Biggest trades
| Los Angeles Kings acquire | Date | Edmonton Oilers acquire | ||
|---|---|---|---|---|
 | Wayne Gretzky | August 9, 1988 | Jimmy Carson |  |
| Mike Krushelnyski | Martin Gelinas | |||
| Marty McSorley | 1989 1st round pick (#18-Jason Miller) | |||
| 1991 1st round pick (#20-Martin Rucinsky) | ||||
| 1993 1st round pick (#16-Nick Stajduhar) | ||||
| cash | ||||
| Montreal Canadiens acquire | Date | Washington Capitals acquire | ||
|---|---|---|---|---|
 | Rick Green | September 9, 1982 | Brian Engblom |  |
| Ryan Walter | Doug Jarvis | |||
| Rod Langway | ||||
| Craig Laughlin | ||||
| Boston Bruins acquire | Date | New York Rangers acquire | ||
|---|---|---|---|---|
 | Brad Park | November 7, 1975 | Phil Esposito |  |
| Jean Ratelle | Carol Vadnais | |||
| Joe Zanussi | ||||
| Toronto Maple Leafs acquire | Date | Detroit Red Wings acquire | ||
|---|---|---|---|---|
 | Norm Ullman | March 3, 1968 | Garry Unger |  |
| Floyd Smith | Pete Stemkowski | |||
| Paul Henderson | Frank Mahovlich | |||
| Doug Barrie | rights to Carl Brewer | |||
| Boston Bruins acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
| Ken Hodge Sr. | May 15, 1967 | Jack Norris |  |
| Phil Esposito | Pit Martin | |||
| Fred Stanfield | Gilles Marotte | |||
| Montreal Canadiens acquire | Date | New York Rangers acquire | ||
|---|---|---|---|---|
| Dave Balon | June 4, 1963 | Phil Goyette | |
| Leon Rochefort | Don Marshall | |||
| Len Ronson | Jacques Plante | |||
| Lorne Gump Worsley | ||||
| Toronto Maple Leafs acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
| Max Bentley | November 2, 1947 | Gus Bodnar | |
| Cy Thomas | Ernie Dickens | |||
| Bob Goldham | ||||
| Bud Poile | ||||
| Gaye Stewart | ||||