Historical Transactions Occurring on December 16
This page is missing Negro League transactions because we do not have that data at this time. Negro Leagues Data: Frequently Asked Questions
- December 16, 2025
The Detroit Tigers signed Drew Anderson as a free agent.
The Texas Rangers signed Gavin Collyer as a free agent.
The Arizona Diamondbacks signed John Curtiss as a free agent.
The Tampa Bay Rays signed Logan Davidson as a free agent.
The Texas Rangers signed Alexis Díaz as a free agent.
The Chicago White Sox signed Oliver Dunn as a free agent.
The San Francisco Giants signed Jason Foley as a free agent.
The Philadelphia Phillies signed Adolis García as a free agent.
The Detroit Tigers signed Sean Guenther as a free agent.
The Philadelphia Phillies signed Jonathan Hernández as a free agent.
The San Diego Padres signed Blake Hunt as a free agent.
The Seattle Mariners signed Andrew Knizner as a free agent.
The Athletics signed Joel Kuhnel as a free agent.
The Detroit Tigers signed Jack Little as a free agent.
The Tampa Bay Rays signed Steven Matz as a free agent.
The Chicago Cubs signed Hoby Milner as a free agent.
The Kansas City Royals signed Kevin Newman as a free agent.
The New York Mets signed Jorge Polanco as a free agent.
The Los Angeles Angels signed Drew Pomeranz as a free agent.
The Los Angeles Angels signed Jordan Romano as a free agent.
The Atlanta Braves signed Aaron Schunk as a free agent.
The Detroit Tigers signed Cole Waites as a free agent.
- December 16, 2024
The Atlanta Braves signed Bryan De La Cruz as a free agent.
The Atlanta Braves signed Jordan Weems as a free agent.
The Baltimore Orioles signed Tomoyuki Sugano as a free agent.
Jonathan Stiever voluntarily retired from the Chicago White Sox.
The Pittsburgh Pirates released Trey Cabbage.
The Milwaukee Brewers released Jon Duplantier.
The Los Angeles Dodgers released Andre Lipcius.
- December 16, 2023
The Kansas City Royals released Cody Poteet.
The Los Angeles Dodgers traded Jonny DeLuca and Ryan Pepiot to the Tampa Bay Rays for Tyler Glasnow, Manuel Margot and cash.
- December 16, 2022
The New York Mets signed Abraham Almonte as a free agent.
The Toronto Blue Jays signed Chris Bassitt as a free agent.
The Los Angeles Angels signed José Godoy as a free agent.
The Oakland Athletics signed Trevor May as a free agent.
The Los Angeles Dodgers signed Noah Syndergaard as a free agent.
The Minnesota Twins signed Christian Vázquez as a free agent.
The Philadelphia Phillies signed Taijuan Walker as a free agent.
The Milwaukee Brewers released Marcus Walden.
As part of a 3-team trade: The Atlanta Braves sent player to be named later to the Boston Red Sox. The Boston Red Sox sent Hoy Park to the Atlanta Braves. The Boston Red Sox sent Jacob Wallace (minors) to the Kansas City Royals. The Kansas City Royals sent Wyatt Mills to the Boston Red Sox.
- December 16, 2021
The Toronto Blue Jays signed Gosuke Katoh as a free agent.
- December 16, 2020
The Los Angeles Dodgers signed Carlos Asuaje as a free agent.
The San Diego Padres signed Nick Burdi as a free agent.
The Los Angeles Angels signed Alex Claudio as a free agent.
The San Francisco Giants signed Anthony DeSclafani as a free agent.
The Chicago Cubs signed Matt Duffy as a free agent.
The Los Angeles Dodgers signed Tim Federowicz as a free agent.
The Tampa Bay Rays signed David Hess as a free agent.
The Tampa Bay Rays signed Andrew Kittredge as a free agent.
The Seattle Mariners signed Keynan Middleton as a free agent.
The Tampa Bay Rays signed Joseph Odom as a free agent.
The Texas Rangers signed Luis Ortiz as a free agent.
The Milwaukee Brewers signed Dustin Peterson as a free agent.
The Tampa Bay Rays signed Mike Zunino as a free agent.
The Texas Rangers traded Scott Heineman to the Cincinnati Reds for Jose Acosta (minors).
- December 16, 2019
The Chicago White Sox signed Ryan Burr as a free agent.
The Texas Rangers signed Matt Bush as a free agent.
The Cincinnati Reds signed David Carpenter as a free agent.
The Chicago White Sox signed Nicky Delmonico as a free agent.
