Head to Head
| 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 |
Home History
| 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 |
| Jamaica Premier League | 2018/09/30 20:30 | Portmore United v Humble Lions | D | 0-0 |
| Jamaica Premier League | 2018/09/25 01:35 | Harbour View FC v Portmore United | W | 0-2 |
| Jamaica Premier League | 2018/09/16 20:30 | Portmore United v Mount Pleasant FA | L | 1-2 |
| CONCACAF League | 2018/08/31 02:00 | Portmore United v Motagua | L | 0-2 |
| CONCACAF League | 2018/08/24 02:00 | Motagua v Portmore United | L | 3-2 |
Away History
| 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 | 2018/09/30 20:30 | UWI FC v Cavalier | W | 1-0 |
| Jamaica Premier League | 2018/09/23 20:30 | Humble Lions v UWI FC | W | 0-1 |
| Jamaica Premier League | 2018/09/20 20:30 | UWI FC v Harbour View FC | D | 2-2 |
| Jamaica Premier League | 2018/03/21 20:00 | UWI FC v Tivoli Gardens | W | 1-0 |
| Jamaica Premier League | 2018/03/18 21:00 | Sandals South Coast FC v UWI FC | W | 1-4 |