| Trinidad & Tobago Premier League 2 | 2018/10/06 20:04 | Petit Valley v Club Sando II | L | 2-1 |
| Trinidad & Tobago Premier League 2 | 2018/09/29 22:08 | Club Sando II v UTT FC | W | 3-0 |
| Trinidad & Tobago Premier League 2 | 2018/08/05 19:59 | Police FC II v Club Sando II | L | 3-0 |
| Trinidad & Tobago Premier League 2 | 2018/07/28 20:04 | Cunupia FC v Club Sando II | L | 2-0 |
| Trinidad & Tobago Premier League 2 | 2018/06/23 22:59 | UTT FC v Club Sando II | L | 1-0 |
| Trinidad & Tobago Premier League 2 | 2018/10/07 19:31 | Prison Service FC v Queen’s Park CC | W | 4-3 |
| Trinidad & Tobago Premier League 2 | 2018/09/23 19:21 | Prison Service FC v Guaya United | D | 1-1 |
| Trinidad & Tobago League Cup | 2018/09/08 23:35 | FC Santa Rosa v Prison Service FC | L | 3-0 |
| Trinidad & Tobago Premier League 2 | 2018/08/30 19:33 | Prison Service FC v Erin FC | W | 4-0 |
| Trinidad & Tobago Premier League 2 | 2018/08/19 19:59 | Cunupia FC v Prison Service FC | D | 0-0 |
| Trinidad & Tobago Premier League 2 | 2018/08/11 19:32 | Prison Service FC v San Fernando Giants | W | 1-0 |
| Trinidad & Tobago Premier League 2 | 2018/07/29 19:29 | Prison Service FC v Petit Valley | W | 3-2 |
| Trinidad & Tobago Premier League 2 | 2018/07/21 22:57 | UTT FC v Prison Service FC | W | 2-3 |