| Time | Status | Match | FT | H1 | Stats |
| 17/11/2019 20:00 |
(FT) | Molynes United University Of West Indies Uwi |
1 2 |
1 1 |
MF | ME |
| 17/11/2019 20:00 |
(FT) | Dunbeholden Vere United |
2 1 |
1 1 |
MF | ME |
| 17/11/2019 20:00 |
(FT) | Mount Pleasant Humble Lions |
2 1 |
0 1 |
MF | ME |
| 17/11/2019 20:00 |
(FT) | Tivoli Gardens Portmore United |
0 1 |
0 0 |
MF | ME |
| 18/11/2019 00:00 |
(FT) | Waterhouse Harbour View |
3 1 |
1 1 |
MF | ME |
| 18/11/2019 01:00 |
(FT) | Cavalier Arnett Gardens |
2 4 |
1 3 |
MF | ME |