[7] Boys Town 1-4 Portmore United [1] 2017-11-08 20:00
Stadium: Collie Smith Drive Sporting Complex Round: 6
Head to Head
| Jamaica Premier League | 2017/03/07 01:00 | Portmore United v Boys Town | L | 4-0 |
| Jamaica Premier League | 2016/12/11 20:00 | Boys Town v Portmore United | D | 0-0 |
| Jamaica Premier League | 2016/09/25 20:30 | Boys Town v Portmore United | L | 1-2 |
| Jamaica Premier League | 2016/01/31 20:00 | Portmore United v Boys Town | W | 1-3 |
| Jamaica Premier League | 2015/12/13 20:00 | Portmore United v Boys Town | W | 0-3 |
| Jamaica Premier League | 2015/10/11 20:30 | Boys Town v Portmore United | D | 0-0 |