Head to Head
| Jamaica Premier League | 2022/04/26 00:30 | Waterhouse v Portmore United | W | 3-0 |
| Jamaica Premier League | 2022/02/06 18:00 | Portmore United v Waterhouse | W | 0-4 |
| Jamaica Premier League | 2021/09/10 15:00 | Portmore United v Waterhouse | W | 0-1 |
| Jamaica Premier League | 2019/11/28 01:00 | Waterhouse v Portmore United | W | 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 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 |
Home History
| CONCACAF League | 2022/08/03 02:00 | Pacific FC (CA) v Waterhouse | L | 6-0 |
| CONCACAF League | 2022/07/27 00:00 | Waterhouse v Pacific FC (CA) | D | 0-0 |
| Jamaica Premier League | 2022/07/03 20:00 | Cavalier v Waterhouse | L | 4-1 |
| Jamaica Premier League | 2022/06/29 22:00 | Waterhouse v Harbour View FC | D | 1-1 |
| Jamaica Premier League | 2022/06/26 22:15 | Harbour View FC v Waterhouse | L | 1-0 |
| Jamaica Premier League | 2022/06/12 20:00 | Arnett Gardens v Waterhouse | L | 4-2 |
| Jamaica Premier League | 2022/06/10 00:30 | Waterhouse v Harbour View FC | W | 2-1 |
| Jamaica Premier League | 2022/06/06 22:00 | Waterhouse v Vere United | W | 1-0 |
Away History
| Jamaica Premier League | 2022/06/12 20:00 | Portmore United v Mount Pleasant FA | L | 1-2 |
| Jamaica Premier League | 2022/06/05 20:00 | Molynes United FC v Portmore United | W | 0-1 |
| Jamaica Premier League | 2022/05/29 20:00 | Dunbeholden FC v Portmore United | L | 1-0 |
| Jamaica Premier League | 2022/05/23 22:00 | Portmore United v Montego Bay Utd | L | 0-1 |
| Jamaica Premier League | 2022/05/16 22:00 | Vere United v Portmore United | D | 0-0 |
| Jamaica Premier League | 2022/05/08 22:15 | Portmore United v Harbour View FC | L | 0-2 |
| Jamaica Premier League | 2022/05/01 20:00 | Humble Lions v Portmore United | L | 1-0 |
| Jamaica Premier League | 2022/04/26 00:30 | Waterhouse v Portmore United | L | 3-0 |