Head to Head
| Jamaica Cup | 2023/05/19 22:00 | Dunbeholden FC v Cavalier | W | 0-3 |
| Jamaica Cup | 2023/05/13 01:00 | Cavalier v Dunbeholden FC | W | 1-0 |
| 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 | W | 2-3 |
| 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 |
Home History
| Jamaica Premier League | 2023/12/27 20:00 | Cavalier v Treasure Beach FC | W | 1-0 |
| Jamaica Premier League | 2023/12/21 20:00 | Cavalier v Tivoli Gardens | D | 1-1 |
| Jamaica Premier League | 2023/12/17 20:00 | Portmore United v Cavalier | L | 1-0 |
| Jamaica Premier League | 2023/12/12 00:30 | Cavalier v Mount Pleasant FA | W | 2-1 |
| CONCACAF Caribbean Cup | 2023/12/07 00:00 | Cavalier v Robin Hood FC | L | 0-2 |
| CFU Caribbean Cup | 2023/11/30 23:00 | Robin Hood FC v Cavalier | L | 1-0 |
| Jamaica Premier League | 2023/11/23 20:00 | Vere United v Cavalier | W | 1-3 |
| Jamaica Premier League | 2023/11/19 18:00 | Lime Hall v Cavalier | D | 1-1 |
Away History
| Jamaica Premier League | 2023/12/27 20:00 | Dunbeholden FC v Waterhouse | W | 2-1 |
| Jamaica Premier League | 2023/12/21 20:00 | Dunbeholden FC v Humble Lions | W | 1-0 |
| Jamaica Premier League | 2023/12/17 20:00 | Montego Bay Utd v Dunbeholden FC | W | 1-2 |
| Jamaica Premier League | 2023/12/10 20:30 | Dunbeholden FC v Tivoli Gardens | D | 2-2 |
| Jamaica Premier League | 2023/11/26 23:00 | Dunbeholden FC v Molynes United FC | W | 2-1 |
| Jamaica Premier League | 2023/11/22 20:00 | Dunbeholden FC v Lime Hall | W | 2-1 |
| Jamaica Premier League | 2023/11/19 20:00 | Treasure Beach FC v Dunbeholden FC | D | 0-0 |
| Jamaica Premier League | 2023/11/12 20:00 | Dunbeholden FC v Portmore United | L | 0-2 |