Head to Head
| Jamaica Premier League | 2019/03/03 22:00 | Cavalier v Dunbeholden FC | D | 1-1 |
| Jamaica Premier League | 2018/12/16 22:00 | Cavalier v Dunbeholden FC | D | 1-1 |
| Jamaica Premier League | 2018/10/28 20:00 | Dunbeholden FC v Cavalier | D | 1-1 |
Home History
| Jamaica Play-Offs | 2019/04/29 22:30 | Cavalier v Mount Pleasant FA | W | 1-0 |
| Jamaica Premier League | 2019/04/15 22:30 | Waterhouse v Cavalier | L | 1-0 |
| Jamaica Premier League | 2019/04/09 01:35 | Cavalier v Waterhouse | L | 0-2 |
| Jamaica Premier League | 2019/04/02 01:30 | Cavalier v Arnett Gardens | D | 0-0 |
| Jamaica Premier League | 2019/03/25 01:00 | Arnett Gardens v Cavalier | W | 0-3 |
| Jamaica Premier League | 2019/03/20 20:30 | Cavalier v Tivoli Gardens | W | 3-0 |
| Jamaica Premier League | 2019/03/17 20:30 | Humble Lions v Cavalier | D | 1-1 |
| Jamaica Premier League | 2019/03/14 20:30 | Cavalier v Harbour View FC | L | 1-2 |
Away History
| Jamaica Premier League | 2019/03/20 20:30 | Portmore United v Dunbeholden FC | L | 2-0 |
| Jamaica Premier League | 2019/03/17 20:30 | Dunbeholden FC v UWI FC | L | 0-2 |
| Jamaica Premier League | 2019/03/14 20:30 | Arnett Gardens v Dunbeholden FC | D | 0-0 |
| Jamaica Premier League | 2019/03/10 20:30 | Dunbeholden FC v Reno FC | W | 3-0 |
| Jamaica Premier League | 2019/03/03 22:00 | Cavalier v Dunbeholden FC | D | 1-1 |
| Jamaica Premier League | 2019/02/24 20:00 | Dunbeholden FC v Humble Lions | W | 2-1 |
| Jamaica Premier League | 2019/02/18 00:00 | Harbour View FC v Dunbeholden FC | D | 1-1 |
| Jamaica Premier League | 2019/02/10 20:00 | Dunbeholden FC v Mount Pleasant FA | L | 1-2 |