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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 travellers.*
Chicago, IL (CHI) New York City, NY (NYC)
Thu, 31/10 - Mon, 04/11
United Airlines - Roundtrip, Economy
US$217
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Chicago, IL (CHI) San Francisco, CA (SFO)
Thu, 01/08 - Fri, 02/08
Alaska Airlines - Roundtrip, Economy
US$306
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Chicago, IL (CHI) Toronto, CA (YTO)
Fri, 12/07 - Sun, 14/07
Multiple Airlines - Roundtrip, Economy
US$330
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Chicago, IL (CHI) Las Vegas, NV (LAS)
Thu, 17/10 - Wed, 23/10
Alaska Airlines - Roundtrip, Economy
US$373
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Chicago, IL (CHI) Los Angeles, CA (LAX)
Sun, 04/08 - Wed, 14/08
United Airlines - Roundtrip, Economy
US$379
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Chicago, IL (CHI) London, GB (LON)
Sun, 13/10 - Wed, 23/10
Air Canada - Roundtrip, Economy
US$403
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Chicago, IL (CHI) Minneapolis, MN (MSP)
Thu, 15/08 - Thu, 29/08
Air Choice One - Roundtrip, Economy
US$433
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Chicago, IL (CHI) Dublin, IE (DUB)
Thu, 05/09 - Thu, 19/09
Air Canada - Roundtrip, Economy
US$631
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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 travellers 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.