[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 |
Home History
| Jamaica Premier League | 2017/11/05 20:00 | Boys Town v Cavalier | D | 1-1 |
| Jamaica Premier League | 2017/11/02 00:00 | Harbour View FC v Boys Town | L | 3-0 |
| Jamaica Premier League | 2017/10/24 01:35 | Arnett Gardens v Boys Town | D | 1-1 |
| Jamaica Premier League | 2017/10/15 20:30 | Boys Town v Reno FC | D | 0-0 |
| Jamaica Premier League | 2017/10/08 20:30 | UWI FC v Boys Town | L | 2-1 |
| Jamaica Premier League | 2017/10/03 01:35 | Montego Bay Utd v Boys Town | W | 0-1 |
| Jamaica Premier League | 2017/09/24 20:30 | Boys Town v Humble Lions | L | 1-2 |
| Jamaica Premier League | 2017/04/16 20:30 | Arnett Gardens v Boys Town | D | 3-3 |
Away History
| Jamaica Premier League | 2017/11/05 20:30 | Reno FC v Portmore United | L | 3-0 |
| Jamaica Premier League | 2017/11/01 20:00 | Portmore United v UWI FC | L | 0-1 |
| Jamaica Premier League | 2017/10/22 20:30 | Portmore United v Humble Lions | W | 3-0 |
| Jamaica Premier League | 2017/10/15 20:30 | Waterhouse v Portmore United | W | 0-5 |
| Jamaica Premier League | 2017/10/08 20:30 | Portmore United v Tivoli Gardens | D | 1-1 |
| Jamaica Premier League | 2017/10/01 20:30 | Sandals South Coast FC v Portmore United | W | 0-4 |
| Jamaica Premier League | 2017/09/25 22:45 | Portmore United v Cavalier | W | 1-0 |
| CONCACAF League | 2017/08/10 00:00 | Plaza Amador v Portmore United | L | 6-4 |