Weather: Good Stadium: Manny Ramjohn Stadium Pitch: Good Round: 8
| 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 |
| Trinidad & Tobago League Cup | 2018/07/07 22:00 | W Connection FC v Morvant Caledonia Utd | L | 1-2 |
| Trinidad & Tobago League Cup | 2018/06/16 20:02 | W Connection FC v AC Port Of Spain | W | 2-0 |
| Trinidad & Tobago Charity Shield | 2018/06/01 23:11 | AC Port Of Spain v W Connection FC | W | 1-7 |
| CFU Club Championship | 2018/02/05 00:00 | W Connection FC v Atletico Pantoja | - | View |
| CFU Club Championship | 2018/02/03 00:00 | W Connection FC v Arnett Gardens | W | 2-1 |
| CFU Club Championship | 2018/02/01 00:00 | W Connection FC v Real Hope FA | L | 0-1 |
| Trinidad & Tobago FA Trophy | 2017/12/09 00:03 | W Connection FC v Police FC TT | W | 3-1 |
| Trinidad & Tobago FA Trophy | 2017/11/26 20:04 | W Connection FC v 1976 FC Phoenix | W | 3-0 |
| Trinidad & Tobago League Cup | 2018/07/06 22:05 | Central FC v San Juan Jabloteh | L | 2-1 |
| Trinidad & Tobago League Cup | 2018/07/01 20:05 | San Juan Jabloteh v La Horquetta Rangers FC | L | 0-2 |
| Trinidad & Tobago League Cup | 2018/06/19 00:30 | Club Sando v San Juan Jabloteh | D | 0-0 |
| Trinidad & Tobago League Cup | 2018/06/10 22:00 | San Juan Jabloteh v Defence Force FC | L | 0-4 |
| Trinidad & Tobago Premier League | 2017/11/25 20:03 | San Juan Jabloteh v Point Fortin FC | W | 5-4 |
| Trinidad & Tobago Premier League | 2017/11/22 20:04 | San Juan Jabloteh v Police FC TT | W | 4-3 |
| Trinidad & Tobago Premier League | 2017/11/20 20:03 | San Juan Jabloteh v W Connection FC | L | 0-3 |
| Trinidad & Tobago Premier League | 2017/11/05 19:32 | Police FC TT v San Juan Jabloteh | L | 3-2 |