[11] Portmore United 0-1 Dunbeholden FC [10] 2019-09-15 20:30
Stadium: Ferdi Neita Sports Complex Round: 3
Head to Head
| 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 |