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)

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Cheapest flights found for the next 6 months

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$195$306$255check
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$213$492check
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$359$224check
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$234$556check
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$237$237check
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$244$344$317$303$298check
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$268$246check
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$435check
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$251check
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$256$276check
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$418$259check
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$268$274$374$545check
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$273check
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$351$383$276$276check
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$285$376check
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$294$319check
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$311check
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$437$322check
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$369$599check
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$630$377check
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$382$621check
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$415$574check
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$986$1016$424check
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$603$433check
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$439check
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$441check
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$668$543check
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$668$543check
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$588$638check
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$588$638check
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$713$753$658check
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$678$835check
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$1172$704check
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$728$812check
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$903$762check
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$858$803check
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$1296$853check
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$958check
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$1164$1674check
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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:

  • $155Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Fort Myers, FL (RSW)Chicago, IL (ORD)08/17/202211:03 am
    Chicago, IL (ORD)Fort Myers, FL (RSW)08/31/202206:17 am
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  • $201Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Atlanta, GA (ATL)Chicago, IL (MDW)06/09/202206:25 am
    Chicago, IL (MDW)Atlanta, GA (ATL)06/11/202205:24 pm
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  • $216Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Trenton, NJ (TTN)Chicago, IL (MDW)06/18/202204:33 pm
    Chicago, IL (MDW)Trenton, NJ (TTN)07/01/202212:39 pm
    cheapoair.com check price
  • $223Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Fort Worth/Dallas, TX (DFW)Chicago, IL (ORD)07/05/202209:50 pm
    Chicago, IL (ORD)Fort Worth/Dallas, TX (DFW)07/12/202211:10 am
    cheapoair.com check price
  • $237Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    New Orleans, LA (MSY)Chicago, IL (ORD)07/11/202207:45 am
    Chicago, IL (ORD)New Orleans, LA (MSY)07/23/202211:10 am
    cheapoair.com check price
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: [...]

cheap domestic and international flights

Recently found cheap flight deals

Multiple AirlinesToronto To Portland Multiple Airlines airfares from Toronto in June
$886 Depart: 06/08/2022
Return: 06/23/2022

provided by Cheapoair.com

Multiple AirlinesChicago To Chisinau Multiple Airlines airfares from Chicago in February
$3432 Depart: 02/23/2021
Return: 03/02/2021

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Major CarrierBirmingham To Orlando Major Carrier airfares from Birmingham in January
$225 Depart: 01/20/2020
Return: 01/31/2020

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$914 Depart: 06/20/2022
Return: 07/05/2022

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Multiple AirlinesToronto To Asuncion Multiple Airlines airfares from Toronto in May
$1455 Depart: 05/28/2019
Return: 06/05/2019

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$537 Depart: 06/14/2022
Return: 07/05/2022

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Multiple AirlinesAtlanta To Austin Multiple Airlines airfares from Atlanta in June
$424 Depart: 06/07/2022
Return: 06/21/2022

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$702 Depart: 07/02/2022
Return: 07/14/2022

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$1640 Depart: 01/04/2022
Return: 01/19/2022

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