Stanley Cup – 1967
The 1967 Stanley Cup Final was a best-of-seven series played between the Montreal Canadiens and the Toronto Maple Leafs. The Maple Leafs would win the series four games to two to win their thirteenth Stanley Cup. As of 2015, this is Toronto’s most recent Stanley Cup championship, most recent appearance in the championship final, and with the Chicago Blackhawks ending a 49-year Cup drought with their victory in the 2010 Stanley Cup Finals, is tied for the longest active championship drought in the NHL with the St. Louis Blues who have never won since joining the NHL in 1967. The 1967 Stanley Cup Final was also the last Stanley Cup Final in the Original Six Era.

Stanley Cup – 1964
The 1964 Stanley Cup Final was contested by the defending champion Toronto Maple Leafs and the Detroit Red Wings for the second straight year. The Maple Leafs would win the best-of-seven series four games to three to win the Stanley Cup, their third-straight championship. There would not be another Game 7 at Maple Leaf Gardens for almost three decades.