Home History
| Trinidad & Tobago Premier League 2 | 2019/12/08 19:27 | FC Santa Rosa v Prison Service FC | W | 1-2 |
| Trinidad & Tobago Premier League 2 | 2019/10/27 19:45 | Prison Service FC v Petit Valley | W | 8-0 |
| Trinidad & Tobago Premier League 2 | 2019/10/20 19:59 | Prison Service FC v Guaya United | W | 3-1 |
| Trinidad & Tobago Premier League 2 | 2019/10/17 00:01 | UTT FC v Prison Service FC | W | 0-2 |
| Trinidad & Tobago Premier League 2 | 2019/10/13 20:00 | Queen’s Park CC v Prison Service FC | D | 2-2 |
| World Club Friendlies | 2019/09/15 19:58 | Prison Service FC v Matura Reunited | W | 4-3 |
| World Club Friendlies | 2019/09/04 22:00 | La Horquetta Rangers FC v Prison Service FC | L | 4-1 |
| World Club Friendlies | 2019/09/01 20:02 | Cunupia FC v Prison Service FC | L | 4-0 |
Away History
| Trinidad & Tobago Ascension Tournament | 2022/07/17 21:00 | Police FC TT v Deportivo PF | D | 0-0 |
| Trinidad & Tobago Ascension Tournament | 2022/06/26 21:14 | Police FC TT v AC Port Of Spain | W | 3-2 |
| Trinidad & Tobago Ascension Tournament | 2022/06/05 21:00 | Police FC TT v CSW FC | L | 1-3 |
| Trinidad & Tobago Ascension Tournament | 2022/05/14 00:14 | Police FC TT v Defence Force FC | L | 2-4 |
| Trinidad & Tobago Ascension Tournament | 2022/05/01 21:00 | Police FC TT v AC Port Of Spain | W | 5-1 |
| Trinidad & Tobago Ascension Tournament | 2022/04/24 21:00 | Moruga FC v Police FC TT | W | 0-3 |
| Trinidad & Tobago Ascension Tournament | 2022/04/15 22:00 | Police FC TT v Real West Fort | W | 4-0 |
| Trinidad & Tobago Ascension Tournament | 2022/04/10 21:00 | Police FC TT v Cunupia FC | W | 2-1 |