2023-24 Don Mills Flyers
2022-23 Vaughan Kings
2021-22 Toronto Jr. Canadiens
2020-21 Cancelled
2019-20 Cancelled
2018-19 Toronto Titans
2017-18 Don Mills Flyers
2016-17 Toronto Marlboros
2015-16 Mississauga Rebels
2014–15 Mississauga Rebels
2013–14 Toronto Young Nationals
2012–13 Toronto Marlboros
2011–12 Toronto Marlboros
2010–11 Mississauga Rebels
2009–10 Don Mills Flyers
2008–09 Toronto Marlboros
2007–08 Toronto Marlboros
2006–07 Toronto Jr. Canadiens
2005–06 Mississauga IceDogs
2004–05 Toronto Jr. Canadiens
2003–04 Toronto Marlboros
2002–03 York Simcoe Express
2001–02 Toronto Red Wings
2000–01 Peterborough
1999–00 Thunder Bay
1998–99 Thunder Bay
1997–98 Peterborough
1996–97 Thunder Bay
1995–96 Toronto Young Nats
1994–95 Thunder Bay
1993–94 Richmond Hill-Vaughan
1992–93 Mississauga Senators
1991–92 Mississauga Hawks
1990–91 Gloucester
1989–90 Toronto Red Wings
1988–89 Gloucester
1987–88 Wexford
1986–87 Toronto Red Wings
1985–86 Sault Ste. Marie
1984–85 Toronto Marlboros
1983–84 Mississauga Reps
1982–83 Toronto Red Wings
1981–82 Toronto Young Nats
1980–81 Don Mills
1979–80 Toronto Young Nats
1978–79 St. Michael’s
1977–78 Oshawa
1976–77 Mississauga
1975–76 Burlington
1974–75 Toronto Young Nats
1973–74 Toronto-Don Valley
1972–73 Sudbury
1971–72 Toronto Marlboros
1970–71 Toronto Marlboros
1969–70 Toronto Young Nats
1968–69 Sarnia
1967–68 Toronto Young Nats