 
    History of NHL trades
 
   
    
| Pittsburgh Penguins acquire | Date | Toronto Maple Leafs acquire | ||||
| 
 | July 1, 2015 | 
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| Columbus Blue Jackets acquire | Date | Toronto Maple Leafs acquire | ||||
| 
 | February 26, 2015 | 
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| Nashville Predators acquire | Date | Toronto Maple Leafs acquire | ||||
| 
 | February 15, 2015 | 
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| Toronto Maple Leafs acquire | Date | St. Louis Blues acquire | ||||
| 
 | June 28, 2014 | 
 | 
| Toronto Maple Leafs acquire | Date | Chicago Blackhawks acquire | ||||
| 
 | June 30, 2013 | 
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| Toronto Maple Leafs acquire | Date | Los Angeles Kings acquire | ||||
| 
 | June 23, 2013 | 
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| Toronto Maple Leafs acquire | Date | Philadelphia Flyers acquire | ||||
| 
 | June 23, 2012 | 
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| Toronto Maple Leafs acquire | Date | Calgary Flames acquire | ||||
| 
 | January 31, 2010 | 
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| Toronto Maple Leafs acquire | Date | Boston Bruins acquire | ||||
| 
 | September 18, 2009 | 
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| Toronto Maple Leafs acquire | Date | New York Rangers acquire | ||||
| 
 | March 3, 2004 | 
 | 
| Toronto Maple Leafs acquire | Date | San Jose Sharks acquire | ||||
| 
 | March 5, 2003 | 
 | 
| Toronto Maple Leafs acquire | Date | Chicago Blackhawks acquire | ||||
| 
 | October 2, 2000 | 
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| New Jersey Devils acquire | Date | Toronto Maple Leafs acquire | ||||
| 
 | February 25, 1997 | 
 | 
| Toronto Maple Leafs acquire | Date | Dallas Stars acquire | ||||
| 
 | January 28, 1996 | 
 | 
| Toronto Maple Leafs acquire | Date | New York Rangers acquire | ||||
| 
 | March 21, 1994 | 
 | 
| Toronto Maple Leafs acquire | Date | Edmonton Oilers acquire | ||||
| 
 | September 19, 1991 | 
 | 
| Toronto Maple Leafs acquire | Date | Washington Capitals acquire | ||||
| 
 | January 16, 1991 | 
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| Toronto Maple Leafs acquire | Date | Winnipeg Jets acquire | ||||
| 
 | November 10, 1990 | 
 | 
| Toronto Maple Leafs acquire | Date | Chicago Blackhawks acquire | ||||
| 
 | September 3, 1987 | 
 | 
| Toronto Maple Leafs acquire | Date | Washington Capitals acquire | ||||
| 
 | September 9, 1982 | 
 |