Angels released Rich DeLucia.
The Chicago Cubs released Marc Pisciotta.
The Arizona Diamondbacks released Aaron Small.
The Kansas City Royals traded a player to be named later and cash to the Oakland Athletics for Jay Witasick. The Kansas City Royals sent Scott Chiasson (June 10, 1999) to the Oakland Athletics to complete the trade.
The Anaheim Angels traded Dave Hollins and cash to the Toronto Blue Jays for Tomás Pérez.
The Arizona Diamondbacks traded Ben Ford and Izzy Molina to the New York Yankees for Darren Holmes and cash.
The Arizona Diamondbacks traded Clint Sodowsky to the St. Louis Cardinals for John Frascatore.
The Oakland Athletics selected Ron Mahay off waivers from the Boston Red Sox.
- March 31, 1999
The Chicago Cubs purchased Dan Serafini from the Minnesota Twins.
The New York Yankees released Jim Bruske.
The Pittsburgh Pirates released Elmer Dessens.
The Oakland Athletics released Mark Holzemer.
The Tampa Bay Devil Rays released Mike Kelly.
The San Diego Padres released Mark Langston.
The Tampa Bay Devil Rays released Steve Ontiveros.
The Chicago Cubs selected Brad Woodall off waivers from the Milwaukee Brewers.
- April 1, 1999
The Toronto Blue Jays signed Doug Bochtler as a free agent.
The Detroit Tigers signed Alejandro Freire as a free agent.
The New York Yankees released Tony Fossas.
The Los Angeles Dodgers released Chris Haney.
The Toronto Blue Jays released Walt McKeel.
The Florida Marlins traded Justin Speier to the Atlanta Braves for a player to be named later. The Atlanta Braves sent Matt Targac (minors) (June 11, 1999) to the Florida Marlins to complete the trade.
- April 2, 1999
The Colorado Rockies signed Mike Kelly as a free agent.
The Chicago Cubs signed Hideo Nomo as a free agent.
The Atlanta Braves signed Marc Pisciotta as a free agent.
The Atlanta Braves released Danny Bautista.
The Atlanta Braves released Tony Graffanino.
The San Francisco Giants released Greg Hansell.
The Toronto Blue Jays released Adam Melhuse.
The Colorado Rockies released Chuck Smith.
The Cleveland Indians released Ron Villone.
The Baltimore Orioles traded Chris Fussell to the Kansas City Royals for Jeff Conine.
The Texas Rangers selected Tom Evans off waivers from the Toronto Blue Jays.
The Seattle Mariners selected Ryan Jackson off waivers from the Florida Marlins.
The Anaheim Angels selected Al Levine off waivers from the Texas Rangers.
- April 3, 1999
The New York Yankees signed Tony Fossas as a free agent.
The Cincinnati Reds released Brendan Donnelly.
The Montreal Expos traded Jason Turman (minors) to the Seattle Mariners for Bobby Ayala.
- April 4, 1999
The Cleveland Indians signed Mark Langston as a free agent.
- April 5, 1999
The Cleveland Indians signed Rich DeLucia as a free agent.
The Toronto Blue Jays signed Chris Jones as a free agent.
The Toronto Blue Jays signed Adam Melhuse as a free agent.
The Montreal Expos signed James Mouton as a free agent.
The New York Yankees signed Wily Mo Peña as a free agent.
The New York Yankees signed Darryl Strawberry as a free agent.
The Cincinnati Reds signed Ron Villone as a free agent.
The Pittsburgh Pirates released Chris Coste.
The Pittsburgh Pirates released Gus Gandarillas.
The Florida Marlins released Jason Pearson.
The Boston Red Sox released Pedro Valdés.
- April 6, 1999
The Minnesota Twins signed Gus Gandarillas as a free agent.
The Cleveland Indians signed Chris Haney as a free agent.
The Boston Red Sox released Brad Clontz.
- April 7, 1999
The Pittsburgh Pirates signed Greg Hansell as a free agent.
The St. Louis Cardinals released Pat Kelly.
- April 8, 1999
The Florida Marlins signed Danny Bautista as a free agent.
The Colorado Rockies signed Tarrik Brock as a free agent.
The Pittsburgh Pirates signed Brad Clontz as a free agent.
The Oakland Athletics released Domingo Cedeño.
The Montreal Expos released Derrick May.
- April 9, 1999
The Florida Marlins signed Reid Cornelius as a free agent.
The Tampa Bay Devil Rays signed Tony Graffanino as a free agent.
The Texas Rangers signed Chuck Smith as a free agent.
The Tampa Bay Devil Rays released Dave Silvestri.
- April 10, 1999
The Detroit Tigers signed Walt McKeel as a free agent.
- April 11, 1999
The Seattle Mariners signed Domingo Cedeño as a free agent.
The San Francisco Giants signed Joe Horgan as a free agent.
- April 12, 1999
The Milwaukee Brewers signed Aaron Small as a free agent.
- April 14, 1999
The Cleveland Indians signed Jhonny Peralta as an amateur free agent.
- April 15, 1999
The Toronto Blue Jays signed Pat Kelly as a free agent.
The Montreal Expos released Mike Maddux.
The Detroit Tigers selected Rob Sasser off waivers from the Texas Rangers.
- April 16, 1999
The Toronto Blue Jays returned Eric Ludwick (earlier draft pick) to the Florida Marlins.
The Atlanta Braves traded Mark Wohlers and cash to the Cincinnati Reds for John Hudek.
The Detroit Tigers traded Apostol Garcia (minors), Rick Roberts (minors) and Robinson Checo to the Los Angeles Dodgers for Dave Mlicki and Mel Rojas.
- April 18, 1999
The Texas Rangers signed Pedro Valdés as a free agent.
- April 19, 1999
The Anaheim Angels signed Dave Silvestri as a free agent.
- April 20, 1999
The Pittsburgh Pirates signed Frank Castillo as a free agent.
The Cincinnati Reds purchased Guillermo Garcia from the Florida Marlins.
- April 22, 1999
The Cleveland Indians traded Jerry Spradlin to the San Francisco Giants for a player to be named later and Dan McKinley (minors). The San Francisco Giants sent Josh Santos (minors) (June 27, 1999) to the Cleveland Indians to complete the trade.
The Minnesota Twins selected Jack Cressend off waivers from the Boston Red Sox.
- April 23, 1999
The Chicago Cubs released Hideo Nomo.
- April 24, 1999
The Los Angeles Dodgers signed Mike Maddux as a free agent.
- April 27, 1999
The San Francisco Giants signed Felipe Crespo as a free agent.
The Seattle Mariners purchased Rafael Bournigal from the Texas Rangers.
- April 28, 1999
The Detroit Tigers signed Omar Infante as an amateur free agent.
Seibu Lions (Japan Pacific) purchased Alan Zinter from the Chicago Cubs.
The Detroit Tigers traded Brian Hunter to the Seattle Mariners for players to be named later. The Seattle Mariners sent Andy Van Hekken (June 27, 1999) and Jerry Amador (minors) (August 26, 1999) to the Detroit Tigers to complete the trade.
- April 29, 1999
The Milwaukee Brewers signed Hideo Nomo as a free agent.
- April 30, 1999
The Los Angeles Dodgers signed Johnny Ruffin as a free agent.
The Baltimore Orioles released Heathcliff Slocumb.
- May 5, 1999
The Philadelphia Phillies traded Paul Spoljaric to the Toronto Blue Jays for Robert Person.
- May 7, 1999
The Toronto Blue Jays selected Jacob Brumfield off waivers from the Los Angeles Dodgers.
- May 9, 1999
The Arizona Diamondbacks released Dale Sveum.
- May 10, 1999
The Colorado Rockies signed Mark Holzemer as a free agent.
The Pittsburgh Pirates signed Adam Hyzdu as a free agent.
- May 11, 1999
The Houston Astros signed Fernando Nieve as an amateur free agent.
- May 12, 1999
The Detroit Tigers released Mel Rojas.
- May 14, 1999
The Minnesota Twins signed Midre Cummings as a free agent.
- May 15, 1999
The St. Louis Cardinals signed Heathcliff Slocumb as a free agent.
The Tampa Bay Devil Rays purchased Brendan Donnelly from Nashua (Atlantic).
- May 17, 1999
The Montreal Expos signed Mel Rojas as a free agent.
The Pittsburgh Pirates signed Dale Sveum as a free agent.
- May 19, 1999
The Los Angeles Dodgers purchased Doug Bochtler from the Toronto Blue Jays.
The Philadelphia Phillies released Tony Fiore.
The Chicago White Sox released Robert Machado.
- May 20, 1999
The Los Angeles Dodgers signed Francisco Cruceta as an amateur free agent.
- May 21, 1999
The Montreal Expos signed Robert Machado as a free agent.
The Detroit Tigers signed Adam Bernero as an amateur free agent.
The Chicago Cubs traded Kyle Lohse and Jason Ryan to the Minnesota Twins for Rick Aguilera and Scott Downs.
The Milwaukee Brewers selected Jim Pittsley off waivers from the Kansas City Royals.
- May 22, 1999
The Cleveland Indians signed Juan Lara as an amateur free agent.
- May 23, 1999
The Milwaukee Brewers released Aaron Small.
The Arizona Diamondbacks traded Neil Weber to the Los Angeles Dodgers for a player to be named later. The Los Angeles Dodgers sent Blake Mayo (minors) (July 23, 1999) to the Arizona Diamondbacks to complete the trade.
- May 24, 1999
The Milwaukee Brewers signed Steve Ontiveros as a free agent.
- May 26, 1999
The Seattle Mariners selected Frankie Rodriguez off waivers from the Minnesota Twins.
- May 27, 1999
The Texas Rangers sent P.J. Forbes to the Baltimore Orioles as part of a conditional deal.
The Tampa Bay Devil Rays signed Aaron Small as a free agent.
The Cleveland Indians signed Willy Taveras as an amateur free agent.
- May 28, 1999
The Toronto Blue Jays selected Willis Otáñez off waivers from the Baltimore Orioles.
- May 31, 1999
The Boston Red Sox traded Brian Partenheimer (minors) to the Florida Marlins for Rob Stanifer.
The Montreal Expos traded John Pachot (minors) to the Arizona Diamondbacks for a player to be named later. The Arizona Diamondbacks sent Ron Calloway (July 5, 1999) to the Montreal Expos to complete the trade.
- June 1, 1999
The Baltimore Orioles traded Lyle Mouton to the Milwaukee Brewers for Todd Dunn.
- June 2, 1999
The Tampa Bay Devil Rays drafted Josh Hamilton in the 1st round (1st pick) of the 1999 amateur draft. Player signed June 3, 1999.
The Florida Marlins drafted Josh Beckett in the 1st round (2nd pick) of the 1999 amateur draft. Player signed September 1, 1999.
The Detroit Tigers drafted Eric Munson in the 1st round (3rd pick) of the 1999 amateur draft. Player signed June 24, 1999.
The Kansas City Royals drafted Kyle Snyder in the 1st round (7th pick) of the 1999 amateur draft. Player signed June 8, 1999.
The Oakland Athletics drafted Barry Zito in the 1st round (9th pick) of the 1999 amateur draft. Player signed June 12, 1999.
The Milwaukee Brewers drafted Ben Sheets in the 1st round (10th pick) of the 1999 amateur draft. Player signed July 30, 1999.
The Philadelphia Phillies drafted Brett Myers in the 1st round (12th pick) of the 1999 amateur draft. Player signed July 9, 1999.
The Colorado Rockies drafted Jason Jennings in the 1st round (16th pick) of the 1999 amateur draft. Player signed June 9, 1999.
The Toronto Blue Jays drafted Alex Ríos in the 1st round (19th pick) of the 1999 amateur draft. Player signed June 4, 1999.
The Baltimore Orioles drafted Larry Bigbie in the 1st round (21st pick) of the 1999 amateur draft. Player signed June 17, 1999.
The Chicago White Sox drafted Matt Ginter in the 1st round (22nd pick) of the 1999 amateur draft. Player signed June 24, 1999.
The Baltimore Orioles drafted Keith Reed in the 1st round (23rd pick) of the 1999 amateur draft. Player signed June 19, 1999.
The San Francisco Giants drafted Kurt Ainsworth in the 1st round (24th pick) of the 1999 amateur draft. Player signed June 17, 1999.
The Kansas City Royals drafted Mike MacDougal in the 1st round (25th pick) of the 1999 amateur draft. Player signed July 1, 1999.
The Arizona Diamondbacks drafted Casey Daigle in the 1st round (31st pick) of the 1999 amateur draft. Player signed September 14, 1999.
The Los Angeles Dodgers drafted Jason Repko in the 1st round (37th pick) of the 1999 amateur draft. Player signed June 3, 1999.
The Texas Rangers drafted Colby Lewis in the 1st round (38th pick) of the 1999 amateur draft. Player signed June 15, 1999.
The San Francisco Giants drafted Jerome Williams in the 1st round (39th pick) of the 1999 amateur draft. Player signed July 10, 1999.
The Kansas City Royals drafted Jimmy Gobble in the 1st round (43rd pick) of the 1999 amateur draft. Player signed June 21, 1999.
The Baltimore Orioles drafted Scott Rice in the 1st round (44th pick) of the 1999 amateur draft. Player signed June 30, 1999.
The St. Louis Cardinals drafted Chris Duncan in the 1st round (46th pick) of the 1999 amateur draft. Player signed June 23, 1999.
The Boston Red Sox drafted Casey Fossum in the 1st round (48th pick) of the 1999 amateur draft. Player signed July 19, 1999.
The San Diego Padres drafted Mike Bynum in the 1st round (49th pick) of the 1999 amateur draft. Player signed July 1, 1999.
The Baltimore Orioles drafted Brian Roberts in the 1st round (50th pick) of the 1999 amateur draft. Player signed July 14, 1999.
The Minnesota Twins drafted Rob Bowen in the 2nd round of the 1999 amateur draft. Player signed July 10, 1999.
The Cincinnati Reds drafted Ben Broussard in the 2nd round of the 1999 amateur draft. Player signed June 2, 1999.
The Tampa Bay Devil Rays drafted Carl Crawford in the 2nd round of the 1999 amateur draft. Player signed June 14, 1999.
The Pittsburgh Pirates drafted Ryan Doumit in the 2nd round of the 1999 amateur draft. Player signed June 16, 1999.
The Anaheim Angels drafted John Lackey in the 2nd round of the 1999 amateur draft. Player signed June 9, 1999.
The Oakland Athletics drafted Ryan Ludwick in the 2nd round of the 1999 amateur draft. Player signed July 17, 1999.
The New York Mets drafted Neal Musser in the 2nd round of the 1999 amateur draft. Player signed June 23, 1999.
The Kansas City Royals drafted Wes Obermueller in the 2nd round of the 1999 amateur draft. Player signed June 22, 1999.
