4. Spieltag
25.09.2016 22:30 Boys' Town Boys' Town - Portmore United Portmore United 1:2
25.09.2016 22:30 Reno FC Reno FC - Montego Bay United FC Montego Bay United FC 0:2
25.09.2016 22:30 Maverley Hughenden FC - Jamalco FC 2:3
25.09.2016 22:30 Humble Lions Humble Lions - Waterhouse FC Waterhouse FC 1:0
25.09.2016 22:30 Tivoli Gardens Tivoli Gardens - UWI Pelicans UWI Pelicans 1:2
26.09.2016 01:00 Arnett Gardens Arnett Gardens - Harbour View Harbour View 1:0
5. Spieltag
02.10.2016 22:30 Waterhouse FC Waterhouse FC - Maverley Hughenden FC -:-
02.10.2016 22:30 Montego Bay United FC Montego Bay United FC - Arnett Gardens Arnett Gardens -:-
02.10.2016 22:30 Portmore United Portmore United - Reno FC Reno FC -:-
02.10.2016 22:30 UWI Pelicans UWI Pelicans - Boys' Town Boys' Town -:-
02.10.2016 22:30 Jamalco FC - Tivoli Gardens Tivoli Gardens -:-
03.10.2016 02:00 Harbour View Harbour View - Humble Lions Humble Lions -:-