Head to Head
| Jamaica Premier League | 2025/02/02 20:00 | Dunbeholden FC v Montego Bay Utd | L | 2-0 |
| Jamaica Premier League | 2024/11/10 22:30 | Montego Bay Utd v Dunbeholden FC | W | 2-1 |
| Jamaica Premier League | 2024/03/20 20:30 | Dunbeholden FC v Montego Bay Utd | W | 0-2 |
| Jamaica Premier League | 2023/12/17 20:00 | Montego Bay Utd v Dunbeholden FC | L | 1-2 |
| Jamaica Premier League | 2023/04/09 18:00 | Dunbeholden FC v Montego Bay Utd | L | 4-0 |
| Jamaica Premier League | 2023/01/08 20:15 | Montego Bay Utd v Dunbeholden FC | L | 0-2 |
| Jamaica Premier League | 2022/04/10 20:00 | Montego Bay Utd v Dunbeholden FC | L | 0-1 |
| Jamaica Premier League | 2022/01/24 20:15 | Dunbeholden FC v Montego Bay Utd | L | 3-0 |
| Jamaica Premier League | 2019/01/27 20:00 | Montego Bay Utd v Dunbeholden FC | L | 2-3 |
| Jamaica Premier League | 2018/12/12 20:00 | Dunbeholden FC v Montego Bay Utd | L | 2-1 |
| Jamaica Premier League | 2018/09/23 20:30 | Dunbeholden FC v Montego Bay Utd | W | 0-1 |