| Jamaica - Super League | 04/12 23:48 | - | Constant Spring v Maxfield Park | L | 3-0 | |
| Jamaica - Super League | 04/01 20:00 | - | Maxfield Park v Santos FC Kingston | L | 0-1 | |
| Jamaica - Super League | 02/11 19:30 | - | Maxfield Park v Bull Bay | L | 0-3 | |
| Jamaica - Super League | 01/28 20:00 | 1 |
Barbican FC
v
Maxfield FC
|
L | 1-0 | |
| Jamaica - Super League | 01/21 20:00 | - | Shortwood United v Maxfield FC | D | 1-1 | |
| Jamaica - Super League | 12/17 20:00 | - |
Maxfield FC
v
Cavalier
|
L | 0-1 | |
| Jamaica - Super League | 12/10 20:00 | - | Real Mona v Maxfield FC | D | 1-1 |