[5] Portmore United 0-2 Humble Lions [4] 2020-01-05 20:00
Stadium: Ferdi Neita Sports Complex Round: 21
Head to Head
| Jamaica - Premier League | 2019/09/29 20:30 | Portmore United v Humble Lions | W | 2-0 |
| Jamaica - Premier League | 2019/02/03 20:00 | Humble Lions v Portmore United | W | 0-2 |
| Jamaica - Premier League | 2018/12/13 20:00 | Humble Lions v Portmore United | D | 1-1 |
| Jamaica - Premier League | 2018/09/30 20:30 | Portmore United v Humble Lions | D | 0-0 |
| Jamaica - Premier League | 2018/02/22 20:30 | Humble Lions v Portmore United | W | 0-1 |
| Jamaica - Premier League | 2018/01/17 20:00 | Portmore United v Humble Lions | W | 2-0 |
| Jamaica - Premier League | 2017/10/22 20:30 | Portmore United v Humble Lions | W | 3-0 |
| Jamaica - Premier League | 2017/03/30 20:30 | Humble Lions v Portmore United | D | 3-3 |
Home History
| Jamaica - Premier League | 2019/12/30 00:00 | Harbour View FC v Portmore United | L | 1-0 |
| Jamaica - Premier League | 2019/12/22 20:00 | Portmore United v Vere United | W | 3-1 |
| Jamaica - Premier League | 2019/12/15 20:00 | UWI FC v Portmore United | W | 1-2 |
| Jamaica - Premier League | 2019/12/12 20:00 | Portmore United v Cavalier | W | 2-1 |
| Jamaica - Premier League | 2019/12/08 20:00 | Molynes United FC v Portmore United | W | 0-2 |
| Jamaica - Premier League | 2019/12/01 20:00 | Portmore United v Dunbeholden FC | L | 1-2 |
| 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 |
Away History
| Jamaica - Premier League | 2019/12/29 22:00 | Humble Lions v Arnett Gardens | L | 1-2 |
| Jamaica - Premier League | 2019/12/22 22:00 | Humble Lions v Harbour View FC | W | 1-0 |
| Jamaica - Premier League | 2019/12/15 20:00 | Vere United v Humble Lions | D | 1-1 |
| Jamaica - Premier League | 2019/12/12 22:00 | Humble Lions v UWI FC | W | 2-0 |
| Jamaica - Premier League | 2019/12/10 01:00 | Cavalier v Humble Lions | D | 1-1 |
| Jamaica - Premier League | 2019/12/01 20:00 | Humble Lions v Molynes United FC | W | 1-0 |
| Jamaica - Premier League | 2019/11/27 20:00 | Dunbeholden FC v Humble Lions | D | 1-1 |
| Jamaica - Premier League | 2019/11/24 20:00 | Humble Lions v Waterhouse | L | 1-2 |