Head to Head
| Jamaica Premier League | 2025/04/27 20:30 | Montego Bay Utd v Cavalier | L | 1-0 |
| Jamaica Premier League | 2025/02/13 21:30 | Cavalier v Montego Bay Utd | D | 1-1 |
| Jamaica Premier League | 2024/12/19 00:30 | Montego Bay Utd v Cavalier | D | 1-1 |
| Jamaica Premier League | 2024/01/28 23:00 | Cavalier v Montego Bay Utd | W | 1-0 |
| Jamaica Premier League | 2023/11/05 20:00 | Montego Bay Utd v Cavalier | L | 1-0 |
| Jamaica Premier League | 2023/05/07 20:15 | Montego Bay Utd v Cavalier | W | 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 |
Home History
| Jamaica Premier League | 2025/08/24 23:30 | Cavalier v Harbour View FC | D | 0-0 |
| CONCACAF Caribbean Cup | 2025/08/20 00:00 | Cibao FC v Cavalier | L | 2-0 |
| Jamaica Premier League | 2025/05/24 00:00 | Cavalier v Mount Pleasant FA | W | 6-5 |
| Jamaica Premier League | 2025/05/19 01:00 | Arnett Gardens v Cavalier | W | 0-1 |
| Jamaica Premier League | 2025/05/15 23:00 | Cavalier v Arnett Gardens | D | 1-1 |
| Jamaica Play-Offs | 2025/05/12 23:00 | Cavalier v Portmore United | W | 1-0 |
| Jamaica Play-Offs | 2025/05/10 01:00 | Portmore United v Cavalier | D | 1-1 |
| Jamaica Premier League | 2025/05/04 20:30 | Cavalier v Molynes United FC | W | 4-3 |
Away History
| Jamaica Premier League | 2025/08/24 20:00 | Mount Pleasant FA v Montego Bay Utd | D | 2-2 |
| Jamaica Premier League | 2025/05/23 21:00 | Arnett Gardens v Montego Bay Utd | L | 4-2 |
| Jamaica Premier League | 2025/05/18 22:00 | Mount Pleasant FA v Montego Bay Utd | D | 1-1 |
| Jamaica Premier League | 2025/05/16 01:30 | Montego Bay Utd v Mount Pleasant FA | L | 0-1 |
| Jamaica Play-Offs | 2025/05/13 02:00 | Montego Bay Utd v Tivoli Gardens | D | 1-1 |
| Jamaica Play-Offs | 2025/05/09 23:00 | Tivoli Gardens v Montego Bay Utd | W | 1-2 |
| Jamaica Premier League | 2025/05/04 20:30 | Tivoli Gardens v Montego Bay Utd | L | 2-1 |
| Jamaica Premier League | 2025/04/27 20:30 | Montego Bay Utd v Cavalier | W | 1-0 |
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