The St. Louis Cardinals drafted Josh Pearce in the 2nd round of the 1999 amateur draft. Player signed June 18, 1999.
The Montreal Expos drafted Brandon Phillips in the 2nd round of the 1999 amateur draft. Player signed June 21, 1999.
The Texas Rangers drafted Nick Regilio in the 2nd round of the 1999 amateur draft. Player signed June 11, 1999.
The Kansas City Royals drafted Brian Sanches in the 2nd round of the 1999 amateur draft. Player signed July 6, 1999.
The San Francisco Giants drafted Jack Taschner in the 2nd round of the 1999 amateur draft. Player signed July 20, 1999.
The Chicago White Sox drafted Dan Wright in the 2nd round of the 1999 amateur draft. Player signed July 10, 1999.
The Chicago White Sox drafted Bobby Hill in the 2nd round of the 1999 amateur draft, but was not signed.
The Los Angeles Dodgers drafted Drew Meyer in the 2nd round of the 1999 amateur draft, but was not signed.
The Colorado Rockies drafted Josh Bard in the 3rd round of the 1999 amateur draft. Player signed August 12, 1999.
The Texas Rangers drafted Hank Blalock in the 3rd round of the 1999 amateur draft. Player signed June 4, 1999.
The Seattle Mariners drafted Willie Bloomquist in the 3rd round of the 1999 amateur draft. Player signed June 10, 1999.
The Toronto Blue Jays drafted Matt Ford in the 3rd round of the 1999 amateur draft. Player signed June 2, 1999.
The New York Yankees drafted Alex Graman in the 3rd round of the 1999 amateur draft. Player signed June 5, 1999.
The New York Mets drafted Jeremy Griffiths in the 3rd round of the 1999 amateur draft. Player signed June 9, 1999.
The Milwaukee Brewers drafted Ruddy Lugo in the 3rd round of the 1999 amateur draft. Player signed June 21, 1999.
The Minnesota Twins drafted Justin Morneau in the 3rd round of the 1999 amateur draft. Player signed June 17, 1999.
The Chicago White Sox drafted Jon Rauch in the 3rd round of the 1999 amateur draft. Player signed June 9, 1999.
The Boston Red Sox drafted Rich Rundles in the 3rd round of the 1999 amateur draft. Player signed July 9, 1999.
The Tampa Bay Devil Rays drafted Doug Waechter in the 3rd round of the 1999 amateur draft. Player signed June 27, 1999.
The Florida Marlins drafted Josh Wilson in the 3rd round of the 1999 amateur draft. Player signed June 5, 1999.
The Montreal Expos drafted Matthew Cepicky in the 4th round of the 1999 amateur draft. Player signed June 12, 1999.
The St. Louis Cardinals drafted Ben Johnson in the 4th round of the 1999 amateur draft. Player signed June 24, 1999.
The St. Louis Cardinals drafted Jimmy Journell in the 4th round of the 1999 amateur draft. Player signed August 12, 1999.
The Texas Rangers drafted Kevin Mench in the 4th round of the 1999 amateur draft. Player signed June 16, 1999.
The New York Mets drafted Ángel Pagán in the 4th round of the 1999 amateur draft. Player signed June 1, 2000.
The Detroit Tigers drafted Cody Ross in the 4th round of the 1999 amateur draft. Player signed June 12, 1999.
The Chicago Cubs drafted Steve Smyth in the 4th round of the 1999 amateur draft. Player signed June 8, 1999.
The Los Angeles Dodgers drafted Joe Thurston in the 4th round of the 1999 amateur draft. Player signed June 6, 1999.
The Texas Rangers drafted Andy Cavazos in the 5th round of the 1999 amateur draft. Player signed June 10, 1999.
The Houston Astros drafted Mike Gallo in the 5th round of the 1999 amateur draft. Player signed June 3, 1999.
The Kansas City Royals drafted Ken Harvey in the 5th round of the 1999 amateur draft. Player signed June 4, 1999.
The Pittsburgh Pirates drafted J.R. House in the 5th round of the 1999 amateur draft. Player signed June 12, 1999.
The Tampa Bay Devil Rays drafted Seth McClung in the 5th round of the 1999 amateur draft. Player signed June 21, 1999.
The Seattle Mariners drafted Clint Nageotte in the 5th round of the 1999 amateur draft. Player signed August 18, 1999.
The Florida Marlins drafted Nate Robertson in the 5th round of the 1999 amateur draft. Player signed June 5, 1999.
The Chicago White Sox drafted Josh Stewart in the 5th round of the 1999 amateur draft. Player signed June 7, 1999.
The San Diego Padres drafted Mike Thompson in the 5th round of the 1999 amateur draft. Player signed June 24, 1999.
The Baltimore Orioles drafted Érik Bédard in the 6th round of the 1999 amateur draft. Player signed June 8, 1999.
The Anaheim Angels drafted Dusty Bergman in the 6th round of the 1999 amateur draft. Player signed June 5, 1999.
The Atlanta Braves drafted Andrew Brown in the 6th round of the 1999 amateur draft. Player signed June 3, 1999.
The Texas Rangers drafted Aaron Harang in the 6th round of the 1999 amateur draft. Player signed June 7, 1999.
The Houston Astros drafted Jason Lane in the 6th round of the 1999 amateur draft. Player signed June 7, 1999.
The Seattle Mariners drafted J.J. Putz in the 6th round of the 1999 amateur draft. Player signed June 17, 1999.
The Oakland Athletics drafted Mario Ramos in the 6th round of the 1999 amateur draft. Player signed August 23, 1999.
The Chicago White Sox drafted David Sanders in the 6th round of the 1999 amateur draft. Player signed July 12, 1999.
The Los Angeles Dodgers drafted Shane Victorino in the 6th round of the 1999 amateur draft. Player signed June 8, 1999.
The Minnesota Twins drafted Brian Wolfe in the 6th round of the 1999 amateur draft. Player signed June 15, 1999.
The St. Louis Cardinals drafted Coco Crisp in the 7th round of the 1999 amateur draft. Player signed June 7, 1999.
The New York Yankees drafted Andy Phillips in the 7th round of the 1999 amateur draft. Player signed June 25, 1999.
The Arizona Diamondbacks drafted Chris Capuano in the 8th round of the 1999 amateur draft. Player signed August 24, 1999.
The Florida Marlins drafted Kevin Hooper in the 8th round of the 1999 amateur draft. Player signed June 3, 1999.
The Oakland Athletics drafted Justin Lehr in the 8th round of the 1999 amateur draft. Player signed June 29, 1999.
The Milwaukee Brewers drafted Dave Pember in the 8th round of the 1999 amateur draft. Player signed August 15, 1999.
The Houston Astros drafted Chris Sampson in the 8th round of the 1999 amateur draft. Player signed June 8, 1999.
The Seattle Mariners drafted Terrmel Sledge in the 8th round of the 1999 amateur draft. Player signed June 18, 1999.
The Kansas City Royals drafted Mark Ellis in the 9th round of the 1999 amateur draft. Player signed June 3, 1999.
The Arizona Diamondbacks drafted Matt Kata in the 9th round of the 1999 amateur draft. Player signed June 5, 1999.
The Seattle Mariners drafted Steve Kent in the 9th round of the 1999 amateur draft. Player signed June 3, 1999.
The Montreal Expos drafted Brandon Watson in the 9th round of the 1999 amateur draft. Player signed June 7, 1999.
The Philadelphia Phillies drafted Marlon Byrd in the 10th round of the 1999 amateur draft. Player signed June 4, 1999.
The Cleveland Indians drafted Fernando Cabrera in the 10th round of the 1999 amateur draft. Player signed August 23, 1999.
The Cincinnati Reds drafted Scott Dunn in the 10th round of the 1999 amateur draft. Player signed June 5, 1999.
The Chicago White Sox drafted Matt Guerrier in the 10th round of the 1999 amateur draft. Player signed June 17, 1999.
The Milwaukee Brewers drafted Ben Hendrickson in the 10th round of the 1999 amateur draft. Player signed September 1, 1999.
The Anaheim Angels drafted Robb Quinlan in the 10th round of the 1999 amateur draft. Player signed June 10, 1999.
The New York Mets drafted Prentice Redman in the 10th round of the 1999 amateur draft. Player signed June 4, 1999.
The Houston Astros drafted Greg Dobbs in the 10th round of the 1999 amateur draft, but was not signed.
The Los Angeles Dodgers drafted Eric Junge in the 11th round of the 1999 amateur draft. Player signed June 5, 1999.
The Florida Marlins drafted Randy Messenger in the 11th round of the 1999 amateur draft. Player signed June 6, 1999.
The Kansas City Royals drafted Tony Cogan in the 12th round of the 1999 amateur draft. Player signed June 21, 1999.
The Arizona Diamondbacks drafted Doug DeVore in the 12th round of the 1999 amateur draft. Player signed June 3, 1999.
The Boston Red Sox drafted Lew Ford in the 12th round of the 1999 amateur draft. Player signed June 7, 1999.
The Colorado Rockies drafted Craig House in the 12th round of the 1999 amateur draft. Player signed June 18, 1999.
The Atlanta Braves drafted Ben Kozlowski in the 12th round of the 1999 amateur draft. Player signed June 12, 1999.
The Florida Marlins drafted Ángel Sánchez in the 12th round of the 1999 amateur draft, but was not signed.
The Anaheim Angels drafted Alfredo Amézaga in the 13th round of the 1999 amateur draft. Player signed June 4, 1999.
The Philadelphia Phillies drafted Frank Brooks in the 13th round of the 1999 amateur draft. Player signed June 7, 1999.
The Texas Rangers drafted Jason Jones in the 13th round of the 1999 amateur draft. Player signed June 4, 1999.
The Seattle Mariners drafted Justin Leone in the 13th round of the 1999 amateur draft. Player signed June 8, 1999.
The St. Louis Cardinals drafted Albert Pujols in the 13th round of the 1999 amateur draft. Player signed August 17, 1999.
The Atlanta Braves drafted Garrett Jones in the 14th round of the 1999 amateur draft. Player signed June 18, 1999.
The Toronto Blue Jays drafted Brandon Lyon in the 14th round of the 1999 amateur draft. Player signed May 31, 2000.
The Tampa Bay Devil Rays drafted Jeff Ridgway in the 14th round of the 1999 amateur draft. Player signed September 7, 1999.
The San Diego Padres drafted Bobby Scales in the 14th round of the 1999 amateur draft. Player signed June 11, 1999.
The Minnesota Twins drafted Brian Slocum in the 14th round of the 1999 amateur draft, but was not signed.
The Montreal Expos drafted Val Pascucci in the 15th round of the 1999 amateur draft. Player signed June 2, 1999.
The San Diego Padres drafted Jake Peavy in the 15th round of the 1999 amateur draft. Player signed June 9, 1999.
The Texas Rangers drafted Dennis Sarfate in the 15th round of the 1999 amateur draft, but was not signed.
The Montreal Expos drafted Matt Watson in the 16th round of the 1999 amateur draft. Player signed June 5, 1999.
The Boston Red Sox drafted Charlie Manning in the 16th round of the 1999 amateur draft, but was not signed.
The Tampa Bay Devil Rays drafted Matt Diaz in the 17th round of the 1999 amateur draft. Player signed June 24, 1999.
The Toronto Blue Jays drafted Reed Johnson in the 17th round of the 1999 amateur draft. Player signed June 19, 1999.
The San Diego Padres drafted Brandon Fahey in the 17th round of the 1999 amateur draft, but was not signed.
The Arizona Diamondbacks drafted Lyle Overbay in the 18th round of the 1999 amateur draft. Player signed June 8, 1999.
The Chicago White Sox drafted Scott Hairston in the 18th round of the 1999 amateur draft, but was not signed.
The Kansas City Royals drafted Brandon Medders in the 18th round of the 1999 amateur draft, but was not signed.
The Tampa Bay Devil Rays drafted Ryan Raburn in the 18th round of the 1999 amateur draft, but was not signed.
The Anaheim Angels drafted Gary Johnson in the 19th round of the 1999 amateur draft. Player signed June 2, 1999.
The Chicago Cubs drafted John Webb in the 19th round of the 1999 amateur draft. Player signed June 16, 1999.
The Texas Rangers drafted Noah Lowry in the 19th round of the 1999 amateur draft, but was not signed.
The Minnesota Twins drafted Travis Bowyer in the 20th round of the 1999 amateur draft. Player signed June 9, 1999.
The Cleveland Indians drafted Jason Davis in the 21st round of the 1999 amateur draft. Player signed May 18, 2000.
The Cincinnati Reds drafted Brad Salmon in the 21st round of the 1999 amateur draft. Player signed June 3, 1999.
The Kansas City Royals drafted Chad Santos in the 22nd round of the 1999 amateur draft. Player signed June 8, 1999.
The Los Angeles Dodgers drafted Reggie Abercrombie in the 23rd round of the 1999 amateur draft. Player signed May 24, 2000.
The Minnesota Twins drafted Willie Eyre in the 23rd round of the 1999 amateur draft. Player signed June 11, 1999.
The Baltimore Orioles drafted Aaron Rakers in the 23rd round of the 1999 amateur draft. Player signed June 7, 1999.
The Chicago Cubs drafted Peter Zoccolillo in the 23rd round of the 1999 amateur draft. Player signed June 3, 1999.
The St. Louis Cardinals drafted Mike Crudale in the 24th round of the 1999 amateur draft. Player signed June 8, 1999.
The Baltimore Orioles drafted Willie Harris in the 24th round of the 1999 amateur draft. Player signed June 7, 1999.
The San Francisco Giants drafted Bill Murphy in the 24th round of the 1999 amateur draft, but was not signed.
The Los Angeles Dodgers drafted Shane Nance in the 24th round of the 1999 amateur draft, but was not signed.
The Atlanta Braves drafted John Foster in the 25th round of the 1999 amateur draft. Player signed June 7, 1999.
The Seattle Mariners drafted Daniel Davidson in the 25th round of the 1999 amateur draft, but was not signed.
The Cleveland Indians drafted Kyle Denney in the 26th round of the 1999 amateur draft. Player signed June 14, 1999.
The Minnesota Twins drafted Terry Tiffee in the 26th round of the 1999 amateur draft. Player signed August 17, 1999.
The Chicago White Sox drafted Joe Valentine in the 26th round of the 1999 amateur draft. Player signed June 26, 1999.
The Anaheim Angels drafted Tom Gregorio in the 27th round of the 1999 amateur draft. Player signed June 5, 1999.
The Boston Red Sox drafted Mark Kiger in the 27th round of the 1999 amateur draft, but was not signed.
The Chicago White Sox drafted Daniel Ortmeier in the 27th round of the 1999 amateur draft, but was not signed.
