Head to Head
| Jamaica Premier League | 2023/01/29 18:00 | Dunbeholden FC v Chapelton Maroons FC | D | 0-0 |
Home History
| Jamaica Premier League | 2023/04/25 00:30 | Mount Pleasant FA v Chapelton Maroons FC | L | 7-0 |
| Jamaica Cup | 2023/04/21 00:30 | Chapelton Maroons FC v Harbour View FC | L | 1-2 |
| Jamaica Cup | 2023/04/19 21:00 | Chapelton Maroons FC v Harbour View FC | L | 1-2 |
| Jamaica Premier League | 2023/04/16 20:00 | Humble Lions v Chapelton Maroons FC | L | 4-0 |
| Jamaica Premier League | 2023/04/11 00:30 | Chapelton Maroons FC v Vere United | L | 0-4 |
| Jamaica Premier League | 2023/04/03 00:00 | Arnett Gardens v Chapelton Maroons FC | L | 3-0 |
| Jamaica Premier League | 2023/03/26 20:00 | Chapelton Maroons FC v Montego Bay Utd | D | 0-0 |
| Jamaica Premier League | 2023/03/20 22:00 | Molynes United FC v Chapelton Maroons FC | L | 3-1 |
Away History
| Jamaica Premier League | 2023/04/24 22:00 | Dunbeholden FC v Vere United | W | 3-1 |
| Jamaica Cup | 2023/04/20 23:00 | Dunbeholden FC v Tivoli Gardens | W | 6-3 |
| Jamaica Premier League | 2023/04/17 22:00 | Arnett Gardens v Dunbeholden FC | L | 1-0 |
| Jamaica Premier League | 2023/04/09 18:00 | Dunbeholden FC v Montego Bay Utd | W | 4-0 |
| 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 |