Home History
| Jamaica - Premier League | 2023/01/15 20:00 | Chapelton Maroons FC v Humble Lions | L | 0-3 |
| Jamaica - Premier League | 2023/01/08 20:00 | Vere United v Chapelton Maroons FC | D | 0-0 |
| Jamaica - Premier League | 2023/01/01 22:30 | Chapelton Maroons FC v Arnett Gardens | L | 0-5 |
| Jamaica - Premier League | 2022/12/28 20:15 | Montego Bay Utd v Chapelton Maroons FC | D | 1-1 |
| Jamaica - Premier League | 2022/12/21 20:00 | Chapelton Maroons FC v Molynes United FC | W | 1-0 |
| Jamaica - Premier League | 2022/12/05 22:00 | Chapelton Maroons FC v Portmore United | L | 0-1 |
| Jamaica - Premier League | 2022/11/21 22:00 | Waterhouse v Chapelton Maroons FC | W | 0-1 |
| Jamaica - Premier League | 2022/11/06 22:30 | Chapelton Maroons FC v Cavalier | L | 0-3 |
Away History
| Jamaica - Premier League | 2023/01/16 22:00 | Mount Pleasant FA v Vere United | D | 0-0 |
| Jamaica - Premier League | 2023/01/10 00:30 | Arnett Gardens v Mount Pleasant FA | L | 3-2 |
| Jamaica - Premier League | 2023/01/01 20:15 | Mount Pleasant FA v Montego Bay Utd | W | 5-1 |
| Jamaica - Premier League | 2022/12/28 20:15 | Molynes United FC v Mount Pleasant FA | W | 0-5 |
| Jamaica - Premier League | 2022/12/21 20:00 | Mount Pleasant FA v Waterhouse | W | 1-0 |
| Jamaica - Premier League | 2022/12/04 20:00 | Cavalier v Mount Pleasant FA | W | 0-1 |
| Jamaica - Premier League | 2022/11/30 20:00 | Mount Pleasant FA v Tivoli Gardens | W | 3-1 |
| Jamaica - Premier League | 2022/11/22 00:30 | Mount Pleasant FA v Portmore United | D | 0-0 |