The Colorado Rockies drafted Justin Hampson in the 28th round of the 1999 amateur draft. Player signed May 22, 2000.
The Cincinnati Reds drafted Michael Neu in the 29th round of the 1999 amateur draft. Player signed August 12, 1999.
The Chicago Cubs drafted Ray Sadler in the 30th round of the 1999 amateur draft. Player signed May 30, 2000.
The New York Yankees drafted Kevin Thompson in the 31st round of the 1999 amateur draft. Player signed June 7, 2000.
The Pittsburgh Pirates drafted Walter Young in the 31st round of the 1999 amateur draft. Player signed June 3, 1999.
The Detroit Tigers drafted Eric Eckenstahler in the 32nd round of the 1999 amateur draft. Player signed May 25, 2000.
The Detroit Tigers drafted Jason Frasor in the 33rd round of the 1999 amateur draft. Player signed June 4, 1999.
The St. Louis Cardinals drafted Bo Hart in the 33rd round of the 1999 amateur draft. Player signed June 6, 1999.
The Colorado Rockies drafted Darren Clarke in the 33rd round of the 1999 amateur draft, but was not signed.
The San Diego Padres drafted Shawn Hill in the 33rd round of the 1999 amateur draft, but was not signed.
The Boston Red Sox drafted Dan Giese in the 34th round of the 1999 amateur draft. Player signed June 7, 1999.
The New York Yankees drafted Chad Bentz in the 34th round of the 1999 amateur draft, but was not signed.
The Baltimore Orioles drafted Doug Slaten in the 34th round of the 1999 amateur draft, but was not signed.
The Chicago White Sox drafted Jeff Bajenaru in the 36th round of the 1999 amateur draft. Player signed May 29, 2000.
The Cincinnati Reds drafted Rich Hill in the 36th round of the 1999 amateur draft, but was not signed.
The Boston Red Sox drafted Chris Mabeus in the 37th round of the 1999 amateur draft, but was not signed.
The New York Mets drafted Mike Jacobs in the 38th round of the 1999 amateur draft. Player signed June 25, 1999.
The Seattle Mariners drafted Rich Harden in the 38th round of the 1999 amateur draft, but was not signed.
The Philadelphia Phillies drafted Kameron Loe in the 39th round of the 1999 amateur draft, but was not signed.
The Baltimore Orioles drafted Sean White in the 41st round of the 1999 amateur draft, but was not signed.
The Florida Marlins drafted Adam LaRoche in the 42nd round of the 1999 amateur draft, but was not signed.
The Minnesota Twins drafted Pat Neshek in the 45th round of the 1999 amateur draft, but was not signed.
The Texas Rangers drafted Jason Botts in the 46th round of the 1999 amateur draft. Player signed May 15, 2000.
The Chicago Cubs drafted Dale Thayer in the 47th round of the 1999 amateur draft, but was not signed.
The Boston Red Sox drafted Brian Buscher in the 50th round of the 1999 amateur draft, but was not signed.
The Cleveland Indians drafted John Gall in the 50th round of the 1999 amateur draft, but was not signed.
- June 3, 1999
The Minnesota Twins signed Tony Fiore as a free agent.
The Baltimore Orioles signed Derrick May as a free agent.
The Baltimore Orioles selected Mike Figga off waivers from the New York Yankees.
- June 4, 1999
The Cincinnati Reds released Carlos Baerga.
The Cincinnati Reds released Rusty Meacham.
- June 5, 1999
The San Diego Padres released Ed Vosberg.
- June 6, 1999
The San Diego Padres signed Carlos Baerga as a free agent.
- June 8, 1999
The Philadelphia Phillies selected Amaury Telemaco off waivers from the Arizona Diamondbacks.
- June 9, 1999
The Pittsburgh Pirates signed John Wehner as a free agent.
The Toronto Blue Jays released Pat Kelly.
The Toronto Blue Jays released Pat Lennon.
- June 10, 1999
The Detroit Tigers signed Pat Lennon as a free agent.
The Arizona Diamondbacks signed Ed Vosberg as a free agent.
- June 11, 1999
Hiroshima Toyo Carp (Japan Central) purchased Rick DeHart from the Montreal Expos.
- June 12, 1999
The Arizona Diamondbacks traded Tony Batista and John Frascatore to the Toronto Blue Jays for Dan Plesac.
- June 15, 1999
The Florida Marlins traded Craig Counsell to the Los Angeles Dodgers for a player to be named later. The Los Angeles Dodgers sent Ryan Moskau (minors) (July 15, 1999) to the Florida Marlins to complete the trade.
- June 16, 1999
The Oakland Athletics released Tom Candiotti.
- June 18, 1999
The New York Mets traded Allen Watson and cash to the Seattle Mariners for a player to be named later and Mac Suzuki. The Seattle Mariners sent Justin Dunning (minors) (September 14, 1999) to the New York Mets to complete the trade.
The Atlanta Braves traded Marc Pisciotta to the Kansas City Royals for Jose Cepeda (minors).
The Cleveland Indians selected Jeff Tam off waivers from the New York Mets.
- June 19, 1999
The Los Angeles Dodgers signed Hung-Chih Kuo as an amateur free agent.
The Anaheim Angels released Chris Michalak.
The Houston Astros traded Kevin Hodges to the Seattle Mariners for Matt Mieske.
- June 20, 1999
The Montreal Expos released Tommy Phelps.
- June 21, 1999
The Toronto Blue Jays released Dave Hollins.
The Cleveland Indians released Dave Stevens.
- June 22, 1999
The Boston Red Sox released Jim Corsi.
The Kansas City Royals selected Mac Suzuki off waivers from the New York Mets.
- June 23, 1999
The Arizona Diamondbacks signed Chris Michalak as a free agent.
The Tampa Bay Devil Rays signed Jim Morris as a free agent.
- June 24, 1999
Free agent signing of Ángel Guzmán by the Kansas City Royals voided.
The San Diego Padres released José Mercedes.
- June 25, 1999
Juan Díaz of the Los Angeles Dodgers granted free agency.
- June 26, 1999
The Houston Astros signed Rusty Meacham as a free agent.
- June 28, 1999
The Seattle Mariners released Allen Watson.
- June 29, 1999
The Cleveland Indians signed Tom Candiotti as a free agent.
- June 30, 1999
The Florida Marlins signed José Mercedes as a free agent.
The Baltimore Orioles signed Sendy Rleal as an amateur free agent.
- July 1, 1999
The Chicago White Sox signed Dave Hollins as a free agent.
The Seattle Mariners signed Dave Stevens as a free agent.
The Arizona Diamondbacks released Joey Eischen.
- July 2, 1999
The Baltimore Orioles signed Jim Corsi as a free agent.
The Florida Marlins signed Miguel Cabrera as an amateur free agent.
The Houston Astros signed Héctor Giménez as an amateur free agent.
The Philadelphia Phillies signed Elizardo Ramírez as an amateur free agent.
The Philadelphia Phillies signed Alfredo Simón as an amateur free agent.
The Colorado Rockies released Jeff Reed.
The New York Yankees selected Jeff Manto off waivers from the Cleveland Indians.
- July 3, 1999
The New York Yankees signed Allen Watson as a free agent.
The Chicago Cubs signed Carlos Marmól as an amateur free agent.
The Pittsburgh Pirates signed Roberto Novoa as an amateur free agent.
The Atlanta Braves signed Pete Orr as an amateur free agent.
The Chicago Cubs signed José Reyes as an amateur free agent.
The Toronto Blue Jays signed Davis Romero as an amateur free agent.
The Montreal Expos released Mel Rojas.
- July 7, 1999
The Philadelphia Phillies traded Jose Flores to the Seattle Mariners for Domingo Cedeño.
- July 8, 1999
The Chicago Cubs signed Jeff Reed as a free agent.
The San Diego Padres traded Juan Melo to the Toronto Blue Jays for Isabel Giron (minors).
The Arizona Diamondbacks traded a player to be named later, Vladimir Núñez and Brad Penny to the Florida Marlins for Matt Mantei. The Arizona Diamondbacks sent Abraham Núñez (December 13, 1999) to the Florida Marlins to complete the trade.
- July 10, 1999
The Minnesota Twins signed Julio De Paula as an amateur free agent.
- July 11, 1999
The Cincinnati Reds signed Randy Ruiz as an amateur free agent.
- July 15, 1999
The Kansas City Royals released Don Wengert.
- July 16, 1999
The Baltimore Orioles traded Rocky Coppinger to the Milwaukee Brewers for a player to be named later. The Milwaukee Brewers sent Alberto Reyes (July 21, 1999) to the Baltimore Orioles to complete the trade.
- July 17, 1999
The Cincinnati Reds released Mark Thompson.
- July 18, 1999
The St. Louis Cardinals signed Mark Thompson as a free agent.
- July 20, 1999
Jaime Cerda of the New York Mets granted free agency.
The Philadelphia Phillies traded Marty Barnett (minors) to the Tampa Bay Devil Rays for a player to be named later. The Tampa Bay Devil Rays sent Scott Aldred (July 25, 1999) to the Philadelphia Phillies to complete the trade.
- July 21, 1999
The Atlanta Braves signed Tony Peña as an amateur free agent.
The Baltimore Orioles released Lenny Webster.
The Boston Red Sox traded a player to be named later and cash to the Tampa Bay Devil Rays for Julio Santana. The Boston Red Sox sent Will Silverthorn (minors) (July 30, 1999) to the Tampa Bay Devil Rays to complete the trade.
- July 22, 1999
The Anaheim Angels released Tim Unroe.
The Cincinnati Reds traded Todd Williams to the Seattle Mariners for Kerry Robinson.
- July 23, 1999
The Milwaukee Brewers released Jim Abbott.
The Pittsburgh Pirates traded José Guillén and Jeff Sparks to the Tampa Bay Devil Rays for Humberto Cota and Joe Oliver.
The New York Mets traded Leo Vasquez (minors) and Terrence Long to the Oakland Athletics for Kenny Rogers.
- July 24, 1999
The Milwaukee Brewers released Steve Ontiveros.
- July 25, 1999
The New York Mets signed Jaime Cerda as a free agent.
The Florida Marlins traded Liván Hernández to the San Francisco Giants for Nate Bump and Jason Grilli.
- July 26, 1999
The Atlanta Braves traded Doug Dent (minors) to the San Diego Padres for Greg Myers.
The Boston Red Sox traded Robert Ramsay to the Seattle Mariners for Butch Huskey.
- July 27, 1999
The New York Yankees signed Don Wengert as a free agent.
- July 28, 1999
The Boston Red Sox signed Lenny Webster as a free agent.
The Tampa Bay Devil Rays released Jesse Levis.
The Seattle Mariners traded David Segui to the Toronto Blue Jays for Tom Davey and Steve Sinclair.
- July 29, 1999
The Baltimore Orioles traded Esteban Beltré to the Chicago White Sox for Mario Iglesias (minors).
The Anaheim Angels traded Omar Olivares and Randy Velarde to the Oakland Athletics for Elvin Nina (minors), Jeff DaVanon and Nathan Haynes.
- July 30, 1999
The Cleveland Indians signed Jesse Levis as a free agent.
The New York Mets signed Vicente Palacios as a free agent.
The Atlanta Braves released John Hudek.
The Florida Marlins released José Mercedes.
The Seattle Mariners released Dave Stevens.
- July 31, 1999
The Toronto Blue Jays signed John Hudek as a free agent.
The Baltimore Orioles traded Juan Guzmán and cash to the Cincinnati Reds for Jacobo Sequea (minors) and B.J. Ryan.
The Detroit Tigers traded Mike Drumright (minors) to the Florida Marlins for Brandon Villafuerte.
The New York Yankees traded Geraldo Padua (minors) to the San Diego Padres for Jim Leyritz.
The Kansas City Royals traded Kevin Appier to the Oakland Athletics for Jeff D'Amico, Brad Rigby and Blake Stein.
The Atlanta Braves traded a player to be named later, Micah Bowie and Rubén Quevedo to the Chicago Cubs for José Hernández and Terry Mulholland. The Atlanta Braves sent Joey Nation (August 24, 1999) to the Chicago Cubs to complete the trade.
The Colorado Rockies traded Darryl Hamilton and Chuck McElroy to the New York Mets for Tom Johnson (minors), Rigo Beltrán and Brian McRae.
The New York Mets traded Jason Isringhausen and Greg McMichael to the Oakland Athletics for Billy Taylor.
The Boston Red Sox traded Mike Maroth to the Detroit Tigers for Bryce Florie.
The New York Mets traded Craig Paquette to the St. Louis Cardinals for Shawon Dunston.
The Boston Red Sox traded Mandy Romero to the New York Mets for a player to be named later. The New York Mets sent Kelly Ramos (minors) (November 18, 1999) to the Boston Red Sox to complete the trade.
- August 2, 1999
The Florida Marlins signed Ronald Belisario as an amateur free agent.
The Cleveland Indians released Tom Candiotti.
- August 3, 1999
The Houston Astros traded Josh Dimmick (minors) to the Minnesota Twins for George Williams.
- August 4, 1999
The New York Mets signed José Mercedes as a free agent.
The Cincinnati Reds released Jason Bere.
The Tampa Bay Devil Rays released Julio Mañón.
The New York Mets released Héctor Mercado.
The Boston Red Sox traded Jose Olmeda (minors) to the Cleveland Indians for Mike Matthews.
- August 6, 1999
The Anaheim Angels released Charlie O'Brien.
The Toronto Blue Jays selected Curtis Goodwin off waivers from the Chicago Cubs.
- August 7, 1999
The Toronto Blue Jays signed Kevin Cash as an amateur free agent.
- August 9, 1999
The Anaheim Angels released Jack McDowell.
The Colorado Rockies traded Brian McRae to the Toronto Blue Jays for a player to be named later. The Toronto Blue Jays sent Pat Lynch (minors) (August 23, 1999) to the Colorado Rockies to complete the trade.
- August 10, 1999
The New York Yankees released Jeff Manto.
- August 11, 1999
The Pittsburgh Pirates released Turner Ward.
The New York Mets selected Jeff Tam off waivers from the Cleveland Indians.
- August 12, 1999
The Milwaukee Brewers signed Jason Bere as a free agent.
The Tampa Bay Devil Rays released Brendan Donnelly.
- August 13, 1999
The Cleveland Indians signed Jeff Manto as a free agent.
The Kansas City Royals traded Jeremy Jackson (minors) to the New York Mets for Derek Wallace.
- August 14, 1999
The Kansas City Royals released Terry Mathews.
The Kansas City Royals released Matt Whisenant.
- August 16, 1999
The New York Mets signed José Reyes as an amateur free agent.
The Cleveland Indians purchased Carlos Baerga from the San Diego Padres.
- August 18, 1999
The Pittsburgh Pirates signed Brendan Donnelly as a free agent.