The Texas Rangers signed Tim Dillard as a free agent.
The Texas Rangers signed Brian Flynn as a free agent.
The Colorado Rockies signed Mike Gerber as a free agent.
The Chicago Cubs signed Danny Hultzen as a free agent.
The Milwaukee Brewers signed Josh Lindblom as a free agent.
The Pittsburgh Pirates signed Luke Maile as a free agent.
The Atlanta Braves signed Peter O'Brien as a free agent.
The New York Mets signed Rick Porcello as a free agent.
The Texas Rangers signed Joely Rodríguez as a free agent.
The Houston Astros signed Joe Smith as a free agent.
The Texas Rangers signed Blake Swihart as a free agent.
The Tampa Bay Rays signed Yoshi Tsutsugo as a free agent.
- December 16, 2018
The Colorado Rockies signed Sam Howard as a free agent.
- December 16, 2017
The Chicago Cubs signed Steve Cishek as a free agent.
The Chicago Cubs signed Taylor Davis as a free agent.
The Washington Nationals signed Tommy Milone as a free agent.
The Atlanta Braves traded Matt Kemp to the Los Angeles Dodgers for Charlie Culberson, Adrián González, Scott Kazmir, Brandon McCarthy and cash.
- December 16, 2016
The Detroit Tigers signed Jim Adduci as a free agent.
The Detroit Tigers signed Collin Balester as a free agent.
The Miami Marlins signed Brandon Barnes as a free agent.
The Baltimore Orioles signed Welington Castillo as a free agent.
The Kansas City Royals signed Brooks Conrad as a free agent.
The San Diego Padres signed Jon Edwards as a free agent.
The Miami Marlins signed Javy Guerra as a free agent.
The Pittsburgh Pirates signed Eury Pérez as a free agent.
The San Francisco Giants signed Justin Ruggiano as a free agent.
The Miami Marlins signed Junichi Tazawa as a free agent.
The Chicago White Sox signed Chris Volstad as a free agent.
The Detroit Tigers signed Jack O'Loughlin as a free agent.
The Seattle Mariners released Arquimedes Caminero.
- December 16, 2015
The San Francisco Giants signed Johnny Cueto as a free agent.
The Atlanta Braves signed Tyler Flowers as a free agent.
The Los Angeles Angels of Anaheim signed Daniel Nava as a free agent.
The Colorado Rockies signed Mark Reynolds as a free agent.
The Detroit Tigers signed Nate Schierholtz as a free agent.
The Baltimore Orioles signed Hyun Soo Kim as a free agent.
The Pittsburgh Pirates released Allen Webster.
As part of a 3-team trade: The Los Angeles Dodgers sent Brandon Dixon, José Peraza and Scott Schebler to the Cincinnati Reds. The Cincinnati Reds sent Todd Frazier to the Chicago White Sox. The Chicago White Sox sent Micah Johnson, Frankie Montas and Trayce Thompson to the Los Angeles Dodgers.
The Seattle Mariners selected A.J. Schugel off waivers from the Arizona Diamondbacks.
- December 16, 2014
The Texas Rangers signed Mitch Atkins as a free agent.
The Toronto Blue Jays signed Daric Barton as a free agent.
The Colorado Rockies signed Buddy Boshers as a free agent.
The Chicago White Sox signed Melky Cabrera as a free agent.
The New York Yankees signed Chris Capuano as a free agent.
The Boston Red Sox signed Casey Crosby as a free agent.
The Colorado Rockies signed Daniel Descalso as a free agent.
The Texas Rangers signed Thomas Field as a free agent.
The Cleveland Indians signed Gavin Floyd as a free agent.
The Texas Rangers signed Kyuji Fujikawa as a free agent.
The Colorado Rockies signed Jason Gurka as a free agent.
The Los Angeles Dodgers signed Brandon McCarthy as a free agent.
The Kansas City Royals signed Kendrys Morales as a free agent.
The Chicago White Sox signed Brad Penny as a free agent.
The Arizona Diamondbacks signed Dan Runzler as a free agent.
The Colorado Rockies released Jason Pridie.
The Los Angeles Dodgers traded a player to be named later to the Colorado Rockies for Juan Nicasio. The Los Angeles Dodgers sent Noel Cuevas (December 16, 2014) to the Colorado Rockies to complete the trade.
The Tampa Bay Rays traded Matt Joyce to the Los Angeles Angels of Anaheim for Kevin Jepsen.
- December 16, 2013
The Baltimore Orioles signed Iván De Jesús as a free agent.
