Head to Head
| Jamaica - Premier League | 2021/08/01 16:00 | Tivoli Gardens v Cavalier | D | 1-1 |
| Jamaica - Premier League | 2020/02/18 01:00 | Cavalier v Tivoli Gardens | D | 1-1 |
| Jamaica - Premier League | 2019/12/17 01:00 | Cavalier v Tivoli Gardens | W | 2-3 |
| Jamaica - Premier League | 2019/09/22 20:30 | Tivoli Gardens v Cavalier | W | 2-0 |
| Jamaica - Premier League | 2019/03/20 20:30 | Cavalier v Tivoli Gardens | L | 3-0 |
| Jamaica - Premier League | 2018/12/13 00:00 | Tivoli Gardens v Cavalier | L | 0-1 |
| Jamaica - Premier League | 2018/11/19 00:00 | Tivoli Gardens v Cavalier | L | 0-2 |
| Jamaica - Premier League | 2018/04/04 20:05 | Tivoli Gardens v Cavalier | L | 0-2 |
Home History
| Jamaica - Premier League | 2021/09/22 18:00 | Tivoli Gardens v Vere United | W | 4-0 |
| Jamaica - Premier League | 2021/09/18 19:30 | Vere United v Tivoli Gardens | D | 0-0 |
| Jamaica - Premier League | 2021/09/11 17:00 | Tivoli Gardens v Molynes United FC | D | 1-1 |
| Jamaica - Premier League | 2021/09/04 19:30 | Tivoli Gardens v Humble Lions | W | 4-3 |
| Jamaica - Premier League | 2021/08/28 17:00 | Vere United v Tivoli Gardens | W | 0-1 |
| Jamaica - Premier League | 2021/08/16 20:30 | Tivoli Gardens v Dunbeholden FC | D | 1-1 |
| Jamaica - Premier League | 2021/08/07 18:00 | Harbour View FC v Tivoli Gardens | W | 1-3 |
| Jamaica - Premier League | 2021/08/01 16:00 | Tivoli Gardens v Cavalier | D | 1-1 |
Away History
| Jamaica - Premier League | 2021/09/11 19:30 | Vere United v Cavalier | W | 0-1 |
| Jamaica - Premier League | 2021/09/03 18:00 | Cavalier v Portmore United | W | 1-0 |
| Jamaica - Premier League | 2021/08/27 20:30 | Cavalier v Mount Pleasant FA | L | 2-3 |
| Jamaica - Premier League | 2021/08/14 17:00 | Molynes United FC v Cavalier | W | 1-3 |
| Jamaica - Premier League | 2021/08/09 18:00 | Waterhouse v Cavalier | D | 2-2 |
| Jamaica - Premier League | 2021/08/01 16:00 | Tivoli Gardens v Cavalier | D | 1-1 |
| Jamaica - Premier League | 2021/07/17 18:00 | Arnett Gardens v Cavalier | W | 0-3 |
| Jamaica - Premier League | 2021/07/11 18:00 | Cavalier v Dunbeholden FC | L | 0-1 |