1. Round | 22/03/2009 | Kansas City Wizards | - | Toronto FC | 2:3 | ||||
1. Round | 28/03/2009 | Columbus Crew | - | Toronto FC | 1:1 | ||||
2. Round | 04/04/2009 | Toronto FC | - | Seattle Sounders | 0:2 | ||||
2. Round | 11/04/2009 | Toronto FC | - | FC Dallas | 1:1 | ||||
2. Round | 23/04/2009 | Toronto FC | - | CD Chivas | 1:0 | ||||
2. Round | 26/04/2009 | Toronto FC | - | Kansas City Wizards | 1:0 | ||||
3. Round | 02/05/2009 | Toronto FC | - | Columbus Crew | 1:1 | ||||
3. Round | 10/05/2009 | D.C. United | - | Toronto FC | 3:3 | ||||
3. Round | 23/05/2009 | Toronto FC | - | New England Revolution | 3:1 | ||||
3. Round | 31/05/2009 | Houston Dynamo | - | Toronto FC | 3:0 | ||||
4. Round | 06/06/2009 | Toronto FC | - | Los Angeles Galaxy | 1:2 | ||||
4. Round | 14/06/2009 | Toronto FC | - | New York RB | 2:1 |