The St. Louis Cardinals signed Mark Ellis as a free agent.
The Atlanta Braves signed Gavin Floyd as a free agent.
The Kansas City Royals signed Omar Infante as a free agent.
The Colorado Rockies signed Boone Logan as a free agent.
The Cleveland Indians signed Shaun Marcum as a free agent.
The Toronto Blue Jays signed Tomo Ohka as a free agent.
The Chicago Cubs signed Wesley Wright as a free agent.
The Chicago White Sox traded Addison Reed to the Arizona Diamondbacks for Matt Davidson.
- December 16, 2012
The Miami Marlins signed Jonathan Albaladejo as a free agent.
- December 16, 2011
The New York Mets signed Mike Baxter as a free agent.
The Washington Nationals signed Andrés Blanco as a free agent.
The Colorado Rockies signed Michael Cuddyer as a free agent.
The Baltimore Orioles signed Jon Link as a free agent.
The Cleveland Indians signed José López as a free agent.
The Baltimore Orioles signed Antoan Richardson as a free agent.
The Texas Rangers signed Chris Robinson as a free agent.
The Cleveland Indians signed Ivan Castillo as an amateur free agent.
The Atlanta Braves released Dustin Richardson.
The San Diego Padres traded Aaron Cunningham to the Cleveland Indians for Cory Burns.
- December 16, 2010
The Boston Red Sox signed Matt Albers as a free agent.
The Texas Rangers signed Yhency Brazobán as a free agent.
The Boston Red Sox signed Lenny DiNardo as a free agent.
The Toronto Blue Jays signed Edwin Encarnación as a free agent.
The Cleveland Indians signed Adam Everett as a free agent.
The Los Angeles Dodgers signed Matt Guerrier as a free agent.
The Boston Red Sox signed Rich Hill as a free agent.
The Boston Red Sox signed Andrew Miller as a free agent.
The Tampa Bay Rays signed Phillips Valdéz as a free agent.
The Washington Nationals signed Chien-Ming Wang as a free agent.
The Boston Red Sox signed Randy Williams as a free agent.
Ryan Budde of the Los Angeles Angels of Anaheim granted free agency.
The Minnesota Twins purchased Tsuyoshi Nishioka from Chiba Lotte Marines (Japan Pacific).
The Minnesota Twins traded José Morales to the Colorado Rockies for Paul Bargas (minors).
The Boston Red Sox traded a player to be named later, Rey Fuentes, Casey Kelly and Anthony Rizzo to the San Diego Padres for Adrián González. The Boston Red Sox sent Eric Patterson (December 16, 2010) to the San Diego Padres to complete the trade.
The Washington Nationals traded Josh Willingham to the Oakland Athletics for Corey Brown and Henry Rodríguez.
- December 16, 2009
The Los Angeles Dodgers signed Luis Ayala as a free agent.
The Los Angeles Dodgers signed Jamey Carroll as a free agent.
The Florida Marlins signed Matt DeSalvo as a free agent.
The Texas Rangers signed Geoff Geary as a free agent.
The Los Angeles Angels of Anaheim signed Nick Gorneault as a free agent.
The San Francisco Giants signed Steve Holm as a free agent.
The Seattle Mariners signed Mike Koplove as a free agent.
The Arizona Diamondbacks signed Rodrigo López as a free agent.
The New York Mets signed Domingo Tapia as an amateur free agent.
The New York Mets signed Ryota Igarashi as a free agent.
The Chicago Cubs released Erik Hamren.
The Toronto Blue Jays traded Roy Halladay and cash to the Philadelphia Phillies for Travis d'Arnaud, Kyle Drabek and Michael Taylor.
The Philadelphia Phillies traded Cliff Lee to the Seattle Mariners for Tyson Gillies (minors), Phillippe Aumont and JC Ramirez.
The Oakland Athletics traded Brett Wallace to the Toronto Blue Jays for Michael Taylor.
- December 16, 2008
The Kansas City Royals signed John Bale as a free agent.
The Pittsburgh Pirates signed Denny Bautista as a free agent.
The Washington Nationals signed Gustavo Chacín as a free agent.
The Texas Rangers signed Casey Daigle as a free agent.
The Chicago Cubs signed Joey Gathright as a free agent.
The Minnesota Twins signed Sean Henn as a free agent.
The Baltimore Orioles signed César Izturis as a free agent.
The Pittsburgh Pirates signed Garrett Jones as a free agent.
The Pittsburgh Pirates signed Juan Mateo as a free agent.
