Toronto Maple Leafs trades
| Toronto Maple Leafs acquire | Date | Montreal Canadiens acquire | ||
|---|---|---|---|---|
 | Dutch Hiller | September 21, 1946 | Gerry Brown |  |
| Vic Lynn | John Mahaffy | |||
| Toronto Maple Leafs acquire | Date | Detroit Red Wings acquire | ||
|---|---|---|---|---|
| Harry Watson | September 21, 1946 | Billy Taylor Sr. |  |
| Toronto Maple Leafs acquire | Date | Detroit Red Wings acquire | ||
|---|---|---|---|---|
| Gerry Brown | September 21, 1946 | Doug Baldwin | |
| Ray Powell | ||||
| Toronto Maple Leafs acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
| cash | July 9, 1945 | Reg Hamilton |  |
| future considerations | ||||
| Toronto Maple Leafs acquire | Date | Boston Bruins acquire | ||
|---|---|---|---|---|
| Art Jackson | December 24, 1944 | $7.5K cash |  |
| future considerations (Bingo Kampman) | ||||
| Toronto Maple Leafs acquire | Date | Montreal Canadiens acquire | ||
|---|---|---|---|---|
| John Mahaffy | November 24, 1944 | cash | |
| Toronto Maple Leafs acquire | Date | Toronto Maple Leafs acquire | ||
|---|---|---|---|---|
| Gordon Bell | November 1, 1943 | Gordon Bell | |
| cash | cash | |||
| Comment: Exact date unknown | ||||
| Toronto Maple Leafs acquire | Date | New York Rangers acquire | ||
|---|---|---|---|---|
| cash | November 1, 1943 | Bucko McDonald |  |
| Comment: Exact date unknown | ||||
| Toronto Maple Leafs acquire | Date | Montreal Canadiens acquire | ||
|---|---|---|---|---|
| Ted Kennedy | September 10, 1943 | rights to Frank Eddolls | |
| Toronto Maple Leafs acquire | Date | New York Rangers acquire | ||
|---|---|---|---|---|
| Babe Pratt | November 27, 1942 | Red Garrett | |
| Hank Goldup | ||||
| Toronto Maple Leafs acquire | Date | Montreal Canadiens acquire | ||
|---|---|---|---|---|
| $30K cash | October 4, 1942 | Gordie Drillon | |
| Toronto Maple Leafs acquire | Date | New York Americans acquire | ||
|---|---|---|---|---|
| cash | February 2, 1942 | Jack Church |  |
| Toronto Maple Leafs acquire | Date | New York Americans acquire | ||
|---|---|---|---|---|
| Lorne Carr | October 30, 1941 | future considerations (cash) | |
| loan of Gus Marker | ||||
| loan of Red Heron | ||||
| loan of William Knott (Nick Knott) | ||||
| Toronto Maple Leafs acquire | Date | New York Americans acquire | ||
|---|---|---|---|---|
| Viv Allen | October 8, 1941 | Phil McAtee | |
| Glenn Brydson | return of John Peanuts O'Flaherty (previously on loan) | |||
| Toronto Maple Leafs acquire | Date | New York Americans acquire | ||
|---|---|---|---|---|
| Jack Howard | January 17, 1941 | Clarence Drouillard | |
| loan of John Peanuts O'Flaherty | ||||
| Toronto Maple Leafs acquire | Date | Montreal Canadiens acquire | ||
|---|---|---|---|---|
| rights to Frank Eddolls | June 7, 1940 | rights to Joe Benoit | |
| Toronto Maple Leafs acquire | Date | Montreal Canadiens acquire | ||
|---|---|---|---|---|
| $7.5K cash | May 10, 1940 | Murph Chamberlain | |
| Toronto Maple Leafs acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
| cash | May 10, 1940 | Regis Pep Kelly | |
| Toronto Maple Leafs acquire | Date | New York Americans acquire | ||
|---|---|---|---|---|
| future considerations (cash) | September 22, 1939 | Charlie Conacher | |
| Toronto Maple Leafs acquire | Date | New York Americans acquire | ||
|---|---|---|---|---|
| David Sweeney Schriner | May 18, 1939 | Murray Armstrong | |
| Buzz Boll | ||||
| Harvey Busher Jackson | ||||
| Elwyn Doc Romnes | ||||