| Time | Status | Match | FT | H1 | Stats |
| 15/09/2019 21:30 |
(FT) | Portmore United Dunbeholden |
0 1 |
0 1 |
MF | ME |
| 15/09/2019 21:30 |
(FT) | Vere United Molynes United |
0 1 |
0 1 |
MF | ME |
| 15/09/2019 22:00 |
(FT) | Mount Pleasant Tivoli Gardens |
1 0 |
0 0 |
MF | ME |
| 15/09/2019 23:00 |
(FT) | Cavalier Humble Lions |
1 1 |
0 1 |
MF | ME |
| 16/09/2019 01:00 |
(FT) | Waterhouse Harbour View |
7 0 |
5 0 |
MF | ME |
| 17/09/2019 02:40 |
(FT) | Arnett Gardens University Of West Indies Uwi |
0 0 |
0 0 |
MF | ME |