H Harbour View - Mount Pleasant Academy 1:3
R Mount Pleasant Academy - Harbour View 1:1 (0:1)
H: 18.09.2021 19:00 R: 22.09.2021 21:30 Sieger: Mount Pleasant Academy
H Vere United - Tivoli Gardens 0:0
R Tivoli Gardens - Vere United 4:0
H: 18.09.2021 21:30 R: 22.09.2021 19:00 Sieger: Tivoli Gardens