Head to Head
| Jamaica Premier League | 2016/01/03 22:00 | Cavalier v Boys Town | W | 3-0 |
| Jamaica Premier League | 2015/10/25 20:00 | Boys Town v Cavalier | L | 1-0 |
| Jamaica Premier League | 2015/03/03 01:30 | Cavalier v Boys Town | D | 0-0 |
| Jamaica Premier League | 2015/02/08 21:30 | Cavalier v Boys Town | W | 3-0 |
| Jamaica Premier League | 2014/11/30 20:00 | Boys Town v Cavalier | W | 1-3 |
Home History
| Jamaica Premier League | 2016/02/21 22:00 | Cavalier v Waterhouse | D | 2-2 |
| Jamaica Premier League | 2016/02/16 01:30 | Harbour View FC v Cavalier | W | 0-1 |
| Jamaica Premier League | 2016/02/02 01:30 | Cavalier v Arnett Gardens | L | 0-1 |
| Jamaica Premier League | 2016/01/24 20:00 | Reno FC v Cavalier | L | 2-0 |
| Jamaica Premier League | 2016/01/17 23:30 | Harbour View FC v Cavalier | L | 3-1 |
| Jamaica Premier League | 2016/01/13 22:00 | Cavalier v Reno FC | W | 2-0 |
| Jamaica Premier League | 2016/01/10 20:00 | Humble Lions v Cavalier | W | 0-1 |
| Jamaica Premier League | 2016/01/03 22:00 | Cavalier v Boys Town | W | 3-0 |
Away History
| Jamaica Premier League | 2016/02/21 20:00 | UWI FC v Boys Town | L | 5-1 |
| Jamaica Premier League | 2016/02/14 20:00 | Boys Town v Montego Bay Utd | L | 0-4 |
| Jamaica Premier League | 2016/01/31 20:00 | Portmore United v Boys Town | W | 1-3 |
| Jamaica Premier League | 2016/01/17 20:00 | Reno FC v Boys Town | D | 1-1 |
| Jamaica Premier League | 2016/01/14 20:00 | Boys Town v Humble Lions | L | 1-3 |
| Jamaica Premier League | 2016/01/10 20:00 | Boys Town v Waterhouse | D | 0-0 |
| Jamaica Premier League | 2016/01/03 22:00 | Cavalier v Boys Town | L | 3-0 |
| Jamaica Premier League | 2015/12/20 20:00 | Boys Town v UWI FC | W | 2-1 |