Home History
| Jamaica Premier League | 2019/10/27 20:30 | Humble Lions v Molynes United FC | L | 2-1 |
| Jamaica Premier League | 2019/10/20 20:30 | Molynes United FC v Cavalier | L | 1-3 |
| Jamaica Premier League | 2019/10/14 00:00 | Harbour View FC v Molynes United FC | D | 0-0 |
| Jamaica Premier League | 2019/10/06 20:30 | Molynes United FC v Mount Pleasant FA | W | 1-0 |
| Jamaica Premier League | 2019/09/29 20:30 | Dunbeholden FC v Molynes United FC | W | 0-1 |
| Jamaica Premier League | 2019/09/22 20:30 | Molynes United FC v Arnett Gardens | W | 2-1 |
| Jamaica Premier League | 2019/09/15 20:30 | Vere United v Molynes United FC | W | 0-1 |
| Jamaica Premier League | 2019/09/08 20:30 | Molynes United FC v UWI FC | W | 3-2 |
Away History
| Jamaica Premier League | 2019/10/29 01:00 | Waterhouse v Cavalier | D | 0-0 |
| Jamaica Premier League | 2019/10/20 21:00 | Mount Pleasant FA v Waterhouse | L | 3-1 |
| Jamaica Premier League | 2019/10/14 00:00 | Waterhouse v Arnett Gardens | W | 3-1 |
| Jamaica Premier League | 2019/10/11 00:00 | Waterhouse v Tivoli Gardens | W | 2-1 |
| Jamaica Premier League | 2019/10/06 20:30 | UWI FC v Waterhouse | W | 0-2 |
| CONCACAF League | 2019/10/03 02:00 | Motagua v Waterhouse | D | 0-0 |
| CONCACAF League | 2019/09/26 02:00 | Waterhouse v Motagua | L | 0-2 |
| Jamaica Premier League | 2019/09/22 20:30 | Humble Lions v Waterhouse | D | 0-0 |