Phong độ của Point Fortin FC |
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| 12.06.2023 | National Defense Forces(N) | 3-1 | Point Fortin FC |  | ||
| 04.06.2023 | Cunupia FC(N) | 0-2 | Point Fortin FC | | ||
| 26.05.2023 | Caledonia AIA | 0-3 | Point Fortin FC | | ||
| 22.05.2023 | Point Fortin FC | 3-2 | San Juan Jabloteh | | ||
| 11.05.2023 | AC Port Of Spain | 2-0 | Point Fortin FC | | ||
| 30.04.2023 | Point Fortin FC | 2-1 | Trinidad Tobago Police FC | | ||
| 23.04.2023 | La Horquetta Rangers FC | 4-0 | Point Fortin FC | | ||
| 10.04.2023 | San Juan Jabloteh | 1-0 | Point Fortin FC | | ||
Phong độ của Prison Service FC |
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| 12.06.2023 | Caledonia AIA(N) | 3-1 | Prison Service FC | | ||
| 26.05.2023 | Prison Service FC | 1-3 | Trinidad Tobago Police FC | | ||
| 20.05.2023 | National Defense Forces | 4-1 | Prison Service FC | | ||
| 29.04.2023 | Central FC | 3-0 | Prison Service FC | | ||
| 09.04.2023 | Prison Service FC | 0-7 | National Defense Forces | | ||
| 06.04.2023 | Trinidad Tobago Police FC | 5-2 | Prison Service FC | | ||
| 01.04.2023 | Prison Service FC | 0-2 | La Horquetta Rangers FC | | ||
| 13.03.2023 | Prison Service FC | 0-0 | San Juan Jabloteh | | ||