The Arizona Diamondbacks signed Turner Ward as a free agent.
The Milwaukee Brewers traded Rich Becker to the Oakland Athletics for a player to be named later. The Oakland Athletics sent Carl Dale (August 20, 1999) to the Milwaukee Brewers to complete the trade.
- August 19, 1999
The Detroit Tigers released Walt McKeel.
- August 20, 1999
The San Diego Padres signed Matt Whisenant as a free agent.
Ricky Bones of the Baltimore Orioles granted free agency.
The Boston Red Sox released Lenny Webster.
- August 22, 1999
The Philadelphia Phillies released Ken Ryan.
- August 23, 1999
The Philadelphia Phillies released Jim Poole.
- August 24, 1999
The Boston Red Sox traded Dave Benham (minors) and Mike Matthews to the St. Louis Cardinals for Kent Mercker.
- August 25, 1999
The Pittsburgh Pirates released Brendan Donnelly.
- August 26, 1999
The Toronto Blue Jays signed Brendan Donnelly as a free agent.
The Cleveland Indians signed Jim Poole as a free agent.
The Pittsburgh Pirates signed Ken Ryan as a free agent.
The Colorado Rockies signed Manny Corpas as an amateur free agent.
The Florida Marlins released Jorge Fábregas.
- August 27, 1999
The Chicago Cubs signed Ronny Cedeño as an amateur free agent.
The Montreal Expos released Bobby Ayala.
The New York Yankees released Don Wengert.
The Baltimore Orioles traded Harold Baines to the Cleveland Indians for a player to be named later and Juan Aracena (minors). The Cleveland Indians sent Jimmy Hamilton (minors) (August 31, 1999) to the Baltimore Orioles to complete the trade.
The Seattle Mariners traded Jeff Fassero to the Texas Rangers for a player to be named later. The Texas Rangers sent Adrian Myers (minors) (September 22, 1999) to the Seattle Mariners to complete the trade.
- August 28, 1999
The Seattle Mariners signed Mike Blowers as a free agent.
- August 30, 1999
The Atlanta Braves signed Don Wengert as a free agent.
The Toronto Blue Jays released Gerónimo Berroa.
- August 31, 1999
The Atlanta Braves signed Jorge Fábregas as a free agent.
The Houston Astros released Sean Bergman.
The Houston Astros released Alex Diaz.
The Anaheim Angels released Reggie Williams.
The Arizona Diamondbacks traded Belvani Martinez (minors) to the Colorado Rockies for Lenny Harris.
The Houston Astros traded Joe Messman (minors) to the San Francisco Giants for Stan Javier.
The Boston Red Sox traded a player to be named later and Mark Guthrie to the Chicago Cubs for Rod Beck. The Boston Red Sox sent Cole Liniak (September 1, 1999) to the Chicago Cubs to complete the trade.
The Chicago Cubs traded Tyler Houston to the Cleveland Indians for Richard Negrette (minors).
The Cleveland Indians released Pat Borders.
The Toronto Blue Jays signed Pat Borders as a free agent.
- September 1, 1999
The Colorado Rockies signed John Cangelosi as a free agent.
- September 2, 1999
The Kansas City Royals signed Tim Unroe as a free agent.
- September 3, 1999
The Chicago Cubs signed Bobby Ayala as a free agent.
The Toronto Blue Jays traded Juan Melo to the Cincinnati Reds for a player to be named later. The Cincinnati Reds sent Jaime Goudie (minors) (September 13, 1999) to the Toronto Blue Jays to complete the trade.
- September 5, 1999
The Atlanta Braves signed Sean Bergman as a free agent.
The Milwaukee Brewers released Steve Falteisek.
- September 7, 1999
The Montreal Expos released Shane Andrews.
The Anaheim Angels released Mike James.
- September 9, 1999
The Atlanta Braves traded Greg Dukeman (minors) to the Pittsburgh Pirates for Freddy García.
- September 10, 1999
The Chicago Cubs signed Shane Andrews as a free agent.
The Chicago Cubs released Doug Creek.
- September 11, 1999
The Kansas City Royals released Steve Scarsone.
- September 13, 1999
The Philadelphia Phillies released Domingo Cedeño.
- September 14, 1999
The Kansas City Royals traded Glendon Rusch to the New York Mets for Dan Murray.
- September 20, 1999
The Arizona Diamondbacks selected Jeff Kubenka off waivers from the Los Angeles Dodgers.
- September 27, 1999
The Boston Red Sox released Mark Portugal.
The Pittsburgh Pirates released Jason Simontacchi.
- September 29, 1999
Ed Giovanola of the San Diego Padres granted free agency.
The Minnesota Twins selected Mario Valdez off waivers from the Chicago White Sox.
- September 30, 1999
The Los Angeles Dodgers signed Agustín Montero as a free agent.
- October 4, 1999
Cory Bailey of the San Francisco Giants granted free agency.
Brian Barber of the Kansas City Royals granted free agency.
Doug Bochtler of the Los Angeles Dodgers granted free agency.
Kirk Bullinger of the Boston Red Sox granted free agency.
Rich DeLucia of the Cleveland Indians granted free agency.
Jim Dougherty of the Pittsburgh Pirates granted free agency.
Carlos García of the San Diego Padres granted free agency.
Kip Gross of the Boston Red Sox granted free agency.
Giomar Guevara of the Seattle Mariners granted free agency.
Tim Harikkala of the Boston Red Sox granted free agency.
Butch Henry of the Seattle Mariners granted free agency.
Tim Hyers of the Florida Marlins granted free agency.
Terry Jones of the Montreal Expos granted free agency.
Mike Kelly of the Colorado Rockies granted free agency.
Jesse Levis of the Cleveland Indians granted free agency.
Marty Malloy of the Atlanta Braves granted free agency.
Josías Manzanillo of the New York Mets granted free agency.
Jeff McCurry of the Houston Astros granted free agency.
Kirt Ojala of the Florida Marlins granted free agency.
Marc Pisciotta of the Kansas City Royals granted free agency.
Jim Poole of the Cleveland Indians granted free agency.
Todd Rizzo of the Chicago White Sox granted free agency.
Tony Tarasco of the New York Yankees granted free agency.
Chris Tremie of the Pittsburgh Pirates granted free agency.
Chris Turner of the Cleveland Indians granted free agency.
Paul Wagner of the Cleveland Indians granted free agency.
Bryan Ward of the Chicago White Sox granted free agency.
Rick Wilkins of the Los Angeles Dodgers granted free agency.
- October 5, 1999
Norberto Martin of the Toronto Blue Jays granted free agency.
Yorkis Pérez of the Philadelphia Phillies granted free agency.
John Roskos of the Florida Marlins granted free agency.
The Chicago Cubs released Lance Johnson.
- October 6, 1999
Joel Bennett of the Philadelphia Phillies granted free agency.
Brent Gates of the Minnesota Twins granted free agency.
Mike Grace of the Philadelphia Phillies granted free agency.
Joe Grahe of the Philadelphia Phillies granted free agency.
Torey Lovullo of the Philadelphia Phillies granted free agency.
Chad Ogea of the Philadelphia Phillies granted free agency.
Dennis Springer of the Florida Marlins granted free agency.
The San Diego Padres selected Jed Hansen off waivers from the Kansas City Royals.
The Philadelphia Phillies selected Félix Martínez off waivers from the Kansas City Royals.
The Cincinnati Reds selected Heath Murray off waivers from the San Diego Padres.
The Philadelphia Phillies selected Carlos Reyes off waivers from the San Diego Padres.
- October 7, 1999
The Colorado Rockies signed Chin-hui Tsao as an amateur free agent.
Rob Butler of the Toronto Blue Jays granted free agency.
Archie Corbin of the Florida Marlins granted free agency.
Marty Cordova of the Minnesota Twins granted free agency.
Gary Rath of the Minnesota Twins granted free agency.
Eddie Zosky of the Milwaukee Brewers granted free agency.
The Atlanta Braves released Mike Mahoney.
- October 8, 1999
Kevin Jarvis of the Oakland Athletics granted free agency.
Joe Vitiello of the Kansas City Royals granted free agency.
Eric Weaver of the Seattle Mariners granted free agency.
Matt Whiteside of the San Diego Padres granted free agency.
- October 10, 1999
Rick Greene of the Cincinnati Reds granted free agency.
Terrell Lowery of the Tampa Bay Devil Rays granted free agency.
- October 11, 1999
Charlie Greene of the Milwaukee Brewers granted free agency.
Ozzie Timmons of the Seattle Mariners granted free agency.
The Cincinnati Reds released Brian Johnson.
- October 12, 1999
Eric Ludwick of the Florida Marlins granted free agency.
Derrick May of the Baltimore Orioles granted free agency.
Mike Oquist of the Oakland Athletics granted free agency.
Stan Spencer of the San Diego Padres granted free agency.
Dave Wainhouse of the Colorado Rockies granted free agency.
John Wehner of the Pittsburgh Pirates granted free agency.
The San Diego Padres signed J.J. Trujillo as a free agent.
The Minnesota Twins selected Sean Bergman off waivers from the Atlanta Braves.
- October 13, 1999
Billy Brewer of the Philadelphia Phillies granted free agency.
Steve Decker of the Anaheim Angels granted free agency.
Julio Franco of the Tampa Bay Devil Rays granted free agency.
Larry Luebbers of the St. Louis Cardinals granted free agency.
- October 14, 1999
Tim Laker of the Pittsburgh Pirates granted free agency.
Mike Maddux of the Los Angeles Dodgers granted free agency.
Steve Mintz of the Anaheim Angels granted free agency.
The Colorado Rockies purchased Luis Ayala from Saltillo (Mexican).
The Milwaukee Brewers released Travis Smith.
The Cincinnati Reds selected Ron Wright off waivers from the Pittsburgh Pirates.
- October 15, 1999
The St. Louis Cardinals signed Mike James as a free agent.
Andy Abad of the Boston Red Sox granted free agency.
Israel Alcántara of the Boston Red Sox granted free agency.
George Arias of the San Diego Padres granted free agency.
Mike Bell of the New York Mets granted free agency.
Nate Bland of the Los Angeles Dodgers granted free agency.
Toby Borland of the Anaheim Angels granted free agency.
Joe Borowski of the New York Yankees granted free agency.
Shane Bowers of the Minnesota Twins granted free agency.
Jeff Branson of the Cincinnati Reds granted free agency.
Will Brunson of the Detroit Tigers granted free agency.
Jim Bullinger of the Los Angeles Dodgers granted free agency.
Mike Busby of the St. Louis Cardinals granted free agency.
Rich Butler of the Tampa Bay Devil Rays granted free agency.
Dan Carlson of the Arizona Diamondbacks granted free agency.
Bubba Carpenter of the New York Yankees granted free agency.
Giovanni Carrara of the Cincinnati Reds granted free agency.
Raúl Casanova of the Detroit Tigers granted free agency.
Frank Castillo of the Pittsburgh Pirates granted free agency.
Mike Cather of the Atlanta Braves granted free agency.
Frank Charles of the San Diego Padres granted free agency.
Raúl Chávez of the Seattle Mariners granted free agency.
Howie Clark of the Baltimore Orioles granted free agency.
Mike Coolbaugh of the New York Yankees granted free agency.
Bryan Corey of the Detroit Tigers granted free agency.
Darron Cox of the Montreal Expos granted free agency.
Felipe Crespo of the San Francisco Giants granted free agency.
Darwin Cubillán of the New York Yankees granted free agency.
Kane Davis of the Pittsburgh Pirates granted free agency.
Joey Dawley of the Atlanta Braves granted free agency.
Alex Delgado of the Toronto Blue Jays granted free agency.
Joe DePastino of the Boston Red Sox granted free agency.
Travis Driskill of the Cleveland Indians granted free agency.
Jayson Durocher of the Montreal Expos granted free agency.
Robert Ellis of the Houston Astros granted free agency.
Tom Evans of the Texas Rangers granted free agency.
Osvaldo Fernández of the San Francisco Giants granted free agency.
Tony Fiore of the Minnesota Twins granted free agency.
P.J. Forbes of the Baltimore Orioles granted free agency.
Kris Foster of the Los Angeles Dodgers granted free agency.
Daniel Garibay of the San Diego Padres granted free agency.
Benji Gil of the Florida Marlins granted free agency.
Shawn Gilbert of the Los Angeles Dodgers granted free agency.
Keith Glauber of the Cincinnati Reds granted free agency.
Raúl González of the Boston Red Sox granted free agency.
Beiker Graterol of the Detroit Tigers granted free agency.
Willie Greene of the Toronto Blue Jays granted free agency.
Creighton Gubanich of the Boston Red Sox granted free agency.
Aaron Guiel of the San Diego Padres granted free agency.
Mike Gulan of the Florida Marlins granted free agency.
Reggie Harris of the Milwaukee Brewers granted free agency.
Chris Hatcher of the Colorado Rockies granted free agency.
Mike Heathcott of the Chicago White Sox granted free agency.
Óscar Henríquez of the New York Mets granted free agency.
José Herrera of the Baltimore Orioles granted free agency.
Phil Hiatt of the Cincinnati Reds granted free agency.
Aaron Holbert of the Tampa Bay Devil Rays granted free agency.
Dave Hollins of the Chicago White Sox granted free agency.
Damon Hollins of the Cincinnati Reds granted free agency.
Mark Holzemer of the Colorado Rockies granted free agency.
Mike Hubbard of the Texas Rangers granted free agency.
Ken Huckaby of the Arizona Diamondbacks granted free agency.
Adam Hyzdu of the Pittsburgh Pirates granted free agency.
Robin Jennings of the Chicago Cubs granted free agency.
Marcus Jensen of the St. Louis Cardinals granted free agency.
Keith Johnson of the Arizona Diamondbacks granted free agency.
Chris Jones of the Toronto Blue Jays granted free agency.
Brooks Kieschnick of the Tampa Bay Devil Rays granted free agency.
Curtis King of the St. Louis Cardinals granted free agency.
Randy Knorr of the Houston Astros granted free agency.
Yovanny Lara of the Montreal Expos granted free agency.
Andy Larkin of the Florida Marlins granted free agency.
Jalal Leach of the San Francisco Giants granted free agency.
Pat Lennon of the Detroit Tigers granted free agency.
Brian Lesher of the Oakland Athletics granted free agency.
Felipe Lira of the Detroit Tigers granted free agency.
Matt Luke of the Anaheim Angels granted free agency.
Robert Machado of the Montreal Expos granted free agency.
Jeff Manto of the Cleveland Indians granted free agency.
Sandy Martínez of the Chicago Cubs granted free agency.
Jason Maxwell of the Detroit Tigers granted free agency.
Dave McCarty of the Detroit Tigers granted free agency.
Allen McDill of the Texas Rangers granted free agency.
Jason McDonald of the Oakland Athletics granted free agency.
