The Montreal Canadiens have won 24 Stanley Cups, 11 more than any other team. That offers a snapshot of how successful the franchise has been since the inaugural NHL season in 1917.
However, the Canadiens are enduring their longest patch without winning a championship. So, when was the last time Montreal won the Cup?
Last Time the Canadiens Won the Stanley Cup
Despite rarely being among the preseason Stanley Cup odds front-runners at the BetMGM sportsbook, the Canadiens have a knack for making the unlikely happen.
The most relevant example is currently happening, with the Canadiens in the Eastern Conference final, defying the preseason odds.
The Canadiens last won the Stanley Cup in 1993. It wasn’t just Montreal’s last championship, but also the last time a Canadian team hoisted the Stanley Cup.
It took Montreal only five games to dispatch the Los Angeles Kings in the Stanley Cup Final, which was Wayne Gretzky’s only final appearance with the Kings.
The Canadiens won their 23rd Stanley Cup seven years before, beating the Calgary Flames in the 1986 final. Patrick Roy joined an exclusive club of rookie goaltenders who won the Conn Smythe Trophy.
He did one better, becoming the youngest Conn Smythe winner in NHL history.
Canadiens Stanley Cups
| Championship Year | Stanley Cup Final Opponent |
| 1916 | Portland Rosebuds |
| 1924 | Ottawa Senators |
| 1930 | Boston Bruins |
| 1931 | Chicago Black Hawks |
| 1944 | Chicago Black Hawks |
| 1946 | Boston Bruins |
| 1953 | Boston Bruins |
| 1956 | Detroit Red Wings |
| 1957 | Boston Bruins |
| 1958 | Boston Bruins |
| 1959 | Toronto Maple Leafs |
| 1960 | Toronto Maple Leafs |
| 1965 | Chicago Black Hawks |
| 1966 | Detroit Red Wings |
| 1968 | St. Louis Blues |
| 1969 | St. Louis Blues |
| 1971 | Chicago Black Hawks |
| 1973 | Chicago Black Hawks |
| 1976 | Philadelphia Flyers |
| 1977 | Boston Bruins |
| 1978 | Boston Bruins |
| 1979 | New York Rangers |
| 1986 | Calgary Flames |
| 1993 | Los Angeles Kings |
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