| Time | Status | Match | FT | H1 | Stats |
| 22/09/2019 21:30 |
(FT) | Dunbeholden Vere United |
2 0 |
1 0 |
MF | ME |
| 22/09/2019 21:30 |
(FT) | Humble Lions Waterhouse |
0 0 |
0 0 |
MF | ME |
| 22/09/2019 21:30 |
(FT) | Molynes United Arnett Gardens |
2 1 |
1 0 |
MF | ME |
| 22/09/2019 21:30 |
(FT) | Tivoli Gardens Cavalier |
2 0 |
0 0 |
MF | ME |
| 23/09/2019 01:00 |
(FT) | Harbour View Portmore United |
1 2 |
1 1 |
MF | ME |
| 24/09/2019 02:30 |
(FT) | University Of West Indies Uwi Mount Pleasant |
0 0 |
0 0 |
MF | ME |