[6] Portmore United 0-4 Waterhouse [1] 2022-02-06 18:00
Stadium: Ferdi Neita Sports Complex Round: 4
Head to Head
| Jamaica - Premier League | 2021/09/10 15:00 | Portmore United v Waterhouse | L | 0-1 |
| Jamaica - Premier League | 2019/11/28 01:00 | Waterhouse v Portmore United | L | 4-1 |
| Jamaica - Premier League | 2019/11/10 20:00 | Portmore United v Waterhouse | D | 1-1 |
| CFU Club Championship | 2019/05/17 01:00 | Portmore United v Waterhouse | D | 1-1 |
| Jamaica - Playoff | 2019/04/30 01:35 | Portmore United v Waterhouse | W | 1-0 |
| Jamaica - Premier League | 2019/03/14 20:30 | Portmore United v Waterhouse | D | 0-0 |
| Jamaica - Premier League | 2018/12/17 00:00 | Waterhouse v Portmore United | D | 1-1 |
| Jamaica - Premier League | 2018/11/09 00:00 | Waterhouse v Portmore United | D | 2-2 |
Home History
| Jamaica - Premier League | 2022/01/30 20:15 | Cavalier v Portmore United | W | 0-1 |
| Jamaica - Premier League | 2022/01/25 18:00 | Portmore United v Arnett Gardens | L | 1-2 |
| Jamaica - Premier League | 2022/01/17 20:15 | Tivoli Gardens v Portmore United | D | 1-1 |
| Jamaica - Premier League | 2021/09/10 15:00 | Portmore United v Waterhouse | L | 0-1 |
| Jamaica - Premier League | 2021/09/03 18:00 | Cavalier v Portmore United | L | 1-0 |
| Jamaica - Premier League | 2021/08/16 18:00 | Arnett Gardens v Portmore United | L | 3-1 |
| Jamaica - Premier League | 2021/08/08 16:00 | Portmore United v Mount Pleasant FA | L | 0-1 |
| Jamaica - Premier League | 2021/07/31 20:30 | Harbour View FC v Portmore United | D | 1-1 |
Away History
| Jamaica - Premier League | 2022/01/30 18:00 | Waterhouse v Dunbeholden FC | W | 4-1 |
| Jamaica - Premier League | 2022/01/24 18:00 | Cavalier v Waterhouse | W | 0-3 |
| Jamaica - Premier League | 2022/01/16 20:15 | Waterhouse v Montego Bay Utd | W | 2-1 |
| Jamaica - Premier League | 2021/10/02 19:00 | Waterhouse v Cavalier | L | 5-6 |
| Jamaica - Premier League | 2021/09/29 17:00 | Waterhouse v Mount Pleasant FA | D | 1-1 |
| Jamaica - Premier League | 2021/09/25 19:30 | Mount Pleasant FA v Waterhouse | W | 0-1 |
| Jamaica - Premier League | 2021/09/10 15:00 | Portmore United v Waterhouse | W | 0-1 |
| Jamaica - Premier League | 2021/09/03 15:00 | Molynes United FC v Waterhouse | W | 1-4 |