[4] Portmore United 0-0 Humble Lions [9] 2018-09-30 20:30
Stadium: Ferdi Neita Sports Complex Round: 3
Head to Head
| Jamajka - Premier League | 2018/02/22 20:30 | Humble Lions v Portmore United | W | 0-1 |
| Jamajka - Premier League | 2018/01/17 20:00 | Portmore United v Humble Lions | W | 2-0 |
| Jamajka - Premier League | 2017/10/22 20:30 | Portmore United v Humble Lions | W | 3-0 |
| Jamajka - Premier League | 2017/03/30 20:30 | Humble Lions v Portmore United | D | 3-3 |
| Jamajka - Premier League | 2016/11/30 20:00 | Humble Lions v Portmore United | W | 0-1 |
| Jamajka - Premier League | 2016/11/27 20:00 | Humble Lions v Portmore United | D | 0-0 |
| Jamajka - Premier League | 2016/10/16 20:00 | Portmore United v Humble Lions | D | 1-1 |
| Jamajka - Premier League | 2016/04/19 01:30 | Portmore United v Humble Lions | W | 3-1 |
| Jamajka - Premier League | 2016/04/10 20:30 | Humble Lions v Portmore United | L | 2-1 |
| Jamajka - Premier League | 2016/01/24 22:00 | Humble Lions v Portmore United | L | 3-1 |
| Jamajka - Premier League | 2015/12/20 20:00 | Humble Lions v Portmore United | W | 0-1 |
| Jamajka - Premier League | 2015/10/18 21:00 | Portmore United v Humble Lions | D | 0-0 |