Head to Head
| CONCACAF Nations League | 2023/11/18 15:30 | Jamaica v Canada | W | 1-2 |
| Nord- og Mellom-Amerika - VM-kval | 2022/03/27 20:05 | Canada v Jamaica | W | 4-0 |
| Nord- og Mellom-Amerika - VM-kval | 2021/10/10 22:00 | Jamaica v Canada | D | 0-0 |
| Privatlandskamper | 2017/09/02 23:00 | Canada v Jamaica | W | 2-0 |
| CONCACAF Gold Cup | 2017/07/20 23:30 | Jamaica v Canada | L | 2-1 |
| CONCACAF Gold Cup | 2015/07/11 22:30 | Jamaica v Canada | L | 1-0 |
| Privatlandskamper | 2014/09/09 23:30 | Canada v Jamaica | W | 3-1 |
Home History
| CONCACAF Nations League | 2023/11/18 15:30 | Jamaica v Canada | W | 1-2 |
| Privatlandskamper | 2023/10/13 10:35 | Japan v Canada | L | 4-1 |
| CONCACAF Gold Cup | 2023/07/09 23:30 | USA v Canada | L | 5-4 |
| CONCACAF Gold Cup | 2023/07/04 22:30 | Canada v Cuba | W | 4-2 |
| CONCACAF Gold Cup | 2023/07/02 01:30 | Guatemala v Canada | D | 0-0 |
| CONCACAF Gold Cup | 2023/06/27 23:00 | Canada v Guadeloupe | D | 2-2 |
| CONCACAF Nations League | 2023/06/19 00:30 | Canada v USA | L | 0-2 |
| CONCACAF Nations League | 2023/06/15 23:00 | Panama v Canada | W | 0-2 |
Away History
| CONCACAF Nations League | 2023/11/18 15:30 | Jamaica v Canada | L | 1-2 |
| Privatlandskamper | 2023/11/12 00:00 | Guatemala v Jamaica | D | 0-0 |
| CONCACAF Nations League | 2023/10/16 00:00 | Haiti v Jamaica | W | 2-3 |
| CONCACAF Nations League | 2023/10/12 23:00 | Grenada v Jamaica | W | 1-4 |
| CONCACAF Nations League | 2023/09/13 00:05 | Jamaica v Haiti | D | 2-2 |
| CONCACAF Nations League | 2023/09/09 01:10 | Jamaica v Honduras | W | 1-0 |
| CONCACAF Gold Cup | 2023/07/13 02:00 | Jamaica v Mexico | L | 0-3 |
| CONCACAF Gold Cup | 2023/07/09 21:00 | Guatemala v Jamaica | W | 0-1 |