The Montreal Canadiens - 24 Stanley Cup victories.
The Montreal Canadiens with 24 Stanley cups, followed by Toronto with 13 and Detroit with 11.
The Montreal Canadians
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.
The Montreal Canadiens, with 24 Stanley cup victories.
Detroit Red Wings
The Montrael Canadiens. On a percentage basis, as of 2008, the franchise has won 26% of all Stanley Cup championships, the most in NHL history.