Head to Head
| Jamaica Premier League | 2024/01/28 23:00 | Cavalier v Montego Bay Utd | L | 1-0 |
| Jamaica Premier League | 2023/11/05 20:00 | Montego Bay Utd v Cavalier | W | 1-0 |
| Jamaica Premier League | 2023/05/07 20:15 | Montego Bay Utd v Cavalier | L | 1-2 |
| Jamaica Premier League | 2023/02/05 20:00 | Cavalier v Montego Bay Utd | D | 0-0 |
| Jamaica Premier League | 2022/06/01 20:00 | Montego Bay Utd v Cavalier | D | 2-2 |
| 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 |
Home History
| Jamaica Premier League | 2024/12/08 22:30 | Tivoli Gardens v Montego Bay Utd | W | 2-4 |
| Jamaica Premier League | 2024/11/29 00:30 | Waterhouse v Montego Bay Utd | D | 1-1 |
| Jamaica Premier League | 2024/11/24 20:00 | Mount Pleasant FA v Montego Bay Utd | L | 3-0 |
| Jamaica Premier League | 2024/11/17 18:00 | Racing United FC v Montego Bay Utd | W | 0-4 |
| Jamaica Premier League | 2024/11/10 22:30 | Montego Bay Utd v Dunbeholden FC | W | 2-1 |
| Jamaica Premier League | 2024/10/27 22:30 | Montego Bay Utd v Portmore United | D | 0-0 |
| Jamaica Premier League | 2024/10/20 20:00 | Humble Lions v Montego Bay Utd | D | 0-0 |
| Jamaica Premier League | 2024/10/17 00:00 | Montego Bay Utd v Molynes United FC | W | 4-0 |
Away History
| Jamaica Premier League | 2024/12/15 21:00 | Cavalier v Chapelton Maroons FC | L | 1-3 |
| Jamaica Premier League | 2024/12/13 00:00 | Arnett Gardens v Cavalier | W | 1-2 |
| Jamaica Premier League | 2024/12/08 21:00 | Cavalier v Molynes United FC | W | 5-1 |
| CONCACAF Caribbean Cup | 2024/12/04 00:00 | Cibao FC v Cavalier | L | 2-1 |
| CONCACAF Caribbean Cup | 2024/11/27 01:00 | Cavalier v Cibao FC | W | 1-0 |
| Jamaica Premier League | 2024/11/20 20:00 | Racing United FC v Cavalier | L | 1-0 |
| Jamaica Premier League | 2024/11/17 20:00 | Harbour View FC v Cavalier | D | 0-0 |
| Jamaica Premier League | 2024/11/10 22:30 | Cavalier v Vere United | W | 2-1 |