[3] Harbour View FC 1-2 Portmore United [11] 2019-09-23 00:00
Stadium: Harbour View Stadium Round: 4
Head to Head
| 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 |
Home History
| Jamaica Premier League | 2019/09/16 00:00 | Waterhouse v Harbour View FC | L | 7-0 |
| Jamaica Premier League | 2019/09/10 01:30 | Harbour View FC v Cavalier | W | 3-0 |
| Jamaica Premier League | 2019/09/01 21:00 | Mount Pleasant FA v Harbour View FC | W | 1-2 |
| Jamaica Premier League | 2019/03/20 20:30 | Arnett Gardens v Harbour View FC | L | 2-1 |
| Jamaica Premier League | 2019/03/17 20:30 | Harbour View FC v Reno FC | D | 1-1 |
| Jamaica Premier League | 2019/03/14 20:30 | Cavalier v Harbour View FC | W | 1-2 |
| Jamaica Premier League | 2019/03/11 00:00 | Harbour View FC v Humble Lions | W | 1-0 |
| Jamaica Premier League | 2019/03/04 00:00 | Harbour View FC v Tivoli Gardens | D | 1-1 |
Away History
| Jamaica Premier League | 2019/09/15 20:30 | Portmore United v Dunbeholden FC | L | 0-1 |
| Jamaica Premier League | 2019/09/08 20:30 | Vere United v Portmore United | L | 2-0 |
| Jamaica Premier League | 2019/09/03 01:30 | Portmore United v Molynes United FC | L | 0-3 |
| CFU Club Championship | 2019/05/17 01:00 | Portmore United v Waterhouse | D | 1-1 |
| CFU Club Championship | 2019/05/15 01:00 | Portmore United v AS Capoise | W | 1-0 |
| CFU Club Championship | 2019/05/12 22:30 | Portmore United v Real Hope FA | W | 1-0 |
| Jamaica Play-Offs | 2019/04/30 01:35 | Portmore United v Waterhouse | W | 1-0 |
| Jamaica Premier League | 2019/04/16 01:35 | Portmore United v Mount Pleasant FA | D | 1-1 |