[12] Boys Town 0-0 Portmore United [4] 2016-12-11 20:00
Stadium: Collie Smith Drive Sporting Complex Round: 15
Head to Head
| 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 | 2016/12/04 20:00 | Waterhouse v Boys Town | W | 1-2 |
| Jamaica Premier League | 2016/11/27 20:00 | Boys Town v Tivoli Gardens | L | 0-4 |
| Jamaica Premier League | 2016/11/20 20:00 | Boys Town v UWI FC | L | 2-3 |
| Jamaica Premier League | 2016/11/16 20:00 | Boys Town v Arnett Gardens | L | 0-1 |
| Jamaica Premier League | 2016/11/09 20:00 | Boys Town v Tivoli Gardens | W | 3-1 |
| Jamaica Premier League | 2016/11/06 20:00 | Reno FC v Boys Town | L | 4-0 |
| Jamaica Premier League | 2016/10/30 20:00 | Waterhouse v Boys Town | L | 3-1 |
| Jamaica Premier League | 2016/10/27 20:00 | UWI FC v Boys Town | L | 4-0 |
Away History
| Jamaica Premier League | 2016/12/04 20:00 | Portmore United v UWI FC | L | 1-4 |
| Jamaica Premier League | 2016/11/30 20:00 | Humble Lions v Portmore United | W | 0-1 |
| Jamaica Premier League | 2016/11/27 20:00 | Humble Lions v Portmore United | D | 0-0 |
| Jamaica Premier League | 2016/11/20 20:00 | Portmore United v Maverley Hughenden | L | 0-1 |
| Jamaica Premier League | 2016/11/16 20:00 | UWI FC v Portmore United | W | 0-1 |
| Jamaica Premier League | 2016/11/06 20:00 | Portmore United v Waterhouse | W | 1-0 |
| Jamaica Premier League | 2016/10/30 20:00 | Portmore United v Montego Bay Utd | W | 1-0 |
| Jamaica Premier League | 2016/10/27 20:00 | Portmore United v Reno FC | D | 1-1 |