Head to Head
| Jamaica - Premier League | 2019/09/22 20:30 | Tivoli Gardens v Cavalier | L | 2-0 |
| Jamaica - Premier League | 2019/03/20 20:30 | Cavalier v Tivoli Gardens | W | 3-0 |
| Jamaica - Premier League | 2018/12/13 00:00 | Tivoli Gardens v Cavalier | W | 0-1 |
| Jamaica - Premier League | 2018/11/19 00:00 | Tivoli Gardens v Cavalier | W | 0-2 |
| Jamaica - Premier League | 2018/04/04 20:05 | Tivoli Gardens v Cavalier | W | 0-2 |
| Jamaica - Premier League | 2018/04/01 23:00 | Cavalier v Tivoli Gardens | D | 0-0 |
| Jamaica - Premier League | 2018/02/11 20:00 | Tivoli Gardens v Cavalier | L | 3-1 |
| Jamaica - Premier League | 2018/01/18 20:00 | Tivoli Gardens v Cavalier | D | 1-1 |
Home History
| Jamaica - Premier League | 2019/12/12 20:00 | Portmore United v Cavalier | L | 2-1 |
| Jamaica - Premier League | 2019/12/10 01:00 | Cavalier v Humble Lions | D | 1-1 |
| Jamaica - Premier League | 2019/12/02 00:00 | Harbour View FC v Cavalier | W | 1-2 |
| Jamaica - Premier League | 2019/11/27 22:00 | Cavalier v Vere United | W | 6-1 |
| Jamaica - Premier League | 2019/11/24 20:00 | UWI FC v Cavalier | D | 1-1 |
| Jamaica - Premier League | 2019/11/18 01:00 | Cavalier v Arnett Gardens | L | 2-4 |
| Jamaica - Premier League | 2019/11/10 20:00 | Vere United v Cavalier | D | 0-0 |
| Jamaica - Premier League | 2019/11/03 22:00 | Cavalier v Portmore United | D | 0-0 |
Away History
| Jamaica - Premier League | 2019/12/11 20:00 | Tivoli Gardens v Molynes United FC | W | 2-0 |
| Jamaica - Premier League | 2019/12/08 20:00 | Dunbeholden FC v Tivoli Gardens | W | 0-1 |
| Jamaica - Premier League | 2019/11/28 20:00 | Mount Pleasant FA v Tivoli Gardens | L | 4-0 |
| Jamaica - Premier League | 2019/11/26 01:00 | Arnett Gardens v Tivoli Gardens | W | 1-3 |
| Jamaica - Premier League | 2019/11/17 20:00 | Tivoli Gardens v Portmore United | L | 0-1 |
| Jamaica - Premier League | 2019/11/10 20:00 | Tivoli Gardens v Molynes United FC | D | 1-1 |
| Jamaica - Premier League | 2019/11/03 20:00 | Tivoli Gardens v Humble Lions | L | 1-2 |
| Jamaica - Premier League | 2019/10/28 00:00 | Harbour View FC v Tivoli Gardens | L | 1-0 |
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