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| H (Match allé) | Humble Lions | - | Portmore United | 2:1 (0:0) | ||
| R (match retour) | Portmore United | - | Humble Lions | 3:1 (2:0) | ||
| H (Match allé): 10.04.2016 22:30 | R (match retour): 19.04.2016 03:40 | vainqueur: Portmore United | ||||
| H (Match allé) | Montego Bay United FC | - | Arnett Gardens | 2:1 (2:1) | ||
| R (match retour) | Arnett Gardens | - | Montego Bay United FC | 2:2 (0:1, 2:1) ap | ||
| H (Match allé): 12.04.2016 03:30 | R (match retour): 18.04.2016 01:00 | vainqueur: Montego Bay United FC | ||||
