24. Spieltag
25.01.2020 02:00 Waterhouse FC Waterhouse FC - Dunbeholden FC Dunbeholden FC 3:1
26.01.2020 21:30 Portmore United Portmore United - Vere United Vere United 5:0
26.01.2020 21:30 UWI Pelicans UWI Pelicans - Molynes United 1:1
26.01.2020 23:00 Cavalier FC Cavalier FC - Harbour View Harbour View 1:1
27.01.2020 02:00 Arnett Gardens Arnett Gardens - Tivoli Gardens Tivoli Gardens 1:1
28.01.2020 02:00 Mount Pleasant Academy Mount Pleasant Academy - Humble Lions Humble Lions -:-
25. Spieltag
30.01.2020 21:00 Dunbeholden FC Dunbeholden FC - Portmore United Portmore United -:-
30.01.2020 21:00 Molynes United - Vere United Vere United -:-
30.01.2020 21:00 Tivoli Gardens Tivoli Gardens - Mount Pleasant Academy Mount Pleasant Academy -:-
30.01.2020 21:00 UWI Pelicans UWI Pelicans - Arnett Gardens Arnett Gardens -:-
30.01.2020 23:00 Humble Lions Humble Lions - Cavalier FC Cavalier FC -:-
13.02.2020 01:00 Harbour View Harbour View - Waterhouse FC Waterhouse FC -:-
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