The Montreal Canadians
The Montreal Canadiens with 24 Stanley cups, followed by Toronto with 13 and Detroit with 11.
The team that has won the most Stanley cups is the Montreal Canadiens. They have won 24 championships in their history.
The team with the second most Stanley Cups is the Detroit Red Wings, with 11,although they haven't won a championship since 2008 Detroit Red Wings - Second - 11 cup championships. Toronto Maple Leafs - Third - 11 cup championships.
Yes. There is no rule not allowing a team to win back-to-back championships. If a team has the skill to pull of consecutive Stanley Cup wins.
Stanley Cup
Detroit Red Wings
The Montreal Canadiens, with 24 Stanley cup victories.
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Most recently, in the 2013 Stanley Cup Playoffs, the Chicago Blackhawks won the Stanley Cup, beating the Boston Bruins in 6 games.
The Montreal Canadiens have had the most Stanley Cup titles. They have had 24 victories. Always Ready to Help and Hope it Helps! Maze
The Detroit Red Wings won the Stanley Cup eleven times. That is the most for a United States based NHL team.