| Time | Status | Match | FT | H1 | Stats |
| 06/10/2019 22:30 |
(FT) | University Of West Indies Uwi Waterhouse |
0 2 |
0 1 |
MF | ME |
| 06/10/2019 22:30 |
(FT) | Humble Lions Vere United |
1 0 |
0 0 |
MF | ME |
| 06/10/2019 22:30 |
(FT) | Tivoli Gardens Portmore United |
1 1 |
1 0 |
MF | ME |
| 07/10/2019 00:00 |
(FT) | Molynes United Mount Pleasant |
1 0 |
1 0 |
MF | ME |
| 07/10/2019 02:00 |
(FT) | Arnett Gardens Cavalier |
2 0 |
1 0 |
MF | ME |
| 08/10/2019 03:30 |
(FT) | Harbour View Dunbeholden |
1 0 |
0 0 |
MF | ME |