11. Round
30/11/2014 20:00 Tivoli Gardens Tivoli Gardens - Montego Bay United FC Montego Bay United FC -:-
30/11/2014 20:00 Reno United Reno United - Barbican FC -:-
30/11/2014 20:00 Boys' Town Boys' Town - Cavalier FC Cavalier FC -:-
30/11/2014 23:00 Arnett Gardens Arnett Gardens - Humble Lions Humble Lions -:-
30/11/2014 23:30 Harbour View Harbour View - Rivoli United Rivoli United -:-
02/12/2014 02:00 Waterhouse FC Waterhouse FC - Sporting Central Sporting Central -:-
12. Round
07/12/2014 Rivoli United Rivoli United - Montego Bay United FC Montego Bay United FC -:-
07/12/2014 Barbican FC - Humble Lions Humble Lions -:-
07/12/2014 Sporting Central Sporting Central - Harbour View Harbour View -:-
07/12/2014 Cavalier FC Cavalier FC - Arnett Gardens Arnett Gardens -:-
07/12/2014 Boys' Town Boys' Town - Tivoli Gardens Tivoli Gardens -:-
07/12/2014 Waterhouse FC Waterhouse FC - Reno United Reno United -:-