Head to Head
| Jamaica Premier League | 2023/04/02 20:00 | Tivoli Gardens v Cavalier | W | 0-1 |
| Jamaica Premier League | 2023/01/01 20:00 | Cavalier v Tivoli Gardens | W | 3-0 |
| Jamaica Premier League | 2022/06/12 20:00 | Cavalier v Tivoli Gardens | L | 0-1 |
| Jamaica Premier League | 2022/03/26 20:00 | Tivoli Gardens v Cavalier | W | 1-3 |
| Jamaica Premier League | 2021/09/29 20:00 | Cavalier v Tivoli Gardens | D | 0-0 |
| Jamaica Premier League | 2021/09/25 17:00 | Tivoli Gardens v Cavalier | W | 0-1 |
| 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 |
Home History
| Jamaica Premier League | 2023/12/17 20:00 | Portmore United v Cavalier | L | 1-0 |
| Jamaica Premier League | 2023/12/12 00:30 | Cavalier v Mount Pleasant FA | W | 2-1 |
| CONCACAF Caribbean Cup | 2023/12/07 00:00 | Cavalier v Robin Hood FC | L | 0-2 |
| CFU Caribbean Cup | 2023/11/30 23:00 | Robin Hood FC v Cavalier | L | 1-0 |
| Jamaica Premier League | 2023/11/23 20:00 | Vere United v Cavalier | W | 1-3 |
| Jamaica Premier League | 2023/11/19 18:00 | Lime Hall v Cavalier | D | 1-1 |
| Jamaica Premier League | 2023/11/14 00:30 | Cavalier v Waterhouse | D | 1-1 |
| Jamaica Premier League | 2023/11/09 20:00 | Harbour View FC v Cavalier | W | 1-3 |
Away History
| Jamaica Premier League | 2023/12/17 20:30 | Tivoli Gardens v Molynes United FC | W | 1-0 |
| Jamaica Premier League | 2023/12/10 20:30 | Dunbeholden FC v Tivoli Gardens | D | 2-2 |
| Jamaica Premier League | 2023/12/05 00:30 | Tivoli Gardens v Treasure Beach FC | W | 3-2 |
| Jamaica Premier League | 2023/11/28 00:30 | Portmore United v Tivoli Gardens | D | 0-0 |
| Jamaica Premier League | 2023/11/23 20:00 | Tivoli Gardens v Mount Pleasant FA | L | 0-1 |
| Jamaica Premier League | 2023/11/20 22:00 | Tivoli Gardens v Humble Lions | W | 4-1 |
| Jamaica Premier League | 2023/11/12 23:00 | Arnett Gardens v Tivoli Gardens | W | 1-3 |
| Jamaica Premier League | 2023/11/06 22:00 | Tivoli Gardens v Vere United | L | 1-2 |