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 |
Home History
| 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 |
| Trinidad & Tobago Premier League | 2023/05/25 21:00 | San Juan Jabloteh v W Connection FC | D | 2-2 |
| Trinidad & Tobago Premier League | 2023/05/21 22:15 | Point Fortin FC v San Juan Jabloteh | L | 3-2 |
| Trinidad & Tobago Premier League | 2023/05/13 21:00 | San Juan Jabloteh v AC Port Of Spain | L | 1-3 |
| Trinidad & Tobago Premier League | 2023/05/10 23:15 | La Horquetta Rangers FC v San Juan Jabloteh | L | 1-0 |
| Trinidad & Tobago Premier League | 2023/05/07 20:00 | San Juan Jabloteh v Police FC TT | L | 2-5 |
Away History
| Trinidad & Tobago Premier League | 2023/06/10 21:00 | Central FC v Cunupia FC | L | 3-1 |
| Trinidad & Tobago Premier League | 2023/06/03 20:00 | Cunupia FC v Point Fortin FC | L | 0-2 |
| Trinidad & Tobago Premier League | 2023/05/28 20:00 | AC Port Of Spain v Cunupia FC | L | 4-0 |
| Trinidad & Tobago Premier League | 2023/05/25 21:00 | Cunupia FC v La Horquetta Rangers FC | L | 1-4 |
| Trinidad & Tobago Premier League | 2023/05/19 23:15 | Police FC TT v Cunupia FC | L | 2-1 |
| Trinidad & Tobago Premier League | 2023/05/13 23:15 | Cunupia FC v Defence Force FC | L | 0-2 |
| Trinidad & Tobago Premier League | 2023/05/10 20:00 | Club Sando v Cunupia FC | L | 1-0 |
| Trinidad & Tobago Premier League | 2023/05/06 21:00 | Cunupia FC v Prison Service FC | L | 0-2 |