Head to Head
| 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 | W | 4-1 |
| Trinidad & Tobago Premier League | 2017/11/20 20:03 | San Juan Jabloteh v W Connection FC | W | 0-3 |
| Trinidad & Tobago Premier League | 2017/07/07 23:57 | W Connection FC v San Juan Jabloteh | W | 3-1 |
| Trinidad & Tobago Premier League | 2017/01/28 00:00 | W Connection FC v San Juan Jabloteh | W | 1-0 |
| Trinidad & Tobago Premier League | 2016/11/25 22:00 | San Juan Jabloteh v W Connection FC | W | 0-3 |
Home History
| Trinidad & Tobago Premier League | 2023/03/31 21:00 | Defence Force FC v W Connection FC | L | 2-0 |
| Trinidad & Tobago Premier League | 2023/03/25 20:00 | W Connection FC v Morvant Caledonia Utd | D | 0-0 |
| Trinidad & Tobago Premier League | 2023/03/22 23:00 | La Horquetta Rangers FC v W Connection FC | L | 2-1 |
| Trinidad & Tobago Premier League | 2023/03/17 23:15 | Police FC TT v W Connection FC | W | 1-2 |
| Trinidad & Tobago Premier League | 2023/03/10 21:00 | W Connection FC v Central FC | L | 0-2 |
| Trinidad & Tobago Premier League | 2020/03/11 22:00 | W Connection FC v Cunupia FC | W | 3-0 |
| Trinidad & Tobago Premier League | 2020/03/06 22:00 | W Connection FC v AC Port of Spain | W | 2-0 |
| Trinidad & Tobago Premier League | 2020/03/01 20:00 | W Connection FC v Defence Force FC | L | 0-1 |
Away History
| Trinidad & Tobago Premier League | 2023/04/02 20:00 | Morvant Caledonia Utd v San Juan Jabloteh | L | 2-1 |
| Trinidad & Tobago Premier League | 2023/03/25 21:00 | San Juan Jabloteh v Central FC | L | 2-3 |
| Trinidad & Tobago Premier League | 2023/03/22 21:00 | Club Sando v San Juan Jabloteh | L | 1-0 |
| Trinidad & Tobago Premier League | 2023/03/17 21:00 | Cunupia FC v San Juan Jabloteh | L | 2-0 |
| Trinidad & Tobago Premier League | 2023/03/12 22:30 | Prison Service FC v San Juan Jabloteh | D | 0-0 |
| Trinidad & Tobago Premier League | 2020/03/10 22:00 | AC Port of Spain v San Juan Jabloteh | W | 0-1 |
| Trinidad & Tobago Premier League | 2020/03/04 22:00 | San Juan Jabloteh v Defence Force FC | L | 1-2 |
| Trinidad & Tobago Premier League | 2020/02/28 22:00 | San Juan Jabloteh v La Horquetta Rangers FC | L | 0-2 |
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