Weather: Good Stadium: UWI Bowl Pitch: Good Round: 29
| Jamaica Premier League | 2018/10/28 20:00 | Portmore United v UWI FC | D | 1-1 |
| Jamaica Premier League | 2018/02/25 20:00 | UWI FC v Portmore United | W | 3-0 |
| Jamaica Premier League | 2017/12/28 20:00 | Portmore United v UWI FC | L | 5-1 |
| Jamaica Premier League | 2017/11/01 20:00 | Portmore United v UWI FC | W | 0-1 |
| Jamaica Premier League | 2017/05/28 20:00 | UWI FC v Portmore United | L | 0-2 |
| Jamaica Premier League | 2017/05/07 20:00 | Portmore United v UWI FC | W | 1-2 |
| Jamaica Premier League | 2017/04/16 20:30 | Portmore United v UWI FC | L | 2-0 |
| Jamaica Premier League | 2016/12/04 20:00 | Portmore United v UWI FC | W | 1-4 |
| Jamaica Premier League | 2018/11/19 00:00 | Mount Pleasant FA v UWI FC | L | 1-0 |
| Jamaica Premier League | 2018/11/15 20:00 | UWI FC v Waterhouse | L | 0-1 |
| Jamaica Premier League | 2018/11/11 20:00 | UWI FC v Dunbeholden FC | W | 1-0 |
| Jamaica Premier League | 2018/11/08 20:00 | Montego Bay Utd v UWI FC | W | 1-3 |
| Jamaica Premier League | 2018/10/28 20:00 | Portmore United v UWI FC | D | 1-1 |
| Jamaica Premier League | 2018/10/21 20:00 | UWI FC v Tivoli Gardens | L | 0-1 |
| Jamaica Premier League | 2018/10/14 20:30 | UWI FC v Arnett Gardens | W | 3-0 |
| Jamaica Premier League | 2018/10/07 20:30 | Reno FC v UWI FC | L | 1-0 |
| Jamaica Premier League | 2018/11/18 20:00 | Dunbeholden FC v Portmore United | W | 2-3 |
| Jamaica Premier League | 2018/11/11 20:00 | Portmore United v Montego Bay Utd | W | 1-0 |
| Jamaica Premier League | 2018/11/09 00:00 | Waterhouse v Portmore United | D | 2-2 |
| Jamaica Premier League | 2018/11/04 20:00 | Portmore United v Tivoli Gardens | L | 0-1 |
| Jamaica Premier League | 2018/10/28 20:00 | Portmore United v UWI FC | D | 1-1 |
| Jamaica Premier League | 2018/10/21 22:00 | Arnett Gardens v Portmore United | W | 2-3 |
| Jamaica Premier League | 2018/10/14 20:30 | Reno FC v Portmore United | W | 0-2 |
| Jamaica Premier League | 2018/10/07 22:00 | Cavalier v Portmore United | W | 0-2 |