Head to Head
| Jamaica - Premier League | 2023/01/08 20:15 | Montego Bay Utd v Dunbeholden FC | W | 0-2 |
| Jamaica - Premier League | 2022/04/10 20:00 | Montego Bay Utd v Dunbeholden FC | W | 0-1 |
| Jamaica - Premier League | 2022/01/24 20:15 | Dunbeholden FC v Montego Bay Utd | W | 3-0 |
| Jamaica - Premier League | 2019/01/27 20:00 | Montego Bay Utd v Dunbeholden FC | W | 2-3 |
| Jamaica - Premier League | 2018/12/12 20:00 | Dunbeholden FC v Montego Bay Utd | W | 2-1 |
| Jamaica - Premier League | 2018/09/23 20:30 | Dunbeholden FC v Montego Bay Utd | L | 0-1 |
Home History
| 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 |
| Jamaica - Premier League | 2023/03/19 22:30 | Dunbeholden FC v Portmore United | L | 1-3 |
| Jamaica - Premier League | 2023/03/12 20:00 | Cavalier v Dunbeholden FC | L | 3-1 |
| Jamaica - Premier League | 2023/03/05 20:00 | Dunbeholden FC v Tivoli Gardens | W | 4-1 |
| Jamaica - Premier League | 2023/02/27 22:00 | Harbour View FC v Dunbeholden FC | L | 2-0 |
| Jamaica - Premier League | 2023/02/19 18:00 | Dunbeholden FC v Faulkland FC | W | 4-2 |
| Jamaica - Premier League | 2023/02/14 00:30 | Dunbeholden FC v Humble Lions | L | 1-2 |
Away History
| Jamaica - Premier League | 2023/04/04 00:30 | Montego Bay Utd v Mount Pleasant FA | D | 2-2 |
| Jamaica - Premier League | 2023/03/26 20:00 | Chapelton Maroons FC v Montego Bay Utd | D | 0-0 |
| Jamaica - Premier League | 2023/03/19 20:00 | Montego Bay Utd v Vere United | D | 3-3 |
| Jamaica - Premier League | 2023/03/12 22:30 | Arnett Gardens v Montego Bay Utd | D | 1-1 |
| Jamaica - Premier League | 2023/03/05 20:00 | Humble Lions v Montego Bay Utd | D | 0-0 |
| Jamaica - Premier League | 2023/02/26 18:00 | Montego Bay Utd v Molynes United FC | D | 2-2 |
| Jamaica - Premier League | 2023/02/19 21:00 | Waterhouse v Montego Bay Utd | L | 3-0 |
| Jamaica - Premier League | 2023/02/12 20:15 | Montego Bay Utd v Portmore United | D | 1-1 |