Home History
| Jamaica Play-Offs | 2019/04/30 01:35 | Portmore United v Waterhouse | W | 1-0 |
| 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 | 2019/03/20 20:30 | Portmore United v Dunbeholden FC | W | 2-0 |
| Jamaica Premier League | 2019/03/17 20:30 | Montego Bay Utd v Portmore United | W | 1-5 |
| Jamaica Premier League | 2019/03/14 20:30 | Portmore United v Waterhouse | D | 0-0 |
| Jamaica Premier League | 2019/03/11 00:00 | Tivoli Gardens v Portmore United | L | 3-2 |
| Jamaica Premier League | 2019/03/03 20:30 | UWI FC v Portmore United | W | 0-1 |
Away History
| Haiti Division 1 | 2019/04/14 21:59 | Cosmopolites v Real Hope FA | W | 0-1 |
| Haiti Division 1 | 2018/09/19 23:00 | Don Bosco FC v Real Hope FA | D | 1-1 |
| Haiti Division 1 | 2018/09/16 23:00 | Baltimore SC v Real Hope FA | W | 0-1 |
| Haiti Division 1 | 2018/04/08 23:00 | Tempete FC v Real Hope FA | L | 1-0 |
| Haiti Division 1 | 2018/03/18 22:05 | Racing Club Haitien v Real Hope FA | W | 0-1 |
| CFU Club Championship | 2018/02/04 21:35 | Arnett Gardens v Real Hope FA | L | 4-0 |
| CFU Club Championship | 2018/02/02 21:04 | Real Hope FA v Atletico Pantoja | L | 0-3 |
| CFU Club Championship | 2018/02/01 00:00 | W Connection FC v Real Hope FA | W | 0-1 |