The Cincinnati Reds signed Laynce Nix as a free agent.
The Pittsburgh Pirates signed Andy Phillips as a free agent.
The Pittsburgh Pirates signed Jeff Salazar as a free agent.
The Milwaukee Brewers signed Chris Smith as a free agent.
The Chicago White Sox signed Chris Stewart as a free agent.
The Philadelphia Phillies signed Terry Tiffee as a free agent.
- December 16, 2007
The Los Angeles Dodgers signed Hiroki Kuroda as a free agent.
- December 16, 2006
The San Diego Padres signed Doug Brocail as a free agent.
The Colorado Rockies signed Mike Gallo as a free agent.
The Kansas City Royals traded Andy Sisco to the Chicago White Sox for Ross Gload.
- December 16, 2005
The New York Mets signed Cory Aldridge as a free agent.
The Kansas City Royals signed Paul Bako as a free agent.
The Boston Red Sox signed John Barnes as a free agent.
The San Diego Padres signed Doug Brocail as a free agent.
The Washington Nationals signed Kyle Denney as a free agent.
The Kansas City Royals signed Scott Elarton as a free agent.
The Kansas City Royals signed Mark Grudzielanek as a free agent.
The Cleveland Indians signed Ben Howard as a free agent.
The Texas Rangers signed D'Angelo Jimenez as a free agent.
The Cleveland Indians signed Tim Laker as a free agent.
The Kansas City Royals signed Doug Mientkiewicz as a free agent.
The New York Yankees signed Mike Myers as a free agent.
The Kansas City Royals released Ken Harvey.
- December 16, 2004
The San Francisco Giants signed Eliézer Alfonzo as a free agent.
The Baltimore Orioles signed Napoleon Calzado as a free agent.
The Arizona Diamondbacks signed Royce Clayton as a free agent.
The Florida Marlins signed Wilson Delgado as a free agent.
The Toronto Blue Jays signed Scott Downs as a free agent.
The Baltimore Orioles signed Sal Fasano as a free agent.
The Cincinnati Reds signed Jared Fernández as a free agent.
The Minnesota Twins signed Trey Hodges as a free agent.
The Chicago Cubs signed Kevin McGlinchy as a free agent.
The Baltimore Orioles signed Brian McNichol as a free agent.
The Toronto Blue Jays signed Bry Nelson as a free agent.
The Anaheim Angels released Steve Green.
The Pittsburgh Pirates released Damon Minor.
The San Francisco Giants released A.J. Pierzynski.
The Kansas City Royals traded Benito Santiago and cash to the Pittsburgh Pirates for Juan Carlos Oviedo.
The Atlanta Braves traded Eli Marrero and cash to the Kansas City Royals for Jorge Vásquez.
The Atlanta Braves traded Juan Cruz, Dan Meyer and Charles Thomas to the Oakland Athletics for Tim Hudson.
The Milwaukee Brewers traded Keith Ginter to the Oakland Athletics for Nelson Cruz and Justin Lehr.
The New York Mets selected Ron Calloway off waivers from the Washington Nationals.
- December 16, 2003
The Colorado Rockies sent Mark Bellhorn to the Boston Red Sox as part of a conditional deal.
The New York Yankees signed Tom Gordon as a free agent.
The Kansas City Royals signed Tony Graffanino as a free agent.
The Seattle Mariners signed Eddie Guardado as a free agent.
The Boston Red Sox signed Dave McCarty as a free agent.
The Houston Astros signed Andy Pettitte as a free agent.
The Tampa Bay Devil Rays signed Rob Stanifer as a free agent.
The Tampa Bay Devil Rays traded a player to be named later and Evan Rust (minors) to the St. Louis Cardinals for Tino Martinez. The Tampa Bay Devil Rays sent John-Paul Davis (minors) (December 16, 2003) to the St. Louis Cardinals to complete the trade.
The Florida Marlins traded Mark Redman to the Oakland Athletics for a player to be named later and Michael Neu. The Oakland Athletics sent Bill Murphy (December 23, 2003) to the Florida Marlins to complete the trade.
The Montreal Expos traded Javier Vázquez to the New York Yankees for Randy Choate, Nick Johnson and Juan Rivera.
- December 16, 2002
The Montreal Expos drafted Luis Ayala from the Arizona Diamondbacks in the 2002 rule 5 draft.
The Houston Astros drafted Nate Bland from the New York Mets in the 2002 rule 5 draft.
The Boston Red Sox drafted Adrian Brown from the Tampa Bay Devil Rays in the 2002 rule 5 draft.
