[9] Harbour View FC 1-0 Portmore United [5] 2019-12-30 00:00
Stadium: Harbour View Stadium Round: 20
Head to Head
| Jamaica Premier League | 2019/09/23 00:00 | Harbour View FC v Portmore United | L | 1-2 |
| Jamaica Premier League | 2019/01/27 20:00 | Portmore United v Harbour View FC | D | 0-0 |
| Jamaica Premier League | 2018/12/09 20:00 | Portmore United v Harbour View FC | D | 1-1 |
| Jamaica Premier League | 2018/09/25 01:35 | Harbour View FC v Portmore United | L | 0-2 |
| Jamaica Premier League | 2018/03/21 20:00 | Portmore United v Harbour View FC | W | 0-1 |
| Jamaica Premier League | 2018/01/15 00:00 | Harbour View FC v Portmore United | W | 2-1 |
| Jamaica Premier League | 2017/11/24 00:00 | Harbour View FC v Portmore United | L | 0-1 |
| Jamaica Premier League | 2017/03/26 20:30 | Portmore United v Harbour View FC | D | 1-1 |
| Jamaica Premier League | 2017/02/13 00:00 | Harbour View FC v Portmore United | W | 3-2 |
| Jamaica Premier League | 2016/10/24 00:00 | Harbour View FC v Portmore United | L | 1-2 |
| Jamaica Premier League | 2016/02/21 20:00 | Portmore United v Harbour View FC | D | 1-1 |
| Jamaica Premier League | 2016/01/12 01:30 | Harbour View FC v Portmore United | L | 0-1 |
| Jamaica Premier League | 2015/11/01 20:00 | Portmore United v Harbour View FC | W | 0-3 |