* 2014–15 - Oshawa Generals
* 2013–14 - Guelph Storm
* 2012–13 - London Knights
* 2011–12 - London Knights
* 2010–11 - Owen Sound Attack
* 2009–10 - Windsor Spitfires
* 2008–09 - Windsor Spitfires
* 2007–08 - Kitchener Rangers
* 2006–07 - Plymouth Whalers
* 2005–06 - Peterborough Petes
* 2004–05 - London Knights
* 2003–04 - Guelph Storm
* 2002–03 - Kitchener Rangers
* 2001–02 - Erie Otters
* 2000–01 - Ottawa 67's
* 1999–2000 - Barrie Colts
* 1998–99 - Belleville Bulls
* 1997–98 - Guelph Storm
* 1996–97 - Oshawa Generals
* 1995–96 - Peterborough Petes
* 1994–95 - Detroit Junior Red Wings
* 1993–94 - North Bay Centennials
* 1992–93 - Peterborough Petes
* 1991–92 - Sault Ste. Marie Greyhounds
* 1990–91 - Sault Ste. Marie Greyhounds
* 1989–90 - Oshawa Generals
* 1988–89 - Peterborough Petes
* 1987–88 - Windsor Compuware Spitfires
* 1986–87 - Oshawa Generals
* 1985–86 - Guelph Platers
* 1984–85 - Sault Ste. Marie Greyhounds
* 1983–84 - Ottawa 67's
* 1982–83 - Oshawa Generals
* 1981–82 - Kitchener Rangers
* 1980–81 - Kitchener Rangers
* 1979–80 - Peterborough Petes
* 1978–79 - Peterborough Petes
* 1977–78 - Peterborough Petes
* 1976–77 - Ottawa 67's
* 1975–76 - Hamilton Fincups
* 1974–75 - Toronto Marlboros
* 1973–74 – St. Catharines Black Hawks

* 1972–73 – Toronto Marlboros
* 1971–72 – Peterborough Petes
* 1970–71 – St. Catharines Black Hawks
* 1969–70 – Montreal Junior Canadiens
* 1968–69 – Montreal Junior Canadiens
* 1967–68 – Niagara Falls Flyers
* 1966–67 – Toronto Marlboros
* 1965–66 – Oshawa Generals
* 1964–65 – Niagara Falls Flyers
* 1963–64 – Toronto Marlboros
* 1962–63 – Niagara Falls Flyers
* 1961–62 – Hamilton Red Wings
* 1960–61 – Toronto St. Michael's Majors
* 1959–60 – St. Catharines Teepees
* 1958–59 – Peterborough TPT Petes
* 1957–58 – Toronto Marlboros
* 1956–57 – Guelph Biltmore Mad Hatters
* 1955–56 – Toronto Marlboros
* 1954–55 – Toronto Marlboros
* 1953–54 – St. Catharines Teepees
* 1952–53 – Barrie Flyers
* 1951–52 – Guelph Biltmore Mad Hatters
* 1950–51 – Barrie Flyers
* 1949–50 – Guelph Biltmore Mad Hatters
* 1948–49 – Barrie Flyers
* 1947–48 – Barrie Flyers
* 1946–47 – Toronto St. Michael's Majors
* 1945–46 – Toronto St. Michael's Majors
* 1944–45 – Toronto St. Michael's Majors
* 1943–44 – Oshawa Generals
* 1942–43 – Oshawa Generals
* 1941–42 – Oshawa Generals
* 1940–41 – Oshawa Generals
* 1939–40 – Oshawa Generals
* 1938–39 – Oshawa Generals
* 1937–38 – Oshawa Generals
* 1936–37 – Toronto St. Michael's Majors
* 1935–36 – West Toronto Nationals
* 1934–35 – Kitchener Greenshirts ^†
* 1933–34 – Toronto St. Michael's Majors