Head to Head
| Jamaica Premier League | 2023/02/26 22:30 | Cavalier v Chapelton Maroons FC | W | 4-1 |
| Jamaica Premier League | 2022/11/06 22:30 | Chapelton Maroons FC v Cavalier | W | 0-3 |
Home History
| Jamaica Premier League | 2024/11/20 20:00 | Racing United FC v Cavalier | L | 1-0 |
| Jamaica Premier League | 2024/11/17 20:00 | Harbour View FC v Cavalier | D | 0-0 |
| Jamaica Premier League | 2024/11/10 22:30 | Cavalier v Vere United | W | 2-1 |
| Jamaica Premier League | 2024/11/03 22:30 | Tivoli Gardens v Cavalier | D | 1-1 |
| CONCACAF Caribbean Cup | 2024/10/31 00:00 | Cavalier v Moca FC | W | 7-0 |
| CONCACAF Caribbean Cup | 2024/10/25 01:35 | Moca FC v Cavalier | D | 0-0 |
| Jamaica Premier League | 2024/10/20 23:30 | Cavalier v Mount Pleasant FA | D | 2-2 |
| Jamaica Premier League | 2024/10/07 20:00 | Cavalier v Dunbeholden FC | W | 4-1 |
Away History
| Jamaica Premier League | 2024/11/19 00:30 | Chapelton Maroons FC v Mount Pleasant FA | D | 1-1 |
| Jamaica Premier League | 2024/11/10 20:00 | Racing United FC v Chapelton Maroons FC | L | 1-0 |
| Jamaica Premier League | 2024/11/03 20:00 | Dunbeholden FC v Chapelton Maroons FC | L | 2-0 |
| Jamaica Premier League | 2024/10/31 23:00 | Chapelton Maroons FC v Arnett Gardens | D | 1-1 |
| Jamaica Premier League | 2024/10/28 22:00 | Chapelton Maroons FC v Waterhouse | D | 1-1 |
| Jamaica Premier League | 2024/10/20 20:00 | Portmore United v Chapelton Maroons FC | L | 2-1 |
| Jamaica Premier League | 2024/10/16 22:00 | Chapelton Maroons FC v Humble Lions | W | 2-0 |
| Jamaica Premier League | 2024/10/06 20:00 | Molynes United FC v Chapelton Maroons FC | L | 4-0 |