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| 1st(1st leg) | Tivoli Gardens | - | Montego Bay United FC | 1:2 (0:0) | ||
| 2nd (2nd leg) | Montego Bay United FC | - | Tivoli Gardens | 1:1 (0:0) | ||
| 1st(1st leg): 09/05/2025 00:00 | 2nd (2nd leg): 13/05/2025 03:00 | Winner: Montego Bay United FC | ||||
| 1st(1st leg) | Portmore United | - | Cavalier FC | 1:1 (1:1) | ||
| 2nd (2nd leg) | Cavalier FC | - | Portmore United | 1:0 (0:0, 0:0) aet | ||
| 1st(1st leg): 10/05/2025 02:00 | 2nd (2nd leg): 13/05/2025 00:00 | Winner: Cavalier FC | ||||
