Head to Head
| International Match | 2025/02/07 00:30 | Jamaica v Trinidad & Tobago | W | 1-0 |
| International Match | 2024/03/03 20:00 | Trinidad & Tobago v Jamaica | D | 0-0 |
| CONCACAF Gold Cup | 2023/06/28 23:30 | Jamaica v Trinidad & Tobago | W | 4-1 |
| International Match | 2023/03/15 00:00 | Jamaica v Trinidad & Tobago | D | 0-0 |
| International Match | 2023/03/11 23:00 | Jamaica v Trinidad & Tobago | L | 0-1 |
| International Match | 2017/08/25 00:00 | Trinidad & Tobago v Jamaica | W | 1-2 |