2023-24 Vaughan Kings
2022-23 Markham Majors
2021-22 Huron Perth Lakers
2020-21 Cancelled
2019-20 Cancelled
2018-19 Mississauga Senators
2017-18 Sun County Panthers
2016–17 Toronto Jr. Canadiens
2015-16 Don Mills Flyers
2014–15 Toronto Marlboros
2013–14 London Jr. Knights
2012–13 Mississauga Rebels
2011–12 Quinte Red Devils
2010–11 Hamilton Jr. Bulldogs
2009–10 Toronto Marlboros
2008–09 York Simcoe Express
2007–08 Toronto Red Wings
2006–07 York Simcoe Express
2005–06 Toronto Marlboros
2004–05 Toronto Jr. Canadiens
2003–04 Niagara Falls Thunder
2002–03 Vaughan Kings
2001–02 Toronto Jr. Canadiens
2000–01 Toronto Jr. Canadiens
1999–00 Toronto Marlboros
1998–99 North York Canadiens
1997–98 Toronto Marlboros
1996–97 Richmond Hill
1995–96 Toronto Red Wings
1994–95 Wexford
1993–94 Toronto Red Wings
1992–93 Toronto Red Wings
1991–92 Wexford
1990–91 Toronto Marlboros
1989–90 Mississauga Hawks
1988–89 Toronto Red Wings
1987–88 Mississauga Reps
1986–87 Gloucester
1985–86 Wexford
1984–85 Toronto Young Nats
1983–84 Mississauga Reps
1982–83 Toronto Marlboros
1981–82 Mississauga Reps
1980–81 Toronto Red Wings
1979–80 Thunder Bay
1978–79 Toronto Shopsy’s
1977–78 Nepean
1976–77 Wexford
1975–76 – No Series –
1974–75 Toronto Shopsy’s
1973–74 Toronto Young Nats
1972–73 Don Valley
1971–72 Toronto Shopsy’s
1970–71 Toronto Shopsy’s
1969–70 Sudbury
1968–69 Toronto Shopsy’s
1967–68 Toronto Young Nats