Home History
| World Club Friendlies | 2019/09/08 19:33 | Cunupia FC v Matura Reunited | W | 4-1 |
| World Club Friendlies | 2019/09/01 20:02 | Cunupia FC v Prison Service FC | W | 4-0 |
| World Club Friendlies | 2019/07/14 19:42 | Cunupia FC v Defence Force FC | L | 0-2 |
| Trinidad & Tobago League Cup | 2018/12/09 23:32 | FC Santa Rosa v Cunupia FC | D | 3-3 |
| Trinidad & Tobago Premier League 2 | 2018/11/18 19:31 | Cunupia FC v Petit Valley | W | 3-1 |
| Trinidad & Tobago Premier League 2 | 2018/11/10 23:06 | UTT FC v Cunupia FC | D | 2-2 |
| Trinidad & Tobago Premier League 2 | 2018/11/08 19:30 | Cunupia FC v Matura Reunited | D | 3-3 |
| Trinidad & Tobago Premier League 2 | 2018/11/03 21:58 | Club Sando II v Cunupia FC | W | 1-2 |
Away History
| Trinidad & Tobago Premier League | 2018/12/07 22:00 | Central FC v Police FC TT | L | 1-0 |
| Trinidad & Tobago Premier League | 2018/11/28 22:00 | Morvant Caledonia Utd v Police FC TT | W | 1-2 |
| Trinidad & Tobago Premier League | 2018/11/25 19:00 | AC Port Of Spain v Police FC TT | W | 1-5 |
| Trinidad & Tobago Premier League | 2018/11/09 22:00 | Police FC TT v La Horquetta Rangers FC | D | 2-2 |
| Trinidad & Tobago Premier League | 2018/11/03 00:00 | Police FC TT v Point Fortin FC | W | 4-1 |
| Trinidad & Tobago Premier League | 2018/10/31 00:00 | San Juan Jabloteh v Police FC TT | L | 2-0 |
| Trinidad & Tobago Premier League | 2018/10/03 00:00 | Police FC TT v W Connection FC | D | 0-0 |
| Trinidad & Tobago Premier League | 2018/09/29 22:00 | Police FC TT v Defence Force FC | W | 4-0 |