Billy McMillon of the Philadelphia Phillies granted free agency.
Adam Melhuse of the Toronto Blue Jays granted free agency.
Carlos Méndez of the Kansas City Royals granted free agency.
Carlos Mendoza of the Tampa Bay Devil Rays granted free agency.
José Mercedes of the New York Mets granted free agency.
Orlando Merced of the Montreal Expos granted free agency.
Chris Michalak of the Arizona Diamondbacks granted free agency.
Izzy Molina of the New York Yankees granted free agency.
Willie Morales of the Oakland Athletics granted free agency.
Julio Mosquera of the Tampa Bay Devil Rays granted free agency.
Chad Mottola of the Chicago White Sox granted free agency.
James Mouton of the Montreal Expos granted free agency.
Bobby Muñoz of the Tampa Bay Devil Rays granted free agency.
Bry Nelson of the Chicago Cubs granted free agency.
Chris Nichting of the New York Yankees granted free agency.
Kevin Ohme of the Minnesota Twins granted free agency.
Héctor Ortiz of the Los Angeles Dodgers granted free agency.
Luis Ortiz of the Milwaukee Brewers granted free agency.
Vicente Palacios of the New York Mets granted free agency.
Bronswell Patrick of the San Francisco Giants granted free agency.
Jarrod Patterson of the Arizona Diamondbacks granted free agency.
Eduardo Pérez of the St. Louis Cardinals granted free agency.
Tomás Pérez of the Anaheim Angels granted free agency.
Chris Petersen of the Colorado Rockies granted free agency.
Jason Phillips of the Pittsburgh Pirates granted free agency.
Jim Pittsley of the Milwaukee Brewers granted free agency.
Alex Prieto of the Kansas City Royals granted free agency.
Chris Prieto of the San Diego Padres granted free agency.
Chris Pritchett of the Anaheim Angels granted free agency.
Brandon Puffer of the Cincinnati Reds granted free agency.
Brady Raggio of the Texas Rangers granted free agency.
Jon Ratliff of the Atlanta Braves granted free agency.
Roberto Rivera of the San Diego Padres granted free agency.
Mandy Romero of the New York Mets granted free agency.
Marc Ronan of the Philadelphia Phillies granted free agency.
Johnny Ruffin of the Los Angeles Dodgers granted free agency.
Ken Ryan of the Pittsburgh Pirates granted free agency.
Chance Sanford of the Los Angeles Dodgers granted free agency.
Rich Sauveur of the Pittsburgh Pirates granted free agency.
Bob Scanlan of the Houston Astros granted free agency.
Chris Seelbach of the Atlanta Braves granted free agency.
Bill Selby of the Cleveland Indians granted free agency.
Chris Sexton of the Colorado Rockies granted free agency.
Brian Shouse of the Arizona Diamondbacks granted free agency.
Steve Sisco of the Atlanta Braves granted free agency.
Matt Skrmetta of the San Diego Padres granted free agency.
Aaron Small of the Tampa Bay Devil Rays granted free agency.
Clint Sodowsky of the St. Louis Cardinals granted free agency.
Steve Sparks of the Anaheim Angels granted free agency.
Joe Strong of the Tampa Bay Devil Rays granted free agency.
Pedro Swann of the Detroit Tigers granted free agency.
Jeff Tam of the New York Mets granted free agency.
Ryan Thompson of the Houston Astros granted free agency.
Kevin Tolar of the Cincinnati Reds granted free agency.
Tim Unroe of the Kansas City Royals granted free agency.
Marc Valdes of the Tampa Bay Devil Rays granted free agency.
Pedro Valdés of the Texas Rangers granted free agency.
Yohanny Valera of the New York Mets granted free agency.
Todd Van Poppel of the Pittsburgh Pirates granted free agency.
Ed Vosberg of the Arizona Diamondbacks granted free agency.
Pete Walker of the Colorado Rockies granted free agency.
B.J. Waszgis of the New York Yankees granted free agency.
Pat Watkins of the Colorado Rockies granted free agency.
Neil Weber of the Los Angeles Dodgers granted free agency.
Don Wengert of the Atlanta Braves granted free agency.
Mark Whiten of the Cleveland Indians granted free agency.
George Williams of the Houston Astros granted free agency.
Tom Wilson of the Tampa Bay Devil Rays granted free agency.
Brad Woodall of the Chicago Cubs granted free agency.
Jason Wood of the Detroit Tigers granted free agency.
Kelly Wunsch of the Milwaukee Brewers granted free agency.
Chad Zerbe of the San Francisco Giants granted free agency.
The Chicago Cubs released Gary Gaetti.
The Kansas City Royals selected David Lundquist off waivers from the Chicago White Sox.
- October 18, 1999
Larry Sutton of the Kansas City Royals granted free agency.
- October 20, 1999
Jacob Brumfield of the Toronto Blue Jays granted free agency.
Joe Slusarski of the Houston Astros granted free agency.
Jeff Tabaka of the Pittsburgh Pirates granted free agency.
The Toronto Blue Jays released John Hudek.
- October 21, 1999
The Houston Astros signed Devern Hansack as an amateur free agent.
- October 22, 1999
The New York Yankees signed Mike Coolbaugh as a free agent.
- October 24, 1999
The Kansas City Royals signed Alex Prieto as a free agent.
- October 25, 1999
The Los Angeles Dodgers signed Kris Foster as a free agent.
The San Diego Padres signed Matt Whiteside as a free agent.
- October 27, 1999
The Chicago Cubs signed Mike Mahoney as a free agent.
- October 28, 1999
The San Diego Padres signed Óscar Henríquez as a free agent.
The Los Angeles Dodgers signed Terry Jones as a free agent.
The Atlanta Braves signed Chris Seelbach as a free agent.
Luis Alicea of the Texas Rangers granted free agency.
Jeff Blauser of the Chicago Cubs granted free agency.
Tony Eusebio of the Houston Astros granted free agency.
Jeff Fassero of the Texas Rangers granted free agency.
Tom Goodwin of the Texas Rangers granted free agency.
Ricky Gutiérrez of the Houston Astros granted free agency.
Chris Haney of the Cleveland Indians granted free agency.
David Howard of the St. Louis Cardinals granted free agency.
Mike Jackson of the Cleveland Indians granted free agency.
Stan Javier of the Houston Astros granted free agency.
Roberto Kelly of the Texas Rangers granted free agency.
Brent Mayne of the San Francisco Giants granted free agency.
Mickey Morandini of the Chicago Cubs granted free agency.
Dave Nilsson of the Milwaukee Brewers granted free agency.
Otis Nixon of the Atlanta Braves granted free agency.
Rich Rodriguez of the San Francisco Giants granted free agency.
Benito Santiago of the Chicago Cubs granted free agency.
Jon Shave of the Texas Rangers granted free agency.
Steve Trachsel of the Chicago Cubs granted free agency.
Greg Vaughn of the Cincinnati Reds granted free agency.
Brian Williams of the Houston Astros granted free agency.
Todd Zeile of the Texas Rangers granted free agency.
The Texas Rangers released Eric Gunderson.
The Philadelphia Phillies selected Hideo Nomo off waivers from the Milwaukee Brewers.
- October 29, 1999
The San Francisco Giants signed Felipe Crespo as a free agent.
The Tampa Bay Devil Rays signed Ozzie Timmons as a free agent.
Steve Avery of the Cincinnati Reds granted free agency.
Carlos Baerga of the Cleveland Indians granted free agency.
Harold Baines of the Cleveland Indians granted free agency.
Andy Benes of the Arizona Diamondbacks granted free agency.
Wil Cordero of the Cleveland Indians granted free agency.
Shawon Dunston of the New York Mets granted free agency.
Juan Guzmán of the Cincinnati Reds granted free agency.
Chad Kreuter of the Kansas City Royals granted free agency.
Scott Leius of the Kansas City Royals granted free agency.
Mark Lewis of the Cincinnati Reds granted free agency.
Graeme Lloyd of the Toronto Blue Jays granted free agency.
Mike Magnante of the Anaheim Angels granted free agency.
Mark McLemore of the Texas Rangers granted free agency.
Hideo Nomo of the Philadelphia Phillies granted free agency.
John Olerud of the New York Mets granted free agency.
Omar Olivares of the Oakland Athletics granted free agency.
Darren Oliver of the St. Louis Cardinals granted free agency.
Gregg Olson of the Arizona Diamondbacks granted free agency.
Kenny Rogers of the New York Mets granted free agency.
Rey Sánchez of the Kansas City Royals granted free agency.
David Segui of the Toronto Blue Jays granted free agency.
Scott Servais of the San Francisco Giants granted free agency.
Terry Shumpert of the Colorado Rockies granted free agency.
Ed Sprague of the Pittsburgh Pirates granted free agency.
Mike Trombley of the Minnesota Twins granted free agency.
David Weathers of the Milwaukee Brewers granted free agency.
Tim Worrell of the Oakland Athletics granted free agency.
- October 30, 1999
The Pittsburgh Pirates signed Adam Hyzdu as a free agent.
The Cincinnati Reds traded Stan Belinda and Jeffrey Hammonds to the Colorado Rockies for Dante Bichette and cash.
- November 1, 1999
The Detroit Tigers signed Marty Malloy as a free agent.
The Philadelphia Phillies signed Chris Pritchett as a free agent.
Kurt Abbott of the Colorado Rockies granted free agency.
Bobby Ayala of the Chicago Cubs granted free agency.
Jason Bere of the Milwaukee Brewers granted free agency.
Jeff Brantley of the Philadelphia Phillies granted free agency.
John Burkett of the Texas Rangers granted free agency.
Mike Fetters of the Baltimore Orioles granted free agency.
Buddy Groom of the Oakland Athletics granted free agency.
Charlie Hayes of the San Francisco Giants granted free agency.
Doug Henry of the Houston Astros granted free agency.
Orel Hershiser of the New York Mets granted free agency.
Jeff Huson of the Anaheim Angels granted free agency.
Mark Langston of the Cleveland Indians granted free agency.
Kirt Manwaring of the Colorado Rockies granted free agency.
Mike Munoz of the Texas Rangers granted free agency.
Greg Myers of the Atlanta Braves granted free agency.
Arthur Rhodes of the Baltimore Orioles granted free agency.
Paul Sorrento of the Tampa Bay Devil Rays granted free agency.
Turner Ward of the Arizona Diamondbacks granted free agency.
- November 2, 1999
The Cincinnati Reds signed Mike Bell as a free agent.
The Philadelphia Phillies signed P.J. Forbes as a free agent.
The Florida Marlins signed Chris Tremie as a free agent.
The Philadelphia Phillies signed Bryan Ward as a free agent.
Norm Charlton of the Tampa Bay Devil Rays granted free agency.
Chuck Finley of the Anaheim Angels granted free agency.
Scott Kamieniecki of the Baltimore Orioles granted free agency.
Tony Phillips of the Oakland Athletics granted free agency.
Pat Rapp of the Boston Red Sox granted free agency.
Rudy Seánez of the Atlanta Braves granted free agency.
Tim Spehr of the Kansas City Royals granted free agency.
Russ Springer of the Atlanta Braves granted free agency.
The Detroit Tigers traded Alan Webb (minors), Frank Catalanotto, Francisco Cordero, Bill Haselman, Gabe Kapler and Justin Thompson to the Texas Rangers for Juan González, Danny Patterson and Gregg Zaun.
- November 3, 1999
The Montreal Expos signed Yovanny Lara as a free agent.
The Colorado Rockies signed Jeff Manto as a free agent.
The Oakland Athletics signed Jon Ratliff as a free agent.
The Cincinnati Reds signed Chris Sexton as a free agent.
The Cincinnati Reds signed Pat Watkins as a free agent.
The New York Yankees signed Tom Wilson as a free agent.
David Cone of the New York Yankees granted free agency.
Jim Corsi of the Baltimore Orioles granted free agency.
Danny Darwin of the San Francisco Giants granted free agency.
Jerry Dipoto of the Colorado Rockies granted free agency.
Greg McMichael of the Oakland Athletics granted free agency.
Brian McRae of the Toronto Blue Jays granted free agency.
Donovan Osborne of the St. Louis Cardinals granted free agency.
Gerald Williams of the Atlanta Braves granted free agency.
- November 4, 1999
The Anaheim Angels signed Steve Decker as a free agent.
The San Diego Padres signed Vicente Palacios as a free agent.
The Pittsburgh Pirates signed Jarrod Patterson as a free agent.
The Cincinnati Reds signed Neil Weber as a free agent.
The San Francisco Giants signed Chad Zerbe as a free agent.
Paul Assenmacher of the Cleveland Indians granted free agency.
Dwight Gooden of the Cleveland Indians granted free agency.
Thomas Howard of the St. Louis Cardinals granted free agency.
Reggie Jefferson of the Boston Red Sox granted free agency.
Eric Plunk of the Milwaukee Brewers granted free agency.
Luis Polonia of the Detroit Tigers granted free agency.
Terry Steinbach of the Minnesota Twins granted free agency.
- November 5, 1999
The Chicago Cubs signed Mike Heathcott as a free agent.
The Cleveland Indians signed Danys Báez as an amateur free agent.
Mike Blowers of the Seattle Mariners granted free agency.
Jeff Conine of the Baltimore Orioles granted free agency.
Tony Fernández of the Toronto Blue Jays granted free agency.
Joe Girardi of the New York Yankees granted free agency.
José Hernández of the Atlanta Braves granted free agency.
Darrin Jackson of the Chicago White Sox granted free agency.
Mark Leiter of the Seattle Mariners granted free agency.
Willie McGee of the St. Louis Cardinals granted free agency.
Joe Oliver of the Pittsburgh Pirates granted free agency.
Tim Raines of the Oakland Athletics granted free agency.
Aaron Sele of the Texas Rangers granted free agency.
Mike Stanton of the New York Yankees granted free agency.
Dale Sveum of the Pittsburgh Pirates granted free agency.
Allen Watson of the New York Yankees granted free agency.
Bobby Witt of the Tampa Bay Devil Rays granted free agency.
Mark Wohlers of the Cincinnati Reds granted free agency.
The Atlanta Braves released Jorge Fábregas.
- November 7, 1999
The Chicago Cubs signed Alan Zinter as a free agent.
- November 8, 1999
The Philadelphia Phillies signed Jalal Leach as a free agent.
The Atlanta Braves signed Steve Sisco as a free agent.
Kent Mercker of the Boston Red Sox granted free agency.
Mike Morgan of the Texas Rangers granted free agency.
The Los Angeles Dodgers traded Pedro Borbón and Raúl Mondesí to the Toronto Blue Jays for Jorge Nuñez (minors) and Shawn Green.
- November 9, 1999
The Cincinnati Reds signed Joe Borowski as a free agent.
The Atlanta Braves signed Joey Dawley as a free agent.
