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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
    by Diana R
    Shopping Fanatic
    Nightlife Seeker
    Nature Lover
    Budget Chicago
    by GitchSup
    History Buff
    Art and Architecture Lover
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    The Best of Chicago
    by lisa s
    Shopping Fanatic
    Art and Architecture Lover
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    Foodie
    Peace and Quiet Seeker
    Luxury Traveler
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    Guide to Chicago for Families
    by Diana R
    Family
    History Buff
    Nature Lover
    1st generation Chicagoan
    by ZafferB
    Art and Architecture Lover
    Foodie
    Best Views in the Windy
    by boltsnnuts
    History Buff
    Art and Architecture Lover
    Like a Local
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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.