Head to Head
| Jamaica - Premier League | 2022/02/28 20:15 | Cavalier v Montego Bay Utd | L | 3-0 |
| Jamaica - Premier League | 2019/02/24 20:00 | Montego Bay Utd v Cavalier | W | 2-1 |
| Jamaica - Premier League | 2019/01/10 22:00 | Cavalier v Montego Bay Utd | L | 2-1 |
| Jamaica - Premier League | 2018/10/21 22:00 | Cavalier v Montego Bay Utd | L | 5-1 |
| Jamaica - Premier League | 2018/02/01 22:00 | Cavalier v Montego Bay Utd | D | 0-0 |
| Jamaica - Premier League | 2017/12/28 20:00 | Montego Bay Utd v Cavalier | L | 0-1 |
| Jamaica - Premier League | 2017/10/09 00:00 | Montego Bay Utd v Cavalier | L | 1-2 |
| Jamaica - Premier League | 2016/03/17 20:30 | Cavalier v Montego Bay Utd | D | 2-2 |
Home History
| Jamaica - Premier League | 2022/05/29 20:00 | Montego Bay Utd v Humble Lions | D | 1-1 |
| Jamaica - Premier League | 2022/05/23 22:00 | Portmore United v Montego Bay Utd | W | 0-1 |
| Jamaica - Premier League | 2022/05/08 22:15 | Montego Bay Utd v Arnett Gardens | D | 2-2 |
| Jamaica - Premier League | 2022/05/01 17:45 | Tivoli Gardens v Montego Bay Utd | L | 2-0 |
| Jamaica - Premier League | 2022/04/24 20:00 | Montego Bay Utd v Mount Pleasant FA | L | 0-3 |
| Jamaica - Premier League | 2022/04/18 22:00 | Molynes United FC v Montego Bay Utd | L | 2-1 |
| Jamaica - Premier League | 2022/04/10 20:00 | Montego Bay Utd v Dunbeholden FC | L | 0-1 |
| Jamaica - Premier League | 2022/04/03 20:00 | Montego Bay Utd v Waterhouse | L | 0-3 |
Away History
| Jamaica - Premier League | 2022/05/29 22:15 | Cavalier v Molynes United FC | W | 4-1 |
| CFU - Klubbmesterskap | 2022/05/17 21:00 | Cibao FC v Cavalier | D | 3-3 |
| CFU - Klubbmesterskap | 2022/05/15 21:00 | Violette AC v Cavalier | L | 3-2 |
| Jamaica - Premier League | 2022/05/08 20:00 | Cavalier v Vere United | D | 0-0 |
| Jamaica - Premier League | 2022/05/03 00:30 | Harbour View FC v Cavalier | W | 0-2 |
| Jamaica - Premier League | 2022/04/24 20:00 | Cavalier v Humble Lions | L | 0-2 |
| Jamaica - Premier League | 2022/04/17 20:00 | Portmore United v Cavalier | D | 0-0 |
| Jamaica - Premier League | 2022/04/12 00:30 | Waterhouse v Cavalier | L | 3-2 |
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