Head to Head
| Trinidad & Tobago Premier League | 2018/09/22 19:30 | AC Port Of Spain v W Connection FC | D | 1-1 |
| 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 |
| Trinidad & Tobago Premier League | 2017/10/27 22:00 | AC Port Of Spain v W Connection FC | L | 1-0 |
| Trinidad & Tobago Premier League | 2017/07/14 23:59 | W Connection FC v AC Port Of Spain | D | 2-2 |
Home History
| Trinidad & Tobago Premier League | 2018/11/29 00:00 | San Juan Jabloteh v W Connection FC | D | 1-1 |
| Trinidad & Tobago Premier League | 2018/11/25 22:00 | W Connection FC v Point Fortin FC | W | 8-0 |
| Trinidad & Tobago Premier League | 2018/11/09 19:30 | W Connection FC v Morvant Caledonia Utd | L | 0-1 |
| Trinidad & Tobago Premier League | 2018/11/03 00:00 | W Connection FC v Defence Force FC | D | 0-0 |
| Trinidad & Tobago Premier League | 2018/10/30 22:00 | W Connection FC v Central FC | D | 0-0 |
| Trinidad & Tobago Premier League | 2018/10/03 00:00 | Police FC TT v W Connection FC | D | 0-0 |
| Trinidad & Tobago Premier League | 2018/09/30 00:00 | Club Sando v W Connection FC | D | 1-1 |
| Trinidad & Tobago Premier League | 2018/09/25 22:00 | La Horquetta Rangers FC v W Connection FC | W | 0-4 |
Away History
| Trinidad & Tobago Premier League | 2018/12/05 22:00 | Defence Force FC v AC Port Of Spain | L | 4-1 |
| Trinidad & Tobago Premier League | 2018/12/01 21:00 | AC Port Of Spain v Club Sando | L | 2-6 |
| Trinidad & Tobago Premier League | 2018/11/27 19:30 | AC Port Of Spain v Point Fortin FC | L | 1-3 |
| Trinidad & Tobago Premier League | 2018/11/25 19:00 | AC Port Of Spain v Police FC TT | L | 1-5 |
| Trinidad & Tobago Premier League | 2018/10/02 22:00 | San Juan Jabloteh v AC Port Of Spain | W | 1-2 |
| Trinidad & Tobago Premier League | 2018/09/28 22:00 | Morvant Caledonia Utd v AC Port Of Spain | L | 8-0 |
| Trinidad & Tobago Premier League | 2018/09/26 00:00 | Central FC v AC Port Of Spain | L | 6-1 |
| Trinidad & Tobago Premier League | 2018/09/22 19:30 | AC Port Of Spain v W Connection FC | D | 1-1 |