Head to Head
| Trinidad & Tobago Premier League | 2023/04/05 20:00 | W Connection FC v San Juan Jabloteh | L | 2-1 |
| Trinidad & Tobago Premier League | 2020/01/24 22:00 | W Connection FC v San Juan Jabloteh | D | 2-2 |
| Trinidad & Tobago Premier League | 2018/11/29 00:00 | San Juan Jabloteh v W Connection FC | D | 1-1 |
| Trinidad & Tobago Premier League | 2018/09/18 22:00 | W Connection FC v San Juan Jabloteh | L | 4-1 |
| Trinidad & Tobago Premier League | 2017/11/20 20:03 | San Juan Jabloteh v W Connection FC | L | 0-3 |
| Trinidad & Tobago Premier League | 2017/07/07 23:57 | W Connection FC v San Juan Jabloteh | L | 3-1 |
| Trinidad & Tobago Premier League | 2017/01/28 00:00 | W Connection FC v San Juan Jabloteh | L | 1-0 |
| Trinidad & Tobago Premier League | 2016/11/25 22:00 | San Juan Jabloteh v W Connection FC | L | 0-3 |
Home History
| 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 |
| Trinidad & Tobago Premier League | 2023/05/03 21:00 | Defence Force FC v San Juan Jabloteh | D | 2-2 |
| Trinidad & Tobago Premier League | 2023/04/28 23:15 | San Juan Jabloteh v Defence Force FC | L | 1-2 |
| Trinidad & Tobago Premier League | 2023/04/23 22:15 | Police FC TT v San Juan Jabloteh | W | 1-2 |
| Trinidad & Tobago Premier League | 2023/04/19 20:00 | San Juan Jabloteh v La Horquetta Rangers FC | L | 1-6 |
Away History
| Trinidad & Tobago Premier League | 2023/05/21 20:00 | W Connection FC v Club Sando | L | 1-2 |
| Trinidad & Tobago Premier League | 2023/05/13 22:00 | Point Fortin FC v W Connection FC | D | 0-0 |
| Trinidad & Tobago Premier League | 2023/05/10 23:15 | W Connection FC v Prison Service FC | W | 2-0 |
| Trinidad & Tobago Premier League | 2023/05/06 21:00 | AC Port of Spain v W Connection FC | L | 3-0 |
| Trinidad & Tobago Premier League | 2023/05/03 21:00 | W Connection FC v Cunupia FC | D | 1-1 |
| Trinidad & Tobago Premier League | 2023/04/30 20:00 | Cunupia FC v W Connection FC | W | 0-3 |
| Trinidad & Tobago Premier League | 2023/04/22 21:00 | W Connection FC v AC Port of Spain | L | 1-3 |
| Trinidad & Tobago Premier League | 2023/04/19 23:15 | Prison Service FC v W Connection FC | L | 1-0 |
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