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| H | Portmore United | - | UWI Pelicans | 1:2 | ||
| R | UWI Pelicans | - | Portmore United | 0:2 n.V. | ||
| H: 07.05.2017 22:00 | R: 28.05.2017 22:00 | Sieger: Portmore United | ||||
| H | Arnett Gardens | - | Humble Lions | 2:1 | ||
| R | Humble Lions | - | Arnett Gardens | 0:1 | ||
| H: 09.05.2017 03:00 | R: 21.05.2017 22:00 | Sieger: Arnett Gardens | ||||
