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| Date | Match | Score |
|---|---|---|
| 10.09.2025 | Jamaica - Trinidad and Tobago | 2 : 0 |
| 27.05.2025 | Jamaica - Trinidad and Tobago | 3 : 2 |
| 10.02.2025 | Jamaica - Trinidad and Tobago | 1 : 1 |
| 07.02.2025 | Jamaica - Trinidad and Tobago | 1 : 0 |
| 03.03.2024 | Trinidad and Tobago - Jamaica | 0 : 0 |
| 01.03.2024 | Trinidad and Tobago - Jamaica | 0 : 1 |
| 28.06.2023 | Jamaica - Trinidad and Tobago | 4 : 1 |
| 15.03.2023 | Jamaica - Trinidad and Tobago | 0 : 0 |
| 11.03.2023 | Jamaica - Trinidad and Tobago | 0 : 1 |
| 25.08.2017 | Trinidad and Tobago - Jamaica | 1 : 2 |
| Date | Match | Score | Res |
|---|---|---|---|
| 27.05.2026 | Jamaica - India | 2 - 0 | W |
| 27.05.2026 | Jamaica - Zimbabwe | - | |
| 31.03.2026 | Congo DR - Jamaica | 1 - 0 | L |
| 27.03.2026 | New Caledonia - Jamaica | 0 - 1 | W |
| 21.02.2026 | Martinique - Jamaica | 0 - 0 | D |
| Date | Match | Score | Res |
|---|---|---|---|
| 26.07.2026 | Louisville City - Trinidad and Tobago | 1 - 0 | L |
| 09.06.2026 | Russia - Trinidad and Tobago | 3 - 0 | L |
| 31.05.2026 | South Korea - Trinidad and Tobago | 5 - 0 | L |
| 30.03.2026 | Trinidad and Tobago - Gabon | 2 - 2 | D |
| 27.03.2026 | Venezuela - Trinidad and Tobago | 4 - 1 | L |