Head to Head
| Jamaica Premier League | 2022/03/14 22:15 | Portmore United v Dunbeholden FC | W | 2-3 |
| Jamaica Premier League | 2021/06/27 16:00 | Portmore United v Dunbeholden FC | L | 2-0 |
| Jamaica Premier League | 2020/01/30 20:00 | Dunbeholden FC v Portmore United | L | 1-4 |
| Jamaica Premier League | 2019/12/01 20:00 | Portmore United v Dunbeholden FC | W | 1-2 |
| Jamaica Premier League | 2019/09/15 20:30 | Portmore United v Dunbeholden FC | W | 0-1 |
| Jamaica Premier League | 2019/03/20 20:30 | Portmore United v Dunbeholden FC | L | 2-0 |
| Jamaica Premier League | 2018/12/02 20:00 | Dunbeholden FC v Portmore United | L | 0-1 |
| Jamaica Premier League | 2018/11/18 20:00 | Dunbeholden FC v Portmore United | L | 2-3 |
Home History
| Jamaica Premier League | 2022/05/15 20:00 | Arnett Gardens v Dunbeholden FC | L | 1-0 |
| Jamaica Premier League | 2022/05/08 20:00 | Dunbeholden FC v Tivoli Gardens | D | 1-1 |
| Jamaica Premier League | 2022/05/01 20:00 | Mount Pleasant FA v Dunbeholden FC | W | 1-3 |
| Jamaica Premier League | 2022/04/25 22:00 | Dunbeholden FC v Molynes United FC | W | 2-1 |
| Jamaica Premier League | 2022/04/17 22:15 | Dunbeholden FC v Waterhouse | D | 2-2 |
| Jamaica Premier League | 2022/04/10 20:00 | Montego Bay Utd v Dunbeholden FC | W | 0-1 |
| Jamaica Premier League | 2022/04/05 00:30 | Dunbeholden FC v Vere United | W | 1-0 |
| Jamaica Premier League | 2022/03/27 17:45 | Harbour View FC v Dunbeholden FC | W | 0-1 |
Away History
| Jamaica Premier League | 2022/05/23 22:00 | Portmore United v Montego Bay Utd | L | 0-1 |
| Jamaica Premier League | 2022/05/16 22:00 | Vere United v Portmore United | D | 0-0 |
| Jamaica Premier League | 2022/05/08 22:15 | Portmore United v Harbour View FC | L | 0-2 |
| Jamaica Premier League | 2022/05/01 20:00 | Humble Lions v Portmore United | L | 1-0 |
| Jamaica Premier League | 2022/04/26 00:30 | Waterhouse v Portmore United | L | 3-0 |
| Jamaica Premier League | 2022/04/17 20:00 | Portmore United v Cavalier | D | 0-0 |
| Jamaica Premier League | 2022/04/10 22:15 | Arnett Gardens v Portmore United | L | 2-1 |
| Jamaica Premier League | 2022/04/04 22:00 | Portmore United v Tivoli Gardens | D | 1-1 |