Head to Head
| 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 Play-Offs | 2019/04/30 01:35 | Portmore United v Waterhouse | L | 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 |
| Jamaica Premier League | 2018/04/24 01:35 | Portmore United v Waterhouse | L | 4-3 |
| Jamaica Premier League | 2018/03/01 20:30 | Portmore United v Waterhouse | W | 0-1 |
Home History
| Jamaica Premier League | 2019/11/24 20:00 | Humble Lions v Waterhouse | W | 1-2 |
| Jamaica Premier League | 2019/11/18 00:00 | Waterhouse v Harbour View FC | W | 3-1 |
| Jamaica Premier League | 2019/11/10 20:00 | Portmore United v Waterhouse | D | 1-1 |
| Jamaica Premier League | 2019/11/03 20:00 | Molynes United FC v Waterhouse | W | 1-2 |
| Jamaica Premier League | 2019/10/29 01:00 | Waterhouse v Cavalier | D | 0-0 |
| Jamaica Premier League | 2019/10/20 21:00 | Mount Pleasant FA v Waterhouse | L | 3-1 |
| Jamaica Premier League | 2019/10/14 00:00 | Waterhouse v Arnett Gardens | W | 3-1 |
| Jamaica Premier League | 2019/10/11 00:00 | Waterhouse v Tivoli Gardens | W | 2-1 |
Away History
| Jamaica Premier League | 2019/11/24 20:00 | Portmore United v Mount Pleasant FA | W | 2-0 |
| Jamaica Premier League | 2019/11/17 20:00 | Tivoli Gardens v Portmore United | W | 0-1 |
| Jamaica Premier League | 2019/11/10 20:00 | Portmore United v Waterhouse | D | 1-1 |
| Jamaica Premier League | 2019/11/03 22:00 | Cavalier v Portmore United | D | 0-0 |
| Jamaica Premier League | 2019/10/30 20:00 | Portmore United v Mount Pleasant FA | L | 0-2 |
| Jamaica Premier League | 2019/10/22 01:30 | Arnett Gardens v Portmore United | L | 1-0 |
| Jamaica Premier League | 2019/10/13 20:30 | Portmore United v UWI FC | W | 2-1 |
| Jamaica Premier League | 2019/10/06 20:30 | Tivoli Gardens v Portmore United | D | 1-1 |