Head to Head
| Trinidad & Tobago Premier League | 2023/05/19 23:15 | Police FC TT v Cunupia FC | W | 2-1 |
| Trinidad & Tobago Premier League | 2023/04/08 20:00 | Cunupia FC v Police FC TT | W | 1-2 |
| Trinidad & Tobago Ascension Tournament | 2022/04/10 21:00 | Police FC TT v Cunupia FC | W | 2-1 |
| Trinidad & Tobago Premier League | 2020/02/04 22:00 | Police FC TT v Cunupia FC | D | 0-0 |
| Trinidad & Tobago Premier League | 2019/12/14 00:00 | Cunupia FC v Police FC TT | W | 0-2 |
Home History
| Trinidad & Tobago Premier League | 2023/06/14 21:00 | W Connection FC v Police FC TT | W | 0-3 |
| Trinidad & Tobago Premier League | 2023/06/10 23:15 | Police FC TT v AC Port Of Spain | D | 1-1 |
| Trinidad & Tobago Premier League | 2023/06/04 20:00 | Defence Force FC v Police FC TT | D | 1-1 |
| Trinidad & Tobago Premier League | 2023/05/28 20:00 | Police FC TT v Club Sando | W | 2-1 |
| Trinidad & Tobago Premier League | 2023/05/25 21:00 | Prison Service FC v Police FC TT | W | 1-3 |
| Trinidad & Tobago Premier League | 2023/05/22 22:00 | La Horquetta Rangers FC v Police FC TT | W | 2-5 |
| Trinidad & Tobago Premier League | 2023/05/19 23:15 | Police FC TT v Cunupia FC | W | 2-1 |
| Trinidad & Tobago Premier League | 2023/05/16 23:15 | Police FC TT v Central FC | L | 0-1 |
Away History
| Trinidad & Tobago Premier League | 2023/06/17 20:00 | Cunupia FC v Morvant Caledonia Utd | L | 1-2 |
| Trinidad & Tobago Premier League | 2023/06/14 21:00 | San Juan Jabloteh v Cunupia FC | L | 3-1 |
| Trinidad & Tobago Premier League | 2023/06/10 21:00 | Central FC v Cunupia FC | L | 3-1 |
| Trinidad & Tobago Premier League | 2023/06/03 20:00 | Cunupia FC v Point Fortin FC | L | 0-2 |
| Trinidad & Tobago Premier League | 2023/05/28 20:00 | AC Port Of Spain v Cunupia FC | L | 4-0 |
| Trinidad & Tobago Premier League | 2023/05/25 21:00 | Cunupia FC v La Horquetta Rangers FC | L | 1-4 |
| Trinidad & Tobago Premier League | 2023/05/19 23:15 | Police FC TT v Cunupia FC | L | 2-1 |
| Trinidad & Tobago Premier League | 2023/05/13 23:15 | Cunupia FC v Defence Force FC | L | 0-2 |