Head to Head
| Jamaica Premier League | 2019/12/30 01:00 | Cavalier v Waterhouse | L | 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 | 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 |
Home History
| Jamaica Premier League | 2021/07/31 18:00 | Humble Lions v Waterhouse | L | 2-1 |
| Jamaica Premier League | 2021/07/26 20:30 | Waterhouse v Tivoli Gardens | D | 1-1 |
| Jamaica Premier League | 2021/07/11 20:30 | Waterhouse v Vere United | D | 0-0 |
| Jamaica Premier League | 2021/07/03 20:30 | Dunbeholden FC v Waterhouse | W | 0-2 |
| Jamaica Premier League | 2021/06/28 20:30 | Waterhouse v Harbour View FC | D | 1-1 |
| CONCACAF League | 2020/11/05 23:00 | Waterhouse v Arcahaie FC | L | 1-3 |
| Jamaica Premier League | 2020/03/10 01:00 | Arnett Gardens v Waterhouse | D | 1-1 |
| Jamaica Premier League | 2020/03/02 00:00 | Waterhouse v UWI FC | W | 3-1 |
Away History
| Jamaica Premier League | 2021/08/01 16:00 | Tivoli Gardens v Cavalier | D | 1-1 |
| Jamaica Premier League | 2021/07/17 18:00 | Arnett Gardens v Cavalier | W | 0-3 |
| Jamaica Premier League | 2021/07/11 18:00 | Cavalier v Dunbeholden FC | L | 0-1 |
| Jamaica Premier League | 2021/07/05 20:30 | Harbour View FC v Cavalier | D | 1-1 |
| Jamaica Premier League | 2021/06/26 20:30 | Cavalier v Humble Lions | W | 2-0 |
| Jamaica Premier League | 2020/03/09 00:00 | Mount Pleasant FA v Cavalier | W | 0-1 |
| Jamaica Premier League | 2020/03/03 01:00 | Cavalier v Arnett Gardens | L | 0-1 |
| Jamaica Premier League | 2020/02/23 20:30 | UWI FC v Cavalier | W | 0-3 |