Head to Head
| Jamaica Premier League | 2019/09/01 22:00 | Cavalier v Dunbeholden FC | L | 3-1 |
| 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 Premier League | 2019/10/20 20:00 | Tivoli Gardens v Dunbeholden FC | L | 1-0 |
| Jamaica Premier League | 2019/10/13 20:30 | Dunbeholden FC v Humble Lions | D | 0-0 |
| Jamaica Premier League | 2019/10/08 01:30 | Harbour View FC v Dunbeholden FC | L | 1-0 |
| Jamaica Premier League | 2019/09/29 20:30 | Dunbeholden FC v Molynes United FC | L | 0-1 |
| Jamaica Premier League | 2019/09/22 20:30 | Dunbeholden FC v Vere United | W | 2-0 |
| Jamaica Premier League | 2019/09/15 20:30 | Portmore United v Dunbeholden FC | W | 0-1 |
| Jamaica Premier League | 2019/09/08 20:30 | Dunbeholden FC v Waterhouse | L | 0-1 |
| Jamaica Premier League | 2019/09/01 22:00 | Cavalier v Dunbeholden FC | L | 3-1 |
Away History
| Jamaica Premier League | 2019/10/20 20:30 | Molynes United FC v Cavalier | W | 1-3 |
| Jamaica Premier League | 2019/10/15 01:30 | Cavalier v Mount Pleasant FA | D | 2-2 |
| Jamaica Premier League | 2019/10/07 00:00 | Arnett Gardens v Cavalier | L | 2-0 |
| Jamaica Premier League | 2019/10/01 01:30 | Cavalier v UWI FC | W | 4-0 |
| Jamaica Premier League | 2019/09/22 20:30 | Tivoli Gardens v Cavalier | L | 2-0 |
| Jamaica Premier League | 2019/09/15 22:00 | Cavalier v Humble Lions | D | 1-1 |
| Jamaica Premier League | 2019/09/10 01:30 | Harbour View FC v Cavalier | L | 3-0 |
| Jamaica Premier League | 2019/09/01 22:00 | Cavalier v Dunbeholden FC | W | 3-1 |
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