The Kansas City Royals drafted D.J. Carrasco from the Pittsburgh Pirates in the 2002 rule 5 draft.
The St. Louis Cardinals drafted Andy Cavazos from the Texas Rangers in the 2002 rule 5 draft.
The San Francisco Giants drafted Mike Cervenak from the New York Yankees in the 2002 rule 5 draft.
The Milwaukee Brewers drafted Enrique Cruz from the New York Mets in the 2002 rule 5 draft.
The Toronto Blue Jays drafted Jason Dubois from the Chicago Cubs in the 2002 rule 5 draft.
The Milwaukee Brewers drafted Matt Ford from the Toronto Blue Jays in the 2002 rule 5 draft.
The Oakland Athletics drafted Rontrez Johnson from the Texas Rangers in the 2002 rule 5 draft.
The Texas Rangers drafted John Koronka from the Cincinnati Reds in the 2002 rule 5 draft.
The Detroit Tigers drafted Wil Ledezma from the Boston Red Sox in the 2002 rule 5 draft.
The Toronto Blue Jays drafted Aquilino López from the Seattle Mariners in the 2002 rule 5 draft.
The Boston Red Sox drafted Javier López from the Arizona Diamondbacks in the 2002 rule 5 draft.
The Milwaukee Brewers drafted David Manning from the Minnesota Twins in the 2002 rule 5 draft.
The Texas Rangers drafted Marshall McDougall from the Cleveland Indians in the 2002 rule 5 draft.
The Minnesota Twins drafted José Morban from the Texas Rangers in the 2002 rule 5 draft.
The Oakland Athletics drafted Michael Neu from the Cincinnati Reds in the 2002 rule 5 draft.
The Cincinnati Reds drafted Luke Prokopec from the Los Angeles Dodgers in the 2002 rule 5 draft.
The Atlanta Braves drafted Chris Spurling from the Pittsburgh Pirates in the 2002 rule 5 draft.
The San Diego Padres drafted Shane Victorino from the Los Angeles Dodgers in the 2002 rule 5 draft.
The San Diego Padres drafted Rico Washington from the Pittsburgh Pirates in the 2002 rule 5 draft.
The Boston Red Sox drafted Matt White from the Cleveland Indians in the 2002 rule 5 draft.
The Cincinnati Reds drafted Juan Cerros from the New York Mets in the 2002 minor league draft.
The Florida Marlins drafted Frank Gracesqui from the Toronto Blue Jays in the 2002 minor league draft.
The Boston Red Sox drafted Junior Herndon from the San Diego Padres in the 2002 minor league draft.
The Tampa Bay Devil Rays drafted Héctor Luna from the Cleveland Indians in the 2002 minor league draft.
The Toronto Blue Jays drafted Gary Majewski from the Chicago White Sox in the 2002 minor league draft.
The Tampa Bay Devil Rays signed Iván Cruz as a free agent.
The San Francisco Giants signed Brian Dallimore as a free agent.
The Los Angeles Dodgers signed David Lee as a free agent.
The San Diego Padres signed Mark Loretta as a free agent.
The Toronto Blue Jays signed Greg Myers as a free agent.
The Boston Red Sox signed Larry Sutton as a free agent.
The Pittsburgh Pirates released Jimmy Anderson.
The Detroit Tigers released Pedro Feliciano.
The Oakland Athletics released Mike Fyhrie.
The Minnesota Twins released David Ortiz.
The Chicago Cubs traded a player to be named later to the Milwaukee Brewers for Paul Bako. The Chicago Cubs sent Ryan Gripp (minors) (December 16, 2002) to the Milwaukee Brewers to complete the trade.
The Boston Red Sox traded players to be named later to the Cincinnati Reds for Todd Walker. The Boston Red Sox sent Josh Thigpen (minors) (December 16, 2002) and Tony Blanco (December 16, 2002) to the Cincinnati Reds to complete the trade.
As part of a 4-team trade: The Cincinnati Reds sent Elmer Dessens and cash to the Arizona Diamondbacks. The Arizona Diamondbacks sent Erubiel Durazo to the Oakland Athletics. The Oakland Athletics sent a player to be named later to the Toronto Blue Jays. The Toronto Blue Jays sent Felipe López to the Cincinnati Reds. The Oakland Athletics sent Jason Arnold (minors) (December 16, 2002) to the Toronto Blue Jays to complete the trade.
