Montreal Canadiens trades
| Montreal Canadiens acquire | Date | Detroit Red Wings acquire | ||
|---|---|---|---|---|
 | cash | November 24, 1944 | Rollie Rossingnol |  |
| Montreal Canadiens acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
| cash | October 25, 1944 | loan of Lude Check |  |
| Montreal Canadiens acquire | Date | New York Rangers acquire | ||
|---|---|---|---|---|
| Nestor Lubeck | January 12, 1944 | Kilby MacDonald |  |
| Hubert Macey | ||||
| Spence Tatchell | ||||
| Boston Bruins acquire | Date | Montreal Canadiens acquire | ||
|---|---|---|---|---|
 | Bert Gardiner | October 30, 1943 | cash | |
| Toronto Maple Leafs acquire | Date | Montreal Canadiens acquire | ||
|---|---|---|---|---|
 | Ted Kennedy | September 10, 1943 | rights to Frank Eddolls | |
| Montreal Canadiens acquire | Date | New York Rangers acquire | ||
|---|---|---|---|---|
| cash | November 4, 1942 | rights to Gus Mancuso | |
| Montreal Canadiens acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
| cash | October 12, 1942 | loan of Bert Gardiner | |
| Toronto Maple Leafs acquire | Date | Montreal Canadiens acquire | ||
|---|---|---|---|---|
| $30K cash | October 4, 1942 | Gordie Drillon | |
| Boston Bruins acquire | Date | Montreal Canadiens acquire | ||
|---|---|---|---|---|
| loan of Murph Chamberlain for 1942-43 season | September 1, 1942 | cash | |
| Comment: Exact date unknown | ||||
| Boston Bruins acquire | Date | Montreal Canadiens acquire | ||
|---|---|---|---|---|
| cash | August 15, 1942 | Dutch Hiller | |
| New York Americans acquire | Date | Montreal Canadiens acquire | ||
|---|---|---|---|---|
 | loan of Murph Chamberlain | February 13, 1942 | loan of Red Heron | |
| Boston Bruins acquire | Date | Montreal Canadiens acquire | ||
|---|---|---|---|---|
| loan of Paul Gauthier for rest of 1941-42 season | November 5, 1941 | loan of Terry Reardon for rest of 1941-42 season | |
| Montreal Canadiens acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
| Jack Portland | November 19, 1940 | $12.5K cash | |
| Toronto Maple Leafs acquire | Date | Montreal Canadiens acquire | ||
|---|---|---|---|---|
| rights to Frank Eddolls | June 7, 1940 | rights to Joe Benoit | |
| Montreal Canadiens acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
| Bill MacKenzie | May 11, 1940 | cash | |
| Toronto Maple Leafs acquire | Date | Montreal Canadiens acquire | ||
|---|---|---|---|---|
| $7.5K cash | May 10, 1940 | Murph Chamberlain | |
| Montreal Canadiens acquire | Date | New York Rangers acquire | ||
|---|---|---|---|---|
| Bert Gardiner | April 26, 1940 | Claude Bourque | |
| cash | ||||
| New York Americans acquire | Date | Montreal Canadiens acquire | ||
|---|---|---|---|---|
| Johnny Gagnon | January 3, 1940 | cash | |
| Boston Bruins acquire | Date | Montreal Canadiens acquire | ||
|---|---|---|---|---|
| George Brown | November 29, 1939 | cash | |
| Montreal Canadiens acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
| Earl Robinson | October 11, 1939 | cash | |