Phong độ của Prison Service FC |
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| 18.12.2023 | Trinidad Tobago Police FC | 7-0 | Prison Service FC |  | ||
| 09.12.2023 | Prison Service FC | 1-3 | National Defense Forces | | ||
| 04.12.2023 | Cunupia FC | 1-2 | Prison Service FC | | ||
| 27.11.2023 | Prison Service FC | 4-1 | Central FC | | ||
| 15.06.2023 | Point Fortin FC | 2-2 | Prison Service FC | | ||
| 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 | | ||
Phong độ của Club Sando |
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| 21.12.2023 | Club Sando | 0-1 | Trinidad Tobago Police FC | | ||
| 16.12.2023 | National Defense Forces | 2-3 | Club Sando | | ||
| 09.12.2023 | Club Sando | 1-1 | Cunupia FC | | ||
| 02.12.2023 | Central FC | 0-1 | Club Sando | | ||
| 14.08.2023 | Metropolitan FA | 1-6 | Club Sando | | ||
| 12.08.2023 | Club Sando | 1-2 | Golden Lion | | ||
| 09.08.2023 | Club Sando | 3-0 | SV Dakota | | ||
| 07.08.2023 | Club Sando | 9-0 | SWA Sharks FC | | ||
| 25.06.2023 | Club Sando | 2-0 | Point Fortin FC | | ||
| 05.06.2023 | Club Sando | 1-0 | La Horquetta Rangers FC | | ||