Toronto Maple Leafs trades
| Toronto Maple Leafs acquire | Date | New York Islanders acquire | ||
|---|---|---|---|---|
 | Bryan Berard | January 9, 1999 | Felix Potvin |  |
| 1999 6th round pick (#161-Jan Socher) | 1999 6th round pick (#182-Fedor Fedorov) | |||
| Toronto Maple Leafs acquire | Date | New York Rangers acquire | ||
|---|---|---|---|---|
| Alexander Karpovtsev | October 14, 1998 | Mathieu Schneider |  |
| 1999 4th round pick (#108-Mirko Murovic) | ||||
| Toronto Maple Leafs acquire | Date | Calgary Flames acquire | ||
|---|---|---|---|---|
| Ladislav Kohn | July 2, 1998 | David Cooper |  |
| Toronto Maple Leafs acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
| 1998 1st round pick (#10-Nik Antropov) | June 27, 1998 | 1998 1st round pick (#8-Mark Bell) |  |
| 1998 3rd round pick (#69-Jamie Hodson) | 1998 4th round pick (#94-Matthias Trattnig) | |||
| 1998 5th round pick (#126-Morgan Warren) | ||||
| Toronto Maple Leafs acquire | Date | Washington Capitals acquire | ||
|---|---|---|---|---|
| Sylvain Cote | March 24, 1998 | Jeff Brown |  |
| Toronto Maple Leafs acquire | Date | Detroit Red Wings acquire | ||
|---|---|---|---|---|
| 1998 4th round pick (#87-Alexei Ponikarovsky) | March 24, 1998 | Jamie Macoun |  |
| Toronto Maple Leafs acquire | Date | Dallas Stars acquire | ||
|---|---|---|---|---|
| 1998 8th round pick (#228-Mihail Travnicek) | March 24, 1998 | Mike Kennedy |  |
| Toronto Maple Leafs acquire | Date | Ottawa Senators acquire | ||
|---|---|---|---|---|
| 1998 8th round pick (#215-Dwight Wolfe) | March 17, 1998 | Per Gustafsson |  |
| Toronto Maple Leafs acquire | Date | Vancouver Canucks acquire | ||
|---|---|---|---|---|
| Lonny Bohonos | March 7, 1998 | Brandon Convery |  |
| Toronto Maple Leafs acquire | Date | Carolina Hurricanes acquire | ||
|---|---|---|---|---|
| Jeff Brown | January 2, 1998 | 1999 conditional pick (#121-Evgeny Pavlov) |  |
| Toronto Maple Leafs acquire | Date | St. Louis Blues acquire | ||
|---|---|---|---|---|
| future considerations | September 30, 1997 | Kelly Chase |  |
| Toronto Maple Leafs acquire | Date | Florida Panthers acquire | ||
|---|---|---|---|---|
| Per Gustafsson | June 12, 1997 | Mike Lankshear |  |
| Toronto Maple Leafs acquire | Date | Hartford Whalers acquire | ||
|---|---|---|---|---|
| Kelly Chase | March 18, 1997 | 1998 8th round pick (#208-Jaroslav Svoboda) |  |
| 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 | |
| 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) |  |