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| 1st(1st leg) | Cavalier FC | - | Portmore United | 0:0 (0:0) | ||
| 2nd (2nd leg) | Portmore United | - | Cavalier FC | 3:0 (1:0) | ||
| 1st(1st leg): 09/04/2018 00:00 | 2nd (2nd leg): 15/04/2018 21:00 | Winner: Portmore United | ||||
| 1st(1st leg) | Waterhouse FC | - | Arnett Gardens | 1:0 (0:0) | ||
| 2nd (2nd leg) | Arnett Gardens | - | Waterhouse FC | 1:2 | ||
| 1st(1st leg): 10/04/2018 02:35 | 2nd (2nd leg): 17/04/2018 02:35 | Winner: Waterhouse FC | ||||
