Head to Head
| Jamaica - Premier League | 2022/04/12 00:30 | Waterhouse v Cavalier | L | 3-2 |
| Jamaica - Premier League | 2022/01/24 18:00 | Cavalier v Waterhouse | L | 0-3 |
| Jamaica - Premier League | 2021/10/02 19:00 | Waterhouse v Cavalier | W | 5-6 |
| Jamaica - Premier League | 2021/08/09 18:00 | Waterhouse v Cavalier | D | 2-2 |
| Jamaica - Premier League | 2019/12/30 01:00 | Cavalier v Waterhouse | W | 1-0 |
| Jamaica - Premier League | 2019/10/29 01:00 | Waterhouse v Cavalier | D | 0-0 |
| Jamaica - Premier League | 2019/04/15 22:30 | Waterhouse v Cavalier | L | 1-0 |
| Jamaica - Premier League | 2019/04/09 01:35 | Cavalier v Waterhouse | L | 0-2 |
Home History
| Jamaica - Premier League | 2022/06/30 00:30 | Dunbeholden FC v Cavalier | L | 7-6 |
| Jamaica - Premier League | 2022/06/26 20:00 | Cavalier v Dunbeholden FC | L | 0-1 |
| Jamaica - Premier League | 2022/06/23 22:00 | Cavalier v Mount Pleasant FA | W | 5-4 |
| Jamaica - Premier League | 2022/06/21 00:30 | Mount Pleasant FA v Cavalier | D | 0-0 |
| Jamaica - Premier League | 2022/06/12 20:00 | Cavalier v Tivoli Gardens | L | 0-1 |
| Jamaica - Premier League | 2022/06/09 22:00 | Dunbeholden FC v Cavalier | D | 1-1 |
| Jamaica - Premier League | 2022/06/05 20:00 | Mount Pleasant FA v Cavalier | W | 1-3 |
| Jamaica - Premier League | 2022/06/01 20:00 | Montego Bay Utd v Cavalier | D | 2-2 |
Away History
| 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 |
| Jamaica - Premier League | 2022/06/02 20:00 | Mount Pleasant FA v Waterhouse | D | 1-1 |
| Jamaica - Premier League | 2022/05/31 00:30 | Tivoli Gardens v Waterhouse | W | 0-1 |
| CFU Campeonato de Clubes | 2022/05/19 21:00 | Waterhouse v Violette AC | L | 1-3 |
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