The St. Louis Cardinals traded a player to be named later and Luther Hackman to the San Diego Padres for Brett Tomko. The St. Louis Cardinals sent Mike Wodnicki (minors) (December 16, 2002) to the San Diego Padres to complete the trade.
The Oakland Athletics traded players to be named later and Billy Koch to the Chicago White Sox for Keith Foulke, Mark Johnson, Joe Valentine and cash. The Oakland Athletics sent Neal Cotts (December 16, 2002) and Daylan Holt (minors) (December 16, 2002) to the Chicago White Sox to complete the trade.
The Boston Red Sox traded Luis Cruz to the San Diego Padres for César Crespo.
The Houston Astros traded Nelson Cruz to the Colorado Rockies for Victor Hall (minors).
The Oakland Athletics traded Jose Flores to the San Diego Padres for Buddy Hernandez (minors).
The Atlanta Braves traded John Foster and Wes Helms to the Milwaukee Brewers for Ray King.
The Tampa Bay Devil Rays traded players to be named later to the New York Mets for Rey Ordóñez. The Tampa Bay Devil Rays sent Russ Johnson (December 16, 2002) and Josh Pressley (minors) (December 16, 2002) to the New York Mets to complete the trade.
The Pittsburgh Pirates traded a player to be named later and Adrian Burnside (minors) to the Detroit Tigers for Randall Simon. The Pittsburgh Pirates sent Roberto Novoa (December 16, 2002) to the Detroit Tigers to complete the trade.
The Cleveland Indians drafted Travis Chapman from the Philadelphia Phillies in the 2002 rule 5 draft.
The Pittsburgh Pirates drafted Matt Roney from the Colorado Rockies in the 2002 rule 5 draft.
The Chicago Cubs drafted Derek Thompson from the Cleveland Indians in the 2002 rule 5 draft.
The Detroit Tigers purchased Travis Chapman from the Cleveland Indians.
The Detroit Tigers purchased Matt Roney from the Pittsburgh Pirates.
The Los Angeles Dodgers purchased Derek Thompson from the Chicago Cubs.
- December 16, 2001
The Pittsburgh Pirates signed Brian O'Connor as a free agent.
The Seattle Mariners traded Brian Fuentes, José Paniagua and Denny Stark to the Colorado Rockies for Jeff Cirillo.
The New York Mets traded Desi Relaford and Tsuyoshi Shinjo to the San Francisco Giants for Shawn Estes.
- 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.
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.
- 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 16, 1997
The Tampa Bay Devil Rays signed Israel Alcántara as a free agent.
The Oakland Athletics signed Mike Blowers as a free agent.
The Cleveland Indians signed Pat Borders as a free agent.
The Texas Rangers signed Terry Clark as a free agent.
The Seattle Mariners signed Tony Fossas as a free agent.
The Oakland Athletics signed Gil Heredia as a free agent.
The Seattle Mariners signed Pat Listach as a free agent.
The Tampa Bay Devil Rays signed Scott McClain as a free agent.
The St. Louis Cardinals signed Kent Mercker as a free agent.
The Minnesota Twins signed Mike Morgan as a free agent.
The Texas Rangers signed Warren Newson as a free agent.
The Detroit Tigers signed Billy Ripken as a free agent.
The San Diego Padres signed Pete Smith as a free agent.
The Seattle Mariners signed Randy Veres as a free agent.
The Kansas City Royals signed Runelvys Hernández as an amateur free agent.
The St. Louis Cardinals released Roberto Mejía.
The Houston Astros traded a player to be named later, Manuel Barrios and Óscar Henríquez to the Florida Marlins for Moisés Alou. The Houston Astros sent Mark Johnson (December 16, 1997) to the Florida Marlins to complete the trade.
- December 16, 1996
The Texas Rangers signed Scott Bailes as a free agent.
The Baltimore Orioles signed Shawn Boskie as a free agent.
The Kansas City Royals signed Scott Cooper as a free agent.
The Texas Rangers signed Reynaldo Garcia as an amateur free agent.
The Chicago Cubs released Alex Cabrera.
The Texas Rangers traded David Chavarria (minors) to the St. Louis Cardinals for Cory Bailey.
The Detroit Tigers traded Cam Smith (minors) and Joey Eischen to the San Diego Padres for Willie Blair and Brian Johnson.
The Detroit Tigers traded Mark Lewis to the San Francisco Giants for Jesse Ibarra (minors).
