| Time | Status | Match | FT | H1 | Stats |
| 07/05/2023 19:10 |
(FT) | Faulkland[14] Chapelton[13] |
4 4 |
2 2 |
MF | ME |
| 07/05/2023 21:15 |
(FT) | Arnett Gardens[1] Tivoli Gardens[11] |
4 1 |
1 1 |
MF | ME |
| 07/05/2023 21:15 |
(FT) | Harbour View[4] Vere United[12] |
0 0 |
0 0 |
MF | ME |
| 07/05/2023 21:15 |
(FT) | Molynes United[9] Portmore United[8] |
0 3 |
0 1 |
MF | ME |
| 07/05/2023 21:15 |
(FT) | Montego Bay Utd[10] Cavalier[2] |
1 2 |
1 2 |
MF | ME |
| 07/05/2023 21:15 |
(FT) | Waterhouse[6] Humble Lions[5] |
0 0 |
0 0 |
MF | ME |
| 07/05/2023 21:15 |
(FT) | Dunbeholden Mount Pleasant |
3 1 |
1 1 |
MF | ME |