Head to Head
| Jamaica Premier League | 2015/12/13 20:00 | Portmore United v Boys Town | L | 0-3 |
| Jamaica Premier League | 2015/10/11 20:30 | Boys Town v Portmore United | D | 0-0 |
Home History
| Jamaica Premier League | 2016/01/24 22:00 | Humble Lions v Portmore United | L | 3-1 |
| Jamaica Premier League | 2016/01/19 01:40 | Arnett Gardens v Portmore United | L | 2-1 |
| Jamaica Premier League | 2016/01/14 20:00 | Portmore United v Tivoli Gardens | W | 1-0 |
| Jamaica Premier League | 2016/01/12 01:30 | Harbour View FC v Portmore United | W | 0-1 |
| Jamaica Premier League | 2016/01/03 20:00 | Portmore United v Reno FC | W | 5-1 |
| Jamaica Premier League | 2015/12/20 20:00 | Humble Lions v Portmore United | W | 0-1 |
| Jamaica Premier League | 2015/12/13 20:00 | Portmore United v Boys Town | L | 0-3 |
| Jamaica Premier League | 2015/12/09 22:00 | Cavalier v Portmore United | L | 2-1 |
Away History
| Jamaica Premier League | 2016/01/17 20:00 | Reno FC v Boys Town | D | 1-1 |
| Jamaica Premier League | 2016/01/14 20:00 | Boys Town v Humble Lions | L | 1-3 |
| Jamaica Premier League | 2016/01/10 20:00 | Boys Town v Waterhouse | D | 0-0 |
| Jamaica Premier League | 2016/01/03 22:00 | Cavalier v Boys Town | L | 3-0 |
| Jamaica Premier League | 2015/12/20 20:00 | Boys Town v UWI FC | W | 2-1 |
| Jamaica Premier League | 2015/12/13 20:00 | Portmore United v Boys Town | W | 0-3 |
| Jamaica Premier League | 2015/12/06 20:00 | Montego Bay Utd v Boys Town | L | 1-0 |
| Jamaica Premier League | 2015/11/29 20:00 | Boys Town v Arnett Gardens | W | 1-0 |