Brian Hunter of the Atlanta Braves granted free agency.
The Texas Rangers selected Brian Sikorski off waivers from the Houston Astros.
- November 10, 1999
The San Diego Padres signed Jayson Durocher as a free agent.
The Toronto Blue Jays signed Charlie Greene as a free agent.
Jack Howell of the Houston Astros granted free agency.
Mike Macfarlane of the Oakland Athletics granted free agency.
Jeff Montgomery of the Kansas City Royals granted free agency.
Heathcliff Slocumb of the St. Louis Cardinals granted free agency.
Luis Sojo of the New York Yankees granted free agency.
The Philadelphia Phillies traded Adam Eaton, Carlton Loewer and Steve Montgomery to the San Diego Padres for Andy Ashby.
- November 11, 1999
The Florida Marlins signed Mike Gulan as a free agent.
The Chicago Cubs signed Chris Hatcher as a free agent.
The Baltimore Orioles signed Derrick May as a free agent.
Pat Borders of the Toronto Blue Jays granted free agency.
Jay Buhner of the Seattle Mariners granted free agency.
Hipólito Pichardo of the Kansas City Royals granted free agency.
The St. Louis Cardinals traded Alberto Castillo, Matt DeWitt and Lance Painter to the Toronto Blue Jays for Pat Hentgen and Paul Spoljaric.
- November 12, 1999
The Florida Marlins sent Kevin Orie to the Los Angeles Dodgers as part of a conditional deal.
The Toronto Blue Jays signed Darwin Cubillán as a free agent.
The Chicago Cubs signed Ángel Guzmán as a free agent.
The Arizona Diamondbacks signed Geraldo Guzmán as a free agent.
The St. Louis Cardinals signed Marc Ronan as a free agent.
The Montreal Expos signed Matt Skrmetta as a free agent.
The Boston Red Sox traded Jon Nunnally to the New York Mets for Jermaine Allensworth.
- November 13, 1999
The Cincinnati Reds signed Keith Glauber as a free agent.
- November 14, 1999
The Chicago Cubs signed Daniel Garibay as a free agent.
- November 15, 1999
The Philadelphia Phillies signed Mark Holzemer as a free agent.
The Arizona Diamondbacks signed Ken Huckaby as a free agent.
The Minnesota Twins signed Jason Maxwell as a free agent.
The Chicago Cubs signed Chris Petersen as a free agent.
The Detroit Tigers signed Luis Polonia as a free agent.
The Chicago White Sox signed Kelly Wunsch as a free agent.
The Cincinnati Reds signed William Bergolla as an amateur free agent.
The Arizona Diamondbacks signed Jerry Gil as an amateur free agent.
The Florida Marlins traded Brian Meadows to the San Diego Padres for Dan Miceli.
- November 16, 1999
The Cleveland Indians signed Chris Coste as a free agent.
The Cincinnati Reds signed Brooks Kieschnick as a free agent.
The Cincinnati Reds signed Larry Luebbers as a free agent.
The Kansas City Royals signed Izzy Molina as a free agent.
The Cincinnati Reds signed Bobby Muñoz as a free agent.
The New York Mets signed Brian Shouse as a free agent.
The Cleveland Indians signed Jason Stanford as an amateur free agent.
The Toronto Blue Jays released Mike Matheny.
The Colorado Rockies traded Luther Hackman, Darryl Kile and Dave Veres to the St. Louis Cardinals for Manny Aybar, Brent Butler, Rich Croushore and José Jiménez.
- November 17, 1999
The Seattle Mariners signed Rich Butler as a free agent.
The Colorado Rockies signed Jerry Dipoto as a free agent.
The Milwaukee Brewers signed Damon Hollins as a free agent.
The Seattle Mariners signed Robert Machado as a free agent.
The Detroit Tigers signed Carlos Méndez as a free agent.
The Toronto Blue Jays signed Chad Mottola as a free agent.
The Montreal Expos signed Yohanny Valera as a free agent.
The Colorado Rockies signed Ed Vosberg as a free agent.
The Colorado Rockies signed Pete Walker as a free agent.
The Pittsburgh Pirates signed Jason Wood as a free agent.
The Colorado Rockies traded Curt Leskanic to the Milwaukee Brewers for Mike Myers.
The Kansas City Royals selected Jason Rakers off waivers from the Cleveland Indians.
- November 18, 1999
The Houston Astros signed Travis Driskill as a free agent.
The Chicago Cubs signed Raúl González as a free agent.
The Cincinnati Reds signed Mark Lewis as a free agent.
The Arizona Diamondbacks signed Bry Nelson as a free agent.
The Colorado Rockies signed Brandon Puffer as a free agent.
The Milwaukee Brewers signed Travis Smith as a free agent.
The Baltimore Orioles signed Mike Trombley as a free agent.
The Atlanta Braves signed Merkin Valdez as an amateur free agent.
The Boston Red Sox released Rafael Betancourt.
The Detroit Tigers released Luis Garcia.
The Boston Red Sox released Marino Santana.
The Boston Red Sox released Bob Wolcott.
The Montreal Expos selected Brent Billingsley off waivers from the Florida Marlins.
The Philadelphia Phillies selected Mark Brownson off waivers from the Colorado Rockies.
The Tampa Bay Devil Rays selected Mike Figga off waivers from the Baltimore Orioles.
- November 19, 1999
The Milwaukee Brewers signed Jason Bere as a free agent.
The Oakland Athletics signed Mike Magnante as a free agent.
Ryan McGuire of the Montreal Expos granted free agency.
- November 21, 1999
The Colorado Rockies selected Julián Tavárez off waivers from the San Francisco Giants.
- November 22, 1999
The San Diego Padres signed John Roskos as a free agent.
The San Diego Padres signed Stan Spencer as a free agent.
The Chicago Cubs signed Todd Van Poppel as a free agent.
The San Diego Padres signed Joe Vitiello as a free agent.
The San Diego Padres signed George Williams as a free agent.
Yokohama Bay Stars (Japan Central) purchased Lou Merloni from the Boston Red Sox.
The Arizona Diamondbacks released Ernie Young.
- November 23, 1999
The Oakland Athletics signed Will Brunson as a free agent.
The Oakland Athletics signed Dave McCarty as a free agent.
The Detroit Tigers signed Chad Ogea as a free agent.
The Detroit Tigers signed Tommy Phelps as a free agent.
The Oakland Athletics signed Rich Sauveur as a free agent.
The Colorado Rockies signed Aaron Small as a free agent.
The Oakland Athletics signed Jeff Tam as a free agent.
The Cleveland Indians selected Justin Speier off waivers from the Atlanta Braves.
- November 24, 1999
The St. Louis Cardinals signed Heathcliff Slocumb as a free agent.
Tripp Cromer of the Los Angeles Dodgers granted free agency.
The Cincinnati Reds selected Eddie Gaillard off waivers from the Tampa Bay Devil Rays.
- November 29, 1999
The Detroit Tigers signed Mike Oquist as a free agent.
The New York Yankees signed Mike Stanton as a free agent.
Hanshin Tigers (Japan Central) purchased Roberto Ramírez from the Colorado Rockies.
The Colorado Rockies released J.R. Phillips.
- November 30, 1999
The Minnesota Twins signed Robin Jennings as a free agent.
The Kansas City Royals signed Héctor Ortiz as a free agent.
- December 1, 1999
The Colorado Rockies signed Bubba Carpenter as a free agent.
The Colorado Rockies signed Giovanni Carrara as a free agent.
The Colorado Rockies signed Kevin Jarvis as a free agent.
The Milwaukee Brewers signed Matt Luke as a free agent.
The Milwaukee Brewers signed Norberto Martin as a free agent.
The Baltimore Orioles signed Willie Morales as a free agent.
The New York Yankees released Chili Davis.
- December 2, 1999
The Houston Astros signed Tony Eusebio as a free agent.
The Milwaukee Brewers signed David Weathers as a free agent.
- December 3, 1999
The Cleveland Indians signed Brian Barber as a free agent.
The Oakland Athletics signed Bryan Corey as a free agent.
The Baltimore Orioles signed Joe DePastino as a free agent.
The Houston Astros signed Doug Henry as a free agent.
The Cleveland Indians signed Scott Kamieniecki as a free agent.
The New York Mets signed Mike Kelly as a free agent.
The Arizona Diamondbacks signed Russ Springer as a free agent.
- December 4, 1999
The Baltimore Orioles signed Howie Clark as a free agent.
- December 6, 1999
The Seattle Mariners signed Jay Buhner as a free agent.
The New York Yankees signed David Cone as a free agent.
The Baltimore Orioles signed José Herrera as a free agent.
The Florida Marlins signed Sandy Martínez as a free agent.
The Seattle Mariners released Melvin Bunch.
The Atlanta Braves selected Rafael Medina off waivers from the Florida Marlins.
- December 7, 1999
The Texas Rangers signed Luis Alicea as a free agent.
The Philadelphia Phillies signed Jeff Brantley as a free agent.
The Toronto Blue Jays signed Jacob Brumfield as a free agent.
The Milwaukee Brewers signed Mike Busby as a free agent.
The Atlanta Braves signed Brian Hunter as a free agent.
The Philadelphia Phillies signed Mike Jackson as a free agent.
The Cleveland Indians signed Mark Langston as a free agent.
The Milwaukee Brewers signed Eric Ludwick as a free agent.
The Milwaukee Brewers signed Julio Mañón as a free agent.
The Texas Rangers signed Mike Munoz as a free agent.
The Kansas City Royals signed Rey Sánchez as a free agent.
The New York Yankees signed Allen Watson as a free agent.
Hanshin Tigers (Japan Central) purchased Greg Hansell from the Pittsburgh Pirates.
The Baltimore Orioles released Doug Linton.
The Colorado Rockies traded Scott Randall to the Minnesota Twins for Chris Latham.
- December 8, 1999
The Colorado Rockies signed Phil Hiatt as a free agent.
The St. Louis Cardinals signed Larry Sutton as a free agent.
- December 9, 1999
The Baltimore Orioles signed Harold Baines as a free agent.
The Colorado Rockies signed Tom Goodwin as a free agent.
The Arizona Diamondbacks released Edwin Díaz.
- December 10, 1999
The Kansas City Royals signed Doug Bochtler as a free agent.
The Pittsburgh Pirates signed Dale Sveum as a free agent.
The Cincinnati Reds released Juan Melo.
The Baltimore Orioles traded Jesse Orosco to the New York Mets for Chuck McElroy.
- December 11, 1999
The New York Mets signed Todd Zeile as a free agent.
- December 12, 1999
The Detroit Tigers sent Kimera Bartee to the Cincinnati Reds as part of a conditional deal.
The Baltimore Orioles sent Jeff Reboulet to the Kansas City Royals as part of a conditional deal.
The Colorado Rockies signed Butch Henry as a free agent.
The Atlanta Braves signed Rudy Seánez as a free agent.
The Chicago Cubs traded a player to be named later, Chad Ricketts (minors) and Terry Adams to the Los Angeles Dodgers for Ismael Valdez and Eric Young Sr.. The Chicago Cubs sent Brian Stephenson (minors) (December 16, 1999) to the Los Angeles Dodgers to complete the trade.
The Boston Red Sox traded Damon Buford to the Chicago Cubs for Manny Alexander.
The Philadelphia Phillies traded Bobby Estalella to the San Francisco Giants for Chris Brock.
- December 13, 1999
The San Diego Padres drafted Kory DeHaan from the Pittsburgh Pirates in the 1999 rule 5 draft.
The Montreal Expos drafted Gabe González from the Florida Marlins in the 1999 rule 5 draft.
The Detroit Tigers drafted Mark Johnson from the New York Yankees in the 1999 rule 5 draft.
The New York Mets drafted Jim Mann from the Toronto Blue Jays in the 1999 rule 5 draft.
The San Francisco Giants drafted Dave Maurer from the San Diego Padres in the 1999 rule 5 draft.
The Montreal Expos drafted Marty McLeary from the Boston Red Sox in the 1999 rule 5 draft.
The Tampa Bay Devil Rays drafted Chad Ogea from the Detroit Tigers in the 1999 rule 5 draft.
The Oakland Athletics drafted Bo Porter from the Chicago Cubs in the 1999 rule 5 draft.
The Tampa Bay Devil Rays drafted Chris Reitsma from the Boston Red Sox in the 1999 rule 5 draft.
The Florida Marlins drafted Johan Santana from the Houston Astros in the 1999 rule 5 draft.
The Pittsburgh Pirates drafted Brian Smith from the Toronto Blue Jays in the 1999 rule 5 draft.
The Anaheim Angels drafted Derrick Turnbow from the Philadelphia Phillies in the 1999 rule 5 draft.
The Milwaukee Brewers drafted Matt Williams from the New York Yankees in the 1999 rule 5 draft.
The Toronto Blue Jays drafted Dewayne Wise from the Cincinnati Reds in the 1999 rule 5 draft.
The San Diego Padres drafted Julius Matos from the Arizona Diamondbacks in the 1999 minor league draft.
The Seattle Mariners drafted Aaron Taylor from the Atlanta Braves in the 1999 minor league draft.
The New York Mets signed Ryan McGuire as a free agent.
The Milwaukee Brewers signed James Mouton as a free agent.
The Tampa Bay Devil Rays signed Greg Vaughn as a free agent.
The Montreal Expos released José Fernández.
The Cincinnati Reds released Guillermo Garcia.
The San Diego Padres released Jed Hansen.
The Kansas City Royals released Mendy López.
The Tampa Bay Devil Rays released Scott McClain.
The Kansas City Royals released Alvin Morman.
The Tampa Bay Devil Rays released Alan Newman.
The Florida Marlins traded Johan Santana and cash to the Minnesota Twins for Jared Camp (minors).
The Arizona Diamondbacks traded Roberto Manzueta (minors) to the Pittsburgh Pirates for Brad Clontz.
The Florida Marlins traded Bruce Aven to the Pittsburgh Pirates for Brant Brown.
As part of a 3-team trade: The Oakland Athletics sent Jimmy Haynes to the Milwaukee Brewers. The Colorado Rockies sent Justin Miller to the Oakland Athletics. The Colorado Rockies sent Henry Blanco and Jamey Wright to the Milwaukee Brewers. The Milwaukee Brewers sent cash to the Oakland Athletics. The Milwaukee Brewers sent Jeff Cirillo and Scott Karl to the Colorado Rockies.
The Colorado Rockies traded Vinny Castilla to the Tampa Bay Devil Rays for Rolando Arrojo and Aaron Ledesma.
The New York Yankees traded Chad Curtis to the Texas Rangers for Brandon Knight and Sam Marsonek.
The Baltimore Orioles traded Augie Ojeda to the Chicago Cubs for Richard Negrette (minors).
