| Jamaica Super League | 2017/01/28 20:00 | Barbican FC v Maxfield FC | L | 1-0 |
| Jamaica Super League | 2017/01/21 20:00 | Shortwood United v Maxfield FC | D | 1-1 |
| Jamaica Super League | 2016/12/17 20:00 | Maxfield FC v Cavalier | L | 0-1 |
| Jamaica Super League | 2016/12/10 20:00 | Real Mona v Maxfield FC | D | 1-1 |
| Jamaica Super League | 2017/01/28 20:00 | Browns Town v Bull Bay | L | 1-0 |