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Find the best flight from Chicago

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Great deals from Chicago

We’ve searched 100s of deals recently found by travelers.*
Chicago, IL (CHI) Saint Louis, MO (STL)
Wed, 22/04 - Sun, 26/04
Cape Air - Roundtrip, Economy
US$205
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Chicago, IL (CHI) Los Angeles, CA (LAX)
Mon, 20/04 - Thu, 23/04
Alaska Airlines - Roundtrip, Economy
US$210
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Chicago, IL (CHI) Toronto, CA (YTO)
Mon, 20/04 - Thu, 23/04
Air Canada - Roundtrip, Economy
US$244
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Chicago, IL (CHI) New York City, NY (NYC)
Thu, 23/04 - Tue, 28/04
United Airlines - Roundtrip, Economy
US$246
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Chicago, IL (CHI) Atlanta, GA (ATL)
Tue, 14/07 - Sun, 02/08
United Airlines - Roundtrip, Economy
US$300
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Chicago, IL (CHI) Seattle, WA (SEA)
Sat, 16/05 - Thu, 21/05
Alaska Airlines - Roundtrip, Economy
US$318
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Chicago, IL (CHI) Syracuse, NY (SYR)
Thu, 11/06 - Sat, 13/06
JetBlue - Roundtrip, Economy
US$331
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Chicago, IL (CHI) Mexico City, MX (MEX)
Tue, 28/04 - Fri, 01/05
Interjet - Roundtrip, Economy
US$362
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*Prices are based on round trip travel with returns between 1-21 days after departure. 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.