Hamilton and Toronto are tied with the most with 15 each
2009 Montreal Alouettes 2008 Calgary Stampeders
Toronto Argonauts-15 Grey Cups 1914, 1921, 1933, 1937, 1938, 1945, 1946, 1947, 1950, 1952, 1983, 1991, 1996, 1997, 2004.
Toronto Argonauts.....Suprised? click here
Calgary Stampeders, they beat Montreal 21-14