The Cleveland Indians traded a player to be named later, Jeff Kent, Julián Tavárez and José Vizcaíno to the San Francisco Giants for a player to be named later and Matt Williams. The Cleveland Indians sent Joe Roa (December 16, 1996) to the San Francisco Giants to complete the trade. The San Francisco Giants sent Trenidad Hubbard (December 16, 1996) to the Cleveland Indians to complete the trade.
- December 16, 1995
The Detroit Tigers signed Kevin Baez as a free agent.
The Kansas City Royals signed Mike Macfarlane as a free agent.
- December 16, 1994
The Boston Red Sox signed Joel Johnston as a free agent.
The Minnesota Twins signed Matt Merullo as a free agent.
The Los Angeles Dodgers traded Ben Van Ryn to the Cincinnati Reds for Will Brunson.
- December 16, 1993
The Kansas City Royals signed Gary Gaetti as a free agent.
The New York Mets signed Jonathan Hurst as a free agent.
The New York Mets signed Jim Lindeman as a free agent.
The New York Mets signed Jeff Manto as a free agent.
The Boston Red Sox signed Jose Munoz as a free agent.
The New York Mets signed Rick Parker as a free agent.
The Montreal Expos signed Ben Shelton as a free agent.
- December 16, 1992
The Pittsburgh Pirates signed John Candelaria as a free agent.
The Detroit Tigers signed Mark Grater as a free agent.
The Cincinnati Reds signed Bill Landrum as a free agent.
The Philadelphia Phillies signed Jeff Manto as a free agent.
The Florida Marlins signed Benito Santiago as a free agent.
The Texas Rangers traded Pat Gomez to the San Diego Padres for Terry Bross.
- December 16, 1991
The Texas Rangers signed Mike Campbell as a free agent.
The Milwaukee Brewers signed Mario Díaz as a free agent.
The California Angels signed John Morris as a free agent.
The Cleveland Indians signed Junior Ortiz as a free agent.
The Philadelphia Phillies signed Ray Stephens as a free agent.
The Texas Rangers signed Dickie Thon as a free agent.
- December 16, 1990
The Los Angeles Dodgers signed Juan Samuel as a free agent.
- December 16, 1988
The Houston Astros signed Jim Clancy as a free agent.
The Cincinnati Reds signed Mike Griffin as a free agent.
The Houston Astros signed Craig Reynolds as a free agent.
The St. Louis Cardinals signed Bob Tewksbury as a free agent.
The St. Louis Cardinals traded Curt Ford and Steve Lake to the Philadelphia Phillies for Milt Thompson.
- December 16, 1987
The Houston Astros signed Pat Keedy as a free agent.
The Montreal Expos signed Bryn Smith as a free agent.
The Kansas City Royals signed Hipólito Pichardo as an amateur free agent.
The Los Angeles Dodgers released Glenn Hoffman.
- December 16, 1986
The Texas Rangers released Ricky Wright.
The Montreal Expos traded a player to be named later to the Baltimore Orioles for a player to be named later and Dennis Martínez. The Baltimore Orioles sent John Stefero (December 8, 1986) to the Montreal Expos to complete the trade. The Montreal Expos sent Rene Gonzales (December 16, 1986) to the Baltimore Orioles to complete the trade.
- December 16, 1985
The Montreal Expos signed Edgar Cáceres as a free agent.
The Milwaukee Brewers traded Scott Roberts (minors) to the Cleveland Indians for Rich Thompson.
The Montreal Expos traded Steve Baker to the Baltimore Orioles for Nelson Norman.
The Baltimore Orioles traded a player to be named later and Gary Roenicke to the New York Yankees for Rich Bordi and Rex Hudler. The Baltimore Orioles sent Leo Hernández (December 16, 1985) to the New York Yankees to complete the trade.
The Houston Astros traded Jerry Mumphrey to the Chicago Cubs for a player to be named later and Billy Hatcher. The Chicago Cubs sent Steve Engel (July 24, 1986) to the Houston Astros to complete the trade.
- December 16, 1983
The Chicago White Sox signed Cliff Speck as a free agent.
- December 16, 1982
The New York Mets traded Jason Felice (minors), Lloyd McClendon and Charlie Puleo to the Cincinnati Reds for Tom Seaver.
- December 16, 1981
The Atlanta Braves signed Andres Thomas as an amateur free agent.
- December 16, 1980
The New York Mets signed Rusty Staub as a free agent.
- December 16, 1977
The Toronto Blue Jays traded a player to be named later and Pete Vuckovich to the St. Louis Cardinals for Víctor Cruz and Tom Underwood. The Toronto Blue Jays sent John Scott (December 16, 1977) to the St. Louis Cardinals to complete the trade.
