Head to Head
| Jamaica Premier League | 2024/12/15 21:00 | Cavalier v Chapelton Maroons FC | L | 1-3 |
| 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 | 2025/02/13 21:30 | Cavalier v Montego Bay Utd | D | 1-1 |
| Jamaica Premier League | 2025/02/03 22:00 | Vere United v Cavalier | W | 1-2 |
| Jamaica Premier League | 2025/01/30 21:30 | Cavalier v Tivoli Gardens | D | 0-0 |
| Jamaica Premier League | 2025/01/27 00:30 | Cavalier v Arnett Gardens | D | 2-2 |
| Jamaica Premier League | 2025/01/23 20:00 | Mount Pleasant FA v Cavalier | L | 3-0 |
| Jamaica Premier League | 2025/01/21 00:45 | Cavalier v Racing United FC | D | 1-1 |
| Jamaica Premier League | 2025/01/12 20:00 | Dunbeholden FC v Cavalier | W | 0-2 |
| Jamaica Premier League | 2025/01/07 00:45 | Cavalier v Waterhouse | D | 2-2 |
Away History
| Jamaica Premier League | 2025/02/12 20:00 | Tivoli Gardens v Chapelton Maroons FC | D | 1-1 |
| Jamaica Premier League | 2025/02/02 20:00 | Chapelton Maroons FC v Racing United FC | L | 1-2 |
| Jamaica Premier League | 2025/01/29 21:30 | Chapelton Maroons FC v Dunbeholden FC | L | 1-3 |
| Jamaica Premier League | 2025/01/26 22:30 | Waterhouse v Chapelton Maroons FC | W | 0-3 |
| Jamaica Premier League | 2025/01/22 20:00 | Chapelton Maroons FC v Portmore United | L | 0-3 |
| Jamaica Premier League | 2025/01/19 20:00 | Humble Lions v Chapelton Maroons FC | L | 1-0 |
| Jamaica Premier League | 2025/01/12 20:00 | Chapelton Maroons FC v Molynes United FC | D | 0-0 |
| Jamaica Premier League | 2025/01/05 22:30 | Montego Bay Utd v Chapelton Maroons FC | L | 2-1 |