Head to Head
| Jamaica Premier League | 2019/04/15 22:30 | Waterhouse v Cavalier | W | 1-0 |
| Jamaica Premier League | 2019/04/09 01:35 | Cavalier v Waterhouse | W | 0-2 |
| Jamaica Premier League | 2019/02/19 01:35 | Cavalier v Waterhouse | L | 1-0 |
| Jamaica Premier League | 2019/01/08 01:35 | Waterhouse v Cavalier | L | 0-1 |
| Jamaica Premier League | 2018/10/16 01:35 | Waterhouse v Cavalier | D | 2-2 |
| Jamaica Premier League | 2018/02/18 22:00 | Cavalier v Waterhouse | D | 1-1 |
| Jamaica Premier League | 2018/01/09 01:35 | Waterhouse v Cavalier | D | 0-0 |
| Jamaica Premier League | 2017/10/31 01:35 | Waterhouse v Cavalier | L | 0-2 |
Home History
| 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 |
| Jamaica Premier League | 2019/10/06 20:30 | UWI FC v Waterhouse | W | 0-2 |
| CONCACAF League | 2019/10/03 02:00 | Motagua v Waterhouse | D | 0-0 |
| CONCACAF League | 2019/09/26 02:00 | Waterhouse v Motagua | L | 0-2 |
| Jamaica Premier League | 2019/09/22 20:30 | Humble Lions v Waterhouse | D | 0-0 |
| Jamaica Premier League | 2019/09/16 00:00 | Waterhouse v Harbour View FC | W | 7-0 |
Away History
| Jamaica Premier League | 2019/10/20 20:30 | Molynes United FC v Cavalier | W | 1-3 |
| Jamaica Premier League | 2019/10/15 01:30 | Cavalier v Mount Pleasant FA | D | 2-2 |
| Jamaica Premier League | 2019/10/07 00:00 | Arnett Gardens v Cavalier | L | 2-0 |
| Jamaica Premier League | 2019/10/01 01:30 | Cavalier v UWI FC | W | 4-0 |
| Jamaica Premier League | 2019/09/22 20:30 | Tivoli Gardens v Cavalier | L | 2-0 |
| Jamaica Premier League | 2019/09/15 22:00 | Cavalier v Humble Lions | D | 1-1 |
| Jamaica Premier League | 2019/09/10 01:30 | Harbour View FC v Cavalier | L | 3-0 |
| Jamaica Premier League | 2019/09/01 22:00 | Cavalier v Dunbeholden FC | W | 3-1 |