Saved fixtures available. Club profile and squad are not yet precollected; coverage is partial.
Saved fixtures & results
| 28 Mar 2026 06:00 UTC+8 | Caledonia AIA | 0-1 | Prison Service FC |
| 23 Mar 2026 05:00 UTC+8 | FC Phoenix | 2-5 | Prison Service FC |
| 19 Mar 2026 06:00 UTC+8 | Prison Service FC | 2-1 | San Juan Jabloteh |
| 15 Mar 2026 08:10 UTC+8 | Club Sando | 0-1 | Prison Service FC |
| 08 Mar 2026 06:00 UTC+8 | Eagles FC | 1-3 | Prison Service FC |
| 28 Feb 2026 08:10 UTC+8 | La Horquetta Rangers FC | 1-4 | Prison Service FC |
| 23 Feb 2026 04:00 UTC+8 | Prison Service FC | 4-2 | Central FC |
| 01 Feb 2026 08:10 UTC+8 | National Defense Forces | 2-0 | Prison Service FC |
| 29 Jan 2026 08:10 UTC+8 | AC Port Of Spain | 3-0 | Prison Service FC |
| 17 Jan 2026 08:00 UTC+8 | Trinidad Tobago Police FC | 1-1 | Prison Service FC |
| 11 Jan 2026 08:10 UTC+8 | Point Fortin FC | 1-3 | Prison Service FC |
| 04 Jan 2026 07:00 UTC+8 | Prison Service FC | 3-1 | Point Fortin FC |
| 27 Dec 2025 07:00 UTC+8 | Trinidad Tobago Police FC | 0-1 | Prison Service FC |
| 21 Dec 2025 06:00 UTC+8 | Prison Service FC | 1-2 | AC Port Of Spain |
| 08 Dec 2025 07:00 UTC+8 | Prison Service FC | 2-2 | San Juan Jabloteh |
| 24 Nov 2025 07:10 UTC+8 | Prison Service FC | 1-0 | La Horquetta Rangers FC |
| 26 Oct 2025 05:00 UTC+8 | Prison Service FC | 3-2 | Caledonia AIA |