Who has the longest active World Series drought?

The longest currently active World Series drought belongs to the Cleveland Guardians, who have gone 75 seasons without winning the World Series.

Who has the longest all time World Series drought?

The longest all time World Series drought belongs to the Chicago Cubs, who went 107 seasons without winning the World Series between 1909 and 2016.

Longest World Series Droughts

Team Years Start Year End Year
Chicago Cubs 107 1909 2016
Chicago White Sox 87 1918 2005
Boston Red Sox 85 1919 2004
Philadelphia Phillies 77 1903 1980
Cleveland Guardians 75 1949
Baltimore Orioles 63 1903 1966
Minnesota Twins 62 1925 1987
Texas Rangers 62 1961 2023
Houston Astros 55 1962 2017
Milwaukee Brewers 55 1969
San Diego Padres 55 1969
San Francisco Giants 55 1955 2010
Brooklyn Dodgers 52 1903 1955
Washington Nationals 50 1969 2019
Seattle Mariners 47 1977
Pittsburgh Pirates 44 1980
Milwaukee Braves 42 1915 1957
Oakland Athletics 41 1931 1972
Anaheim Angels 41 1961 2002
Baltimore Orioles 40 1984
Detroit Tigers 39 1985
Atlanta Braves 37 1958 1995
New York Mets 37 1987
Cincinnati Reds 34 1941 1975
Pittsburgh Pirates 34 1926 1960

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