| Time | Status | Match | FT | H1 | Stats |
| 26/12/2022 22:00 |
(FT) | Harbour View Cavalier |
1 1 |
1 1 |
MF | ME |
| 27/12/2022 00:30 |
(FT) | Arnett Gardens Vere United |
1 1 |
1 0 |
MF | ME |
| 28/12/2022 18:00 |
(FT) | Dunbeholden Waterhouse |
0 0 |
0 0 |
MF | ME |
| 28/12/2022 18:00 |
(FT) | Faulkland Portmore United |
1 3 |
1 1 |
MF | ME |
| 28/12/2022 20:00 |
(FT) | Humble Lions Tivoli Gardens |
1 0 |
0 0 |
MF | ME |
| 28/12/2022 20:15 |
(FT) | Molynes United Mount Pleasant |
0 5 |
0 2 |
MF | ME |
| 28/12/2022 20:15 |
(FT) | Montego Bay Utd Chapelton |
1 1 |
0 0 |
MF | ME |