| Time | Status | Match | FT | H1 | Stats |
| 16/02/2020 20:00 |
(FT) | Vere United Dunbeholden |
1 1 |
1 0 |
MF | ME |
| 17/02/2020 00:00 |
(FT) | Mount Pleasant University Of West Indies Uwi |
3 0 |
1 0 |
MF | ME |
| 17/02/2020 00:00 |
(FT) | Waterhouse Humble Lions |
1 0 |
0 0 |
MF | ME |
| 17/02/2020 01:00 |
(FT) | Arnett Gardens Molynes United |
2 2 |
2 1 |
MF | ME |
| 18/02/2020 01:00 |
(FT) | Cavalier Tivoli Gardens |
1 1 |
0 0 |
MF | ME |
| 05/03/2020 20:30 |
(FT) | Portmore United Harbour View |
0 0 |
0 0 |
MF | ME |