Cliff Fletcher trades
| Toronto Maple Leafs acquire | Date | Florida Panthers acquire | ||
|---|---|---|---|---|
 | Jason Podollan | March 18, 1997 | Kirk Muller |  |
| Toronto Maple Leafs acquire | Date | Detroit Red Wings acquire | ||
|---|---|---|---|---|
| future considerations | March 18, 1997 | Larry Murphy |  |
| Toronto Maple Leafs acquire | Date | Hartford Whalers acquire | ||
|---|---|---|---|---|
| Kelly Chase | March 18, 1997 | 1998 8th round pick (#208-Jaroslav Svoboda) |  |
| New Jersey Devils acquire | Date | Toronto Maple Leafs acquire | ||
|---|---|---|---|---|
 | Dave Ellett | February 25, 1997 | Jason Smith | |
| Doug Gilmour | Steve Sullivan | |||
| 1998 4th round pick or 1999 3rd round pick (1999 #95-Andre Lakos) | rights to Alyn McCauley | |||
| Toronto Maple Leafs acquire | Date | Tampa Bay Lightning acquire | ||
|---|---|---|---|---|
| Craig Wolanin | January 31, 1997 | 1998 3rd round pick (#67-Alex Henry) |  |
| Toronto Maple Leafs acquire | Date | New York Islanders acquire | ||
|---|---|---|---|---|
| Darby Hendrickson | October 10, 1996 | 1998 conditional 5th or 6th round pick (#123-Jiri Dopita) |  |
| Toronto Maple Leafs acquire | Date | Calgary Flames acquire | ||
|---|---|---|---|---|
| 1996 3rd round pick (#66-Mike Lankshear) | June 22, 1996 | Dave Gagner |  |
| Toronto Maple Leafs acquire | Date | Arizona Coyotes acquire | ||
|---|---|---|---|---|
| Mike Gartner | June 22, 1996 | 1996 4th round pick (#103-Vladimir Antipov) |  |
| Toronto Maple Leafs acquire | Date | San Jose Sharks acquire | ||
|---|---|---|---|---|
| Jamie Baker | June 14, 1996 | Todd Gill |  |
| 1996 5th round pick (#110-Peter Cava) | ||||
| Toronto Maple Leafs acquire | Date | Anaheim Ducks acquire | ||
|---|---|---|---|---|
| 1996 4th round pick (#92-Kim Staal) | March 20, 1996 | Ken Baumgartner |  |
| Toronto Maple Leafs acquire | Date | New York Islanders acquire | ||
|---|---|---|---|---|
| Wendel Clark | March 13, 1996 | Sean Haggerty | |
| Mathieu Schneider | Darby Hendrickson | |||
| D.J. Smith | Kenny Jonsson | |||
| 1997 1st round pick (#4-Roberto Luongo) | ||||
| New Jersey Devils acquire | Date | Toronto Maple Leafs acquire | ||
|---|---|---|---|---|
| Dave Andreychuk | March 13, 1996 | 1996 2nd round pick (#36-Marek Posmyk) | |
| option of 1998 4th round pick or 1999 3rd round pick (1998 #113-Kristian Antila) | ||||
| Toronto Maple Leafs acquire | Date | New York Rangers acquire | ||
|---|---|---|---|---|
| Nick Kypreos | February 29, 1996 | Bill Berg |  |
| Toronto Maple Leafs acquire | Date | New York Rangers acquire | ||
|---|---|---|---|---|
| Nick Kypreos | February 29, 1996 | Bill Berg | |
| Wayne Presley | Sergio Momesso | |||
| Toronto Maple Leafs acquire | Date | New York Rangers acquire | ||
|---|---|---|---|---|
| Wayne Presley | February 29, 1996 | Sergio Momesso | |
| Toronto Maple Leafs acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
| Mike Pomichter | January 29, 1996 | cash |  |
| Toronto Maple Leafs acquire | Date | Dallas Stars acquire | ||
|---|---|---|---|---|
| Dave Gagner | January 28, 1996 | Benoit Hogue |  |
| 1996 6th round pick (#140-Dimitriy Yakushin) | Randy Wood | |||
| Toronto Maple Leafs acquire | Date | New York Islanders acquire | ||
|---|---|---|---|---|
| Don Beaupre | January 23, 1996 | Ken Belanger | |
| Kirk Muller | Damian Rhodes | |||
| Toronto Maple Leafs acquire | Date | Edmonton Oilers acquire | ||
|---|---|---|---|---|
| Peter White | December 4, 1995 | Kent Manderville |  |
| 1996 4th round pick (#86-Jason Sessa) | ||||
| Toronto Maple Leafs acquire | Date | Colorado Avalanche acquire | ||
|---|---|---|---|---|
| cash | October 2, 1995 | Warren Rychel |  |