Head to Head
| Jamaica - Premier League | 2017/04/12 20:30 | Waterhouse v Portmore United | L | 1-4 |
| Jamaica - Premier League | 2016/12/18 20:00 | Portmore United v Waterhouse | D | 0-0 |
| Jamaica - Premier League | 2016/11/06 20:00 | Portmore United v Waterhouse | L | 1-0 |
| Jamaica - Premier League | 2016/03/27 20:30 | Portmore United v Waterhouse | L | 1-0 |
| Jamaica - Premier League | 2015/11/29 20:00 | Portmore United v Waterhouse | D | 0-0 |
| Jamaica - Premier League | 2015/09/20 21:00 | Waterhouse v Portmore United | L | 1-2 |
Home History
| Jamaica - Premier League | 2017/10/08 23:00 | Arnett Gardens v Waterhouse | D | 1-1 |
| Jamaica - Premier League | 2017/10/01 20:30 | Waterhouse v Reno FC | D | 1-1 |
| Jamaica - Premier League | 2017/09/24 20:30 | UWI FC v Waterhouse | D | 1-1 |
| Jamaica - Premier League | 2017/04/16 20:30 | Reno FC v Waterhouse | W | 1-2 |
| Jamaica - Premier League | 2017/04/12 20:30 | Waterhouse v Portmore United | L | 1-4 |
| Jamaica - Jamaicanska cupen | 2017/04/09 23:47 | Cavalier v Waterhouse | L | 2-1 |
| Jamaica - Premier League | 2017/04/02 20:30 | Boys Town v Waterhouse | W | 0-1 |
| Jamaica - Jamaicanska cupen | 2017/03/31 00:30 | Waterhouse v Arnett Gardens | D | 1-1 |
Away History
| Jamaica - Premier League | 2017/10/08 20:30 | Portmore United v Tivoli Gardens | D | 1-1 |
| Jamaica - Premier League | 2017/10/01 20:30 | Sandals South Coast FC v Portmore United | W | 0-4 |
| Jamaica - Premier League | 2017/09/25 22:45 | Portmore United v Cavalier | W | 1-0 |
| CONCACAF League | 2017/08/10 00:00 | Plaza Amador v Portmore United | L | 6-4 |
| CONCACAF League | 2017/08/03 00:00 | Portmore United v Plaza Amador | W | 1-0 |
| Jamaica - Playoff | 2017/06/06 01:30 | Arnett Gardens v Portmore United | L | 2-1 |
| Jamaica - Premier League | 2017/05/28 20:00 | UWI FC v Portmore United | W | 0-2 |
| CFU Club Championship | 2017/05/18 21:36 | San Juan Jabloteh v Portmore United | D | 2-2 |