Home History
| Trinidad & Tobago Ascension Tournament | 2022/05/20 22:00 | Cunupia FC v CSW FC | L | 0-1 |
| Trinidad & Tobago Ascension Tournament | 2022/05/13 22:00 | La Horquetta Rangers FC v Cunupia FC | D | 1-1 |
| Trinidad & Tobago Ascension Tournament | 2022/04/30 23:00 | Defence Force FC v Cunupia FC | L | 5-0 |
| Trinidad & Tobago Ascension Tournament | 2022/04/22 22:00 | AC Port Of Spain v Cunupia FC | W | 1-4 |
| Trinidad & Tobago Ascension Tournament | 2022/04/18 21:00 | Moruga FC v Cunupia FC | W | 0-2 |
| Trinidad & Tobago Ascension Tournament | 2022/04/10 21:00 | Police FC TT v Cunupia FC | L | 2-1 |
| Trinidad & Tobago Premier League | 2020/03/11 22:00 | W Connection FC v Cunupia FC | L | 3-0 |
| Trinidad & Tobago Premier League | 2020/03/08 20:00 | Central FC v Cunupia FC | D | 1-1 |
Away History
| Trinidad & Tobago Ascension Tournament | 2022/05/14 23:17 | Deportivo PF v Real West Fort | W | 4-0 |
| Trinidad & Tobago Ascension Tournament | 2022/04/29 22:00 | Deportivo PF v CSW FC | W | 3-0 |
| Trinidad & Tobago Ascension Tournament | 2022/04/23 00:16 | La Horquetta Rangers FC v Deportivo PF | L | 1-0 |
| Trinidad & Tobago Ascension Tournament | 2022/04/17 21:00 | Deportivo PF v Central FC | W | 2-0 |