Home History
| Trinidad & Tobago Premier League | 2020/01/21 23:00 | Point Fortin FC v Central FC | W | 2-1 |
| Trinidad & Tobago Premier League | 2020/01/17 22:00 | Morvant Caledonia Utd v Point Fortin FC | D | 1-1 |
| Trinidad & Tobago Premier League | 2020/01/14 22:00 | Club Sando v Point Fortin FC | W | 0-3 |
| Trinidad & Tobago Premier League | 2020/01/10 22:00 | Police FC TT v Point Fortin FC | L | 3-1 |
| Trinidad & Tobago Premier League | 2020/01/07 22:00 | San Juan Jabloteh v Point Fortin FC | D | 0-0 |
| Trinidad & Tobago Premier League | 2020/01/03 21:00 | AC Port Of Spain v Point Fortin FC | D | 1-1 |
| Trinidad & Tobago League Cup | 2019/11/16 19:28 | Police FC TT v Point Fortin FC | L | 5-0 |
| Trinidad & Tobago League Cup | 2019/11/09 19:58 | La Horquetta Rangers FC v Point Fortin FC | L | 5-2 |
Away History
| Trinidad & Tobago Premier League | 2020/01/21 23:00 | Cunupia FC v W Connection FC | L | 0-2 |
| Trinidad & Tobago Premier League | 2020/01/18 19:30 | Cunupia FC v Central FC | D | 0-0 |
| Trinidad & Tobago Premier League | 2020/01/14 23:00 | AC Port Of Spain v Cunupia FC | L | 1-0 |
| Trinidad & Tobago Premier League | 2020/01/11 19:30 | Cunupia FC v Morvant Caledonia Utd | D | 1-1 |
| Trinidad & Tobago Premier League | 2020/01/04 19:30 | Cunupia FC v Defence Force FC | L | 2-3 |
| Trinidad & Tobago Premier League | 2019/12/20 23:00 | Club Sando v Cunupia FC | D | 1-1 |
| Trinidad & Tobago Premier League | 2019/12/14 00:00 | Cunupia FC v Police FC TT | L | 0-2 |
| Trinidad & Tobago League Cup | 2019/11/26 00:07 | Cunupia FC v Club Sando | L | 3-5 |