Ontario Cup

1901 – Galt Football Club

1902 – Galt Football Club

1903 – Galt Football Club

1904 – Toronto Scots

1905 – Seaforth Hurons

1906 – Toronto Thistles

1907 – Toronto Thistles

1908 – Little York

1909 – Toronto Thistles

1910 – Galt Football Club

1911 – Hamilton Westinghouse

1912 – Hamilton Westinghouse

1913 – Hamilton Lancashire

1914 – Toronto Eatonias

1915 – Toronto Lanchshire

1916 – Toronto Eastonia & Hamilton Westinghouse

1917 – No final played

1918 – Toronto Scottish

1919 – Toronto Old Country

1920 – Hamilton Westinghouse

1921 – Toronto Scottish

1922 – Toronto Scottish

1923 – Guelph Taylor-Forbes

1924 – Brantford Cockshutts

1925 – Hamilton Westinghouse

1926 – Toronto Willys-Overland

1927 – Toronto Ulster United

1928 – Toronto Scottish

1929 – Toronto Ulster United

1930 – Hamilton Thistles

1931 – Toronto Scottish

1932 – Falconbridge

1933 – Falconbridge

1934 – Falconbridge

1935 – Toronto British Consols

1936 – Toronto British Consols

1937 – Toronto Ulster United

1939 – Hamilton City

1940 – Toronto England United

1949 – Hamilton Westinghouse

1941 – 1955 – No Competition

1956 – Toronto Thistle

1957 – Windsor Corinthians

1958 – Sudbury United

1959 – Hamilton City

1960 – Golden Mile Football Club

1961 – Windsor Caboto

1962 – Toronto Royals

1963 – Scarborough Thistle

1964 – Sudbury Italia

1965 – Oshawa Italia

1966 – Italia – London Marconi

1967 – Ballymena United

1968 – Toronto Royals

1969 – Sudbury Polish White Eagles

1970 – Italo Canadian Hamilton

1971 – Windsor Maple Leafs

1972 – San Fili

1973 – Toronto West Indies United

1974 – Windsor Italia

1975 – Brantford Falcons

1976 – Croatian Nationals

1977 – Toronto Emerald

1978 – London Italia Marconi

1979 – Toronto Termitana

1980 – Toronto Ciociaro

1981 – Kitchener Waterloo Olympics

1982 – Hamilton Serbians

1983 – Windsor Croatia

1984 – Dundas United

1985 – Toronto Emerald

1986 – Hamilton Steelers

1987 – Scarborough Azzurri

1988 – Toronto SC Braga Arsenal

1989 – Scarborough Azzurri

1990 – Windsor Caboto

1991 – Scarborough Azzurri

1992 – Scarborough Ulster Thistle

1993 – Woodbridge Sora Lazio

1994 – Scarborough Azzurri

1995 – Windsor Croatia

1996 – Scarborough Azzurri

1997 – Dundas United

1998 – Hamilton Serbians

1999 – Woodbridge Sora Strikers

2000 – Woodbridge Azzurri

2001 – Aurora Hearts

2002 – London Portuguese

2003 – Kanata Soccer Post

2004 – Ottawa Royals

2005 – Scarborough GS United

2006 – Ottawa St. Anthony’s Premier

2007 – Woodbridge Italia

2008 – AEK London

2009 – Real Toronto

2010 – AEK London

2011 – Toronto Celtic

2012 – AEK London FC

2013 – Gloucester Celtic

2014 – London Marconi

2015 – London Marconi

2016 – Ottawa Gloucester Celtic

2017 – Durham Celtic

2018 – Caledon FC

2019 – Ottawa St. Anthony

2020 – No Competition due to Covid-19

2021 – Gloucester Celtic

2022 – Gloucester Celtic