Head to Head
| Jamaica Premier League | 2019/11/24 20:00 | Portmore United v Mount Pleasant FA | W | 2-0 |
| Jamaica Premier League | 2019/10/30 20:00 | Portmore United v Mount Pleasant FA | L | 0-2 |
| Jamaica Premier League | 2019/04/16 01:35 | Portmore United v Mount Pleasant FA | D | 1-1 |
| Jamaica Premier League | 2019/04/08 22:30 | Mount Pleasant FA v Portmore United | W | 1-2 |
| Jamaica Premier League | 2019/01/20 20:00 | Mount Pleasant FA v Portmore United | D | 1-1 |
| Jamaica Premier League | 2019/01/06 20:00 | Portmore United v Mount Pleasant FA | W | 1-0 |
| Jamaica Premier League | 2018/09/16 20:30 | Portmore United v Mount Pleasant FA | L | 1-2 |
Home History
| Jamaica Premier League | 2020/03/08 20:30 | UWI FC v Portmore United | W | 1-3 |
| Jamaica Premier League | 2020/03/05 20:00 | Portmore United v Harbour View FC | D | 0-0 |
| Jamaica Premier League | 2020/03/01 20:30 | Portmore United v Tivoli Gardens | L | 0-1 |
| CONCACAF Champions Cup | 2020/02/26 03:15 | Cruz Azul v Portmore United | L | 4-0 |
| CONCACAF Champions Cup | 2020/02/19 01:00 | Portmore United v Cruz Azul | L | 1-2 |
| CFU Club Championship | 2020/02/09 23:00 | Portmore United v Arcahaie FC | L | 0-1 |
| CFU Club Championship | 2020/02/06 00:00 | Portmore United v Atletico Pantoja | L | 0-4 |
| Jamaica Premier League | 2020/01/30 20:00 | Dunbeholden FC v Portmore United | W | 1-4 |
Away History
| Jamaica Premier League | 2020/03/09 00:00 | Mount Pleasant FA v Cavalier | L | 0-1 |
| Jamaica Premier League | 2020/03/02 00:00 | Mount Pleasant FA v Molynes United FC | W | 1-0 |
| Jamaica Premier League | 2020/02/24 01:00 | Arnett Gardens v Mount Pleasant FA | W | 0-2 |
| Jamaica Premier League | 2020/02/17 00:00 | Mount Pleasant FA v UWI FC | W | 3-0 |
| Jamaica Premier League | 2020/01/30 20:00 | Tivoli Gardens v Mount Pleasant FA | W | 0-2 |
| Jamaica Premier League | 2020/01/28 01:00 | Mount Pleasant FA v Humble Lions | L | 0-1 |
| Jamaica Premier League | 2020/01/21 01:00 | Harbour View FC v Mount Pleasant FA | D | 1-1 |
| Jamaica Premier League | 2020/01/14 01:00 | Harbour View FC v Mount Pleasant FA | L | 1-0 |
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