| Time | Status | Match | FT | H1 | Stats |
| 19/01/2025 20:00 |
(FT) | Portmore United[5] Harbour View[13] |
4 0 |
2 0 |
MF | ME |
| 19/01/2025 20:00 |
(FT) | Vere United[10] Waterhouse[6] |
0 3 |
0 2 |
MF | ME |
| 19/01/2025 20:00 |
(FT) | Tivoli Gardens[7] Dunbeholden[12] |
2 0 |
0 0 |
MF | ME |
| 19/01/2025 20:00 |
(FT) | Mount Pleasant[1] Arnett Gardens[2] |
2 0 |
1 0 |
MF | ME |
| 19/01/2025 20:00 |
(FT) | Humble Lions[14] Chapelton[8] |
1 0 |
0 0 |
MF | ME |
| 20/01/2025 22:00 |
(FT) | Molynes United[9] Montego Bay Utd[3] |
0 2 |
0 0 |
MF | ME |
| 21/01/2025 00:45 |
(FT) | Cavalier[4] Racing United[11] |
1 1 |
0 1 |
MF | ME |