Head to Head
| Jamaica Premier League | 2019/09/10 01:30 | Harbour View FC v Cavalier | W | 3-0 |
| Jamaica Premier League | 2019/03/14 20:30 | Cavalier v Harbour View FC | W | 1-2 |
| Jamaica Premier League | 2019/01/17 00:00 | Harbour View FC v Cavalier | L | 0-2 |
| Jamaica Premier League | 2018/11/08 00:00 | Harbour View FC v Cavalier | W | 1-0 |
| Jamaica Premier League | 2018/01/30 01:35 | Harbour View FC v Cavalier | W | 2-0 |
| Jamaica Premier League | 2017/12/14 00:00 | Harbour View FC v Cavalier | L | 0-1 |
| Jamaica Premier League | 2017/10/01 20:30 | Cavalier v Harbour View FC | W | 0-1 |
| Jamaica Premier League | 2016/02/16 01:30 | Harbour View FC v Cavalier | L | 0-1 |
Home History
| Jamaica Premier League | 2019/11/27 20:00 | Molynes United FC v Harbour View FC | W | 0-1 |
| Jamaica Premier League | 2019/11/25 00:00 | Harbour View FC v Dunbeholden FC | L | 1-2 |
| Jamaica Premier League | 2019/11/18 00:00 | Waterhouse v Harbour View FC | L | 3-1 |
| Jamaica Premier League | 2019/11/12 01:00 | Harbour View FC v Arnett Gardens | L | 0-3 |
| Jamaica Premier League | 2019/11/03 20:00 | UWI FC v Harbour View FC | D | 2-2 |
| Jamaica Premier League | 2019/10/28 00:00 | Harbour View FC v Tivoli Gardens | W | 1-0 |
| Jamaica Premier League | 2019/10/20 20:00 | Humble Lions v Harbour View FC | D | 0-0 |
| Jamaica Premier League | 2019/10/14 00:00 | Harbour View FC v Molynes United FC | D | 0-0 |
Away History
| 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 |
| Jamaica Premier League | 2019/11/10 20:00 | Vere United v Cavalier | D | 0-0 |
| Jamaica Premier League | 2019/11/03 22:00 | Cavalier v Portmore United | D | 0-0 |
| Jamaica Premier League | 2019/10/29 01:00 | Waterhouse v Cavalier | D | 0-0 |
| 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 |