24. Round
31/01/2016 20:00 Reno FC Reno FC - Rivoli United Rivoli United 2:1
31/01/2016 20:00 Montego Bay United FC Montego Bay United FC - Humble Lions Humble Lions 3:1
31/01/2016 20:00 Portmore United Portmore United - Boys' Town Boys' Town 1:3
31/01/2016 20:00 Tivoli Gardens Tivoli Gardens - Harbour View Harbour View 2:1
31/01/2016 20:00 UWI Pelicans UWI Pelicans - Waterhouse FC Waterhouse FC 1:0
02/02/2016 01:30 Cavalier FC Cavalier FC - Arnett Gardens Arnett Gardens 0:1
25. Round
13/02/2016 23:00 Arnett Gardens Arnett Gardens - Reno FC Reno FC -:-
13/02/2016 23:30 Harbour View Harbour View - Cavalier FC Cavalier FC -:-
14/02/2016 20:00 Boys' Town Boys' Town - Montego Bay United FC Montego Bay United FC -:-
14/02/2016 20:00 Humble Lions Humble Lions - UWI Pelicans UWI Pelicans -:-
14/02/2016 20:00 Rivoli United Rivoli United - Portmore United Portmore United -:-
14/02/2016 20:00 Waterhouse FC Waterhouse FC - Tivoli Gardens Tivoli Gardens -:-