Toronto Maple Leafs trades
| Toronto Maple Leafs acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
 | 2010 2nd round pick (#32-Jared Knight) | September 5, 2009 | 2011 2nd round pick (#43-Brandon Saad) |  |
| 2011 3rd round pick (#69-Michael Paliotta) | ||||
| Toronto Maple Leafs acquire | Date | Anaheim Ducks acquire | ||
|---|---|---|---|---|
| 2011 conditional pick (6th round) (#173-Dennis Robertson) | August 10, 2009 | Justin Pogge |  |
| Toronto Maple Leafs acquire | Date | Calgary Flames acquire | ||
|---|---|---|---|---|
| Wayne Primeau | July 27, 2009 | Anton Stralman |  |
| 2011 2nd round pick (#43-Brandon Saad) | Colin Stuart | |||
| 2012 7th round pick | ||||
| Toronto Maple Leafs acquire | Date | Atlanta Thrashers acquire | ||
|---|---|---|---|---|
| Garnet Exelby | July 1, 2009 | Pavel Kubina |  |
| Colin Stuart | Tim Stapleton | |||
| Toronto Maple Leafs acquire | Date | Tampa Bay Lightning acquire | ||
|---|---|---|---|---|
| Jay Rosehill | March 10, 2009 | future considerations |  |
| Toronto Maple Leafs acquire | Date | Tampa Bay Lightning acquire | ||
|---|---|---|---|---|
| Jamie Heward | March 4, 2009 | Richard Petiot | |
| Olaf Kolzig | ||||
| Andy Rogers | ||||
| 2009 4th round pick | ||||
| Toronto Maple Leafs acquire | Date | New York Rangers acquire | ||
|---|---|---|---|---|
| 2009 2nd round pick (#50-Kenny Ryan) | March 4, 2009 | Nik Antropov |  |
| 2010 conditional 4th round pick | ||||
| Toronto Maple Leafs acquire | Date | Buffalo Sabres acquire | ||
|---|---|---|---|---|
| 2009 2nd round pick (#59-Jesse Blacker) | March 4, 2009 | Dominic Moore |  |
| Toronto Maple Leafs acquire | Date | Minnesota Wild acquire | ||
|---|---|---|---|---|
| Ryan Hamilton | January 21, 2009 | Robbie Earl |  |
| Toronto Maple Leafs acquire | Date | Anaheim Ducks acquire | ||
|---|---|---|---|---|
| Brad May | January 7, 2009 | 2010 conditional 6th round pick (if May re-signs with Maple Leafs) (not exercised) | |
| Toronto Maple Leafs acquire | Date | St. Louis Blues acquire | ||
|---|---|---|---|---|
| Lee Stempniak | November 24, 2008 | Carlo Colaiacovo |  |
| Alexander Steen | ||||
| Toronto Maple Leafs acquire | Date | Florida Panthers acquire | ||
|---|---|---|---|---|
| Mike Van Ryn | September 2, 2008 | Bryan McCabe |  |
| 2010 4th round pick (#92-Sam Brittain) | ||||
| Toronto Maple Leafs acquire | Date | New York Rangers acquire | ||
|---|---|---|---|---|
| Ryan Hollweg | July 14, 2008 | 2009 5th round pick (#150-Andy (Grandson) Bathgate) | |
| Toronto Maple Leafs acquire | Date | Montreal Canadiens acquire | ||
|---|---|---|---|---|
| Mikhail Grabovski | July 3, 2008 | Greg Pateryn |  |
| 2010 2nd round pick (#32-Jared Knight) | ||||
| Toronto Maple Leafs acquire | Date | New York Islanders acquire | ||
|---|---|---|---|---|
| 2008 1st round pick (#5-Luke Schenn) | June 20, 2008 | 2008 1st round pick (#7-Colin Wilson) |  |
| 2008 3rd round pick (#68-Shawn Lalonde) | ||||
| 2009 2nd round pick (#37-Matt Clark) | ||||
| Toronto Maple Leafs acquire | Date | St. Louis Blues acquire | ||
|---|---|---|---|---|
| Jamal Mayers | June 19, 2008 | 2008 3rd round pick (#70-James Livingston) | |
| Toronto Maple Leafs acquire | Date | Florida Panthers acquire | ||
|---|---|---|---|---|
| 2008 3rd round pick (#70-James Livingston) | February 26, 2008 | Chad Kilger | |
| Toronto Maple Leafs acquire | Date | Florida Panthers acquire | ||
|---|---|---|---|---|
| 2008 5th round pick (#130-Jerome Flaake) | February 26, 2008 | Wade Belak | |
| Toronto Maple Leafs acquire | Date | Pittsburgh Penguins acquire | ||
|---|---|---|---|---|
| 2008 2nd round pick (#60-Jimmy Hayes) | February 26, 2008 | Hal Gill |  |
| 2009 5th round pick (#150-Andy (Grandson) Bathgate) | ||||
| Toronto Maple Leafs acquire | Date | San Jose Sharks acquire | ||
|---|---|---|---|---|
| Mark Bell | June 22, 2007 | 2007 2nd round pick (#44-Aaron Palushaj) |  |
| Vesa Toskala | 2009 4th round pick (#98-Craig Smith) | |||
| conditional 1st round pick (2007 #13-Lars Eller) | ||||