Head to Head
| Trinidad & Tobago Premier League | 2020/01/14 23:00 | AC Port Of Spain v Cunupia FC | L | 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 | 2020/02/29 00:00 | Morvant Caledonia Utd v Cunupia FC | L | 3-1 |
| Trinidad & Tobago Premier League | 2020/02/18 22:00 | Defence Force FC v Cunupia FC | L | 2-1 |
| Trinidad & Tobago Premier League | 2020/02/09 22:00 | Cunupia FC v Club Sando | W | 2-1 |
| Trinidad & Tobago Premier League | 2020/02/04 22:00 | Police FC TT v Cunupia FC | D | 0-0 |
| Trinidad & Tobago Premier League | 2020/01/31 23:00 | La Horquetta Rangers FC v Cunupia FC | L | 8-1 |
| Trinidad & Tobago Premier League | 2020/01/29 00:00 | San Juan Jabloteh v Cunupia FC | D | 1-1 |
| Trinidad & Tobago Premier League | 2020/01/24 23:00 | Point Fortin FC v Cunupia FC | L | 3-1 |
| Trinidad & Tobago Premier League | 2020/01/21 23:00 | Cunupia FC v W Connection FC | L | 0-2 |
Away History
| Trinidad & Tobago Premier League | 2020/02/14 22:00 | Defence Force FC v AC Port Of Spain | L | 3-1 |
| Trinidad & Tobago Premier League | 2020/02/12 23:00 | Point Fortin FC v AC Port Of Spain | L | 3-2 |
| Trinidad & Tobago Premier League | 2020/02/09 19:30 | AC Port Of Spain v La Horquetta Rangers FC | D | 2-2 |
| Trinidad & Tobago Premier League | 2020/02/05 22:00 | AC Port Of Spain v Central FC | D | 1-1 |
| Trinidad & Tobago Premier League | 2020/02/02 19:30 | AC Port Of Spain v Morvant Caledonia Utd | D | 0-0 |
| Trinidad & Tobago Premier League | 2020/01/28 22:00 | AC Port Of Spain v Club Sando | W | 1-0 |
| Trinidad & Tobago Premier League | 2020/01/24 22:00 | Police FC TT v AC Port Of Spain | L | 4-1 |
| Trinidad & Tobago Premier League | 2020/01/21 22:00 | San Juan Jabloteh v AC Port Of Spain | L | 5-2 |