The Montreal Canadiens won the most championships in the NHL.
Montreal Canadiens
The Montreal Canadians
This year, both the Pittsburgh Steelers (NFL) and the Pittsburgh Penguins (NHL) won their championships. It was the first time both an NFL and an NHL team won from the same city.
Detroit Red Wings
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.
Stanley Cup
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.....
The Montreal Canadiens have played the most overtimes in the NHL playoffs.
montreal
Washington capitals
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 have won the most games in the playoffs in NHL history.