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Transactions listed are from November 1 of previous year to April 1 of the following year.
October 4, 1938
Drafted Bill Beckmann from Atlanta (Southern Association) in the 1938 rule 5 draft.
Drafted Joe Gantenbein from Toronto (International) in the 1938 rule 5 draft.
Drafted Bill Nagel from Baltimore (International) in the 1938 rule 5 draft.
Drafted Roy Parmelee from the Boston Red Sox in the 1938 rule 5 draft.
Drafted Cotton Pippen from the St. Louis Cardinals in the 1938 rule 5 draft.
December 17, 1938
Sold Al Williams to the Washington Senators.
1939
Signed Gene Hermanski as an amateur free agent.
Signed Ron Northey as an amateur free agent.
March 16, 1939
Sold Billy Werber to the Cincinnati Reds.
April 8, 1939 (Standings)
Sold Babe Barna to the Washington Senators.
April 26, 1939 (Standings)
Sold Stan Sperry to Atlanta (Southern Association).
April 27, 1939 (Standings)
Eddie Smith selected by the Chicago White Sox off waivers.
May 1, 1939 (Standings)
Bud Thomas selected by the Washington Senators off waivers.
May 8, 1939 (Standings)
Sold Lou Finney to the Boston Red Sox.
June 14, 1939 (Standings)
Sold Nick Etten to Baltimore (International).
Sold Roy Parmelee to the Boston Red Sox.
July, 1939 (Standings)
Randy Gumpert sent to the New York Yankees in an unknown transaction.
August 12, 1939 (Standings)
Purchased Herman Besse from the Brooklyn Dodgers.
September 12, 1939 (Standings)
Cotton Pippen selected by the Detroit Tigers off waivers.
October 3, 1939 (Standings)
Drafted Johnny Babich from the New York Yankees in the 1939 rule 5 draft.
Drafted Chief Hogsett from Minneapolis (American Association) in the 1939 rule 5 draft.
December 7, 1939
Sold Wayne Ambler to the New York Giants.
December 8, 1939
Signed Al Simmons as a free agent.
December 9, 1939
Traded Wally Moses to the Detroit Tigers. Received Benny McCoy. Trade was voided and players returned on January 14, 1940.
1940
Obtained Dick Fowler from Toronto (International) as part of a minor league working agreement.
Obtained Phil Marchildon from Toronto (International) as part of a minor league working agreement.
Signed Don Richmond as an amateur free agent.
January 29, 1940
Signed Benny McCoy as a free agent.
Signed Pat McLaughlin as a free agent.
February 15, 1940
Signed Buddy Hancken as a free agent.
February 23, 1940
Lynn Nelson selected by the Detroit Tigers off waivers.