Head to Head
| Trinidad & Tobago Premier League | 2023/11/24 22:00 | Police FC TT v Cunupia FC | D | 1-1 |
| Trinidad & Tobago Premier League | 2023/05/19 23:15 | Police FC TT v Cunupia FC | L | 2-1 |
| Trinidad & Tobago Premier League | 2023/04/08 20:00 | Cunupia FC v Police FC TT | L | 1-2 |
| Trinidad & Tobago Ascension Tournament | 2022/04/10 21:00 | Police FC TT v Cunupia FC | L | 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 | L | 0-2 |
Home History
| Trinidad & Tobago Premier League | 2024/01/26 19:30 | 1976 FC Phoenix v Cunupia FC | L | 2-1 |
| Trinidad & Tobago Premier League | 2024/01/20 22:00 | Central FC v Cunupia FC | W | 1-3 |
| Trinidad & Tobago Premier League | 2024/01/07 22:00 | La Horquetta Rangers FC v Cunupia FC | L | 3-0 |
| Trinidad & Tobago Premier League | 2024/01/03 22:00 | Cunupia FC v AC Port Of Spain | L | 1-2 |
| Trinidad & Tobago Premier League | 2023/12/20 22:00 | Morvant Caledonia Utd v Cunupia FC | L | 2-0 |
| Trinidad & Tobago Premier League | 2023/12/15 22:00 | Cunupia FC v Point Fortin FC | W | 2-0 |
| Trinidad & Tobago Premier League | 2023/12/08 19:30 | Club Sando v Cunupia FC | D | 1-1 |
| Trinidad & Tobago Premier League | 2023/12/03 19:30 | Cunupia FC v Prison Service FC | L | 1-2 |
Away History
| Trinidad & Tobago Premier League | 2024/02/02 22:00 | Central FC v Police FC TT | W | 0-4 |
| Trinidad & Tobago Premier League | 2024/01/21 00:10 | La Horquetta Rangers FC v Police FC TT | D | 2-2 |
| Trinidad & Tobago Premier League | 2024/01/13 00:10 | Police FC TT v AC Port Of Spain | L | 0-1 |
| Trinidad & Tobago Premier League | 2024/01/06 22:00 | Morvant Caledonia Utd v Police FC TT | W | 1-2 |
| Trinidad & Tobago Premier League | 2024/01/03 22:00 | Police FC TT v Point Fortin FC | W | 2-1 |
| Trinidad & Tobago Premier League | 2023/12/20 22:00 | Club Sando v Police FC TT | W | 0-1 |
| Trinidad & Tobago Premier League | 2023/12/17 22:00 | Police FC TT v Prison Service FC | W | 7-0 |
| Trinidad & Tobago Premier League | 2023/12/11 21:00 | Police FC TT v 1976 FC Phoenix | W | 2-0 |