7. Spieltag
19.10.2014 22:30 Montego Bay United FC Montego Bay United FC - Rivoli United Rivoli United abgebr.
19.10.2014 22:30 Harbour View Harbour View - Sporting Central Sporting Central 2:0
19.10.2014 22:30 Reno United Reno United - Waterhouse FC Waterhouse FC 1:3
20.10.2014 00:00 Humble Lions Humble Lions - Barbican FC 0:1
21.10.2014 01:30 Arnett Gardens Arnett Gardens - Cavalier FC Cavalier FC 0:2
21.10.2014 04:00 Tivoli Gardens Tivoli Gardens - Boys' Town Boys' Town 2:1
8. Spieltag
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 -:-