Face à face
| Jamaïque - Premier League | 2019/02/05 01:35 | Cavalier v UWI Pelicans | D | 1-1 |
| Jamaïque - Premier League | 2018/12/02 20:00 | UWI Pelicans v Cavalier | W | 0-1 |
| Jamaïque - Premier League | 2018/09/30 20:30 | UWI Pelicans v Cavalier | L | 1-0 |
| Jamaïque - Premier League | 2018/03/11 20:00 | UWI Pelicans v Cavalier | L | 2-1 |
| Jamaïque - Premier League | 2017/12/21 20:00 | UWI Pelicans v Cavalier | W | 0-1 |
| Jamaïque - Premier League | 2017/11/12 20:00 | Cavalier v UWI Pelicans | D | 1-1 |
| Jamaïque - Premier League | 2016/03/27 20:30 | UWI Pelicans v Cavalier | L | 1-0 |
| Jamaïque - Premier League | 2015/12/13 20:00 | UWI Pelicans v Cavalier | L | 1-0 |
Home History
| Jamaïque - Premier League | 2019/09/22 20:30 | Tivoli Gardens v Cavalier | L | 2-0 |
| Jamaïque - Premier League | 2019/09/15 22:00 | Cavalier v Humble Lions | D | 1-1 |
| Jamaïque - Premier League | 2019/09/10 01:30 | Harbour View FC v Cavalier | L | 3-0 |
| Jamaïque - Premier League | 2019/09/01 22:00 | Cavalier v Dunbeholden FC | W | 3-1 |
| Premier League, Playoffs | 2019/04/29 22:30 | Cavalier v Mount Pleasant FA | W | 1-0 |
| Jamaïque - Premier League | 2019/04/15 22:30 | Waterhouse v Cavalier | L | 1-0 |
| Jamaïque - Premier League | 2019/04/09 01:35 | Cavalier v Waterhouse | L | 0-2 |
| Jamaïque - Premier League | 2019/04/02 01:30 | Cavalier v Arnett Gardens | D | 0-0 |
Away History
| Jamaïque - Premier League | 2019/09/24 01:30 | UWI Pelicans v Mount Pleasant FA | D | 0-0 |
| Jamaïque - Premier League | 2019/09/17 01:35 | Arnett Gardens v UWI Pelicans | D | 0-0 |
| Jamaïque - Premier League | 2019/09/08 20:30 | Molynes United FC v UWI Pelicans | L | 3-2 |
| Jamaïque - Premier League | 2019/09/01 20:30 | UWI Pelicans v Tivoli Gardens | W | 4-0 |
| Jamaïque - Premier League | 2019/03/31 20:00 | Mount Pleasant FA v UWI Pelicans | L | 1-0 |
| Jamaïque - Premier League | 2019/03/24 22:30 | UWI Pelicans v Mount Pleasant FA | D | 2-2 |
| Jamaïque - Premier League | 2019/03/20 20:30 | UWI Pelicans v Mount Pleasant FA | L | 0-1 |
| Jamaïque - Premier League | 2019/03/17 20:30 | Dunbeholden FC v UWI Pelicans | W | 0-2 |