Face à face
| Jamaïque - Premier League | 2018/02/01 22:00 | Cavalier v Montego Bay Utd | D | 0-0 |
| Jamaïque - Premier League | 2017/12/28 20:00 | Montego Bay Utd v Cavalier | W | 0-1 |
| Jamaïque - Premier League | 2017/10/09 00:00 | Montego Bay Utd v Cavalier | W | 1-2 |
| Jamaïque - Premier League | 2016/03/17 20:30 | Cavalier v Montego Bay Utd | D | 2-2 |
| Jamaïque - Premier League | 2015/12/01 01:30 | Cavalier v Montego Bay Utd | D | 0-0 |
| Jamaïque - Premier League | 2015/09/30 21:00 | Montego Bay Utd v Cavalier | L | 4-0 |
| Jamaïque - Premier League | 2015/04/05 20:30 | Montego Bay Utd v Cavalier | W | 1-2 |
| Jamaïque - Premier League | 2014/12/21 20:00 | Montego Bay Utd v Cavalier | L | 1-0 |
Home History
| Jamaïque - Premier League | 2018/10/16 01:35 | Waterhouse v Cavalier | D | 2-2 |
| Jamaïque - Premier League | 2018/10/07 22:00 | Cavalier v Portmore United | L | 0-2 |
| Jamaïque - Premier League | 2018/09/30 20:30 | UWI Pelicans v Cavalier | L | 1-0 |
| Jamaïque - Premier League | 2018/09/23 22:00 | Cavalier v Arnett Gardens | W | 2-1 |
| Jamaïque - Premier League | 2018/09/16 20:30 | Reno FC v Cavalier | W | 0-2 |
| Jamaïque - Premier League | 2018/04/15 20:00 | Portmore United v Cavalier | L | 3-0 |
| Jamaïque - Premier League | 2018/04/08 23:00 | Cavalier v Portmore United | D | 0-0 |
| Jamaïque - Premier League | 2018/04/04 20:05 | Tivoli Gardens v Cavalier | W | 0-2 |
Away History
| Jamaïque - Premier League | 2018/10/14 20:30 | Montego Bay Utd v Humble Lions | D | 1-1 |
| Jamaïque - Premier League | 2018/10/08 00:00 | Harbour View FC v Montego Bay Utd | W | 1-2 |
| Jamaïque - Premier League | 2018/10/02 01:35 | Montego Bay Utd v Mount Pleasant FA | D | 1-1 |
| Jamaïque - Premier League | 2018/09/23 20:30 | Dunbeholden FC v Montego Bay Utd | W | 0-1 |
| Jamaïque - Premier League | 2018/09/16 20:30 | Montego Bay Utd v Tivoli Gardens | L | 0-2 |
| Jamaïque - Premier League | 2018/03/21 20:00 | Humble Lions v Montego Bay Utd | L | 4-0 |
| Jamaïque - Premier League | 2018/03/18 21:00 | Montego Bay Utd v Portmore United | L | 1-2 |
| Jamaïque - Premier League | 2018/03/11 20:00 | Waterhouse v Montego Bay Utd | L | 2-1 |