Head to Head
| Trinidad & Tobago Premier League | 2020/01/28 22:00 | W Connection FC v Police FC TT | W | 0-4 |
| Trinidad & Tobago League Cup | 2019/11/23 00:00 | Police FC TT v W Connection FC | W | 1-0 |
| Trinidad & Tobago Premier League | 2018/10/03 00:00 | Police FC TT v W Connection FC | D | 0-0 |
| Trinidad & Tobago Premier League | 2018/08/16 00:00 | W Connection FC v Police FC TT | L | 4-0 |
| Trinidad & Tobago FA Trophy | 2017/12/09 00:03 | W Connection FC v Police FC TT | L | 3-1 |
| Trinidad & Tobago Premier League | 2017/10/24 19:32 | W Connection FC v Police FC TT | L | 2-1 |
| Trinidad & Tobago Premier League | 2017/06/30 22:00 | Police FC TT v W Connection FC | W | 1-0 |
| Trinidad & Tobago League Cup | 2017/02/09 01:50 | W Connection FC v Police FC TT | D | 1-1 |
Home History
| Trinidad & Tobago Ascension Tournament | 2022/07/17 21:00 | Police FC TT v Deportivo PF | D | 0-0 |
| Trinidad & Tobago Ascension Tournament | 2022/06/26 21:14 | Police FC TT v AC Port Of Spain | W | 3-2 |
| Trinidad & Tobago Ascension Tournament | 2022/06/05 21:00 | Police FC TT v CSW FC | L | 1-3 |
| Trinidad & Tobago Ascension Tournament | 2022/05/14 00:14 | Police FC TT v Defence Force FC | L | 2-4 |
| Trinidad & Tobago Ascension Tournament | 2022/05/01 21:00 | Police FC TT v AC Port Of Spain | W | 5-1 |
| Trinidad & Tobago Ascension Tournament | 2022/04/24 21:00 | Moruga FC v Police FC TT | W | 0-3 |
| Trinidad & Tobago Ascension Tournament | 2022/04/15 22:00 | Police FC TT v Real West Fort | W | 4-0 |
| Trinidad & Tobago Ascension Tournament | 2022/04/10 21:00 | Police FC TT v Cunupia FC | W | 2-1 |
Away History
| 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 |
| Trinidad & Tobago Premier League | 2020/02/18 23:00 | Point Fortin FC v W Connection FC | W | 0-1 |
| Trinidad & Tobago Premier League | 2020/02/16 00:00 | La Horquetta Rangers FC v W Connection FC | L | 4-1 |
| Trinidad & Tobago Premier League | 2020/02/12 22:00 | Central FC v W Connection FC | W | 1-4 |
| Trinidad & Tobago Premier League | 2020/02/09 20:00 | W Connection FC v Point Fortin FC | W | 2-1 |