7. Round
19/10/2014 21:30 Montego Bay United FC Montego Bay United FC - Rivoli United Rivoli United abor.
19/10/2014 21:30 Harbour View Harbour View - Sporting Central Sporting Central 2:0
19/10/2014 21:30 Reno United Reno United - Waterhouse FC Waterhouse FC 1:3
19/10/2014 23:00 Humble Lions Humble Lions - Barbican FC 0:1
21/10/2014 00:30 Arnett Gardens Arnett Gardens - Cavalier FC Cavalier FC 0:2
21/10/2014 03:00 Tivoli Gardens Tivoli Gardens - Boys' Town Boys' Town 2:1
8. Round
26/10/2014 Rivoli United Rivoli United - Waterhouse FC Waterhouse FC -:-
26/10/2014 Boys' Town Boys' Town - Reno United Reno United -:-
26/10/2014 Cavalier FC Cavalier FC - Tivoli Gardens Tivoli Gardens -:-
26/10/2014 Sporting Central Sporting Central - Arnett Gardens Arnett Gardens -:-
26/10/2014 Barbican FC - Harbour View Harbour View -:-
26/10/2014 Montego Bay United FC Montego Bay United FC - Humble Lions Humble Lions -:-