| Year | Winning Club |
| 1907 | Pyrmont |
| 1908 | Glebe |
| 1909 | Pyrmont |
| 1910 | Glebe |
| 1911 | Balmain |
| 1912 | Sydney |
| 1913 | Newtown |
| 1914 | Granville Magpies |
| 1915 | Granville Magpies |
| 1916 | Granville Magpies |
| 1920 | Two Blues |
| 1921 | Two Blues |
| 1922 | Auburn |
| 1924 | Granville Kewpie A |
| 1925 | Granville Kewpie B |
| 1928 | Granville Magpies B |
| 1929 | North Strathfield A |
| 1930 | Granville Kewpie |
| 1931 | Granville Waratah |
| 1932 | Central |
| 1933 | Altona |
| 1937 | Kia-Ora |
| 1938 | Kia-Ora |
| 1939 | Shamrocks |
| 1940 | AGE Hotpoints |
| 1941 | Granville Kewpie |
| 1942 | Waddington |
| 1947 | Wunderlick |
| 1948 | Rosehill Kia-Ora |
| 1949 | Granville Kewpie |
| Year | Winning Club |
| 1953 | Two Blues |
| 1954 | Mt Druitt Meteors |
| 1955 | Toongabbie |
| 1956 | Shell Co. |
| 1957 | Liverpool |
| 1958 | Wenty Waratahs |
| 1959 | All Stars B |
| 1960 | All Stars |
| 1961 | All Stars |
| 1962 | All Stars |
| 1963 | All Stars |
| 1964 | Dundas United |
| 1966 | Granville Magpies |
| 1967 | Granville Waratah |
| 1968 | Granville Waratah |
| 1969 | Granville Waratah |
| 1970 | Granville Waratah |
| 1971 | Granville Waratah |
| 1972 | Granville Waratah |
| 1973 | Granville Waratah |
| 1974 | Rydalmere |
| 1975 | Winston Hills |
| 1976 | Winston Hills |
| 1977 | Lidcombe |
| 1978 | Rydalmere |
| 1979 | Granville Waratah |
| 1980 | Granville Waratah |
| 1981 | Granville Kewpie |
| 1982 | Pendle Hill |
| 1983 | Rydalmere |
| Year | Winning Club |
| 1984 | Rydalmere |
| 1985 | Granville Waratah |
| 1986 | Granville Waratah |
| 1987 | Guildford County |
| 1988 | St Johns Auburn |
| 1990 | Dundas United |
| 1991 | Castle Hill |
| 1992 | Dundas United |
| 1993 | Pendle Hill |
| 1994 | Pendle Hill |
| 1995 | St Johns Senior 1 |
| 1996 | Winston Hills |
| 1997 | Dundas United |
| 1998 | Kellyville |
| 1999 | Winston Hills |
| 2000 | Pendle Hill |
| 2001 | Merrylands SFC |
| 2002 | Dundas United |
| 2004 | Guildford County |
| 2005 | Auburn District |
| 2006 | Auburn District |
| 2008 | Pendle Hill Senior 2 |
| 2011 | Merrylands Senior 1 |
| 2013 | Kellyville |
| 2014 | Castle Hill RSL |
| 2017 | Auburn FC |
| 2018 | Inter Lions FC |
| 2019 | Holroyd Rangers |
| 2020 | Ponds FC |
| 2021 | No Cup due to covid |
| Year | Winning Club |
| 2022 | Marayong FC |
| 2023 | Hurlstone Pk FC |
| 2024 | Granville Kewpies |