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1906. However, they wet the bed in the World Series that year against their cross-town rivals, the White Sox, losing the 1906 series 4 games to 2 and thus making the White Sox the First Chicago team to win a World Series Championship. Interestingly enough, the White Sox are the last team to have won a World Series championship in Chicago (2005) as well. The White Sox put up one of the most dominating playoff performances in ALL of MLB history going 11-1 in 2005 after going wire to wire in first place during the regular season.

The Chicago Cubs are in the midst of a 102 year World Series Championship drought. The haven't made a World Series appearance since 1945. This is the longest championship drought in all of professional sports.

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