Cheap flights to Chicago

Travel > North America > United States > Chicago flights

Founded in the early 1800s, Chicago is positioned between civilization and wilderness and many aspects of modern life had their start here. Chicago really does have it all, with less infrastructural problems than its coastal rivals.... (read more in our Chicago Travel Guide)

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Cheapest flights found for the next 6 months

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$556$540$98check
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$127$324$646check
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$153$195$212check
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$177$174check
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$181$241$179check
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$179$565$478$475$601check
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$713$180check
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$183$503$499$576check
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$781$205$186check
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$229check
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$189$201check
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$192check
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$226$193check
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$195$217check
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$200$195check
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$286$206$226check
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$209$328check
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$213check
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$224$288check
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$282$278$213check
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$215check
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$269$294$216check
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$296$216check
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$222$219check
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$226check
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$228check
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$228$326$313check
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$228$358check
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$317$337$248check
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$260$260$252$291check
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$254check
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$264$276$259check
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$328$264check
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$270check
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$320$272$293check
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$300$293check
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Didn't have an exact departure location, just looking for the cheapest price? Browse our cheap flights state directory:

Check our newest flight offers to Chicago:

  • $195Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Los Angeles, CA (LAX)Chicago, IL (ORD)08/02/201605:22 pm
    Chicago, IL (ORD)Los Angeles, CA (LAX)08/09/201606:00 am
    flyfar.ca check price
  • $195Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Columbus, OH (CMH)Chicago, IL (MDW)09/25/201609:35 am
    Chicago, IL (MDW)Columbus, OH (CMH)10/04/201606:10 am
    flyfar.ca check price
  • $196Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    New York, NY (JFK)Chicago, IL (ORD)10/18/201606:22 am
    Chicago, IL (ORD)New York, NY (JFK)10/21/201608:38 am
    flighthub.com check price
  • $202Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Boston, MA (BOS)Chicago, IL (ORD)12/01/201607:00 am
    Chicago, IL (ORD)Boston, MA (BOS)12/05/201609:34 am
    cheapoair.com check price
  • $228Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Seattle, WA (SEA)Chicago, IL (ORD)08/03/201605:00 pm
    Chicago, IL (ORD)Seattle, WA (SEA)08/10/201610:40 pm
    flightnetwork.com check price
Chicago travel guides

Travel information that may interest you

Chicago History

The name George Pullman certainly rings a bell.  He was famous for starting a luxury car.  He is also remembered for a neighborhood in Illinois and regarded as an industrialist in the area.  He was born as a New Yorker in 1831.  After 28 years, in the year 1859, Pullman transferred to Chicago and started building his dream there.  He was able to build the utopian worker community which resulted in one of the greatest disputes in Chicago making the ideal and perfect situation end [...]

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Multiple AirlinesDenver To Cancun Multiple Airlines airfares from Denver in November
$1279 Depart: 11/23/2016
Return: 11/27/2016

provided by FlightHub

American AirlinesPhiladelphia To Wilmington American Airlines airfares from Philadelphia in October
$310 Depart: 10/11/2016
Return: 11/01/2016

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Emirates AirlinesOrlando To Milan Emirates Airlines airfares from Orlando in August
$1473 Depart: 08/02/2016
Return: 08/17/2016

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Air CanadaNew York City To Providenciales Air Canada airfares from New York City in November
$588 Depart: 11/19/2016
Return: 11/26/2016

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United AirlinesLas Vegas To Saint Petersburg United Airlines airfares from Las Vegas in April
$951 Depart: 04/20/2016
Return: 04/27/2016

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Multiple AirlinesSacramento To Hong Kong Multiple Airlines airfares from Sacramento in September
$6640 Depart: 09/21/2016
Return: 09/28/2016

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United AirlinesWashington DC To Jacksonville United Airlines airfares from Washington DC in September
$232 Depart: 09/02/2016
Return: 09/06/2016

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Frontier AirlinesMilwaukee To Dallas Frontier Airlines airfares from Milwaukee in August
$467 Depart: 08/05/2016
Return: 08/10/2016

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Multiple AirlinesSan Francisco To Buenos Aires Multiple Airlines airfares from San Francisco in January
$1482 Depart: 01/27/2017
Return: 03/12/2017

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Chicago Pictures
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