George Kennedy trades
| Hamilton Tigers acquire | Date | Montreal Canadiens acquire | ||
|---|---|---|---|---|
 | cash | January 4, 1921 | rights to Harry Punch Broadbent |  |
| rights to Sprague Cleghorn | ||||
| Toronto Arenas acquire | Date | Montreal Canadiens acquire | ||
|---|---|---|---|---|
 | Harry Cameron | November 27, 1920 | Joe Matte | |
| Goldie Prodgers | ||||
| Hamilton Tigers acquire | Date | Montreal Canadiens acquire | ||
|---|---|---|---|---|
| Jack Coughlin | November 27, 1920 | Jack McDonald | |
| Joe Matte | Harry Mummery | |||
| Goldie Prodgers | Dave Ritchie | |||
| loan of Billy Coutu for 1920-21 season | ||||
| Toronto Arenas acquire | Date | Montreal Canadiens acquire | ||
|---|---|---|---|---|
| Goldie Prodgers | January 14, 1920 | Harry Cameron | |
| Quebec Bulldogs acquire | Date | Montreal Canadiens acquire | ||
|---|---|---|---|---|
 | Ed Carpenter | December 21, 1919 | Goldie Prodgers | |
| Montreal Canadiens acquire | Date | Ottawa Senators acquire | ||
|---|---|---|---|---|
| cash | November 28, 1918 | Tommy Smith |  |