Head to Head
| Trinidad & Tobago FA Trophy | 2017/10/22 19:36 | W Connection FC v Cunupia FC | W | 3-2 |
Home History
| Trinidad & Tobago League Cup | 2019/11/09 00:38 | Defence Force FC v W Connection FC | D | 2-2 |
| Trinidad & Tobago Premier League | 2018/12/08 00:00 | W Connection FC v AC Port Of Spain | W | 4-0 |
| Trinidad & Tobago Premier League | 2018/11/29 00:00 | San Juan Jabloteh v W Connection FC | D | 1-1 |
| Trinidad & Tobago Premier League | 2018/11/25 22:00 | W Connection FC v Point Fortin FC | W | 8-0 |
| Trinidad & Tobago Premier League | 2018/11/09 19:30 | W Connection FC v Morvant Caledonia Utd | L | 0-1 |
| Trinidad & Tobago Premier League | 2018/11/03 00:00 | W Connection FC v Defence Force FC | D | 0-0 |
| Trinidad & Tobago Premier League | 2018/10/30 22:00 | W Connection FC v Central FC | D | 0-0 |
| Trinidad & Tobago Premier League | 2018/10/03 00:00 | Police FC TT v W Connection FC | D | 0-0 |
Away History
| Trinidad & Tobago League Cup | 2019/11/17 19:17 | Cunupia FC v 1976 FC Phoenix | W | 3-0 |
| Trinidad & Tobago League Cup | 2019/11/10 22:53 | Cunupia FC v AC Port Of Spain | D | 0-0 |
| Trinidad & Tobago League Cup | 2019/11/03 22:11 | San Juan Jabloteh v Cunupia FC | D | 2-2 |
| World Club Friendlies | 2019/10/25 22:25 | Morvant Caledonia Utd v Cunupia FC | W | 0-1 |
| World Club Friendlies | 2019/09/14 19:39 | Cunupia FC v Morvant Caledonia Utd | W | 3-0 |
| 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 |