Head to Head
| Jamaica - Premier League | 2023/11/09 20:00 | Harbour View FC v Cavalier | W | 1-3 |
| CFU Caribbean Cup | 2023/11/01 00:00 | Cavalier v Harbour View FC | D | 0-0 |
| CFU Caribbean Cup | 2023/10/25 00:00 | Harbour View FC v Cavalier | W | 0-5 |
| Jamaica - Premier League | 2023/06/05 01:00 | Cavalier v Harbour View FC | W | 2-0 |
| Jamaica - Premier League | 2023/05/29 22:00 | Harbour View FC v Cavalier | W | 0-1 |
| Jamaica - Premier League | 2023/03/26 22:30 | Cavalier v Harbour View FC | L | 1-2 |
| Jamaica - Premier League | 2022/12/26 22:00 | Harbour View FC v Cavalier | D | 1-1 |
| Jamaica - Premier League | 2022/05/03 00:30 | Harbour View FC v Cavalier | W | 0-2 |
| Jamaica - Premier League | 2022/02/13 20:15 | Cavalier v Harbour View FC | W | 1-0 |
| Jamaica - Premier League | 2021/07/05 20:30 | Harbour View FC v Cavalier | D | 1-1 |
| Jamaica - Premier League | 2020/01/26 22:00 | Cavalier v Harbour View FC | D | 1-1 |
| Jamaica - Premier League | 2019/12/02 00:00 | Harbour View FC v Cavalier | W | 1-2 |
| Jamaica - Premier League | 2019/09/10 01:30 | Harbour View FC v Cavalier | L | 3-0 |
| Jamaica - Premier League | 2019/03/14 20:30 | Cavalier v Harbour View FC | L | 1-2 |
| Jamaica - Premier League | 2019/01/17 00:00 | Harbour View FC v Cavalier | W | 0-2 |
| Jamaica - Premier League | 2018/11/08 00:00 | Harbour View FC v Cavalier | L | 1-0 |
| Jamaica - Premier League | 2018/01/30 01:35 | Harbour View FC v Cavalier | L | 2-0 |
| Jamaica - Premier League | 2017/12/14 00:00 | Harbour View FC v Cavalier | W | 0-1 |
| Jamaica - Premier League | 2017/10/01 20:30 | Cavalier v Harbour View FC | L | 0-1 |
| Jamaica - Premier League | 2016/02/16 01:30 | Harbour View FC v Cavalier | W | 0-1 |
| Jamaica - Premier League | 2016/01/17 23:30 | Harbour View FC v Cavalier | L | 3-1 |
| Jamaica - Premier League | 2015/11/10 01:30 | Cavalier v Harbour View FC | W | 2-1 |
| Jamaica - Premier League | 2015/02/15 23:30 | Harbour View FC v Cavalier | W | 1-2 |
| Jamaica - Premier League | 2015/01/04 23:30 | Harbour View FC v Cavalier | L | 1-0 |
| Jamaica - Premier League | 2014/10/12 22:00 | Cavalier v Harbour View FC | W | 1-0 |
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