Head to Head
| Trinidad en Tobago - TT Premier Football League | 2020/03/03 23:00 | Cunupia FC v AC Port of Spain | L | 2-1 |
| Trinidad en Tobago - TT Premier Football 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 en Tobago - Ascension Tournament | 2022/04/18 23:00 | AC Port of Spain v Defence Force FC | L | 1-2 |
| Trinidad en Tobago - Ascension Tournament | 2022/04/09 23:00 | CSW FC v AC Port of Spain | D | 2-2 |
| Trinidad en Tobago - TT Premier Football League | 2020/03/10 22:00 | AC Port of Spain v San Juan Jabloteh | L | 0-1 |
| Trinidad en Tobago - TT Premier Football League | 2020/03/06 22:00 | W Connection FC v AC Port of Spain | L | 2-0 |
| Trinidad en Tobago - TT Premier Football League | 2020/03/03 23:00 | Cunupia FC v AC Port of Spain | L | 2-1 |
| Trinidad en Tobago - TT Premier Football League | 2020/02/14 22:00 | Defence Force FC v AC Port of Spain | L | 3-1 |
| Trinidad en Tobago - TT Premier Football League | 2020/02/12 23:00 | Point Fortin FC v AC Port of Spain | L | 3-2 |
| Trinidad en Tobago - TT Premier Football League | 2020/02/09 19:30 | AC Port of Spain v La Horquetta Rangers FC | D | 2-2 |
Away History
| Trinidad en Tobago - Ascension Tournament | 2022/04/18 21:00 | Moruga FC v Cunupia FC | W | 0-2 |
| Trinidad en Tobago - Ascension Tournament | 2022/04/10 21:00 | Police FC TT v Cunupia FC | L | 2-1 |
| Trinidad en Tobago - TT Premier Football League | 2020/03/11 22:00 | W Connection FC v Cunupia FC | L | 3-0 |
| Trinidad en Tobago - TT Premier Football League | 2020/03/08 20:00 | Central FC v Cunupia FC | D | 1-1 |
| Trinidad en Tobago - TT Premier Football League | 2020/03/03 23:00 | Cunupia FC v AC Port of Spain | W | 2-1 |
| Trinidad en Tobago - TT Premier Football League | 2020/02/29 00:00 | Morvant Caledonia Utd v Cunupia FC | L | 3-1 |
| Trinidad en Tobago - TT Premier Football League | 2020/02/18 22:00 | Defence Force FC v Cunupia FC | L | 2-1 |
| Trinidad en Tobago - TT Premier Football League | 2020/02/09 22:00 | Cunupia FC v Club Sando | W | 2-1 |
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