Head to Head
| Jamaica - Premier League | 2023/03/12 20:00 | Cavalier v Dunbeholden FC | W | 3-1 |
| Jamaica - Premier League | 2022/11/20 22:30 | Dunbeholden FC v Cavalier | W | 1-2 |
| Jamaica - Premier League | 2022/06/30 00:30 | Dunbeholden FC v Cavalier | L | 7-6 |
| Jamaica - Premier League | 2022/06/26 20:00 | Cavalier v Dunbeholden FC | L | 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 | L | 1-2 |
| Jamaica - Premier League | 2021/07/11 18:00 | Cavalier v Dunbeholden FC | L | 0-1 |
| Jamaica - Premier League | 2020/01/19 20:00 | Dunbeholden FC v Cavalier | L | 1-0 |
Home History
| Jamaica - Premier League | 2023/05/07 20:15 | Montego Bay Utd v Cavalier | W | 1-2 |
| Jamaica - Premier League | 2023/05/01 22:00 | Cavalier v Molynes United FC | W | 4-2 |
| Jamaica - Premier League | 2023/04/23 21:15 | Waterhouse v Cavalier | L | 1-0 |
| Jamaica - Jamaicanska cupen | 2023/04/20 00:00 | Mount Pleasant FA v Cavalier | W | 0-1 |
| Jamaica - Premier League | 2023/04/16 20:00 | Cavalier v Portmore United | W | 2-0 |
| Jamaica - Premier League | 2023/04/10 22:00 | Cavalier v Humble Lions | W | 1-0 |
| Jamaica - Premier League | 2023/04/02 20:00 | Tivoli Gardens v Cavalier | W | 0-1 |
| Jamaica - Premier League | 2023/03/26 22:30 | Cavalier v Harbour View FC | L | 1-2 |
Away History
| Jamaica - Premier League | 2023/05/07 20:15 | Dunbeholden FC v Mount Pleasant FA | W | 3-1 |
| Jamaica - Premier League | 2023/04/30 22:30 | Chapelton Maroons FC v Dunbeholden FC | W | 1-7 |
| Jamaica - Premier League | 2023/04/24 22:00 | Dunbeholden FC v Vere United | W | 3-1 |
| Jamaica - Jamaicanska cupen | 2023/04/20 23:00 | Dunbeholden FC v Tivoli Gardens | W | 6-3 |
| Jamaica - Premier League | 2023/04/17 22:00 | Arnett Gardens v Dunbeholden FC | L | 1-0 |
| Jamaica - Premier League | 2023/04/09 18:00 | Dunbeholden FC v Montego Bay Utd | W | 4-0 |
| Jamaica - Premier League | 2023/04/02 20:00 | Molynes United FC v Dunbeholden FC | W | 2-3 |
| Jamaica - Premier League | 2023/03/28 00:30 | Waterhouse v Dunbeholden FC | D | 0-0 |