Toronto Maple Leafs trades
| Toronto Maple Leafs acquire | Date | Detroit Red Wings acquire | ||
|---|---|---|---|---|
 | Bucko McDonald | December 19, 1938 | Bill Thomson |  |
| $10K cash | ||||
| Toronto Maple Leafs acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
| Elwyn Doc Romnes | December 8, 1938 | Bill Thoms |  |
| Toronto Maple Leafs acquire | Date | New York Rangers acquire | ||
|---|---|---|---|---|
| Norm Mann | November 15, 1938 | $4 000 cash |  |
| Toronto Maple Leafs acquire | Date | Montreal Maroons acquire | ||
|---|---|---|---|---|
| Gus Marker | November 3, 1938 | $4 000 cash |  |
| 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) | ||||
| Toronto Maple Leafs acquire | Date | New York Americans acquire | ||
|---|---|---|---|---|
| rights to Wally Stanowski | October 17, 1937 | Jack Shill |  |
| Toronto Maple Leafs acquire | Date | New York Americans acquire | ||
|---|---|---|---|---|
| cash | September 23, 1937 | Hap Day | |
| Toronto Maple Leafs acquire | Date | Boston Bruins acquire | ||
|---|---|---|---|---|
| cash | September 23, 1937 | Art Jackson |  |
| future considerations | ||||
| Toronto Maple Leafs acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
| loan of Bill Kendall | December 29, 1936 | loan of Regis Pep Kelly for remainder of 1936-37 season | |
| Toronto Maple Leafs acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
| cash | May 7, 1936 | Andy Blair | |
| Toronto Maple Leafs acquire | Date | Detroit Red Wings acquire | ||
|---|---|---|---|---|
| Turk Broda | May 6, 1936 | $8K cash | |
| Toronto Maple Leafs acquire | Date | Boston Bruins acquire | ||
|---|---|---|---|---|
| $16K cash | January 15, 1936 | Bill Flash Hollett | |
| Toronto Maple Leafs acquire | Date | New York Americans acquire | ||
|---|---|---|---|---|
| cash | October 9, 1935 | Baldy Cotton | |
| Toronto Maple Leafs acquire | Date | Detroit Red Wings acquire | ||
|---|---|---|---|---|
| $7K cash | September 29, 1935 | Hec Kilrea | |
| future considerations | ||||
| Toronto Maple Leafs acquire | Date | St. Louis Eagles acquire | ||
|---|---|---|---|---|
| Frank Finnigan | February 13, 1935 | cash |  |
| Toronto Maple Leafs acquire | Date | Boston Bruins acquire | ||
|---|---|---|---|---|
| cash | May 12, 1934 | Charlie Sands | |
| Toronto Maple Leafs acquire | Date | Boston Bruins acquire | ||
|---|---|---|---|---|
| cash | May 12, 1934 | loan of Jack Shill for 1934-35 season | |
| Toronto Maple Leafs acquire | Date | New York Rangers acquire | ||
|---|---|---|---|---|
| cash | April 11, 1934 | Alex Levinsky | |
| Toronto Maple Leafs acquire | Date | New York Americans acquire | ||
|---|---|---|---|---|
| unknown | December 9, 1933 | loan of Ben Grant | |
| Toronto Maple Leafs acquire | Date | Detroit Red Wings acquire | ||
|---|---|---|---|---|
| $6 500 cash | November 13, 1933 | Fred Robertson | |