1958–59 NHL transactions
The following is a list of all team-to-team transactions that have occurred in the National Hockey League during the 1958–59 NHL season. It lists which team each player has been traded to and for which player or other consideration, if applicable.
Transactions
| June 3, 1958 | To Montreal Canadiens cash | To Detroit Red Wings Gene Achtymichuk Claude Laforge Bud MacPherson | |
| June 3, 1958 | To Montreal Canadiens cash future considerations1 | To Chicago Black Hawks Dollard St. Laurent | |
| June 6, 1958 | To Toronto Maple Leafs cash | To Chicago Black Hawks Tod SLoan | |
| July, 1958 | To Toronto Maple Leafs cash | To Chicago Black Hawks Jimmy Thomson | |
| September, 1958 | To Montreal Canadiens Ian Cushenan | To Chicago Black Hawks cash | |
| September 3, 1958 | To Detroit Red Wings Gus Mortson | To Chicago Black Hawks future considerations | |
| October 8, 1958 | To Toronto Maple Leafs Allan Stanley | To Boston Bruins Jim Morrison | |
| November 21, 1958 | To Toronto Maple Leafs Gord Redahl | To Boston Bruins Bo Elik | |
| December 21, 1958 | To Chicago Black Hawks Phil Maloney | To New York Rangers loan of Ray Cyr $7,500 cash future considerations | |
| December 23, 1958 | To Toronto Maple Leafs Gerry Ehman | To Detroit Red Wings loan of Willie Marshall cash | |
| April 1, 1959 | To Montreal Canadiens cash | To Chicago Black Hawks Bill Hay |
;Notes
- Trade completed on February 20, 1959.