[8] Humble Lions 0-2 Portmore United [2] 2019-02-03 20:00
Clima: Soleado Estadio: Effortville Community Centre Campo: Normal Round: 25
Head to Head
| 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 | L | 0-1 |
| Jamaica - Premier League | 2018/01/17 20:00 | Portmore United v Humble Lions | L | 2-0 |
| Jamaica - Premier League | 2017/10/22 20:30 | Portmore United v Humble Lions | L | 3-0 |
| Jamaica - Premier League | 2017/03/30 20:30 | Humble Lions v Portmore United | D | 3-3 |
| Jamaica - Premier League | 2016/11/30 20:00 | Humble Lions v Portmore United | L | 0-1 |
| Jamaica - Premier League | 2016/11/27 20:00 | Humble Lions v Portmore United | D | 0-0 |
Home History
| Jamaica - Premier League | 2019/01/27 20:00 | UWI FC v Humble Lions | L | 2-1 |
| Jamaica - Premier League | 2019/01/20 20:00 | Humble Lions v Arnett Gardens | W | 2-1 |
| Jamaica - Premier League | 2019/01/17 20:00 | Humble Lions v Waterhouse | L | 0-1 |
| Jamaica - Premier League | 2019/01/13 20:00 | Humble Lions v Cavalier | W | 2-0 |
| Jamaica - Premier League | 2019/01/10 00:00 | Tivoli Gardens v Humble Lions | L | 2-0 |
| Jamaica - Premier League | 2019/01/06 20:00 | Humble Lions v Montego Bay Utd | W | 2-1 |
| Jamaica - Premier League | 2018/12/23 20:00 | Reno FC v Humble Lions | D | 2-2 |
| Jamaica - Premier League | 2018/12/16 20:00 | UWI FC v Humble Lions | L | 1-0 |
Away History
| Jamaica - Premier League | 2019/01/27 20:00 | Portmore United v Harbour View FC | D | 0-0 |
| Jamaica - Premier League | 2019/01/20 20:00 | Mount Pleasant FA v Portmore United | D | 1-1 |
| Jamaica - Premier League | 2019/01/16 20:00 | Portmore United v Montego Bay Utd | W | 1-0 |
| Jamaica - Premier League | 2019/01/13 20:00 | Portmore United v UWI FC | L | 1-2 |
| Jamaica - Premier League | 2019/01/10 00:00 | Arnett Gardens v Portmore United | W | 0-1 |
| Jamaica - Premier League | 2019/01/06 20:00 | Portmore United v Mount Pleasant FA | W | 1-0 |
| Jamaica - Premier League | 2018/12/23 22:00 | Cavalier v Portmore United | L | 2-1 |
| Jamaica - Premier League | 2018/12/17 00:00 | Waterhouse v Portmore United | D | 1-1 |