Face à face
| Trinité-et-Tobago - Premier League | 2023/03/26 20:00 | AC Port Of Espagne v Prison Service FC | L | 5-0 |
Home History
| Trinité-et-Tobago - Premier League | 2023/05/28 22:00 | La Horquetta Rangers FC v Prison Service FC | L | 4-1 |
| Trinité-et-Tobago - Premier League | 2023/05/25 21:00 | Prison Service FC v Police FC TT | L | 1-3 |
| Trinité-et-Tobago - Premier League | 2023/05/19 21:00 | Defence Force FC v Prison Service FC | L | 4-1 |
| Trinité-et-Tobago - Premier League | 2023/05/14 20:00 | Club Sando v Prison Service FC | L | 3-0 |
| Trinité-et-Tobago - Premier League | 2023/05/10 23:15 | W Connection v Prison Service FC | L | 2-0 |
| Trinité-et-Tobago - Premier League | 2023/05/06 21:00 | FC Cunupia v Prison Service FC | W | 0-2 |
| Trinité-et-Tobago - Premier League | 2023/05/03 23:15 | Prison Service FC v Central FC | L | 0-3 |
| Trinité-et-Tobago - Premier League | 2023/04/28 21:00 | Central FC v Prison Service FC | L | 3-0 |
Away History
| Trinité-et-Tobago - Premier League | 2023/05/28 20:00 | AC Port Of Espagne v FC Cunupia | W | 4-0 |
| Trinité-et-Tobago - Premier League | 2023/05/25 23:15 | Central FC v AC Port Of Espagne | W | 2-3 |
| Trinité-et-Tobago - Premier League | 2023/05/19 21:00 | AC Port Of Espagne v Morvant Caledonia Utd | W | 5-1 |
| Trinité-et-Tobago - Premier League | 2023/05/13 21:00 | San Juan Jabloteh v AC Port Of Espagne | W | 1-3 |
| Trinité-et-Tobago - Premier League | 2023/05/10 21:00 | AC Port Of Espagne v Point Fortin FC | W | 2-0 |
| Trinité-et-Tobago - Premier League | 2023/05/06 21:00 | AC Port Of Espagne v W Connection | W | 3-0 |
| Trinité-et-Tobago - Premier League | 2023/05/03 23:15 | La Horquetta Rangers FC v AC Port Of Espagne | L | 3-2 |
| Trinité-et-Tobago - Premier League | 2023/04/30 20:00 | AC Port Of Espagne v La Horquetta Rangers FC | W | 2-1 |
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