Head to Head
| Jamaica Premier League | 2022/05/29 20:00 | Dunbeholden FC v Portmore United | L | 1-0 |
| Jamaica Premier League | 2022/03/14 22:15 | Portmore United v Dunbeholden FC | L | 2-3 |
| Jamaica Premier League | 2021/06/27 16:00 | Portmore United v Dunbeholden FC | W | 2-0 |
| Jamaica Premier League | 2020/01/30 20:00 | Dunbeholden FC v Portmore United | W | 1-4 |
| Jamaica Premier League | 2019/12/01 20:00 | Portmore United v Dunbeholden FC | L | 1-2 |
| Jamaica Premier League | 2019/09/15 20:30 | Portmore United v Dunbeholden FC | L | 0-1 |
| Jamaica Premier League | 2019/03/20 20:30 | Portmore United v Dunbeholden FC | W | 2-0 |
| Jamaica Premier League | 2018/12/02 20:00 | Dunbeholden FC v Portmore United | W | 0-1 |
Home History
| Jamaica Premier League | 2022/12/05 22:00 | Chapelton Maroons FC v Portmore United | W | 0-1 |
| Jamaica Premier League | 2022/11/22 00:30 | Mount Pleasant FA v Portmore United | D | 0-0 |
| Jamaica Premier League | 2022/11/17 20:15 | Arnett Gardens v Portmore United | D | 1-1 |
| Jamaica Premier League | 2022/11/08 00:30 | Portmore United v Vere United | D | 0-0 |
| Jamaica Premier League | 2022/10/23 18:00 | Portmore United v Montego Bay Utd | D | 1-1 |
| Jamaica Premier League | 2022/06/12 20:00 | Portmore United v Mount Pleasant FA | L | 1-2 |
| Jamaica Premier League | 2022/06/05 20:00 | Molynes United FC v Portmore United | W | 0-1 |
| Jamaica Premier League | 2022/05/29 20:00 | Dunbeholden FC v Portmore United | L | 1-0 |
Away History
| Jamaica Premier League | 2022/12/04 22:00 | Tivoli Gardens v Dunbeholden FC | W | 0-2 |
| Jamaica Premier League | 2022/11/20 22:30 | Dunbeholden FC v Cavalier | L | 1-2 |
| Jamaica Premier League | 2022/11/06 20:00 | Dunbeholden FC v Harbour View FC | L | 1-4 |
| Jamaica Premier League | 2022/10/30 18:00 | Faulkland FC v Dunbeholden FC | W | 0-2 |
| Jamaica Premier League | 2022/10/23 20:00 | Humble Lions v Dunbeholden FC | D | 0-0 |
| Jamaica Premier League | 2022/07/03 23:00 | Harbour View FC v Dunbeholden FC | D | 1-1 |
| Jamaica Premier League | 2022/06/30 00:30 | Dunbeholden FC v Cavalier | L | 2-3 |
| Jamaica Premier League | 2022/06/26 20:00 | Cavalier v Dunbeholden FC | W | 0-1 |