Cheap flights to Chicago

Travel > North America > United States > Chicago flights

Chicago is home to internationally recognized names in the entertainment scene: the Chicago Symphony, Lyric Opera, and Steppenwolf Theatre, Gutsy Steppenwolf Theater regularly showcase the talents of remarkable local actors. The Grammy-laden Chicago Symphony Orchestra is appreciated both at home and abroad and the Lyric Opera's lavish productions boast world-class singers and conductors. And let’s not forget film criticism, TV talk (who doesn't know Oprah!) and Second City... (read more in our Chicago Travel Guide)

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Cheapest flights found for the next 6 months

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$136$107check
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$216check
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$143$110check
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$117$146check
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$123$138check
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$146check
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$146$165check
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$150$227$158check
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$171$185check
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$183$220$174check
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$177check
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$179$210check
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$180check
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$184$186check
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$184check
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$191check
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$210$204$210$192$217check
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$368$193$206check
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$195check
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$195check
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$196check
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$196check
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$417$239$204check
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$352$207$207check
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$233$208check
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$208check
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$617check
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$234$211check
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$256$214check
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$217check
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$283check
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$267$217check
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$218$413check
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$222$360check
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$222$268check
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$222$242check
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$222$268check
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$228check
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$231check
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$255$233check
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$235check
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$237$254check
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$239check
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$249$248check
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$249$274check
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$353$380check
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$252check
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$253check
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$366$415$254check
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$438$415$254check
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$365check
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$254$350check
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$257$305check
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$258check
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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:

  • $146Major Carrier flight Major Carrier 
    FromToDepartureTime
    Cincinnati, OH (CVG)Chicago, IL (MDW)01/04/201903:45 pm
    Chicago, IL (MDW)Cincinnati, OH (CVG)01/17/201905:50 am
    flyfar.ca check price
  • $154Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    San Diego, CA (SAN)Chicago, IL (ORD)12/10/201801:50 pm
    Chicago, IL (ORD)San Diego, CA (SAN)12/18/201811:22 am
    flyfar.ca check price
  • $180United Airlines flight United Airlines 
    FromToDepartureTime
    Dayton, OH (DAY)Chicago, IL (ORD)01/04/201903:55 pm
    Chicago, IL (ORD)Dayton, OH (DAY)01/16/201909:33 pm
    flightnetwork.com check price
  • $191Porter Airlines flight Porter Airlines 
    FromToDepartureTime
    Toronto, ON (YTZ)Chicago, IL (MDW)01/16/201901:25 pm
    Chicago, IL (MDW)Toronto, ON (YTZ)01/26/201908:00 am
    cheapoair.com check price
  • $208Major Carrier flight Major Carrier 
    FromToDepartureTime
    Manchester, NH (MHT)Chicago, IL (MDW)12/24/201805:45 am
    Chicago, IL (MDW)Manchester, NH (MHT)01/07/201904:55 pm
    flyfar.ca check price
Chicago travel guides

Travel information that may interest you

Chicago History

The site where Chicago stands had long been considered as an important portage point on the water route linking the Great Lakes with the Mississippi river.  Aside from this important fact, there are a lot of interesting things you need to know about the events that made the city even more popular to a lot of individuals - locals and tourists as well.  Its history is as rich as other cities’ history in the United States.  Important people and occasions are notable for its existence [...]

cheap domestic and international flights

Recently found cheap flight deals

Multiple AirlinesDallas To Managua Multiple Airlines airfares from Dallas in December
$1622 Depart: 12/27/2018
Return: 01/02/2019

provided by FlyFar

United AirlinesPhiladelphia To Jacksonville United Airlines airfares from Philadelphia in October
$377 Depart: 10/10/2018
Return: 10/20/2018

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LufthansaLouisville To Paris Lufthansa airfares from Louisville in February
$1236 Depart: 02/28/2018
Return: 03/12/2018

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Multiple AirlinesOrlando To Barcelona Multiple Airlines airfares from Orlando in December
$1334 Depart: 12/19/2018
Return: 01/02/2019

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Multiple AirlinesSan Diego To San Juan Multiple Airlines airfares from San Diego in November
$4192 Depart: 11/27/2018
Return: 12/12/2018

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Multiple AirlinesHouston To Rome Multiple Airlines airfares from Houston in October
$1500 Depart: 10/17/2018
Return: 10/30/2018

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Multiple AirlinesMontreal To Brussels Multiple Airlines airfares from Montreal in November
$1946 Depart: 11/12/2018
Return: 11/19/2018

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Multiple AirlinesNewark To Taipei Multiple Airlines airfares from Newark in April
$2910 Depart: 04/10/2019
Return: 04/16/2019

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United AirlinesSeattle To Guadalajara United Airlines airfares from Seattle in March
$431 Depart: 03/18/2019
Return: 04/02/2019

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Chicago Pictures
  • Bean - Chicagoview
  • City Reflections - Chicagoview
  • cool site - Chicagoview
  • Chicago Limousine Bus - Chicagoview
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