| Time | Status | Match | FT | H1 | Stats |
| 01/12/2019 20:00 |
(FT) | Humble Lions Molynes United |
1 0 |
1 0 |
MF | ME |
| 01/12/2019 20:00 |
(FT) | Vere United University Of West Indies Uwi |
0 0 |
0 0 |
MF | ME |
| 01/12/2019 20:00 |
(FT) | Portmore United Dunbeholden |
1 2 |
0 2 |
MF | ME |
| 02/12/2019 00:00 |
(FT) | Harbour View Cavalier |
1 2 |
1 1 |
MF | ME |
| 03/12/2019 01:00 |
(FT) | Arnett Gardens Mount Pleasant |
1 0 |
0 0 |
MF | ME |
| 19/12/2019 20:00 |
(FT) | Tivoli Gardens Waterhouse |
0 1 |
0 1 |
MF | ME |