| 6. Jornada | 17.08.2008 | New York RB | - | Toronto FC | 2:0 | ||||
| 6. Jornada | 24.08.2008 | Toronto FC | - | New England Revolution | 1:1 | ||||
| 6. Jornada | 31.08.2008 | CD Chivas | - | Toronto FC | 2:1 | ||||
| 7. Jornada | 06.09.2008 | Toronto FC | - | CD Chivas | 1:3 | ||||
| 7. Jornada | 21.09.2008 | Kansas City Wizards | - | Toronto FC | 2:0 | ||||
| 7. Jornada | 27.09.2008 | Toronto FC | - | Houston Dynamo | 1:1 | ||||
| 8. Jornada | 05.10.2008 | New York RB | - | Toronto FC | 1:3 | ||||
| 8. Jornada | 12.10.2008 | FC Dallas | - | Toronto FC | 2:2 | ||||
| 8. Jornada | 18.10.2008 | Toronto FC | - | Chicago Fire | 3:2 | ||||
| 8. Jornada | 26.10.2008 | San Jose Earthquakes | - | Toronto FC | 2:0 |
Estados Unidos