Phong độ của Cunupia FC |
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| 21.12.2023 | Caledonia AIA | 2-0 | Cunupia FC |  | ||
| 16.12.2023 | Cunupia FC(N) | 2-0 | Point Fortin FC | | ||
| 09.12.2023 | Club Sando | 1-1 | Cunupia FC | | ||
| 04.12.2023 | Cunupia FC | 1-2 | Prison Service FC | | ||
| 11.06.2023 | Central FC | 3-1 | Cunupia FC | | ||
| 04.06.2023 | Cunupia FC(N) | 0-2 | Point Fortin FC | | ||
| 14.05.2023 | Cunupia FC | 0-2 | National Defense Forces | | ||
| 11.05.2023 | Club Sando | 1-0 | Cunupia FC | | ||
| 01.05.2023 | Cunupia FC | 0-3 | Williams Connection | | ||
| 27.04.2023 | Cunupia FC | 1-4 | Club Sando | | ||
Phong độ của AC Port Of Spain |
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| 21.12.2023 | AC Port Of Spain | 8-1 | Central FC | | ||
| 12.12.2023 | AC Port Of Spain | 2-1 | La Horquetta Rangers FC | | ||
| 27.11.2023 | Caledonia AIA | 0-2 | AC Port Of Spain | | ||
| 29.09.2023 | AC Port Of Spain | 1-1 | National Defense Forces | | ||
| 21.09.2023 | AC Port Of Spain | 2-3 | Golden Lion | | ||
| 01.09.2023 | Cavalier FC | 2-1 | AC Port Of Spain | | ||
| 25.08.2023 | Moca FC | 1-0 | AC Port Of Spain | | ||
| 11.06.2023 | Trinidad Tobago Police FC(N) | 1-1 | AC Port Of Spain | | ||
| 26.05.2023 | Central FC | 2-3 | AC Port Of Spain | | ||
| 11.05.2023 | AC Port Of Spain | 2-0 | Point Fortin FC | | ||
