Toronto cuz there cooler
The Montreal Canadiens won the Stanley Cup five times in a row in the 1960s. Runners up, like the Islanders, have won the Stanley cup four times in a row. Nowadays, it is almost impossible to win more than one in a row because of the salary cap.The Montreal Canadiens won five consecutive Stanley Cups between the 1955-56 and 1959-60 seasons.
As of the 2009-10 season, the Montreal Canadiens have won the Cup 24 times. Second is Toronto with 13 Cups and third is Detroit with 10.
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Red Kelly won four times with Detroit and four more with Toronto.
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The Toronto Maple Leafs have lost in the Stanley Cup Finals 8 times. Both the Montreal Canadiens and the Philadelphia Flyers have lost 6 times.
The Montreal Canadiens won the Stanley Cup 5 times in the 1950s, in 53, 56, 57, 58, and 59,
The montreal Canadiens
Montreal 361 Toronto 356
Montreal has won the Stanley Cup 26 times.The Montreal Maroons have won it 2 times.The Montreal Canadiens have won it 24 times.
The Montreal Canadiens with 24 (23 during the NHL era, and 1 win predates the NHL) are the winningest team in the NHL. The second most have been won by the Toronto Maple Leafs with 13, although they have not won since 1967.....
They have won it zero times.