Head to Head
| Trinidad & Tobago FA Trophy | 2017/10/22 19:36 | W Connection FC v Cunupia FC | L | 3-2 |
Home History
| 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 |
| Trinidad & Tobago League Cup | 2019/11/17 19:17 | Cunupia FC v 1976 FC Phoenix | W | 3-0 |
Away History
| Trinidad & Tobago Premier League | 2020/01/18 00:00 | AC Port Of Spain v W Connection FC | W | 0-4 |
| Trinidad & Tobago Premier League | 2020/01/11 00:00 | Defence Force FC v W Connection FC | L | 1-0 |
| Trinidad & Tobago Premier League | 2020/01/08 00:00 | W Connection FC v La Horquetta Rangers FC | W | 3-1 |
| Trinidad & Tobago Premier League | 2020/01/04 00:00 | W Connection FC v Central FC | D | 1-1 |
| Trinidad & Tobago Premier League | 2019/12/13 22:00 | Morvant Caledonia Utd v W Connection FC | D | 1-1 |
| Trinidad & Tobago League Cup | 2019/11/23 00:00 | Police FC TT v W Connection FC | L | 1-0 |
| Trinidad & Tobago League Cup | 2019/11/21 00:00 | W Connection FC v Central FC | L | 1-2 |
| Trinidad & Tobago League Cup | 2019/11/09 00:38 | Defence Force FC v W Connection FC | D | 2-2 |