Head to Head
| Trinidad & Tobago Premier League | 2024/01/03 22:00 | Cunupia FC v AC Port Of Spain | W | 1-2 |
| Trinidad & Tobago Premier League | 2023/05/28 20:00 | AC Port Of Spain v Cunupia FC | W | 4-0 |
| Trinidad & Tobago Premier League | 2023/04/01 20:00 | Cunupia FC v AC Port Of Spain | W | 0-4 |
| Trinidad & Tobago Ascension Tournament | 2022/04/22 22:00 | AC Port Of Spain v Cunupia FC | L | 1-4 |
| Trinidad & Tobago Premier League | 2020/03/03 23:00 | Cunupia FC v AC Port Of Spain | L | 2-1 |
| Trinidad & Tobago Premier League | 2020/01/14 23:00 | AC Port Of Spain v Cunupia FC | W | 1-0 |
| Trinidad & Tobago League Cup | 2019/11/10 22:53 | Cunupia FC v AC Port Of Spain | D | 0-0 |