Phong độ của Central FC |
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| 26.05.2023 | Central FC | 2-3 | AC Port Of Spain |  | ||
| 20.05.2023 | La Horquetta Rangers FC | 7-1 | Central FC | | ||
| 17.05.2023 | Trinidad Tobago Police FC | 0-1 | Central FC | | ||
| 11.05.2023 | National Defense Forces | 3-0 | Central FC | | ||
| 08.05.2023 | Central FC | 1-5 | Club Sando | | ||
| 29.04.2023 | Central FC | 3-0 | Prison Service FC | | ||
| 09.04.2023 | Central FC | 3-5 | La Horquetta Rangers FC | | ||
Phong độ của San Juan Jabloteh |
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| 22.05.2023 | Point Fortin FC | 3-2 | San Juan Jabloteh | | ||
| 11.05.2023 | La Horquetta Rangers FC | 1-0 | San Juan Jabloteh | | ||
| 08.05.2023 | San Juan Jabloteh | 2-5 | Trinidad Tobago Police FC | | ||
| 29.04.2023 | San Juan Jabloteh | 1-2 | National Defense Forces | | ||
| 24.04.2023 | Trinidad Tobago Police FC | 1-2 | San Juan Jabloteh | | ||
| 16.04.2023 | AC Port Of Spain | 4-1 | San Juan Jabloteh | | ||
| 10.04.2023 | San Juan Jabloteh | 1-0 | Point Fortin FC | | ||
| 13.03.2023 | Prison Service FC | 0-0 | San Juan Jabloteh | | ||