Head to Head
| Trinidad & Tobago Premier League | 2023/03/17 21:00 | Cunupia FC v San Juan Jabloteh | L | 2-0 |
| Trinidad & Tobago Premier League | 2020/01/29 00:00 | San Juan Jabloteh v Cunupia FC | D | 1-1 |
| Trinidad & Tobago League Cup | 2019/11/03 22:11 | San Juan Jabloteh v Cunupia FC | D | 2-2 |