Head to Head
| Jamaica Premier League | 2018/01/14 22:00 | Cavalier v Boys Town | W | 4-1 |
| Jamaica Premier League | 2017/11/05 20:00 | Boys Town v Cavalier | D | 1-1 |
| Jamaica Premier League | 2016/02/28 22:00 | Cavalier v Boys Town | D | 0-0 |
| 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 | 2018/02/25 20:30 | Humble Lions v Cavalier | L | 5-1 |
| Jamaica Premier League | 2018/02/18 22:00 | Cavalier v Waterhouse | D | 1-1 |
| Jamaica Premier League | 2018/02/11 20:00 | Tivoli Gardens v Cavalier | L | 3-1 |
| Jamaica Premier League | 2018/02/07 22:00 | Cavalier v Sandals South Coast FC | W | 2-1 |
| Jamaica Premier League | 2018/02/01 22:00 | Cavalier v Montego Bay Utd | D | 0-0 |
| Jamaica Premier League | 2018/01/30 01:35 | Harbour View FC v Cavalier | L | 2-0 |
| Jamaica Premier League | 2018/01/21 22:00 | Cavalier v Portmore United | W | 3-0 |
| Jamaica Premier League | 2018/01/18 20:00 | Tivoli Gardens v Cavalier | D | 1-1 |
Away History
| Jamaica Premier League | 2018/02/25 20:30 | Boys Town v Harbour View FC | L | 1-2 |
| Jamaica Premier League | 2018/02/18 20:00 | Portmore United v Boys Town | L | 2-0 |
| Jamaica Premier League | 2018/02/11 20:00 | Boys Town v Arnett Gardens | W | 2-1 |
| Jamaica Premier League | 2018/02/07 20:00 | Reno FC v Boys Town | L | 1-0 |
| Jamaica Premier League | 2018/01/31 20:00 | Boys Town v UWI FC | L | 0-2 |
| Jamaica Premier League | 2018/01/28 20:00 | Boys Town v Montego Bay Utd | L | 0-3 |
| Jamaica Premier League | 2018/01/21 20:00 | Humble Lions v Boys Town | D | 1-1 |
| Jamaica Premier League | 2018/01/17 20:00 | Boys Town v Montego Bay Utd | D | 0-0 |