Head to Head
| 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 | 2017/09/25 22:45 | Portmore United v Cavalier | L | 1-0 |
| Jamaica Play-Offs | 2017/06/21 20:34 | Cavalier v Rivoli United | D | 1-1 |
| Jamaica Super League | 2017/05/13 02:57 | Cavalier v Santos FC Kingston | W | 2-1 |
| Jamaica Super League | 2017/05/06 01:53 | Browns Town v Cavalier | D | 1-1 |
| Jamaica Cup | 2017/04/09 23:47 | Cavalier v Waterhouse | W | 2-1 |
| Jamaica Super League | 2017/04/01 01:01 | Cavalier v Browns Town | L | 0-1 |
| Jamaica Super League | 2017/03/25 20:04 | Cavalier v Real Mona | W | 5-0 |
| Jamaica Cup | 2017/03/08 20:43 | Cavalier v Rockfort FC | W | 1-0 |
Away History
| Jamaica Premier League | 2017/09/24 20:30 | Boys Town v Humble Lions | L | 1-2 |
| Jamaica Premier League | 2017/04/16 20:30 | Arnett Gardens v Boys Town | D | 3-3 |
| Jamaica Premier League | 2017/04/12 20:30 | Boys Town v Reno FC | W | 4-1 |
| Jamaica Premier League | 2017/04/02 20:30 | Boys Town v Waterhouse | L | 0-1 |
| Jamaica Premier League | 2017/03/26 20:30 | Tivoli Gardens v Boys Town | W | 0-1 |
| Jamaica Premier League | 2017/03/23 20:30 | Boys Town v Montego Bay Utd | W | 2-1 |
| Jamaica Premier League | 2017/03/19 20:30 | Boys Town v Maverley Hughenden | W | 1-0 |
| Jamaica Premier League | 2017/03/12 20:30 | Vere United v Boys Town | W | 1-2 |