Head to Head
| Trinidad & Tobago Premier League | 2025/03/29 21:00 | Point Fortin FC v Prison Service FC | W | 0-3 |
| Trinidad & Tobago Premier League | 2024/12/14 21:00 | Prison Service FC v Point Fortin FC | W | 2-0 |
| Trinidad & Tobago Premier League | 2024/04/04 00:10 | Prison Service FC v Point Fortin FC | L | 0-1 |
| Trinidad & Tobago Premier League | 2024/01/06 22:00 | Point Fortin FC v Prison Service FC | L | 2-1 |
| Trinidad & Tobago Premier League | 2023/06/14 23:15 | Point Fortin FC v Prison Service FC | D | 2-2 |
| Trinidad & Tobago Premier League | 2023/03/18 21:00 | Prison Service FC v Point Fortin FC | L | 0-2 |
Home History
| Trinidad & Tobago Premier League | 2025/06/01 23:00 | Prison Service FC v Defence Force FC | L | 1-4 |
| Trinidad & Tobago Premier League | 2025/05/23 22:00 | Prison Service FC v Central FC | L | 0-4 |
| Trinidad & Tobago League Cup | 2025/05/21 22:00 | Prison Service FC v Defence Force FC II | L | 1-3 |
| Trinidad & Tobago Premier League | 2025/05/17 21:00 | Morvant Caledonia Utd v Prison Service FC | L | 2-1 |
| Trinidad & Tobago Premier League | 2025/05/11 23:00 | Prison Service FC v AC Port Of Spain | L | 0-4 |
| Trinidad & Tobago Premier League | 2025/05/02 22:00 | Cunupia FC v Prison Service FC | L | 1-0 |
| Trinidad & Tobago Premier League | 2025/04/26 23:00 | La Horquetta Rangers FC v Prison Service FC | D | 2-2 |
| Trinidad & Tobago Premier League | 2025/04/17 23:00 | San Juan Jabloteh v Prison Service FC | D | 2-2 |
Away History
| Trinidad & Tobago Premier League | 2025/05/31 23:00 | Police FC TT v Point Fortin FC | L | 3-1 |
| Trinidad & Tobago Premier League | 2025/05/25 23:00 | Point Fortin FC v Defence Force FC | L | 1-3 |
| Trinidad & Tobago Premier League | 2025/05/16 22:00 | Club Sando v Point Fortin FC | L | 6-0 |
| Trinidad & Tobago Premier League | 2025/05/10 21:00 | Point Fortin FC v Central FC | L | 0-6 |
| Trinidad & Tobago Premier League | 2025/05/04 21:00 | Morvant Caledonia Utd v Point Fortin FC | L | 1-0 |
| Trinidad & Tobago Premier League | 2025/04/27 22:00 | Point Fortin FC v AC Port Of Spain | L | 1-2 |
| Trinidad & Tobago Premier League | 2025/04/17 21:00 | Cunupia FC v Point Fortin FC | L | 2-1 |
| Trinidad & Tobago Premier League | 2025/04/13 23:00 | Point Fortin FC v San Juan Jabloteh | L | 0-2 |
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