The Chicago White Sox have never played the same team in the playoffs twice.
Cubs, Giants, Reds, Dodgers, Orioles, Blue Jays, Mariners, Red Sox, Angels, Astros, Rays, if you were interested.
The 2005 ALDS against the Red Sox was the first playoff series the White Sox had won since 1917.
They lost in the World Series, ALCS or ALDS every playoff appearance in between, whichever was the first round.
2008 was the first time both Chicago teams had made the playoffs since 1906.
The White Sox have never had consecutive postseason appearances, and have only won consecutive playoff series twice in their history.
The White Sox have never played a winner-take-all playoff game.

Game 163 in 2008 is the closest they come.
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