29. Round
15/04/2014 02:30 Portmore United Portmore United - Boys' Town Boys' Town 1:1
30. Round
21/04/2014 00:30 Harbour View Harbour View - Humble Lions Humble Lions -:-
21/04/2014 00:30 Montego Bay United FC Montego Bay United FC - Arnett Gardens Arnett Gardens -:-
21/04/2014 21:30 August Town FC August Town FC - Sporting Central Sporting Central -:-
21/04/2014 21:30 Boys' Town Boys' Town - Waterhouse FC Waterhouse FC -:-
21/04/2014 21:30 Tivoli Gardens Tivoli Gardens - Portmore United Portmore United -:-
21/04/2014 22:30 Cavalier FC Cavalier FC - Rivoli United -:-
31. Round
25/04/2014 Humble Lions Humble Lions - Tivoli Gardens Tivoli Gardens -:-
25/04/2014 Rivoli United - Portmore United Portmore United -:-
25/04/2014 Cavalier FC Cavalier FC - Boys' Town Boys' Town -:-
25/04/2014 Waterhouse FC Waterhouse FC - Harbour View Harbour View -:-
25/04/2014 Arnett Gardens Arnett Gardens - Sporting Central Sporting Central -:-
25/04/2014 Montego Bay United FC Montego Bay United FC - August Town FC August Town FC -:-