| Time | Status | Match | FT | H1 | Stats |
| 01/04/2023 23:30 |
(FT) | Arnett Gardens[1] Chapelton[13] |
? ? |
? ? |
MF | ME |
| 02/04/2023 21:00 |
(FT) | Humble Lions[5] Vere United[12] |
2 0 |
1 0 |
MF | ME |
| 02/04/2023 21:00 |
(FT) | Tivoli Gardens[11] Cavalier[2] |
0 1 |
0 0 |
MF | ME |
| 02/04/2023 21:00 |
(FT) | Molynes United[9] Dunbeholden[8] |
2 3 |
0 2 |
MF | ME |
| 02/04/2023 23:30 |
(FT) | Harbour View[3] Portmore United[7] |
0 1 |
0 1 |
MF | ME |
| 03/04/2023 01:00 |
(FT) | Arnett Gardens Chapelton |
3 0 |
0 0 |
MF | ME |
| 03/04/2023 23:00 |
(FT) | Faulkland[14] Waterhouse[6] |
2 3 |
2 1 |
MF | ME |
| 04/04/2023 01:30 |
(FT) | Montego Bay Utd[10] Mount Pleasant[4] |
2 2 |
2 1 |
MF | ME |