Head to Head
| 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 |
| Jamaica Premier League | 2017/10/31 01:35 | Waterhouse v Cavalier | W | 0-2 |
Home History
| Jamaica Play-Offs | 2019/04/29 22:30 | Cavalier v Mount Pleasant FA | W | 1-0 |
| 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 | 2019/04/02 01:30 | Cavalier v Arnett Gardens | D | 0-0 |
| Jamaica Premier League | 2019/03/25 01:00 | Arnett Gardens v Cavalier | W | 0-3 |
| Jamaica Premier League | 2019/03/20 20:30 | Cavalier v Tivoli Gardens | W | 3-0 |
| Jamaica Premier League | 2019/03/17 20:30 | Humble Lions v Cavalier | D | 1-1 |
| Jamaica Premier League | 2019/03/14 20:30 | Cavalier v Harbour View FC | L | 1-2 |
Away History
| CFU Club Championship | 2019/05/17 01:00 | Portmore United v Waterhouse | D | 1-1 |
| CFU Club Championship | 2019/05/14 22:30 | Waterhouse v Real Hope FA | W | 2-0 |
| CFU Club Championship | 2019/05/13 01:00 | Waterhouse v AS Capoise | D | 2-2 |
| Jamaica Play-Offs | 2019/04/30 01:35 | Portmore United v Waterhouse | L | 1-0 |
| 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 | 2019/03/20 20:30 | Waterhouse v Montego Bay Utd | W | 2-1 |
| Jamaica Premier League | 2019/03/17 20:30 | Tivoli Gardens v Waterhouse | W | 2-4 |