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 |
| 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 |
| Jamaica Premier League | 2015/12/01 01:30 | Cavalier v Montego Bay Utd | D | 0-0 |
| Jamaica Premier League | 2015/09/30 21:00 | Montego Bay Utd v Cavalier | W | 4-0 |
| Jamaica Premier League | 2015/04/05 20:30 | Montego Bay Utd v Cavalier | L | 1-2 |
| Jamaica Premier League | 2014/12/21 20:00 | Montego Bay Utd v Cavalier | W | 1-0 |
| Jamaica Premier League | 2014/09/28 22:00 | Cavalier v Montego Bay Utd | L | 1-0 |