1967–68 Toronto Young Nats 

1968–69 Sarnia

1969–70 Toronto Young Nats

1970–71 Toronto Marlboros

1971–72 Toronto Marlboros

1972–73 Sudbury

1973–74 Toronto-Don Valley

1974–75 Toronto Young Nats

1975–76 Burlington

1976–77 Mississauga

1977–78 Oshawa

1978–79 St. Michael’s

1979–80 Toronto Young Nats

1980–81 Don Mills

1981–82 Toronto Young Nats

1982–83 Toronto Red Wings

1983–84 Mississauga Reps

1984–85 Toronto Marlboros

1985–86 Sault Ste. Marie

1986–87 Toronto Red Wings

1987–88 Wexford

1988–89 Gloucester

1989–90 Toronto Red Wings

1990–91 Gloucester

1991–92 Mississauga Hawks

1992–93 Mississauga Senators

1993–94 Richmond Hill-Vaughan

1994–95 Thunder Bay

1995–96 Toronto Young Nats

1996–97 Thunder Bay

1997–98 Peterborough

1998–99 Thunder Bay

1999–00 Thunder Bay

2000–01 Peterborough

2001–02 Toronto Red Wings

2002–03 York Simcoe Express

2003–04 Toronto Marlboros

2004–05 Toronto Jr. Canadiens

2005–06 Mississauga IceDogs

2006–07 Toronto Jr. Canadiens

2007–08 Toronto Marlboros

2008–09 Toronto Marlboros

2009–10 Don Mills Flyers

2010–11 Mississauga Rebels

2011–12 Toronto Marlboros

2012–13 Toronto Marlboros

2013–14 Toronto Young Nationals

2014–15 Mississauga Rebels

2015-16 Mississauga Rebels

2016-17 Toronto Marlboros

2017-18 Don Mills Flyers

2018-19 Toronto Titans