Unraveling MLB’s Longest Postseason Dry Spells: Which Teams Are Doomed to Wait Forever?
3. Milwaukee Brewers, 43 Seasons (1983-Present)
Longest Active World Series Win Drought
1. Cleveland Guardians, 77 Seasons (1949-Present)
Forgotten are the Guardians, who were also battling a decades-long championship drought during the 2016 World Series. Despite a 3-1 series lead, Cleveland could not win that fateful fourth game and lost the series in seven. They’ve come close before. In 1995, they lost in six games against the “Team of the 90s” Braves. In 1997, they lost in heartbreaking, walk-off fashion in Game 7 against the Florida Marlins. Their last World Series championship in 1948 came against the Braves – when they were still in Boston.
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