Head to Head
| Trinidad & Tobago Premier League | 2023/06/14 21:00 | San Juan Jabloteh v Cunupia FC | L | 3-1 |
| Trinidad & Tobago Premier League | 2023/03/17 21:00 | Cunupia FC v San Juan Jabloteh | W | 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 |
Home History
| Trinidad & Tobago Premier League | 2024/12/26 21:00 | Club Sando v Cunupia FC | L | 7-1 |
| Trinidad & Tobago Premier League | 2024/12/21 23:00 | Cunupia FC v Defence Force FC | L | 0-6 |
| Trinidad & Tobago Premier League | 2024/12/14 23:00 | Cunupia FC v Central FC | L | 0-2 |
| Trinidad & Tobago Premier League | 2024/12/08 23:00 | Cunupia FC v AC Port Of Spain | L | 1-4 |
| Trinidad & Tobago Premier League | 2024/05/19 20:00 | Defence Force FC v Cunupia FC | L | 5-1 |
| Trinidad & Tobago Premier League | 2024/05/12 21:00 | Cunupia FC v 1976 FC Phoenix | D | 2-2 |
| Trinidad & Tobago Premier League | 2024/05/02 22:00 | Cunupia FC v Defence Force FC | L | 0-2 |
| Trinidad & Tobago Premier League | 2024/04/14 20:00 | Cunupia FC v Central FC | W | 1-0 |
Away History
| Trinidad & Tobago Premier League | 2024/12/27 00:00 | Point Fortin FC v San Juan Jabloteh | W | 1-3 |
| Trinidad & Tobago Premier League | 2024/12/22 23:00 | San Juan Jabloteh v Police FC TT | D | 3-3 |
| Trinidad & Tobago Premier League | 2024/12/13 22:00 | San Juan Jabloteh v Defence Force FC | L | 1-2 |
| Trinidad & Tobago Premier League | 2024/12/08 23:00 | San Juan Jabloteh v Central FC | L | 1-3 |
| Trinidad & Tobago Premier League | 2023/06/14 21:00 | San Juan Jabloteh v Cunupia FC | W | 3-1 |
| Trinidad & Tobago Premier League | 2023/06/11 21:00 | San Juan Jabloteh v Club Sando | D | 1-1 |
| Trinidad & Tobago Premier League | 2023/06/08 21:00 | San Juan Jabloteh v Morvant Caledonia Utd | W | 3-2 |
| Trinidad & Tobago Premier League | 2023/06/02 21:00 | Central FC v San Juan Jabloteh | W | 1-5 |