Head to Head
| Jamaica Premier League | 2024/10/07 20:00 | Cavalier v Dunbeholden FC | L | 4-1 |
| Jamaica Premier League | 2024/03/31 20:30 | Dunbeholden FC v Cavalier | L | 2-4 |
| Jamaica Premier League | 2023/12/31 22:15 | Cavalier v Dunbeholden FC | L | 1-0 |
| Jamaica Cup | 2023/05/19 22:00 | Dunbeholden FC v Cavalier | L | 0-3 |
| 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 | L | 2-3 |
Home History
| Jamaica Premier League | 2025/01/05 20:15 | Mount Pleasant FA v Dunbeholden FC | L | 4-0 |
| Jamaica Premier League | 2024/12/29 20:00 | Dunbeholden FC v Racing United FC | D | 2-2 |
| Jamaica Premier League | 2024/12/22 20:00 | Dunbeholden FC v Arnett Gardens | L | 0-1 |
| Jamaica Premier League | 2024/12/08 20:00 | Waterhouse v Dunbeholden FC | L | 3-2 |
| Jamaica Premier League | 2024/12/01 20:00 | Dunbeholden FC v Portmore United | D | 3-3 |
| Jamaica Premier League | 2024/11/24 20:00 | Humble Lions v Dunbeholden FC | D | 0-0 |
| Jamaica Premier League | 2024/11/21 20:00 | Dunbeholden FC v Tivoli Gardens | W | 2-1 |
| Jamaica Premier League | 2024/11/18 22:00 | Dunbeholden FC v Molynes United FC | L | 0-2 |
Away History
| Jamaica Premier League | 2025/01/07 00:45 | Cavalier v Waterhouse | D | 2-2 |
| Jamaica Premier League | 2024/12/29 20:00 | Portmore United v Cavalier | D | 1-1 |
| Jamaica Premier League | 2024/12/22 22:30 | Cavalier v Humble Lions | W | 3-1 |
| Jamaica Premier League | 2024/12/19 00:30 | Montego Bay Utd v Cavalier | D | 1-1 |
| Jamaica Premier League | 2024/12/15 21:00 | Cavalier v Chapelton Maroons FC | L | 1-3 |
| Jamaica Premier League | 2024/12/13 00:00 | Arnett Gardens v Cavalier | W | 1-2 |
| Jamaica Premier League | 2024/12/08 21:00 | Cavalier v Molynes United FC | W | 5-1 |
| CONCACAF Caribbean Cup | 2024/12/04 00:00 | Cibao FC v Cavalier | L | 2-1 |