Uprising FC

2020-03-15

West Ryde Rovers FCWest Ryde 2 : 1 Winston Hills FCWinston Hills

L

2021-03-12

Kissing Point FCKissing Point 5 : 2 Winston Hills FCWinston Hills

L

2022-03-12

Winston Hills FCWinston Hills 0 : 2 Doonside Hawks SCDoonside Hawks

L

2023-03-28

Winston Hills FCWinston Hills 1 : 2 E Canterbury Bankstown FCBankstown

L

2024-03-10

Lane Cove FCLane Cove FC 4 : 2 Winston Hills FCWinston Hills

L

2025-03-20

Coogee United FCCoogee United 5 : 0 Winston Hills FCWinston Hills

L

Winston HillsWinston Hills FC