Head to Head
| Jamaica - Premier League | 2019/03/03 20:30 | UWI FC v Portmore United | W | 0-1 |
| Jamaica - Premier League | 2019/01/13 20:00 | Portmore United v UWI FC | L | 1-2 |
| 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 | L | 3-0 |
| Jamaica - Premier League | 2017/12/28 20:00 | Portmore United v UWI FC | W | 5-1 |
| Jamaica - Premier League | 2017/11/01 20:00 | Portmore United v UWI FC | L | 0-1 |
| Jamaica - Premier League | 2017/05/28 20:00 | UWI FC v Portmore United | W | 0-2 |
| Jamaica - Premier League | 2017/05/07 20:00 | Portmore United v UWI FC | L | 1-2 |
| Jamaica - Premier League | 2017/04/16 20:30 | Portmore United v UWI FC | W | 2-0 |
| Jamaica - Premier League | 2016/12/04 20:00 | Portmore United v UWI FC | L | 1-4 |
| Jamaica - Premier League | 2016/11/16 20:00 | UWI FC v Portmore United | W | 0-1 |
| Jamaica - Premier League | 2016/03/31 20:30 | Portmore United v UWI FC | D | 1-1 |
| Jamaica - Premier League | 2015/12/06 20:00 | Portmore United v UWI FC | W | 3-0 |
| Jamaica - Premier League | 2015/09/27 20:30 | UWI FC v Portmore United | L | 1-0 |
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