Face à face
| Jamaïque - Premier League | 2019/03/20 20:30 | Cavalier v Tivoli Gardens | L | 3-0 |
| Jamaïque - Premier League | 2018/12/13 00:00 | Tivoli Gardens v Cavalier | L | 0-1 |
| Jamaïque - Premier League | 2018/11/19 00:00 | Tivoli Gardens v Cavalier | L | 0-2 |
| Jamaïque - Premier League | 2018/04/04 20:05 | Tivoli Gardens v Cavalier | L | 0-2 |
| Jamaïque - Premier League | 2018/04/01 23:00 | Cavalier v Tivoli Gardens | D | 0-0 |
| Jamaïque - Premier League | 2018/02/11 20:00 | Tivoli Gardens v Cavalier | W | 3-1 |
| Jamaïque - Premier League | 2018/01/18 20:00 | Tivoli Gardens v Cavalier | D | 1-1 |
| Jamaïque - Premier League | 2017/10/22 20:30 | Cavalier v Tivoli Gardens | W | 0-1 |
Home History
| Jamaïque - Premier League | 2019/09/15 21:00 | Mount Pleasant FA v Tivoli Gardens | L | 1-0 |
| Jamaïque - Premier League | 2019/09/08 20:30 | Tivoli Gardens v Arnett Gardens | L | 0-1 |
| Jamaïque - Premier League | 2019/09/01 20:30 | UWI Pelicans v Tivoli Gardens | L | 4-0 |
| Jamaïque - Premier League | 2019/03/20 20:30 | Cavalier v Tivoli Gardens | L | 3-0 |
| Jamaïque - Premier League | 2019/03/17 20:30 | Tivoli Gardens v Waterhouse | L | 2-4 |
| Jamaïque - Premier League | 2019/03/14 20:30 | Humble Lions v Tivoli Gardens | L | 2-0 |
| Jamaïque - Premier League | 2019/03/11 00:00 | Tivoli Gardens v Portmore United | W | 3-2 |
| Jamaïque - Premier League | 2019/03/04 00:00 | Harbour View FC v Tivoli Gardens | D | 1-1 |
Away History
| 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 |
| Jamaïque - Premier League | 2019/03/25 01:00 | Arnett Gardens v Cavalier | W | 0-3 |
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