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Transactions listed are from November 1 of previous year to April 1 of the following year.
October 25, 1898
Butts Wagner returned to the Washington Senators as part of earlier loan. (Date given is approximate. Exact date is uncertain.)
March 11, 1899
Sold Mike Griffin to the Cleveland Spiders for $4,000.
Harry Howell, Candy LaChance, Kit McKenna, Ralph Miller, Jack Ryan, Jimmy Sheckard and Aleck Smith assigned from roster onto the Baltimore Orioles.
Bill Dahlen, Mike Heydon, Jay Hughes, Hughie Jennings, Willie Keeler, Joe Kelley, Al Maul, Dan McGann and Doc McJames assigned onto roster from the Baltimore Orioles.
April 4, 1899 (Standings)
Traded Pat Crisham and George Magoon to the Baltimore Orioles. Received Aleck Smith.
April 10, 1899 (Standings)
Dan McFarlan assigned onto roster from the Baltimore Orioles. (Date given is approximate. Exact date is uncertain.)
April 25, 1899 (Standings)
Traded Pete Cassidy, Mike Heydon, Dan McFarlan and $2,500 to the Washington Senators. Received Doc Casey and Duke Farrell.
July 14, 1899 (Standings)
Traded Dan McGann and Aleck Smith to the Washington Senators. Received Deacon McGuire.
August, 1899 (Standings)
Purchased Erve Beck from Toledo (Interstate).
Released Al Maul.
August 3, 1899 (Standings)
Traded Hughie Jennings to the Baltimore Orioles. Received Gene DeMontreville and Jerry Nops. Gene DeMontreville, Hughie Jennings and Jerry Nops returned to original teams on August 8, 1899.
1900
Jimmy Sheckard assigned onto roster from the Baltimore Orioles.
January, 1900
Purchased Farmer Steelman from the Louisville Colonels.
March, 1900
Harry Howell assigned onto roster from the Baltimore Orioles.
Sold Zeke Wrigley to Syracuse (Eastern).
Sold Pat Crisham, Candy LaChance and Kit McKenna to the Cleveland Blues for $3,000.
March 8, 1900
Dave Fultz assigned onto roster from the Baltimore Orioles.
March 9, 1900
Joe McGinnity assigned onto roster from the Baltimore Orioles.
Bill Keister, John McGraw and Wilbert Robinson assigned onto roster from the Baltimore Orioles.
Purchased Gus Weyhing from the St. Louis Cardinals for $500.
March 10, 1900
Sold John McGraw, Wilbert Robinson and Bill Keister to the St. Louis Cardinals for $19,000.
March 24, 1900
Sold John Anderson to Milwaukee (American).
Sold Dave Fultz to Milwaukee (American).
April, 1900
Sold Steve Brodie to the Chicago White Sox.