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| Year | Location |
| 2024 | Windsor South Canadian LL (District 5) |
| 2023 | Ottawa West LL (District 2) |
| 2022 | East Nepean LL (District 2) |
| 2021 | Ontario tournaments not held due to Covid-19 pandemic |
| 2020 | International tournament not held due to Covid-19 pandemic |
| 2019 | Kingston LL (District 7) |
| 2018 | Timmins LaRonde LL (District 4) |
| 2017 | Perth and District LL (District 8) |
| 2016 | Port Arthur National LL (Thunder Bay) (District 3) |
| 2015 | Oakville LL (District 1) |
| 2014 | Windsor South LL (District 5) |
| 2013 | Carleton-Russell LL (District 6) |
| 2012 | Carlingwood-Frank Ryan LL (Ottawa) (District 2) |
| 2011 | Brockville Baseball Group LL (District 7) |
| 2010 | Current River American LL (Thunder Bay) (District 3) |
| 2009 | Pembroke/Petawawa LL (District 8) |
| 2008 | Timmins LaRonde LL (District 4) |
| 2007 | Erindale LL (Mississauga) (District 1) |
| 2006 | Windsor South Canadian LL (District 5) |
| 2005 | Orleans LL (District 6) |
| 2004 | East Nepean LL (District 2) |
| 2003 | Brockville Legion LL (District 7) |
| 2002 | Port Arthur National LL (Thunder Bay) (District 3) |
| 2001 | Ancaster LL (District 1) |
| 2000 | Timmins LaRonde LL (District 4) |
| 1999 | Turtle Club LL (LaSalle) (District 5) |
| 1998 | Stoney Creek Optimist LL (District 1) |
| 1997 | Pinecrest LL (Ottawa) (District 2) |
| 1996 | Smiths Falls LL (District 7) |
| 1995 | Fort William American LL (Thunder Bay) (District 3) |
| 1994 | Dundas LL (District 1) |
| 1993 | Orleans LL (District 6) |
| 1992 | Windsor Central LL (District 5) |
| 1991 | Timmins LaRonde LL (District 4) |
| 1990 | Pinecrest LL (Ottawa) (District 2) |
| 1989 | Perth and District LL (Perth) (District 7) |
| 1988 | Fort William American LL (Thunder Bay) (District 3) |
| 1987 | Dundas LL (District 1) |
| 1986 | Timmins LaRonde LL (District 4) |
| 1985 | Windsor (District 5) |
| 1984 | Brockville Legion LL (District 2) |
| 1983 | Westfort International LL (Thunder Bay) (District 3) |
| 1982 | Stoney Creek Optimist LL (District 1) |
| 1981 | Noranda LL (Quebec) (District 4) |
| 1980 | Westfort International LL (Thunder Bay) (District 3) |
| 1979 | Glebe LL (Ottawa) (District 2) |
| 1978 | Port Arthur Continental LL (Thunder Bay) (District 3) |
| 1977 | Stoney Creek Optimist LL (District 1) |
| 1976 | Rouyn/Noranda (Quebec) (District 4) |
| 1975 | Brockville Legion LL (District 2) |
| 1974 | Windsor East LL (District 5) |
| 1973 | Fort William National LL (Thunder Bay) (District 3) |
| 1972 | Dundas LL (District 1) |
| 1971 | Chapleau LL (District 4) |
| 1970 | Ottawa - Dale Avenue Stadium (District 2) |
| 1969 | Windsor (District 5) |
| 1968 | Fort William (District 3) |
| 1967 | Galt LL (District 1) |
| 1966 | Ancaster LL (District 1) |
| 1965 | Dundas LL (District 1) |
| 1964 | Stoney Creek Optimist LL (District 1) |
| 1963 | Ancaster LL (District 1) |
| 1962 | Dundas LL (District 1) |
| 1961 | Glebe LL (Ottawa) (District 2) |
| 1960 | Dundas LL (District 1) |
| 1959 | Brockville Legion LL (District 2) |
| 1958 | Ottawa (District 2) |
| 1957 | Dundas LL (District 1) |
NOTE: The city of Thunder Bay was created on January 1, 1970, by the amalgamation of the cities of Fort William and Port Arthur along with two nearby townships.