Which MLB team has gone the longest without a postseason series win?

The longest currently active MLB postseason series win drought belongs to the Cincinnati Reds, who have gone 25 years without winning a postseason series.

Who has the longest all time MLB postseason series win drought?

The longest all time MLB postseason series win drought belongs to the Chicago Cubs, who went 94 years without winning a postseason series between 1909 and 2003.

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