Head to Head
| 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 |
| Jamaica Premier League | 2019/02/19 01:35 | Cavalier v Waterhouse | W | 1-0 |
| Jamaica Premier League | 2019/01/08 01:35 | Waterhouse v Cavalier | W | 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 |
Home History
| Jamaica Premier League | 2019/12/23 00:00 | Mount Pleasant FA v Cavalier | W | 0-1 |
| Jamaica Premier League | 2019/12/17 01:00 | Cavalier v Tivoli Gardens | L | 2-3 |
| Jamaica Premier League | 2019/12/12 20:00 | Portmore United v Cavalier | L | 2-1 |
| Jamaica Premier League | 2019/12/10 01:00 | Cavalier v Humble Lions | D | 1-1 |
| Jamaica Premier League | 2019/12/02 00:00 | Harbour View FC v Cavalier | W | 1-2 |
| Jamaica Premier League | 2019/11/27 22:00 | Cavalier v Vere United | W | 6-1 |
| Jamaica Premier League | 2019/11/24 20:00 | UWI FC v Cavalier | D | 1-1 |
| Jamaica Premier League | 2019/11/18 01:00 | Cavalier v Arnett Gardens | L | 2-4 |
Away History
| Jamaica Premier League | 2019/12/24 01:00 | Waterhouse v Molynes United FC | L | 1-2 |
| Jamaica Premier League | 2019/12/19 20:00 | Tivoli Gardens v Waterhouse | W | 0-1 |
| Jamaica Premier League | 2019/12/15 20:00 | Dunbeholden FC v Waterhouse | D | 1-1 |
| Jamaica Premier League | 2019/12/12 01:00 | Arnett Gardens v Waterhouse | D | 1-1 |
| Jamaica Premier League | 2019/12/07 00:00 | Waterhouse v Mount Pleasant FA | L | 1-2 |
| Jamaica Premier League | 2019/11/28 01:00 | Waterhouse v Portmore United | W | 4-1 |
| 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 |