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| 1st(1st leg) | Tivoli Gardens | - | Portmore United | 1:1 | ||
| 2nd (2nd leg) | Portmore United | - | Tivoli Gardens | 2:1 | ||
| 1st(1st leg): 23/04/2017 21:00 | 2nd (2nd leg): 30/04/2017 21:00 | Winner: Portmore United | ||||
| 1st(1st leg) | Arnett Gardens | - | Montego Bay United FC | 1:1 | ||
| 2nd (2nd leg) | Montego Bay United FC | - | Arnett Gardens | 1:2 | ||
| 1st(1st leg): 25/04/2017 02:00 | 2nd (2nd leg): 02/05/2017 02:00 | Winner: Arnett Gardens | ||||
