Head to Head
| Jamaica - Premier League | 2020/01/05 20:00 | Portmore United v Humble Lions | L | 0-2 |
| 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 |
Home History
| Jamaica - Premier League | 2021/07/19 20:30 | Tivoli Gardens v Portmore United | W | 1-3 |
| Jamaica - Premier League | 2021/07/10 18:00 | Portmore United v Molynes United FC | W | 1-0 |
| Jamaica - Premier League | 2021/07/06 20:30 | Vere United v Portmore United | L | 1-0 |
| Jamaica - Premier League | 2021/06/27 16:00 | Portmore United v Dunbeholden FC | W | 2-0 |
| Jamaica - Premier League | 2020/03/08 20:30 | UWI FC v Portmore United | W | 1-3 |
| Jamaica - Premier League | 2020/03/05 20:00 | Portmore United v Harbour View FC | D | 0-0 |
| Jamaica - Premier League | 2020/03/01 20:30 | Portmore United v Tivoli Gardens | L | 0-1 |
| CONCACAF Champions Cup | 2020/02/26 03:15 | Cruz Azul v Portmore United | L | 4-0 |
Away History
| Jamaica - Premier League | 2021/07/18 18:00 | Humble Lions v Vere United | L | 1-3 |
| Jamaica - Premier League | 2021/07/12 20:30 | Arnett Gardens v Humble Lions | L | 2-1 |
| Jamaica - Premier League | 2021/07/03 18:00 | Humble Lions v Mount Pleasant FA | L | 0-1 |
| Jamaica - Premier League | 2021/06/26 20:30 | Cavalier v Humble Lions | L | 2-0 |
| Jamaica - Premier League | 2020/03/08 22:00 | Humble Lions v Dunbeholden FC | D | 0-0 |
| Jamaica - Premier League | 2020/03/01 20:30 | Vere United v Humble Lions | W | 0-1 |
| Jamaica - Premier League | 2020/02/17 00:00 | Waterhouse v Humble Lions | L | 1-0 |
| Jamaica - Premier League | 2020/01/30 22:00 | Humble Lions v Cavalier | W | 2-1 |