| New South Wales Sydney Federation Cup Winners | |||
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| Federation Cup | |||
| Year | Winners | Score | Losing Finalists |
| 1957 | Canterbury Marrickville | 7:2 | Gladesville-Ryde |
| 1958 | Canterbury Marrickville | 3:2 | Prague |
| Ascot (Craven) Cup | |||
| Year | Winners | Score | Losing Finalists |
| 1959 | Hakoah | 2:0 | Prague |
| 1960 | Bankstown | 1:0 | Canterbury Marrickville |
| 1961 | Hakoah | 2:0 | Canterbury Marrickville |
| Federation Cup | |||
| Year | Winners | Score | Losing Finalists |
| 1962 | A.P.I.A. Leichhardt | 5:1 | Canterbury Marrickville |
| 1963 | Hakoah Eastern Suburbs | 2:1 | South Coast United |
| 1964 | St. George Budapest | 4:3 | South Coast United |
| 1965 | Hakoah Eastern Suburbs | 3:1 | Pan-Hellenic |
| 1966 | A.P.I.A. Leichhardt | 3:2 | St. George Budapest |
| 1967-1970 | No Competition | ||
| 1971 | Hakoah Eastern Suburbs | 3:2 | South Sydney-Croatia |
| 1972 | St. George Budapest | 3:2 | Marconi Fairfield |
| 1973 | No Competition | ||
| 1974 | South Sydney-Croatia | 1:0 | St. George Budapest |
| 1975 | A.P.I.A. Leichhardt | 2:0 | Western Suburbs |
| 1976 | Hakoah Eastern Suburbs | 3:1 | South Sydney-Croatia |
| 1977-1990 | No Competition | ||
| 1990 | Canberra Croatia | 3:0 | Sydney Macedonia |
| Waratah Cup | |||
| Year | Winners | Score | Losing Finalists |
| 1991 | Blacktown City | 2:1 | Avala |
| 1992 | Avala | 4:1 | Canberra Metro |
| 1993 | Blacktown City | ||
| 1994 | Bankstown City | 2:1 | Sydney Olympic |
| 1995 | Sydney United | 2:1 | Canterbury Marrickville |
| 1996 | Sydney United | 2:1 aet | Parramatta Eagles |
| 1997 | Wollongong Wolves | 2:0 | Bankstown City |
| Statewide Cup | |||
| Year | Winners | Score | Losing Finalists |
| 2004 | Sydney Crescent Stars | 2:1 aet | Bonnyrigg White Eagles |
| 2005 | Sydney United | 3:1 | Belconnen Blue Devils |
| 2006 | Blacktown City | 2:1 | A.P.I.A. Leichhardt |
| 2007 | Wollongong Wolves | 3:2 | Manly United |
| 2008 | Bankstown City | 3:1 | Sydney Olympic |
| 2009 | Sutherland Sharks | 2:1 | Manly United |
| Waratah Cup | |||
| Year | Winners | Score | Losing Finalists |
| 2010 | Marconi Stallions | 0:0 7:6 pens | Spirit FC |
| 2011 | Manly United | 4:0 | Mounties Wanderers |
| 2012 | Sutherland Sharks | 4:1 | A.P.I.A. Leichhardt |
| 2013 | A.P.I.A. Leichhardt | 3:0 | Sutherland Sharks |
| 2014 | Blacktown City | 6:2 | Manly United |
| 2015 | Sydney United 58 | 1:0 | Blacktown City |
| 2016 | Sydney United 58 | 1:0 | Manly United |
| 2017 | Hakoah Sydney City East | 3:1 | A.P.I.A. Leichhardt |
| 2018 | A.P.I.A. Leichhardt | 3:0 | Hakoah Sydney City East |
| 2019 | Marconi Stallions | 2:1 | Sydney United 58 |
| 2020 | Not Played | ||
| Number of Cup wins. Previous clubs names in brackets | |||
| 7 | Hakoah Sydney City East (Hakoah, Hakoah Eastern Suburbs) | ||
| 6 | Sydney United 58 (Sydney United, Croatia Sydney) | ||
| 5 | A.P.I.A. Leichhardt | ||
| 4 | Blacktown City | ||
| 3 | Bankstown City | ||
| 2 | Bankstown Berries (Canterbury Marrickville) | ||
| 2 | Marconi Stallions | ||
| 2 | South Coast Wolves (Wollongong Wolves) | ||
| 2 | St. George FC (St George-Budapest) | ||
| 2 | Sutherland Sharks | ||
| 1 | Bonnyrigg White Eagles (Avala) | ||
| 1 | Canberra FC (Canberra Croatia) | ||
| 1 | Manly United | ||
| 1 | Sydney Crescent Stars | ||
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