Home History
| Trinidad & Tobago Premier League 2 | 2018/08/09 00:03 | FC Santa Rosa v Erin FC | W | 4-1 |
| Trinidad & Tobago Premier League 2 | 2018/07/28 22:59 | UTT FC v FC Santa Rosa | W | 1-4 |
| Trinidad & Tobago Premier League 2 | 2018/07/07 00:04 | FC Santa Rosa v Queen’s Park CC | L | 1-2 |
| Trinidad & Tobago Premier League 2 | 2018/06/23 00:09 | FC Santa Rosa v Guaya United | W | 3-0 |
| Trinidad & Tobago FA Trophy | 2017/10/05 19:45 | FC Santa Rosa v Santa Flora FC | W | 3-1 |
| Trinidad & Tobago Premier League 2 | 2017/08/27 20:23 | FC Santa Rosa v Cunupia FC | W | 2-0 |
| Trinidad & Tobago Premier League 2 | 2017/07/23 19:55 | FC Santa Rosa v Defence Force FC | L | 0-2 |
| Trinidad & Tobago Premier League 2 | 2016/12/11 21:00 | FC Santa Rosa v Real Maracas FC | W | 2-0 |
Away History
| 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 |
| Trinidad & Tobago Premier League 2 | 2018/06/16 21:06 | Guaya United v Prison Service FC | D | 1-1 |