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Chicago
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    Chicago, Illinois

    Travelers' Choice® 2018 Winner
    (Ollie O, Mar 2015)
    The windy city is a cornucopia of modern art, fine dining, cutting edge comedy, and die-hard sports fans. Snap a photo of your reflection in the silver Cloud Gate sculpture at Millennium Park before heading to Grant Park to get hit with the refreshing spray of Buckingham Fountain. There are dozens of museums and theater companies in Chicago, so a cultural experience is never hard to find. You’re sure to laugh your head off at the Second City Theater, the professional launch pad of many famous comedians.
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    Travel guides for Chicago

    3 Days in Chicago
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    The Best of Chicago
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    Guide to Chicago for Families
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    What to do Your First Time to Chicago
    by JoeChgo
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    5 Days in Chicago
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      *Prices are based on 1-21 day travel. These are the best fares found by travelers who searched TripAdvisor and a select group of our fare search partners in the past 72 hours. Ticket prices and seat availability change rapidly and cannot be guaranteed.