15. Spieltag
21.12.2014 21:00 Humble Lions Humble Lions - Boys' Town Boys' Town 1:1
21.12.2014 21:00 Montego Bay United FC Montego Bay United FC - Cavalier FC Cavalier FC -:-
21.12.2014 21:00 Barbican FC - Sporting Central Sporting Central 0:2
21.12.2014 22:00 Rivoli United Rivoli United - Tivoli Gardens Tivoli Gardens -:-
22.12.2014 00:30 Harbour View Harbour View - Waterhouse FC Waterhouse FC -:-
23.12.2014 03:00 Arnett Gardens Arnett Gardens - Reno United Reno United -:-
16. Spieltag
28.12.2014 21:00 Barbican FC - Rivoli United Rivoli United -:-
28.12.2014 21:00 Sporting Central Sporting Central - Montego Bay United FC Montego Bay United FC -:-
28.12.2014 21:00 Cavalier FC Cavalier FC - Humble Lions Humble Lions -:-
28.12.2014 21:00 Reno United Reno United - Tivoli Gardens Tivoli Gardens -:-
29.12.2014 00:00 Waterhouse FC Waterhouse FC - Arnett Gardens Arnett Gardens -:-
30.12.2014 03:00 Boys' Town Boys' Town - Harbour View Harbour View -:-