| Trinidad & Tobago - Premier League | 2023/12/17 22:00 | Police FC TT v Prison Service FC | L | 7-0 |
| Trinidad & Tobago - Premier League | 2023/12/08 22:00 | Prison Service FC v Defence Force FC | L | 1-3 |
| Trinidad & Tobago - Premier League | 2023/12/03 19:30 | Cunupia FC v Prison Service FC | W | 1-2 |
| Trinidad & Tobago - Premier League | 2023/11/26 22:00 | Prison Service FC v Central FC | W | 4-1 |
| Trinidad & Tobago - Premier League | 2023/06/14 23:15 | Point Fortin FC v Prison Service FC | D | 2-2 |
| Trinidad & Tobago - Premier League | 2023/06/11 22:15 | Morvant Caledonia Utd v Prison Service FC | L | 3-1 |
| Trinidad & Tobago - Premier League | 2023/05/28 22:00 | La Horquetta Rangers FC v Prison Service FC | L | 4-1 |
| Trinidad & Tobago - Premier League | 2023/05/25 21:00 | Prison Service FC v Police FC TT | L | 1-3 |
| Trinidad & Tobago - Premier League | 2023/12/14 22:00 | 1976 FC Phoenix v La Horquetta Rangers FC | W | 4-0 |
| Trinidad & Tobago - Premier League | 2023/12/11 21:00 | Police FC TT v 1976 FC Phoenix | L | 2-0 |
| Trinidad & Tobago - Premier League | 2023/12/01 22:00 | 1976 FC Phoenix v AC Port of Spain | L | 1-4 |
| Trinidad & Tobago - Premier League | 2023/11/25 00:00 | Defence Force FC v 1976 FC Phoenix | L | 5-0 |
| Trinidad & Tobago - Premier League 2 | 2023/07/15 20:00 | 1976 FC Phoenix v Petit Valley | W | 3-1 |
| Trinidad und Tobago - Liga-Pokal | 2019/11/17 19:17 | Cunupia FC v 1976 FC Phoenix | L | 3-0 |
| Trinidad und Tobago - Liga-Pokal | 2019/11/10 20:00 | Morvant Caledonia Utd v 1976 FC Phoenix | D | 2-2 |
| Trinidad & Tobago FA Trophy | 2017/11/26 20:04 | W Connection FC v 1976 FC Phoenix | L | 3-0 |