| Time | Status | Match | FT | H1 | Stats |
| 05/01/2025 18:00 |
(FT) | Molynes United[11] Harbour View[13] |
3 1 |
3 0 |
MF | ME |
| 05/01/2025 20:00 |
(FT) | Racing United[10] Arnett Gardens[3] |
0 2 |
0 0 |
MF | ME |
| 05/01/2025 20:00 |
(FT) | Humble Lions[14] Vere United[12] |
0 1 |
0 0 |
MF | ME |
| 05/01/2025 20:15 |
(FT) | Mount Pleasant[1] Dunbeholden[9] |
4 0 |
2 0 |
MF | ME |
| 05/01/2025 22:30 |
(FT) | Montego Bay Utd[2] Chapelton[8] |
2 1 |
1 1 |
MF | ME |
| 06/01/2025 22:00 |
(FT) | Tivoli Gardens[7] Portmore United[6] |
1 1 |
0 1 |
MF | ME |
| 07/01/2025 00:45 |
(FT) | Cavalier[4] Waterhouse[5] |
2 2 |
1 0 |
MF | ME |