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GMT 01:00
| 29.01.2025 | |||
| 21:59 | Cavalier FC | P-P | Harbour View |
| 21:59 | Humble Lions | P-P | Waterhouse FC |
| 21:59 | Montego Bay Utd | P-P | Racing United FC |
| 21:59 | Mount Pleasant | P-P | Chapelton Maroons FC |
| 26.01.2025 | |||
| 21:59 | Chapelton Maroons FC | P-P | Racing United FC |
| 21:59 | Dunbeholden FC | P-P | Montego Bay Utd |
| 21:59 | Harbour View | P-P | Mount Pleasant |
| 21.01.2025 | |||
| 01:45 | Cavalier FC | 1-1 | Racing United FC |
| 20.01.2025 | |||
| 23:00 | Molynes United | 0-2 | Montego Bay Utd |
| 19.01.2025 | |||
| 21:00 | Humble Lions | 1-0 | Chapelton Maroons FC |
| 21:00 | Mount Pleasant | 2-0 | Arnett Gardens |
| 21:00 | Portmore United | 4-0 | Harbour View |
| 22.01.2025 | ||||
| 21:00 | Chapelton Maroons FC | - | Portmore United | |
| 21:00 | Dunbeholden FC | - | Vere United | |
| 21:00 | Harbour View | - | Waterhouse FC | |
| 23.01.2025 | ||||
| 21:00 | Mount Pleasant | - | Cavalier FC | |
| 21:00 | Racing United FC | - | Tivoli Gardens | |
| 24.01.2025 | ||||
| 00:30 | Arnett Gardens | - | Molynes United | |
| 00:30 | Montego Bay Utd | - | Humble Lions | |
| 26.01.2025 | ||||
| 21:00 | Harbour View | - | Dunbeholden FC | |
| 21:00 | Portmore United | - | Montego Bay Utd | |
| 21:00 | Vere United | - | Racing United FC | |
| 23:00 | Cavalier FC | - | Arnett Gardens | |
| 23:30 | Waterhouse FC | - | Chapelton Maroons FC | |
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