Head to Head
| Jamaica Cup | 2023/05/13 01:00 | Cavalier v Dunbeholden FC | L | 1-0 |
| Jamaica Premier League | 2023/03/12 20:00 | Cavalier v Dunbeholden FC | L | 3-1 |
| Jamaica Premier League | 2022/11/20 22:30 | Dunbeholden FC v Cavalier | L | 1-2 |
| Jamaica Premier League | 2022/06/30 00:30 | Dunbeholden FC v Cavalier | W | 7-6 |
| Jamaica Premier League | 2022/06/26 20:00 | Cavalier v Dunbeholden FC | W | 0-1 |
| Jamaica Premier League | 2022/06/09 22:00 | Dunbeholden FC v Cavalier | D | 1-1 |
| Jamaica Premier League | 2022/03/07 18:00 | Cavalier v Dunbeholden FC | W | 1-2 |
| Jamaica Premier League | 2021/07/11 18:00 | Cavalier v Dunbeholden FC | W | 0-1 |
| Jamaica Premier League | 2020/01/19 20:00 | Dunbeholden FC v Cavalier | W | 1-0 |
| Jamaica Premier League | 2020/01/05 20:00 | Dunbeholden FC v Cavalier | W | 2-0 |
| 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 |