| Time | Status | Match | FT | H1 | Stats |
| 26/03/2023 22:00 |
(FT) | Chapelton[13] Montego Bay Utd[10] |
0 0 |
0 0 |
MF | ME |
| 26/03/2023 22:00 |
(FT) | Vere United[12] Arnett Gardens[1] |
1 1 |
0 0 |
MF | ME |
| 26/03/2023 22:00 |
(FT) | Mount Pleasant[3] Molynes United[9] |
1 2 |
1 1 |
MF | ME |
| 26/03/2023 23:10 |
(FT) | Portmore United[7] Faulkland[14] |
4 0 |
2 0 |
MF | ME |
| 27/03/2023 00:30 |
(FT) | Cavalier[2] Harbour View[4] |
1 2 |
0 1 |
MF | ME |
| 28/03/2023 00:00 |
(FT) | Tivoli Gardens[11] Humble Lions[6] |
1 2 |
1 1 |
MF | ME |
| 28/03/2023 02:30 |
(FT) | Waterhouse[5] Dunbeholden[8] |
0 0 |
0 0 |
MF | ME |