List of Sutherland Cup Champions[]
- 1933-34 St. Michael's Buzzers
- 1934-35 Barrie
- 1935-36 St. Michael's Buzzers
- 1936-37 Northern Vocational
- 1937-38 Kingston
- 1938-39 Niagara Falls
- 1939-40 Waterloo Siskins
- 1940-41 Brantford Lions
- 1941-42 Stratford
- 1942-43 Port Colborne
- 1943-44 De La Salle Academy
- 1944-45 St. Michael's Buzzers
- 1945-46 De La Salle Academy
- 1946-47 De La Salle Academy
- 1947-48 Hamilton Aerovox
- 1948-49 Kitchener Greenshirts
- 1949-50 Barrie
- 1950-51 Sarnia
- 1951-52 Weston
- 1952-53 Weston
- 1953-54 Waterloo
- 1954-55 Woodstock
- 1955-56 Waterloo Siskins
- 1956-57 Dixie
- 1957-58 Sarnia
- 1958-59 Sarnia
- 1959-60 Waterloo Siskins
- 1960-61 St. Michael's Buzzers
- 1961-62 Waterloo Siskins
- 1962-63 St. Marys Lincolns
- 1963-64 Waterloo Siskins
- 1964-65 Kitchener
- 1965-66 Sarnia Legionnaires
- 1966-67 Kitchener
- 1967-68 Sarnia Legionnaires
- 1968-69 Markham Seal-a-Wax
- 1969-70 Dixie Beehives
- 1970-71 Dixie Beehives
- 1971-72 Markham Waxers
- 1972-73 Sarnia Bees
- 1973-74 Hamilton Finochio Cupido Red Wings
- 1974-75 Bramalea Blues
- 1975-76 St. Marys Lincolns
- 1976-77 Stratford Cullitons
- 1977-78 Stratford Cullitons
- 1978-79 Streetsville Derbys
- 1979-80 Belleville
- 1980-81 Burlington Cougars
- 1982-82 St. Michael's Buzzers
- 1982-83 Henry Carr Crusaders
- 1983-84 Waterloo Siskins
- 1984-85 Waterloo Siskins
- 1985-86 Stratford Cullitons
- 1986-87 St. Thomas Stars
- 1987-88 Waterloo Siskins
- 1988-89 St. Michael's Buzzers
- 1989-90 Stratford Cullitons
- 1990-91 Waterloo Siskins
- 1991-92 Kitchener Dutchmen
- 1992-93 Barrie Colts
- 1993-94 Waterloo Siskins
- 1994-95 Stratford Cullitons
- 1995-96 Niagara Falls Canucks
- 1996-97 Elmira Sugar Kings
- 1997-98 Niagara Falls Canucks
- 1998-99 Chatham Maroons
- 1999-00 Cambridge Winterhawks
- 2000-01 Elmira Sugar Kings
- 2001-02 Sarnia Blast
- 2002-03 Stratford Cullitons
- 2003-04 Stratford Cullitons
- 2004-05 Thorold Blackhawks
- 2005-06 Cambridge Winterhawks
- 2006-07 Cambridge Winterhawks
- 2007-08 Tecumseh Chiefs
- 2008-09 Brantford Eagles
- 2009-10 LaSalle Vipers
- 2010-11 Elmira Sugar Kings
- 2011-12 St. Catharines Falcons
- 2012-13 London Nationals
- 2013-14 Caledonia Corvairs
- 2014-15 Caledonia Corvairs
- 2015-16 Caledonia Corvairs
- 2016-17 Elmira Sugar Kings
- 2017-18 Listowel Cyclones
- 2018-19 Waterloo Siskins
- 2019-20 Playoffs cancelled during conference semifinal round due to COVID-19 pandemic
- 2020-21 Season cancelled due to COVID-19 pandemic