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 |
Home History
| Trinidad & Tobago Premier League | 2024/03/15 22:00 | Central FC v AC Port Of Spain | D | 2-2 |
| Trinidad & Tobago Premier League | 2024/03/07 00:10 | La Horquetta Rangers FC v AC Port Of Spain | W | 1-3 |
| Trinidad & Tobago Premier League | 2024/02/18 23:10 | AC Port Of Spain v Morvant Caledonia Utd | D | 3-3 |
| Trinidad & Tobago Premier League | 2024/02/03 22:10 | AC Port Of Spain v Point Fortin FC | D | 0-0 |
| Trinidad & Tobago Premier League | 2024/01/27 00:10 | AC Port Of Spain v Club Sando | W | 4-2 |
| Trinidad & Tobago Premier League | 2024/01/20 00:10 | AC Port Of Spain v Prison Service FC | W | 5-1 |
| Trinidad & Tobago Premier League | 2024/01/13 00:10 | Police FC TT v AC Port Of Spain | W | 0-1 |
| Trinidad & Tobago Premier League | 2024/01/07 00:10 | AC Port Of Spain v Defence Force FC | L | 0-1 |
Away History
| Trinidad & Tobago Premier League | 2024/03/16 22:00 | Cunupia FC v Morvant Caledonia Utd | L | 0-3 |
| Trinidad & Tobago Premier League | 2024/03/10 22:00 | Point Fortin FC v Cunupia FC | D | 0-0 |
| Trinidad & Tobago Premier League | 2024/03/07 00:10 | Cunupia FC v Club Sando | D | 1-1 |
| Trinidad & Tobago Premier League | 2024/02/25 00:00 | Prison Service FC v Cunupia FC | W | 0-3 |
| Trinidad & Tobago Premier League | 2024/02/18 21:00 | Cunupia FC v Police FC TT | L | 1-3 |
| 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 |