Unraveling MLB’s Longest Postseason Dry Spells: Which Teams Are Doomed to Wait Forever?
T-2. Milwaukee Brewers, 57 Seasons (1969-Present)
T-2. San Diego Padres, 57 Seasons (1969-Present)
Longest Playoff Droughts – All Time
1. St. Louis Browns, 41 Seasons (1903-43)
In the World Series era, no team missed the postseason more times in a row than the St. Louis Browns, who we now know as the Baltimore Orioles. In this stretch, the Browns only finished second in the American League once, in 1922, when they fell one game short of reaching the World Series. In 1944, the Browns lost to their crosstown-rival Cardinals in the World Series and did not return to the playoffs before moving to Baltimore before the 1954 season.


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