That has occurred 135 times since the 1926-27 season (when the NHL took sole proprietorship of the Stanley Cup) up through the 2009-10 season.
35 x Toronto Maple Leafs
26 x Montreal Canadiens
17 x Calgary Flames
15 x Vancouver Canucks
12 x Edmonton Oilers
10 x Winnipeg Jets (1)
7 x Ottawa Senators (2)
6 x Quebec Nordiques
6 x Montreal Maroons
1 x Ottawa Senators (1)
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