- December 16, 1976
The Detroit Tigers released Pedro García.
The Detroit Tigers released Alex Johnson.
The Montreal Expos traded Woodie Fryman and Dale Murray to the Cincinnati Reds for Will McEnaney and Tony Pérez.
- December 16, 1974
Catfish Hunter of the Oakland Athletics granted free agency.
The Atlanta Braves released Lew Krausse.
The Chicago White Sox traded Mike Hedlund to the Cincinnati Reds for Dan Osborn.
- December 16, 1971
The San Diego Padres purchased John Matias from the Kansas City Royals.
- December 16, 1970
The Philadelphia Phillies traded Jim Hutto, Grant Jackson and Sam Parrilla to the Baltimore Orioles for Roger Freed.
- December 16, 1969
The Cincinnati Reds traded Jim Beauchamp to the Houston Astros for Pat House and Dooley Womack.
- December 16, 1968
The Houston Astros traded Mike Sinnerud (minors), Tommy Smith (minors) and Buck Martinez to the Kansas City Royals for Johnny Jones (minors).
- December 16, 1963
The New York Mets purchased Larry Elliot from the Pittsburgh Pirates.
The Houston Colt .45s released Jim Umbricht.
- December 16, 1960
The New York Yankees purchased Danny McDevitt from the Los Angeles Dodgers.
The Washington Senators traded Bobby Shantz to the Pittsburgh Pirates for Harry Bright, Bennie Daniels and R C Stevens.
- December 16, 1957
Havana (International) purchased Marv Blaylock from the Philadelphia Phillies.
The Philadelphia Phillies traded Harvey Haddix to the Cincinnati Redlegs for Wally Post.
- December 16, 1953
The Baltimore Orioles purchased Jehosie Heard from Portland (PCL).
The New York Yankees traded Don Bollweg, Jim Finigan, Johnny Gray, Vic Power, Bill Renna, Jim Robertson and $25,000 to the Philadelphia Athletics for Loren Babe, Harry Byrd, Tom Hamilton, Carmen Mauro and Eddie Robinson.
- December 16, 1948
The St. Louis Browns selected Bob Savage off waivers from the Philadelphia Athletics.
- December 16, 1947
The Philadelphia Phillies purchased Roy Cullenbine from the Detroit Tigers.
- December 16, 1946
The St. Louis Browns traded Frank Mancuso to the Washington Nationals for Jake Early.
- December 16, 1944
Atlanta (Southern Association) purchased Ted Cieslak from the Philadelphia Phillies.
- December 16, 1941
The Boston Braves traded players to be named later to the New York Yankees for Tommy Holmes. The Boston Braves sent Buddy Hassett (December 16, 1941) and Gene Moore (February 5, 1942) to the New York Yankees to complete the trade.
- December 16, 1940
The Cincinnati Reds purchased Tot Pressnell from the St. Louis Cardinals.
The Philadelphia Athletics traded Dario Lodigiani to the Chicago White Sox for Jack Knott.
- December 16, 1938
The Pittsburgh Pirates traded Johnny Dickshot, Al Todd and cash to the Boston Bees for Ray Mueller.
- December 16, 1936
The Philadelphia Athletics released Horace Lisenbee.
The Philadelphia Athletics released Charlie Moss.
- December 16, 1925
The New York Yankees purchased Al Mamaux from Newark (International). (Date given is approximate. Exact date is uncertain.)
The New York Yankees released Howie Shanks.
The New York Yankees sent Paul Wanninger (December 16, 1925) to St Paul (American Association) to complete the trade.
- December 16, 1917
The Cincinnati Reds purchased Lena Blackburne from Toronto (International) for $6,000. (Date given is approximate. Exact date is uncertain.)
- December 16, 1915
The Boston Red Sox purchased Sam Agnew from the St. Louis Browns.
- December 16, 1911
The Boston released Harry Steinfeldt.
- December 16, 1909
The St. Louis Browns traded Lou Criger to the New York Highlanders for Ray Demmitt and Joe Lake.
- December 16, 1908
The Boston Doves released Joe Kelley.
- December 16, 1901
Charlie Hickman jumped from the New York Giants to the Boston Americans.
The Chicago Orphans purchased Bobby Lowe from the Boston Nationals.
- December 16, 1898
The Philadelphia Phillies purchased Chick Fraser from the Cleveland Spiders for $900 or $1000.
- December 16, 1884
The St. Louis Browns released Pat Deasley.
The New York signed Pat Deasley as a free agent.
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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