Head to Head
| CONCACAF Gold Cup | 2017/07/20 23:30 | Jamaica v Kanada | L | 2-1 |
| CONCACAF Gold Cup | 2015/07/11 22:30 | Jamaica v Kanada | L | 1-0 |
| Landskamper | 2014/09/09 23:30 | Kanada v Jamaica | W | 3-1 |
Home History
| CONCACAF Gold Cup | 2017/07/20 23:30 | Jamaica v Kanada | L | 2-1 |
| CONCACAF Gold Cup | 2017/07/15 02:00 | Kanada v Honduras | D | 0-0 |
| CONCACAF Gold Cup | 2017/07/11 23:30 | Costa Rica v Kanada | D | 1-1 |
| CONCACAF Gold Cup | 2017/07/07 23:00 | Franska Guyana v Kanada | W | 2-4 |
| Landskamper | 2017/06/13 23:30 | Kanada v Curaçao | W | 2-1 |
| Landskamper | 2017/03/22 19:45 | Skottland v Kanada | D | 1-1 |
| Landskamper | 2017/01/22 19:00 | Bermuda v Kanada | W | 2-4 |
| Landskamper | 2016/11/11 11:00 | Sydkorea v Kanada | L | 2-0 |
Away History
| Landskamper | 2017/08/25 00:00 | Trinidad & Tobago v Jamaica | W | 1-2 |
| CONCACAF Gold Cup | 2017/07/27 01:30 | USA v Jamaica | L | 2-1 |
| CONCACAF Gold Cup | 2017/07/24 01:00 | Mexiko v Jamaica | W | 0-1 |
| CONCACAF Gold Cup | 2017/07/20 23:30 | Jamaica v Kanada | W | 2-1 |
| CONCACAF Gold Cup | 2017/07/16 22:00 | Jamaica v El Salvador | D | 1-1 |
| CONCACAF Gold Cup | 2017/07/14 02:30 | Mexiko v Jamaica | D | 0-0 |
| CONCACAF Gold Cup | 2017/07/09 23:00 | Curaçao v Jamaica | W | 0-2 |
| CFU Caribbean Cup | 2017/06/25 23:37 | Jamaica v Curaçao | L | 1-2 |
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