Transactions listed are from October 1 of previous year to April 1 of the following year.
- April 13, 1899
Received Tom O'Brien as a loan from the Pittsburgh Pirates.
- August 1, 1899
Released Mike Tiernan.
- August 11, 1899
Jouett Meekin player rights sold to the Boston Beaneaters for $5000 (probably much lower or even free).
- September 9, 1899
Signed Jay Parker as a free agent.
- October, 1899
Tom O'Brien returned to the Pittsburgh Pirates as part of earlier loan.
- January 10, 1900
Purchased Win Mercer from the Washington Senators.
- March, 1900
Purchased Pink Hawley from the Cincinnati Reds.
- March 9, 1900
Frank Bowerman assigned onto roster from the Pittsburgh Pirates.
- March 10, 1900
Dan McFarlan assigned onto roster from the Washington Senators.
- March 22, 1900
Purchased Charlie Frisbee from the Boston Beaneaters.
Purchased Charlie Hickman from the Boston Beaneaters.
- March 27, 1900
Purchased Kip Selbach from the Cincinnati Reds.
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