| Time | Status | Match | FT | H1 | Stats |
| 05/03/2023 21:00 |
(FT) | Dunbeholden Tivoli Gardens |
4 1 |
1 1 |
MF | ME |
| 05/03/2023 21:00 |
(FT) | Humble Lions Montego Bay Utd |
0 0 |
0 0 |
MF | ME |
| 05/03/2023 21:00 |
(FT) | Faulkland Harbour View |
1 5 |
0 2 |
MF | ME |
| 05/03/2023 22:00 |
(FT) | Waterhouse Vere United |
2 1 |
0 0 |
MF | ME |
| 05/03/2023 23:30 |
(FT) | Molynes United Arnett Gardens |
1 5 |
0 3 |
MF | ME |
| 06/03/2023 23:00 |
(FT) | Portmore United[8] Chapelton[13] |
0 0 |
0 0 |
MF | ME |
| 07/03/2023 01:30 |
(FT) | Mount Pleasant[2] Cavalier[3] |
2 2 |
2 2 |
MF | ME |