Head to Head
| Trinidad & Tobago Premier League 2 | 2018/11/10 23:32 | FC Santa Rosa v Prison Service FC | W | 5-1 |
| Trinidad & Tobago League Cup | 2018/09/08 23:35 | FC Santa Rosa v Prison Service FC | W | 3-0 |
Home History
| Trinidad & Tobago League Cup | 2018/12/09 23:32 | FC Santa Rosa v Cunupia FC | D | 3-3 |
| Trinidad & Tobago Premier League 2 | 2018/11/23 23:14 | FC Santa Rosa v San Fernando Giants | W | 4-1 |
| Trinidad & Tobago Premier League 2 | 2018/11/10 23:32 | FC Santa Rosa v Prison Service FC | W | 5-1 |
| Trinidad & Tobago Premier League 2 | 2018/11/08 23:37 | FC Santa Rosa v Petit Valley | W | 2-1 |
| Trinidad & Tobago Premier League 2 | 2018/11/03 23:33 | FC Santa Rosa v UTT FC | W | 3-2 |
| Trinidad & Tobago Premier League 2 | 2018/10/27 00:13 | FC Santa Rosa v Matura Reunited | D | 1-1 |
| Trinidad & Tobago Premier League 2 | 2018/10/14 19:26 | Queen’s Park CC v FC Santa Rosa | D | 1-1 |
| Trinidad & Tobago Premier League 2 | 2018/10/06 23:34 | FC Santa Rosa v RSSR FC | W | 6-0 |
Away History
| World Club Friendlies | 2019/08/11 20:01 | Club Sando v Prison Service FC | L | 3-1 |
| Trinidad & Tobago Premier League 2 | 2018/11/18 20:00 | San Fernando Giants v Prison Service FC | D | 3-3 |
| Trinidad & Tobago Premier League 2 | 2018/11/10 23:32 | FC Santa Rosa v Prison Service FC | L | 5-1 |
| Trinidad & Tobago Premier League 2 | 2018/11/04 19:25 | Petit Valley v Prison Service FC | W | 1-3 |
| Trinidad & Tobago Premier League 2 | 2018/10/28 19:05 | Prison Service FC v UTT FC | D | 2-2 |
| Trinidad & Tobago Premier League 2 | 2018/10/13 22:00 | Club Sando II v Prison Service FC | W | 0-2 |
| 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 |