The San Francisco Giants traded Jerry Spradlin to the Kansas City Royals for a player to be named later. The Kansas City Royals sent Ken Ray (January 7, 2000) to the San Francisco Giants to complete the trade.
The Kansas City Royals drafted Damian Rolls from the Los Angeles Dodgers in the 1999 rule 5 draft.
The Kansas City Royals sent Damian Rolls to the Tampa Bay Devil Rays as part of a conditional deal.
- December 14, 1999
The Arizona Diamondbacks signed Alex Cabrera as a free agent.
The Pittsburgh Pirates signed Wil Cordero as a free agent.
The Kansas City Royals signed Brian Johnson as a free agent.
The Los Angeles Dodgers traded Nick Leach (minors) to the New York Yankees for Dan Naulty.
The Boston Red Sox traded Greg Miller (minors) and Adam Everett to the Houston Astros for Carl Everett.
- December 15, 1999
The Colorado Rockies signed Raúl Casanova as a free agent.
The Cincinnati Reds signed Elmer Dessens as a free agent.
The Los Angeles Dodgers signed Mike Fetters as a free agent.
The Chicago Cubs signed Joe Girardi as a free agent.
The Minnesota Twins signed Rick Greene as a free agent.
The St. Louis Cardinals signed Mike Matheny as a free agent.
The Los Angeles Dodgers signed Adam Melhuse as a free agent.
The New York Mets signed Carlos Mendoza as a free agent.
The Seattle Mariners signed John Olerud as a free agent.
The Philadelphia Phillies signed Tomás Pérez as a free agent.
The New York Yankees signed Ryan Thompson as a free agent.
The Florida Marlins traded Todd Dunwoody to the Kansas City Royals for Sean McNally (minors).
The Arizona Diamondbacks traded Dante Powell to the St. Louis Cardinals for Luis Ordaz.
- December 16, 1999
The Los Angeles Dodgers signed Jim Bullinger as a free agent.
The Baltimore Orioles signed Jeff Conine as a free agent.
The Texas Rangers signed Tom Evans as a free agent.
The Cleveland Indians signed Chuck Finley as a free agent.
The Los Angeles Dodgers signed Shawn Gilbert as a free agent.
The Milwaukee Brewers signed José Hernández as a free agent.
The Boston Red Sox signed Aaron Holbert as a free agent.
The Cincinnati Reds signed Mike Hubbard as a free agent.
The Colorado Rockies signed Brent Mayne as a free agent.
The Detroit Tigers signed Allen McDill as a free agent.
The St. Louis Cardinals released Darren Bragg.
- December 17, 1999
The Los Angeles Dodgers signed Nate Bland as a free agent.
The Los Angeles Dodgers signed Rick DeHart as a free agent.
The Los Angeles Dodgers signed Orel Hershiser as a free agent.
The Chicago Cubs signed Andy Larkin as a free agent.
The New York Yankees signed Julio Mosquera as a free agent.
The Baltimore Orioles signed Greg Myers as a free agent.
The Philadelphia Phillies signed Yorkis Pérez as a free agent.
The Colorado Rockies signed Scott Servais as a free agent.
The New York Yankees signed Chris Turner as a free agent.
The Kansas City Royals released Scott Service.
- December 18, 1999
The New York Yankees signed Tom Pagnozzi as a free agent.
The Atlanta Braves signed Pedro Swann as a free agent.
The Seattle Mariners signed Kazuhiro Sasaki as an amateur free agent.
- December 19, 1999
The Tampa Bay Devil Rays signed Gerald Williams as a free agent.
- December 20, 1999
The Texas Rangers signed Edwin Díaz as a free agent.
The Detroit Tigers signed Giomar Guevara as a free agent.
The Chicago Cubs signed Ricky Gutiérrez as a free agent.
The Seattle Mariners signed Stan Javier as a free agent.
The Pittsburgh Pirates signed Randy Knorr as a free agent.
The Pittsburgh Pirates signed Tim Laker as a free agent.
The Montreal Expos signed Graeme Lloyd as a free agent.
The Seattle Mariners signed Mark McLemore as a free agent.
The Detroit Tigers signed Jim Poole as a free agent.
The Minnesota Twins signed Todd Rizzo as a free agent.
The Kansas City Royals signed Clint Sodowsky as a free agent.
The Detroit Tigers signed Kevin Tolar as a free agent.
The Texas Rangers signed B.J. Waszgis as a free agent.
Chiba Lotte Marines (Japan Pacific) purchased Jeff Barry from the Colorado Rockies.
The Milwaukee Brewers traded Fernando Viña to the St. Louis Cardinals for players to be named later and Juan Acevedo. The St. Louis Cardinals sent Eliézer Alfonzo (June 13, 2000) and Matt Parker (minors) (June 13, 2000) to the Milwaukee Brewers to complete the trade.
- December 21, 1999
The Toronto Blue Jays signed Frank Castillo as a free agent.
The Houston Astros signed Tripp Cromer as a free agent.
The Seattle Mariners signed Arthur Rhodes as a free agent.
The Texas Rangers signed Jon Shave as a free agent.
Rich Becker of the Oakland Athletics granted free agency.
Ricky Bottalico of the St. Louis Cardinals granted free agency.
Rafael Bournigal of the Seattle Mariners granted free agency.
Rafael Carmona of the Seattle Mariners granted free agency.
Carl Dale of the Milwaukee Brewers granted free agency.
Russ Davis of the Seattle Mariners granted free agency.
Mike Figga of the Tampa Bay Devil Rays granted free agency.
Shea Hillenbrand of the Boston Red Sox granted free agency.
Tyler Houston of the Cleveland Indians granted free agency.
Butch Huskey of the Boston Red Sox granted free agency.
Doug Johns of the Baltimore Orioles granted free agency.
Gary Knotts of the Florida Marlins granted free agency.
Héctor Ramírez of the Milwaukee Brewers granted free agency.
Deion Sanders of the Cincinnati Reds granted free agency.
Scott Sanders of the Chicago Cubs granted free agency.
F.P. Santangelo of the San Francisco Giants granted free agency.
Julio Santana of the Boston Red Sox granted free agency.
Andy Sheets of the Anaheim Angels granted free agency.
Dan Smith of the Montreal Expos granted free agency.
Scott Spiezio of the Oakland Athletics granted free agency.
Billy Taylor of the New York Mets granted free agency.
The Seattle Mariners released Ryan Jackson.
Brian Smith of the Pittsburgh Pirates granted free agency.
Claudio Vargas of the Florida Marlins granted free agency.
The Pittsburgh Pirates signed Brian Smith as a free agent.
The Florida Marlins signed Claudio Vargas as a free agent.
- December 22, 1999
The Florida Marlins signed Ricky Bones as a free agent.
The Cleveland Indians signed Kane Davis as a free agent.
The Boston Red Sox signed Jeff Fassero as a free agent.
The Baltimore Orioles signed Buddy Groom as a free agent.
The St. Louis Cardinals signed Thomas Howard as a free agent.
The Florida Marlins signed Gary Knotts as a free agent.
The Florida Marlins signed Bronswell Patrick as a free agent.
The Cleveland Indians signed Mandy Romero as a free agent.
The Florida Marlins signed Mark Smith as a free agent.
The Atlanta Braves traded Bret Boone, Ryan Klesko and Jason Shiell to the San Diego Padres for Wally Joyner, Reggie Sanders and Quilvio Veras.
The Chicago Cubs traded Dan Serafini to the San Diego Padres for Brandon Pernell (minors).
The Montreal Expos traded players to be named later and Jake Westbrook to the New York Yankees for Hideki Irabu. The Montreal Expos sent Ted Lilly (March 17, 2000) and Christian Parker (March 22, 2000) to the New York Yankees to complete the trade.
- December 23, 1999
The Cleveland Indians signed Joey Eischen as a free agent.
The Baltimore Orioles signed José Mercedes as a free agent.
The Cleveland Indians signed Bill Selby as a free agent.
The Cleveland Indians signed Rubén Sierra as a free agent.
The Boston Red Sox signed Sang-Hoon Lee as a free agent.
The Pittsburgh Pirates released Javier Martínez.
The Houston Astros traded Derek Bell and Mike Hampton to the New York Mets for Kyle Kessel (minors), Roger Cedeño and Octavio Dotel.
- December 26, 1999
The Texas Rangers signed Juan Domínguez as an amateur free agent.
- December 27, 1999
The Los Angeles Dodgers signed Jeff Branson as a free agent.
- December 28, 1999
The Los Angeles Dodgers signed Franquelis Osoria as an amateur free agent.
- December 29, 1999
The Texas Rangers signed Kenny Rogers as a free agent.
- December 30, 1999
The Oakland Athletics signed Rich Becker as a free agent.
The Oakland Athletics signed Scott Service as a free agent.
- December 31, 1999
The Cincinnati Reds signed Héctor Mercado as a free agent.
- January 1, 2000
The Colorado Rockies signed Terry Shumpert as a free agent.
- January 3, 2000
The Milwaukee Brewers signed José Fernández as a free agent.
The Houston Astros signed Joe Slusarski as a free agent.
The Chicago White Sox signed Gustavo Molina as an amateur free agent.
The New York Mets released Bobby Bonilla.
The Seattle Mariners released Brett Hinchliffe.
- January 4, 2000
The Boston Red Sox signed Israel Alcántara as a free agent.
The Houston Astros signed Raúl Chávez as a free agent.
The Minnesota Twins signed Marcus Jensen as a free agent.
- January 5, 2000
The New York Mets signed Domingo Cedeño as a free agent.
The Houston Astros signed Don Wengert as a free agent.
The St. Louis Cardinals signed Ernie Young as a free agent.
- January 6, 2000
The Los Angeles Dodgers sent Terry Jones to the New York Yankees as part of a conditional deal.
The Toronto Blue Jays signed Robert Ellis as a free agent.
The Houston Astros signed Dwight Gooden as a free agent.
The Tampa Bay Devil Rays signed Reggie Harris as a free agent.
The Pittsburgh Pirates signed Jason Phillips as a free agent.
- January 7, 2000
The St. Louis Cardinals signed Andy Benes as a free agent.
The Tampa Bay Devil Rays signed Norm Charlton as a free agent.
The Tampa Bay Devil Rays signed Ryan Jackson as a free agent.
The Anaheim Angels signed Pat Kelly as a free agent.
The Texas Rangers signed Luis Ortiz as a free agent.
The Chicago Cubs signed Brian Williams as a free agent.
- January 8, 2000
The Tampa Bay Devil Rays signed Juan Guzmán as a free agent.
The Cleveland Indians signed Chris Haney as a free agent.
The Oakland Athletics signed Omar Olivares as a free agent.
- January 9, 2000
The Tampa Bay Devil Rays signed Chris Michalak as a free agent.
- January 10, 2000
The Texas Rangers signed Jason McDonald as a free agent.
The Detroit Tigers signed Billy McMillon as a free agent.
The Los Angeles Dodgers signed Gregg Olson as a free agent.
The Seattle Mariners signed Aaron Sele as a free agent.
The Boston Red Sox signed Tim Spehr as a free agent.
The Atlanta Braves signed Tim Unroe as a free agent.
- January 11, 2000
The Los Angeles Dodgers signed F.P. Santangelo as a free agent.
The Anaheim Angels signed Scott Spiezio as a free agent.
- January 12, 2000
The Kansas City Royals signed Jorge Fábregas as a free agent.
The Florida Marlins signed Mendy López as a free agent.
Hanshin Tigers (Japan Central) purchased Howard Battle from the Atlanta Braves.
The Chicago White Sox traded Jaime Navarro and John Snyder to the Milwaukee Brewers for Cal Eldred and José Valentín.
- January 13, 2000
The Pittsburgh Pirates signed Cory Bailey as a free agent.
The Cleveland Indians signed Lance Johnson as a free agent.
The Cleveland Indians signed Jesse Levis as a free agent.
The San Francisco Giants signed Terrell Lowery as a free agent.
The Montreal Expos signed Lenny Webster as a free agent.
- January 14, 2000
The Minnesota Twins signed Bobby Ayala as a free agent.
The Los Angeles Dodgers signed Kevin Elster as a free agent.
The Tampa Bay Devil Rays signed Tony Fiore as a free agent.
The Tampa Bay Devil Rays signed Dave Hollins as a free agent.
The Chicago Cubs signed Jeff Huson as a free agent.
The Seattle Mariners signed Brian Lesher as a free agent.
The Arizona Diamondbacks signed Mike Morgan as a free agent.
The Pittsburgh Pirates signed José Parra as a free agent.
The Milwaukee Brewers signed Bob Scanlan as a free agent.
The Tampa Bay Devil Rays signed Marc Valdes as a free agent.
The Colorado Rockies traded Lariel González and Bobby Jones to the New York Mets for Masato Yoshii.
The Cincinnati Reds traded a player to be named later and Mark Sweeney to the Milwaukee Brewers for Alex Ochoa. The Cincinnati Reds sent Gene Altman (minors) (May 15, 2000) to the Milwaukee Brewers to complete the trade.
- January 17, 2000
The Tampa Bay Devil Rays signed John Burkett as a free agent.
The Milwaukee Brewers signed Tyler Houston as a free agent.
The Anaheim Angels signed Keith Johnson as a free agent.
The New York Mets signed Paul Wagner as a free agent.
- January 18, 2000
The Toronto Blue Jays signed David Segui as a free agent.
The Texas Rangers signed Pedro Valdés as a free agent.
The Pittsburgh Pirates signed John Wehner as a free agent.
The Pittsburgh Pirates signed Eddie Zosky as a free agent.
- January 19, 2000
The Boston Red Sox signed Marty Cordova as a free agent.
The St. Louis Cardinals signed Jim Dougherty as a free agent.
The Chicago Cubs signed Willie Greene as a free agent.
The New York Mets signed Charlie Hayes as a free agent.
The Anaheim Angels signed Brett Hinchliffe as a free agent.
The St. Louis Cardinals signed John Hudek as a free agent.
The Seattle Mariners signed Joe Oliver as a free agent.
The Pittsburgh Pirates signed Luis Sojo as a free agent.
The St. Louis Cardinals signed Dave Wainhouse as a free agent.
The Cleveland Indians signed Bobby Witt as a free agent.
Trent Hubbard of the Los Angeles Dodgers granted free agency.
- January 20, 2000
The Atlanta Braves signed Trent Hubbard as a free agent.
The Los Angeles Dodgers signed Chad Kreuter as a free agent.
The Tampa Bay Devil Rays signed Terry Mathews as a free agent.
The New York Yankees signed Juan Melo as a free agent.
The Cincinnati Reds signed Mark Portugal as a free agent.
The New York Mets signed Curtis Pride as a free agent.
The Los Angeles Dodgers signed Chris Prieto as a free agent.
The Cincinnati Reds signed Johnny Ruffin as a free agent.
