Head to Head
| Jamajka - Premier League | 2019/02/24 20:00 | Montego Bay Utd v Cavalier | L | 2-1 |
| Jamajka - Premier League | 2019/01/10 22:00 | Cavalier v Montego Bay Utd | W | 2-1 |
| Jamajka - Premier League | 2018/10/21 22:00 | Cavalier v Montego Bay Utd | W | 5-1 |
| Jamajka - Premier League | 2018/02/01 22:00 | Cavalier v Montego Bay Utd | D | 0-0 |
| Jamajka - Premier League | 2017/12/28 20:00 | Montego Bay Utd v Cavalier | W | 0-1 |
| Jamajka - Premier League | 2017/10/09 00:00 | Montego Bay Utd v Cavalier | W | 1-2 |
| Jamajka - Premier League | 2016/03/17 20:30 | Cavalier v Montego Bay Utd | D | 2-2 |
| Jamajka - Premier League | 2015/12/01 01:30 | Cavalier v Montego Bay Utd | D | 0-0 |
Home History
| Jamajka - Premier League | 2022/02/19 18:00 | Vere United v Cavalier | L | 1-0 |
| Jamajka - Premier League | 2022/02/13 20:15 | Cavalier v Harbour View FC | W | 1-0 |
| Jamajka - Premier League | 2022/02/07 20:15 | Humble Lions v Cavalier | W | 0-1 |
| Jamajka - Premier League | 2022/01/30 20:15 | Cavalier v Portmore United | L | 0-1 |
| Jamajka - Premier League | 2022/01/24 18:00 | Cavalier v Waterhouse | L | 0-3 |
| Jamajka - Premier League | 2022/01/16 18:00 | Arnett Gardens v Cavalier | W | 1-2 |
| Jamajka - Premier League | 2021/10/02 19:00 | Waterhouse v Cavalier | W | 5-6 |
| Jamajka - Premier League | 2021/09/29 20:00 | Cavalier v Tivoli Gardens | D | 0-0 |
Away History
| Jamajka - Premier League | 2022/02/19 20:15 | Arnett Gardens v Montego Bay Utd | L | 3-1 |
| Jamajka - Premier League | 2022/02/14 20:15 | Montego Bay Utd v Tivoli Gardens | D | 1-1 |
| Jamajka - Premier League | 2022/02/06 20:15 | Mount Pleasant FA v Montego Bay Utd | L | 4-0 |
| Jamajka - Premier League | 2022/01/31 20:15 | Montego Bay Utd v Molynes United FC | W | 4-1 |
| Jamajka - Premier League | 2022/01/24 20:15 | Dunbeholden FC v Montego Bay Utd | L | 3-0 |
| Jamajka - Premier League | 2022/01/16 20:15 | Waterhouse v Montego Bay Utd | L | 2-1 |
| Jamajka - Premier League | 2019/03/20 20:30 | Waterhouse v Montego Bay Utd | L | 2-1 |
| Jamajka - Premier League | 2019/03/17 20:30 | Montego Bay Utd v Portmore United | L | 1-5 |
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