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CONCACAF
| 10.02.2025 | FRL | Jamaica | 1-1 | Trinidad & Tobago | |
| 07.02.2025 | FRL | Jamaica | 1-0 | Trinidad & Tobago | |
| 03.03.2024 | FRL | Trinidad & Tobago | 0-0 | Jamaica | |
| 01.03.2024 | FRL | Trinidad & Tobago | 0-1 | Jamaica | |
| 29.06.2023 | Gold | Jamaica | 4-1 | Trinidad & Tobago | |
| 15.03.2023 | FRL | Jamaica | 0-0 | Trinidad & Tobago |
| GP | W | D | L | GF | GA | +/- | |
| home | 4 | 2 | 2 | 0 | 9 | 3 | 6 |
| away | 6 | 2 | 2 | 2 | 12 | 10 | 2 |
| total | 6 | 3 | 2 | 1 | 12 | 6 | 6 |
| Trinidad & T. win | 20.00% | 3 |
| draw | 40.00% | 6 |
| Trinidad & T. lose | 40.00% | 6 |
| GP | W | D | L | GF | GA | +/- | |
| home | 6 | 2 | 3 | 1 | 5 | 2 | 3 |
| away | 6 | 2 | 1 | 3 | 8 | 10 | -2 |
| total | 6 | 2 | 2 | 2 | 8 | 7 | 1 |
| Jamaica win | 40.00% | 6 |
| draw | 40.00% | 6 |
| Jamaica lose | 20.00% | 3 |
| 26.03.2025 | Gold | Trinidad & Tobago | 4-0 | Cuba |  |
| 21.03.2025 | Gold | Cuba | 1-2 | Trinidad & Tobago | |
| 10.02.2025 | FRL | Jamaica | 1-1 | Trinidad & Tobago |  |
| 07.02.2025 | FRL | Jamaica | 1-0 | Trinidad & Tobago |  |
| 17.12.2024 | FRL | Saudi Arabia | 3-1 | Trinidad & Tobago | |
| 15.10.2024 | NL | Trinidad & Tobago | 3-1 | Cuba | |
| over 2.5 | 70.00% | 7 |
| under 2.5 | 30.00% | 3 |
| over 2.5 | 40.00% | 6 |
| under 2.5 | 60.00% | 9 |
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