When was the last time the Canadiens won the Stanley Cup? List of Montreal's playoff history, championships

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The Montreal Canadiens are the class of the NHL in many ways, but it's been a while since they last one a Stanley Cup.

No team in the NHL has more Stanley Cups than the Canadiens, who have been around since the NHL was first created. Over the next century, Montreal would go on to be the team to beat in most years, producing championships at a rate that rivals teams in other sports like the New York Yankees and Boston Celtics.

However, that rate has slowed down in recent years as the NHL expanded and parity in the league increased. It's harder than ever before to win a Stanley Cup, and it's even more difficult to win multiple in a row like the Canadiens have done many times in their history.

With that in mind, here's a look back at the last time the Canadiens won a Stanley Cup Final.

MORE: Every Stanley Cup winner in NHL history

When was the last time the Canadiens won the Stanley Cup?

Not only were the 1992-93 Montreal Canadiens the last Stanley Cup winner in Canadiens history, the team was also the last winner of any Canadian team.

That Canadiens team was led by goalie Patrick Roy, who won his second of four career Stanley Cups. Roy had been on the Canadiens 1986 championship team, including as a playoff starter, and was in the prime of his career when Montreal won again in 1993.

Other key players on this team included Vincent Damphousse, Brian Bellows, Guy Carbonneau and Kirk Muller, and they were all coached by Jacques Demers. Thanks to Roy, though, this team was built more for goal prevention than goal production.

Montreal had a solid regular season, finishing third in the Adams Division with 102 points. However, during the playoffs, the Canadiens cruised through, with their toughest challenge being a six-game series in the first round against the Washington Capitals.

After dispatching Washington, though, the Canadiens swept the Buffalo Sabres, and beat both the New York Islanders and Los Angeles Kings in five games.

Bodog Rewind™️

1993: The Montreal Canadiens beat LA Kings, 4-1 for a series win and the Habs 24th Stanley Cup win! 🏆

A 🇨🇦 team hasn’t won a Cup since. 😞

pic.twitter.com/l0Lj5L3Cx8

— Ozoon (@Ozoon_CA) June 9, 2023

Therefore, Montreal is currently in its longest Stanley Cup drought since it joined the NHL in 1917.

MORE: Why is the NHL championship trophy called the Stanley Cup?

How many Stanley Cups have the Canadiens won?

The Canadiens have 24 Stanley Cups in its existence, which dates back all the way to the 1910s. Montreal was one of the original six teams and dominated the hockey league in its earliest form in the early 1900s.

In fact, the Canadiens have 11 more Stanley Cups than the Toronto Maple Leafs, whose 13 championships are second in NHL history. That included a stretch of five-straight titles from 1955-1960 and stretch of four-straight from 1975-79. 

Between 1943 and 1979, the Canadiens won 18 of their Stanley Cup Finals, which in of itself would be more than any other team in the league. However, the Canadiens haven't won a Stanley Cup in over three decades, and they've only made it back to the Stanley Cup Finals one time in the span.

MORE: Complete list of every winner of the Stanley Cup playoffs MVP

Canadiens playoff history

The Canadiens first season was in 1917-18 as an original six team, and they lost in the title series that year. Montreal took advantage of the small league and dominated for much of the next 65 years, winning all but two of their titles between 1918 and 1979.

Here's a look at Montreal's full playoff history.

YearPlayoff result
2025-26TBD
2024-25Lost, First Round
2023-24Did not qualify
2022-23Did not qualify
2021-22Did not qualify
2020-21Lost, Stanley Cup Final
2019-20Lost, First Round
2018-19Did not qualify
2017-18Did not qualify
2016-17Lost, First Round
2015-16Did not qualify
2014-15Lost, Second Round
2013-14Lost, Conference Finals
2012-13Lost, Conference Quarterfinals
2011-12Did not qualify
2010-11Lost, Conference Quarterfinals
2009-10Lost, Conference Finals
2008-09Lost, Conference Quarterfinals
2007-08Lost, Conference Semifinals
2006-07Did not qualify
2005-06Lost, Conference Quarterfinals
2003-04Lost, Conference Semifinals
2002-03Did not qualify
2001-02Lost, Conference Semifinals
2000-01Did not qualify
1999-00Did not qualify
1998-99Did not qualify
1997-98Lost, Conference Semifinals
1996-97Lost, Conference Quarterfinals
1995-96Lost, Conference Quarterfinals
1994-95Did not qualify
1993-94Lost, Conference Quarterfinals
1992-93Won Stanley Cup Final
1991-92Lost, Division Finals
1990-91Lost, Division Finals
1989-90Lost, Division Finals
1988-89Lost, Stanley Cup Final
1987-88Lost, Division Finals
1986-87Lost, Conference Finals
1985-86Won Stanley Cup Final
1984-85Lost, Division Finals
1983-84Lost, Conference Finals
1982-83Lost, Division Semifinals
1981-82Lost, Division Semifinals
1980-81Lost, NHL Preliminary Round
1979-80Lost, NHL Quarterfinals
1978-79Won Stanley Cup Final
1977-78Won Stanley Cup Final
1976-77Won Stanley Cup Final
1975-76Won Stanley Cup Final
1974-75Lost, NHL Semifinals
1973-74Lost, NHL Quarterfinals
1972-73Won Stanley Cup Final
1971-72Lost, NHL Quarterfinals
1970-71Won Stanley Cup Final
1969-70Did not qualify
1968-69Won Stanley Cup Final
1967-68Won Stanley Cup Final
1966-67Lost, Stanley Cup Final
1965-66Won Stanley Cup Final
1964-65Won Stanley Cup Final
1963-64Lost, NHL Semifinals
1962-63Lost, NHL Semifinals
1961-62Lost, NHL Semifinals
1960-61Lost, NHL Semifinals
1959-60Won Stanley Cup Final
1958-59Won Stanley Cup Final
1957-58Won Stanley Cup Final
1956-57Won Stanley Cup Final
1955-56Won Stanley Cup Final
1954-55Lost, Stanley Cup Final
1953-54Lost, Stanley Cup Final
1952-52Won Stanley Cup Final
1951-52Lost, Stanley Cup Final
1950-51Lost, Stanley Cup Final
1949-50Lost, NHL Semifinals
1948-49Lost, NHL Semifinals
1947-48Did not qualify
1946-47Lost, Stanley Cup Final
1945-46Won Stanley Cup Final
1944-45Lost, NHL Semifinals
1943-44Won Stanley Cup Final
1942-42Lost, NHL Semifinals
1941-42Lost, NHL Quarterfinals
1940-41Lost, NHL Quarterfinals
1939-40Did not qualify
1938-39Lost, NHL Quarterfinals
1937-38Lost, NHL Quarterfinals
1936-37Lost, NHL Semifinals
1935-36Did not qualify
1934-35Lost, NHL Quarterfinals
1933-34Lost, NHL Quarterfinals
1932-33Lost, NHL Quarterfinals
1931-32Lost, NHL Semifinals
1930-31Won Stanley Cup Final
1929-30Won Stanley Cup Final
1928-29Lost, NHL Semifinals
1927-28Lost, NHL Semifinals
1926-27Lost, NHL Semifinals
1925-26Did not qualify
1924-25Won NHL Final
1923-24Won NHL Final
1922-23Lost, NHL Final
1921-22Did not qualify
1920-21Did not qualify
1919-20Did not qualify
1918-19Won NHL Final
1917-18Lost, NHL Final
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