96/97 Peterborough (OMHA)

97/98 Sun County (OMHA)

98/99 Peterborough (OMHA)

99/00 North York (GTHL)

00/01 London (ALLIANCE)

01/02 Markham Waxers (OMHA)

02/03 Toronto Jr. Canadiens (GTHL)

03/04 Toronto Marlboros (GTHL)

04/05 Ajax-Pickering Raiders (OMHA)

05/06 Toronto Red Wings (GTHL)

06/07 Toronto Marlboros (GTHL)

07/08 Elgin-Middlesex Chiefs (ALLIANCE)

08/09 Elgin Middlesex Chiefs (ALLIANCE)

09/10 Vaughan Kings (GTHL)

10/11 Clarington Toros (OMHA)

11/12 Mississauga Reps (GTHL)

12/13 Toronto Jr. Canadiens (GTHL)

13/14 Toronto Marlboros (GTHL)

14/15 Toronto Marlboros (GTHL)

15/16 Toronto Young Nationals (GTHL)

16/17 Mississauga Senators (GTHL)

17/18 Toronto Jr. Canadiens (GTHL)

18/19 Vaughan Kings (GTHL)