| 2. Round | 15/06/2008 | St. Vincent/Grenadines | - | Canada | 0:3 | ||||
| 2. Round | 21/06/2008 | Canada | - | St. Vincent/Grenadines | 4:1 | ||||
| Semi-finals Group B | 21/08/2008 | Canada | - | Jamaica | 1:1 | ||||
| Semi-finals Group B | 07/09/2008 | Canada | - | Honduras | 1:2 | ||||
| Semi-finals Group B | 11/09/2008 | Mexico | - | Canada | 2:1 | ||||
| Semi-finals Group B | 12/10/2008 | Honduras | - | Canada | 3:1 | ||||
| Semi-finals Group B | 16/10/2008 | Canada | - | Mexico | 2:2 |  |
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| Semi-finals Group B | 20/11/2008 | Jamaica | - | Canada | 3:0 |
Canada