Head to Head
| Jamaika - Premier League | 2016/02/28 22:00 | Cavalier v Boys Town | D | 0-0 |
| Jamaika - Premier League | 2016/01/03 22:00 | Cavalier v Boys Town | L | 3-0 |
| Jamaika - Premier League | 2015/10/25 20:00 | Boys Town v Cavalier | W | 1-0 |
| Jamaika - Premier League | 2015/03/03 01:30 | Cavalier v Boys Town | D | 0-0 |
| Jamaika - Premier League | 2015/02/08 21:30 | Cavalier v Boys Town | L | 3-0 |
| Jamaika - Premier League | 2014/11/30 20:00 | Boys Town v Cavalier | L | 1-3 |
Home History
| Jamaika - Premier League | 2017/11/02 00:00 | Harbour View FC v Boys Town | L | 3-0 |
| Jamaika - Premier League | 2017/10/24 01:35 | Arnett Gardens v Boys Town | D | 1-1 |
| Jamaika - Premier League | 2017/10/15 20:30 | Boys Town v Reno FC | D | 0-0 |
| Jamaika - Premier League | 2017/10/08 20:30 | UWI FC v Boys Town | L | 2-1 |
| Jamaika - Premier League | 2017/10/03 01:35 | Montego Bay Utd v Boys Town | W | 0-1 |
| Jamaika - Premier League | 2017/09/24 20:30 | Boys Town v Humble Lions | L | 1-2 |
| Jamaika - Premier League | 2017/04/16 20:30 | Arnett Gardens v Boys Town | D | 3-3 |
| Jamaika - Premier League | 2017/04/12 20:30 | Boys Town v Reno FC | W | 4-1 |
Away History
| Jamaika - Premier League | 2017/11/02 22:00 | Cavalier v Humble Lions | W | 2-0 |
| Jamaika - Premier League | 2017/10/31 01:35 | Waterhouse v Cavalier | W | 0-2 |
| Jamaika - Premier League | 2017/10/22 20:30 | Cavalier v Tivoli Gardens | L | 0-1 |
| Jamaika - Premier League | 2017/10/15 20:30 | Sandals South Coast FC v Cavalier | D | 1-1 |
| Jamaika - Premier League | 2017/10/09 00:00 | Montego Bay Utd v Cavalier | W | 1-2 |
| Jamaika - Premier League | 2017/10/01 20:30 | Cavalier v Harbour View FC | L | 0-1 |
| Jamaika - Premier League | 2017/09/25 22:45 | Portmore United v Cavalier | L | 1-0 |
| Jamaika - Play-Offs | 2017/06/21 20:34 | Cavalier v Rivoli United | D | 1-1 |