[9] Portmore United 1-2 Dunbeholden FC [8] 2019-12-01 20:00
Estadio: Ferdi Neita Sports Complex Round: 15
Head to Head
| 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 |
| Jamaica - Premier League | 2018/11/18 20:00 | Dunbeholden FC v Portmore United | W | 2-3 |
Home History
| Jamaica - Premier League | 2019/11/28 01:00 | Waterhouse v Portmore United | L | 4-1 |
| Jamaica - Premier League | 2019/11/24 20:00 | Portmore United v Mount Pleasant FA | W | 2-0 |
| Jamaica - Premier League | 2019/11/17 20:00 | Tivoli Gardens v Portmore United | W | 0-1 |
| Jamaica - Premier League | 2019/11/10 20:00 | Portmore United v Waterhouse | D | 1-1 |
| Jamaica - Premier League | 2019/11/03 22:00 | Cavalier v Portmore United | D | 0-0 |
| Jamaica - Premier League | 2019/10/30 20:00 | Portmore United v Mount Pleasant FA | L | 0-2 |
| Jamaica - Premier League | 2019/10/22 01:30 | Arnett Gardens v Portmore United | L | 1-0 |
| Jamaica - Premier League | 2019/10/13 20:30 | Portmore United v UWI FC | W | 2-1 |
Away History
| Jamaica - Premier League | 2019/11/27 20:00 | Dunbeholden FC v Humble Lions | D | 1-1 |
| Jamaica - Premier League | 2019/11/25 00:00 | Harbour View FC v Dunbeholden FC | W | 1-2 |
| Jamaica - Premier League | 2019/11/17 20:00 | Dunbeholden FC v Vere United | W | 2-1 |
| Jamaica - Premier League | 2019/11/10 20:00 | Dunbeholden FC v Mount Pleasant FA | L | 0-1 |
| Jamaica - Premier League | 2019/11/05 01:00 | Arnett Gardens v Dunbeholden FC | D | 2-2 |
| Jamaica - Premier League | 2019/10/27 20:30 | Dunbeholden FC v UWI FC | W | 1-0 |
| Jamaica - Premier League | 2019/10/20 20:00 | Tivoli Gardens v Dunbeholden FC | L | 1-0 |
| Jamaica - Premier League | 2019/10/13 20:30 | Dunbeholden FC v Humble Lions | D | 0-0 |