Charlie Conacher trades
| Toronto Maple Leafs acquire | Date | New York Americans acquire | ||
|---|---|---|---|---|
 | future considerations (cash) | September 22, 1939 | Charlie Conacher |  |
| Toronto Maple Leafs acquire | Date | Detroit Red Wings acquire | ||
|---|---|---|---|---|
| $16K cash | October 12, 1938 | Charlie Conacher |  |
| Comment: Red Wings holding option of contract renewal (Returned to Toronto after Detroit failed to renew contract) | ||||