Head to Head
| Jamaica Premier League | 2025/01/29 21:30 | Chapelton Maroons FC v Dunbeholden FC | W | 1-3 |
| Jamaica Premier League | 2024/11/03 20:00 | Dunbeholden FC v Chapelton Maroons FC | W | 2-0 |
| Jamaica Premier League | 2023/04/30 22:30 | Chapelton Maroons FC v Dunbeholden FC | W | 1-7 |
| Jamaica Premier League | 2023/01/29 18:00 | Dunbeholden FC v Chapelton Maroons FC | D | 0-0 |
Home History
| Jamaica Premier League | 2025/01/29 21:30 | Chapelton Maroons FC v Dunbeholden FC | W | 1-3 |
| Jamaica Premier League | 2025/01/26 20:00 | Harbour View FC v Dunbeholden FC | L | 4-1 |
| Jamaica Premier League | 2025/01/22 20:00 | Dunbeholden FC v Vere United | D | 1-1 |
| Jamaica Premier League | 2025/01/19 20:00 | Tivoli Gardens v Dunbeholden FC | L | 2-0 |
| Jamaica Premier League | 2025/01/12 20:00 | Dunbeholden FC v Cavalier | L | 0-2 |
| 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 |
Away History
| Jamaica Premier League | 2025/01/29 21:30 | Chapelton Maroons FC v Dunbeholden FC | L | 1-3 |
| Jamaica Premier League | 2025/01/26 22:30 | Waterhouse v Chapelton Maroons FC | W | 0-3 |
| Jamaica Premier League | 2025/01/22 20:00 | Chapelton Maroons FC v Portmore United | L | 0-3 |
| Jamaica Premier League | 2025/01/19 20:00 | Humble Lions v Chapelton Maroons FC | L | 1-0 |
| Jamaica Premier League | 2025/01/12 20:00 | Chapelton Maroons FC v Molynes United FC | D | 0-0 |
| Jamaica Premier League | 2025/01/05 22:30 | Montego Bay Utd v Chapelton Maroons FC | L | 2-1 |
| Jamaica Premier League | 2024/12/30 00:00 | Arnett Gardens v Chapelton Maroons FC | D | 1-1 |
| Jamaica Premier League | 2024/12/22 20:00 | Chapelton Maroons FC v Harbour View FC | W | 1-0 |