The Cincinnati Reds signed Deion Sanders as a free agent.
- January 21, 2000
The Houston Astros signed Frank Charles as a free agent.
The Detroit Tigers signed Hideo Nomo as a free agent.
The Milwaukee Brewers traded Bill Pulsipher to the New York Mets for Luis López.
- January 23, 2000
The Boston Red Sox signed Andy Sheets as a free agent.
- January 24, 2000
The Anaheim Angels signed Tom Candiotti as a free agent.
The San Francisco Giants signed Russ Davis as a free agent.
The Anaheim Angels signed Steve Mintz as a free agent.
The Cleveland Indians signed Roy Smith as a free agent.
- January 25, 2000
The Anaheim Angels signed Toby Borland as a free agent.
- January 26, 2000
The New York Mets signed Kurt Abbott as a free agent.
The Cleveland Indians signed Steve Falteisek as a free agent.
The New York Yankees signed Roberto Kelly as a free agent.
The Cleveland Indians signed Curtis King as a free agent.
The Anaheim Angels signed Kent Mercker as a free agent.
The Cleveland Indians signed Alan Newman as a free agent.
The Milwaukee Brewers signed Héctor Ramírez as a free agent.
The Kansas City Royals signed Paul Sorrento as a free agent.
The Colorado Rockies signed Jeff Tabaka as a free agent.
The Anaheim Angels signed Eric Weaver as a free agent.
- January 27, 2000
The Tampa Bay Devil Rays signed Pat Borders as a free agent.
The Kansas City Royals signed Ricky Bottalico as a free agent.
The Minnesota Twins signed Butch Huskey as a free agent.
The Montreal Expos signed Mickey Morandini as a free agent.
The Texas Rangers signed Darren Oliver as a free agent.
The Cleveland Indians signed Scott Sanders as a free agent.
- January 28, 2000
The Atlanta Braves signed Bobby Bonilla as a free agent.
The Baltimore Orioles signed Pat Rapp as a free agent.
The Tampa Bay Devil Rays signed Steve Trachsel as a free agent.
The Cincinnati Reds signed Mark Wohlers as a free agent.
- January 29, 2000
The Philadelphia Phillies signed Kirk Bullinger as a free agent.
The San Diego Padres signed Jed Hansen as a free agent.
The Boston Red Sox signed Shea Hillenbrand as a free agent.
- January 31, 2000
The Cincinnati Reds signed Javier Martínez as a free agent.
The Los Angeles Dodgers signed Willy Aybar as an amateur free agent.
The Oakland Athletics signed Santiago Casilla as an amateur free agent.
- February 1, 2000
The Los Angeles Dodgers signed Gerónimo Berroa as a free agent.
The Colorado Rockies signed Darren Bragg as a free agent.
The Tampa Bay Devil Rays signed Doug Creek as a free agent.
The Anaheim Angels signed Benji Gil as a free agent.
The Houston Astros signed Kip Gross as a free agent.
The Houston Astros signed Mike Maddux as a free agent.
The New York Yankees signed Tim Raines as a free agent.
The Philadelphia Phillies signed Steve Sparks as a free agent.
The Florida Marlins signed Joe Strong as a free agent.
The Detroit Tigers released Willis Roberts.
The Cincinnati Reds signed Willis Roberts as a free agent.
- February 2, 2000
The Boston Red Sox signed Julio Santana as a free agent.
The Arizona Diamondbacks released Bobby Chouinard.
- February 3, 2000
The St. Louis Cardinals signed Shawon Dunston as a free agent.
The St. Louis Cardinals signed Eduardo Pérez as a free agent.
The Chicago White Sox signed J.R. Phillips as a free agent.
The San Diego Padres signed Ed Sprague as a free agent.
The St. Louis Cardinals signed Rick Wilkins as a free agent.
- February 4, 2000
The Montreal Expos signed Charlie O'Brien as a free agent.
The New York Mets signed Dennis Springer as a free agent.
The Colorado Rockies signed Billy Taylor as a free agent.
- February 7, 2000
The Milwaukee Brewers signed Kevin Foster as a free agent.
The New York Mets selected David Lamb off waivers from the Tampa Bay Devil Rays.
- February 8, 2000
The Los Angeles Dodgers signed Chris Donnels as a free agent.
The Chicago Cubs signed Greg McMichael as a free agent.
The Cleveland Indians signed Chris Nichting as a free agent.
The New York Mets signed Rich Rodriguez as a free agent.
- February 9, 2000
The Pittsburgh Pirates signed Mark Leiter as a free agent.
The Pittsburgh Pirates signed Josías Manzanillo as a free agent.
The Pittsburgh Pirates signed Dave Stevens as a free agent.
- February 10, 2000
The Cincinnati Reds traded Jake Meyer (minors), Mike Cameron, Antonio Pérez and Brett Tomko to the Seattle Mariners for Ken Griffey Jr..
- February 11, 2000
The Boston Red Sox signed Hipólito Pichardo as a free agent.
- February 13, 2000
The Pittsburgh Pirates released Jarrod Patterson.
- February 14, 2000
The Pittsburgh Pirates signed Jarrod Patterson as a free agent.
The Chicago Cubs released Andy Larkin.
- February 15, 2000
The Cincinnati Reds signed Osvaldo Fernández as a free agent.
The Montreal Expos signed Pat Lennon as a free agent.
The Colorado Rockies signed Scott McClain as a free agent.
The Colorado Rockies signed Walt McKeel as a free agent.
- February 16, 2000
The Toronto Blue Jays signed Eric Gunderson as a free agent.
The Cincinnati Reds signed Andy Larkin as a free agent.
The Montreal Expos signed Felipe Lira as a free agent.
The Pittsburgh Pirates signed Juan Carlos Oviedo as an amateur free agent.
- February 18, 2000
The Cleveland Indians signed Mark Whiten as a free agent.
The Kansas City Royals traded Jeremy Giambi to the Oakland Athletics for Brett Laxton.
- February 19, 2000
The Milwaukee Brewers signed Jim Bruske as a free agent.
The Arizona Diamondbacks signed Turner Ward as a free agent.
- February 21, 2000
The Colorado Rockies signed Doug Linton as a free agent.
Chris Sampson retired from the Houston Astros.
- February 22, 2000
The Atlanta Braves signed Steve Avery as a free agent.
The New York Mets signed Mark Johnson as a free agent.
The Philadelphia Phillies signed Jean Machi as an amateur free agent.
- February 23, 2000
The Pittsburgh Pirates traded Al Martin and cash to the San Diego Padres for Geraldo Padua (minors), Jim Sak (minors) and John Vander Wal.
- February 24, 2000
The Tampa Bay Devil Rays signed Carlos Baerga as a free agent.
The Cincinnati Reds signed Benito Santiago as a free agent.
The Baltimore Orioles signed Tim Worrell as a free agent.
- February 27, 2000
The San Diego Padres signed Chris Jones as a free agent.
- February 29, 2000
The San Diego Padres signed Alberto Castillo as a free agent.
- March 1, 2000
The Texas Rangers signed Omar Beltré as an amateur free agent.
- March 4, 2000
The Boston Red Sox signed Juan Díaz as a free agent.
- March 5, 2000
The Cincinnati Reds released Johnny Ruffin.
- March 7, 2000
The Detroit Tigers sent Gregg Zaun to the Kansas City Royals as part of a conditional deal.
- March 10, 2000
The Detroit Tigers traded Bobby Sismondo (minors) to the Philadelphia Phillies for Wendell Magee.
- March 13, 2000
The Detroit Tigers released Mike Oquist.
The Atlanta Braves traded Freddy García to the Cincinnati Reds for Dennis Russo (minors).
The Detroit Tigers selected Shane Halter off waivers from the New York Mets.
- March 14, 2000
The Toronto Blue Jays signed Robert Pérez as a free agent.
The Houston Astros released Don Wengert.
- March 15, 2000
The Los Angeles Dodgers released Craig Counsell.
The Kansas City Royals released Clint Sodowsky.
- March 16, 2000
The Houston Astros released Mike Rose.
As part of a 3-team trade: The Texas Rangers sent Lee Stevens to the Montreal Expos. The Montreal Expos sent Brad Fullmer to the Toronto Blue Jays. The Toronto Blue Jays sent David Segui and cash to the Texas Rangers.
- March 17, 2000
The Montreal Expos returned Marty McLeary (earlier draft pick) to the Boston Red Sox.
- March 18, 2000
The Oakland Athletics signed Aaron Guiel as a free agent.
The New York Mets traded Jesse Orosco to the St. Louis Cardinals for Joe McEwing.
- March 20, 2000
The San Francisco Giants returned Dave Maurer (earlier draft pick) to the San Diego Padres.
The Arizona Diamondbacks signed Craig Counsell as a free agent.
The Cleveland Indians signed Joe Roa as a free agent.
Everett Stull of the Atlanta Braves granted free agency.
The New York Mets released Charlie Hayes.
The Cleveland Indians released Rubén Sierra.
- March 21, 2000
The Arizona Diamondbacks signed Mike Rose as a free agent.
The Cincinnati Reds released Joe Borowski.
The Milwaukee Brewers released Kevin Foster.
The Houston Astros traded Carlos Hernández to the Seattle Mariners for Carlos Maldonado.
- March 22, 2000
The New York Mets returned Jim Mann (earlier draft pick) to the Toronto Blue Jays.
The Milwaukee Brewers signed Charlie Hayes as a free agent.
The Seattle Mariners released Marc Kroon.
The New York Mets traded Jerson Perez (minors) to the Toronto Blue Jays for Jim Mann.
- March 23, 2000
The Pittsburgh Pirates released Mark Leiter.
The Chicago Cubs released Greg McMichael.
The New York Yankees released Tim Raines.
The Philadelphia Phillies released Steve Sparks.
The Colorado Rockies released Billy Taylor.
The Atlanta Braves released Glenn Williams.
The Anaheim Angels traded Jim Edmonds to the St. Louis Cardinals for Kent Bottenfield and Adam Kennedy.
The New York Yankees traded Juan Melo to the San Francisco Giants for Wilson Delgado.
The Chicago Cubs traded Rodney Myers to the San Diego Padres for Gary Matthews.
- March 24, 2000
The Kansas City Royals purchased Dave McCarty from the Oakland Athletics.
The Colorado Rockies released Raúl Casanova.
The Chicago Cubs released Chris Petersen.
The Florida Marlins selected Derrick Gibson off waivers from the Colorado Rockies.
- March 25, 2000
The Milwaukee Brewers signed Raúl Casanova as a free agent.
The Los Angeles Dodgers released Jim Bullinger.
The Kansas City Royals released Paul Sorrento.
- March 26, 2000
The Atlanta Braves signed Greg McMichael as a free agent.
The Detroit Tigers signed Mike Oquist as a free agent.
The Detroit Tigers signed Steve Sparks as a free agent.
The Toronto Blue Jays signed Glenn Williams as a free agent.
The Boston Red Sox released Marty Cordova.
- March 27, 2000
The Toronto Blue Jays signed Marty Cordova as a free agent.
The Los Angeles Dodgers signed Marc Kroon as a free agent.
The San Diego Padres signed Ramón Ramírez as an amateur free agent.
The New York Mets purchased Timo Pérez from Hiroshima Toyo Carp (Japan Central).
The Seattle Mariners released Brian Hunter.
The Colorado Rockies released Mike Porzio.
The Cleveland Indians traded Steve Falteisek to the Florida Marlins for Victor Rodriguez (minors).
- March 28, 2000
The Tampa Bay Devil Rays returned Chris Reitsma (earlier draft pick) to the Boston Red Sox.
The Colorado Rockies signed Mike Porzio as a free agent.
The Cleveland Indians signed Clint Sodowsky as a free agent.
Brian Banks of the Milwaukee Brewers granted free agency.
The Philadelphia Phillies purchased Mickey Morandini from the Montreal Expos.
The Milwaukee Brewers released Julio Mañón.
The New York Mets selected Nerio Rodríguez off waivers from the Toronto Blue Jays.
- March 29, 2000
The Tampa Bay Devil Rays released John Burkett.
The Chicago White Sox released Carlos Castillo.
The Arizona Diamondbacks released Brad Clontz.
The Montreal Expos released Nate Field.
The Anaheim Angels released Todd Greene.
The San Diego Padres released Óscar Henríquez.
The Kansas City Royals released David Lundquist.
The Montreal Expos released Manny Martínez.
The Cincinnati Reds released Heath Murray.
The Los Angeles Dodgers released Kevin Orie.
The Cleveland Indians released Scott Sanders.
The Pittsburgh Pirates released Pete Schourek.
The St. Louis Cardinals released Paul Spoljaric.
The Anaheim Angels traded Jason Dewey (minors) and Norm Hutchins (minors) to the Colorado Rockies for Edgard Clemente.
The Houston Astros traded Trever Miller to the Philadelphia Phillies for Yorkis Pérez.
The Milwaukee Brewers selected Jason Boyd off waivers from the Pittsburgh Pirates.
- March 30, 2000
The Milwaukee Brewers signed Everett Stull as a free agent.
The Atlanta Braves signed Don Wengert as a free agent.
The Oakland Athletics purchased Sal Fasano from the Kansas City Royals.
The Oakland Athletics released Aaron Guiel.
The Cleveland Indians released Lance Johnson.
The New York Mets released Mike Kelly.
The Arizona Diamondbacks released Bart Miadich.
The Cincinnati Reds released Kerry Robinson.
The Boston Red Sox selected Nerio Rodríguez off waivers from the New York Mets.
- March 31, 2000
The New York Mets sent Carlos Mendoza to the Colorado Rockies as part of a conditional deal.
The Colorado Rockies signed Brian Hunter as a free agent.
The Tampa Bay Devil Rays signed Billy Taylor as a free agent.
Free agent signing of Carlos Baerga by the Tampa Bay Devil Rays voided.
The Los Angeles Dodgers released Nate Bland.
The San Diego Padres released Alberto Castillo.
The Tampa Bay Devil Rays released Norm Charlton.
The Cleveland Indians released Dustan Mohr.
The Houston Astros released Tony Mounce.
The Atlanta Braves released Randall Simon.
The Philadelphia Phillies selected Jason Boyd off waivers from the Milwaukee Brewers.
The Montreal Expos selected Terry Jones off waivers from the New York Yankees.
The Seattle Mariners selected Anthony Sanders off waivers from the Toronto Blue Jays.
- April 1, 2000
The Philadelphia Phillies signed Shane Bowers as a free agent.
The Minnesota Twins signed Dustan Mohr as a free agent.
The Pittsburgh Pirates released Dave Stevens.
The Cincinnati Reds traded Kenny Lutz (minors) to the Los Angeles Dodgers for Juan Castro.
The transaction information used here was obtained free of charge from and is copyrighted by RetroSheet. We attempt to update transactions throughout the season.
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