The Montreal Canadiens won their first Stanley Cup in 1916.
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The Montreal Canadiens
The Canadiens defeated the Calgary Flames in five games to capture the team's 23rd Stanley Cup.
The Montreal Canadiens who have won the Stanley Cup 24 times!
Montreal
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.