| 15/06/08 18:00 | Kingston |  | Jamaica | 7:0 (3:0) | Bahamas |  |
| 18/06/08 16:00 | Greenfield-Trelawny | | Bahamas | 0:6 (0:5) | Jamaica | |
| 20/08/08 19:30 | Toronto |  | Canada | 1:1 (0:0) | Jamaica | |
| 06/09/08 17:00 | Mexico City |  | Mexico | 3:0 (2:0) | Jamaica | |
| 10/09/08 19:30 | San Pedro Sula |  | Honduras | 2:0 (0:0) | Jamaica | |
| 11/10/08 19:00 | Kingston | | Jamaica | 1:0 (1:0) | Mexico | |
| 15/10/08 19:00 | Kingston | | Jamaica | 1:0 (1:0) | Honduras | |
| 19/11/08 20:00 | Kingston | | Jamaica | 3:0 (1:0) | Canada | |
