Who has the longest active Stanley Cup Finals drought?

The longest currently active Stanley Cup drought belongs to the Toronto Maple Leafs, who have gone 56 seasons without winning the Stanley Cup Finals.

Who has the longest all time Stanley Cup Finals drought?

The longest all time Stanley Cup drought belongs to the Toronto Maple Leafs, who also have the longest active drought at 56 seasons.

Longest Stanley Cup Droughts

Team Years Start Year End Year
Toronto Maple Leafs 56 1968
New York Rangers 53 1941 1994
Buffalo Sabres 53 1971
Vancouver Canucks 53 1971
St. Louis Blues 51 1968 2019
Chicago Blackhawks 48 1962 2010
Philadelphia Flyers 48 1976
Arizona Coyotes 44 1980
Los Angeles Kings 44 1968 2012
Washington Capitals 43 1975 2018
Detroit Red Wings 41 1956 1997
New York Islanders 40 1984
Boston Bruins 38 1973 2011
Calgary Flames 34 1990
Edmonton Oilers 33 1991
San Jose Sharks 32 1992
Dallas Stars 31 1968 1999
Ottawa Senators 31 1993
Florida Panthers 30 1994
Montreal Canadiens 30 1994
New York Rangers 29 1995
Boston Bruins 28 1942 1970
Carolina Hurricanes 26 1980 2006
Nashville Predators 25 1999
Dallas Stars 24 2000

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