20. Round
26/03/2023 21:00 Portmore United Portmore United - Faulkland SC Faulkland SC -:-
26/03/2023 21:00 Chapelton Maroons Chapelton Maroons - Montego Bay United FC Montego Bay United FC -:-
26/03/2023 21:00 Vere United Vere United - Arnett Gardens Arnett Gardens -:-
26/03/2023 21:00 Mount Pleasant Academy Mount Pleasant Academy - Molynes United Molynes United -:-
26/03/2023 23:30 Cavalier FC Cavalier FC - Harbour View Harbour View -:-
27/03/2023 23:00 Tivoli Gardens Tivoli Gardens - Humble Lions Humble Lions -:-
28/03/2023 01:30 Waterhouse FC Waterhouse FC - Dunbeholden FC Dunbeholden FC -:-
21. Round
01/04/2023 21:00 Harbour View Harbour View - Portmore United Portmore United -:-
01/04/2023 21:00 Humble Lions Humble Lions - Vere United Vere United -:-
01/04/2023 21:00 Tivoli Gardens Tivoli Gardens - Cavalier FC Cavalier FC -:-
01/04/2023 23:30 Arnett Gardens Arnett Gardens - Chapelton Maroons Chapelton Maroons -:-
01/04/2023 23:30 Molynes United Molynes United - Dunbeholden FC Dunbeholden FC -:-
02/04/2023 23:00 Montego Bay United FC Montego Bay United FC - Mount Pleasant Academy Mount Pleasant Academy -:-
03/04/2023 01:30 Faulkland SC Faulkland SC - Waterhouse FC Waterhouse FC -:-