| Time | Status | Match | FT | H1 | Stats |
| 07/12/2019 00:00 |
(FT) | Waterhouse Mount Pleasant |
1 2 |
1 2 |
MF | ME |
| 08/12/2019 20:00 |
(FT) | Molynes United Portmore United |
0 2 |
0 1 |
MF | ME |
| 08/12/2019 20:00 |
(FT) | Dunbeholden Tivoli Gardens |
0 1 |
0 0 |
MF | ME |
| 08/12/2019 20:00 |
(FT) | University Of West Indies Uwi Harbour View |
1 1 |
1 0 |
MF | ME |
| 08/12/2019 20:00 |
(FT) | Vere United Arnett Gardens |
1 1 |
0 0 |
MF | ME |
| 10/12/2019 01:00 |
(FT) | Cavalier Humble Lions |
1 1 |
1 1 |
MF | ME |