30. Round
15/03/2020 Dunbeholden FC Dunbeholden FC - Tivoli Gardens Tivoli Gardens resch.
15/03/2020 Portmore United Portmore United - Arnett Gardens Arnett Gardens resch.
15/03/2020 Vere United Vere United - UWI Pelicans UWI Pelicans resch.
15/03/2020 Cavalier FC Cavalier FC - Molynes United Molynes United resch.
16/03/2020 Harbour View Harbour View - Humble Lions Humble Lions resch.
17/03/2020 Waterhouse FC Waterhouse FC - Mount Pleasant Academy Mount Pleasant Academy resch.
31. Round
22/03/2020 Molynes United Molynes United - Humble Lions Humble Lions resch.
22/03/2020 Tivoli Gardens Tivoli Gardens - Harbour View Harbour View resch.
22/03/2020 UWI Pelicans UWI Pelicans - Dunbeholden FC Dunbeholden FC resch.
22/03/2020 Mount Pleasant Academy Mount Pleasant Academy - Portmore United Portmore United resch.
22/03/2020 Cavalier FC Cavalier FC - Waterhouse FC Waterhouse FC resch.
22/03/2020 Arnett Gardens Arnett Gardens - Vere United Vere United resch.