1986: The Montreal Canadiens defeated the Calgary Flames 4 games to 1.
The last time was 1989: The Calgary Flames defeated the Montreal Canadiens 4 games to 2.
The last Canadian team to win the Stanley Cup was the Montreal Canadians, during the 1992,93 season.
the last game is called the "final" this is for the Stanley Cup
Ottawa Senators in 2007.
Montreal canadiens 1992-93
The last time the Montreal Canadiens reached the Eastern Conference Final was in 2021. They advanced to this stage after defeating the Winnipeg Jets in the second round of the playoffs. Ultimately, the Canadiens went on to compete in the Stanley Cup Final that year but lost to the Tampa Bay Lightning.
55. Most of them were during the early Challenge Cup years, when the Cup was to be awarded to "the best amateur hockey team in Canada", as Lord Stanley originally intended. The last two Canadian teams to play for the Cup were the Calgary Flames and Montreal Canadiens in 1989. Calgary won in 6 games.
The Bruins last won the Stanley Cup in 1972.
1993 when they beat the L.A. Kings in 5 games
The last team representing a Canadian city to win the Stanley Cup was the Montreal Canadiens in the 1992-93 season.The last Canadian hockey team to win the cup was the 1992-1993 Montreal Canadians. Guy Carbonneau was the captain.
The most recent Canadian team to win the Stanley Cup was the 1993 Montreal Canadiens. Five Stanley Cup Finals since then have had a Canadian team lose to an American team: 1994 New York Rangers defeated Vancouver Canucks, 2004 Tampa Bay Lightning defeated Calgary Flames, 2006 Carolina Hurricanes defeated Edmonton Oilers, 2007 Anaheim Ducks defeated Ottawa Senators, and 2011 Boston Bruins defeated Canucks. The last Finals to be played between two Canadian teams was in 1989, when the Calgary Flames defeated the Canadiens.
5 out of the 7 canadian teams have one the cup.The Edmonton Oilers, Montreal Canadiens, Toronto Maple Leafs, Calgary Flames, and the Ottawa Senators have all one the cup at least once. The Winnipeg Jets and The Vancouver Canucks have not one a cup but the Canucks have made it to the finals 3 times.Edit: sorry about that I was misinformed the original Ottawa Senators won 11 cups.
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