Cheap flights to Chicago

Travel > North America > United States > Chicago flights

If you want to visit a vibrant, energetic city that's rich in heritage, culture, entertainment, and commerce, Chicago runs right up there with the big dogs. You could start by visiting downtown which is the center for government, finance, and commerce of Chicago and is encircled by The Loop, named for the elevated train tracks that loop around the central area. Tall skyscrapers such as the world's second-tallest building, the Sears Tower, and the Chicago Board of Trade are landmarks... (read more in our Chicago Travel Guide)

Cheapest flights found for the next 6 months

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$138$127$133$256check
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$253$162check
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$173$173check
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$178$295$250check
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$238$182check
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$182check
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$232$241$188$273check
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$188$278check
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$275$197check
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$197$218check
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$198check
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$211$198check
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$199$257$242$270$219$219check
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$199$257$242$270$219$219check
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$207check
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$215check
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$268$208check
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$228$208$208$260check
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$228$208$208$260check
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$216$250$240$351check
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$220$279$218check
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$239check
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$220$222$239$223check
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$221$257check
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$236check
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$307$221$260$265$289check
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$221$253check
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$224check
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$228$253check
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$232$277check
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$234$276check
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$234$276check
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$236check
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$254$237check
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$256$263$274$250check
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$253check
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$357check
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$260$268$268check
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$260$274$270$297check
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$263$310$304$280check
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$266$321$387$421check
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$271$266check
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$268$447check
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$275$275$295check
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$303check
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$289$286check
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$331check
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$286$593$471$403check
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$288$286check
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$323$288$398check
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$288$303$288$300$300check
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$289$401check
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$294$308$308check
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$296$325$323check
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Check our newest flight offers to Chicago:

  • $225Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Trenton, NJ (TTN)Chicago, IL (MDW)06/15/201405:15 pm
    Chicago, IL (MDW)Trenton, NJ (TTN)07/19/201407:49 pm
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  • $253American Airlines flight American Airlines 
    FromToDepartureTime
    New York, NY (JFK)Chicago, IL (ORD)06/15/201407:50 am
    Chicago, IL (ORD)New York, NY (JFK)07/19/201407:35 pm
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  • $257Delta Airlines flight Delta Airlines 
    FromToDepartureTime
    Spartanburg, SC (GSP)Chicago, IL (MDW)05/09/201406:00 am
    Chicago, IL (MDW)Spartanburg, SC (GSP)05/14/201406:00 am
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  • $258United Airlines flight United Airlines 
    FromToDepartureTime
    Durham, NC (RDU)Chicago, IL (ORD)07/11/201405:40 pm
    Chicago, IL (ORD)Durham, NC (RDU)07/13/201406:41 am
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  • $291American Airlines flight American Airlines 
    FromToDepartureTime
    Charlotte, NC (CLT)Chicago, IL (ORD)05/09/201408:00 pm
    Chicago, IL (ORD)Charlotte, NC (CLT)05/14/201409:35 am
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Chicago travel guides

Travel information that may interest you

Chicago Nightlife

A lot of foodies could select from dining alternatives in Chicago.  Whether you are craving for a taste of American dishes and other regional specialties, the city is your place to be.  Some of the famous Chicago restaurants are: [...]

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