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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$106$77$116check
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$232$82check
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$232$82check
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$484$581$92check
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$93$112check
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$377$95$97$116check
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$146$98check
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$407check
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$121$289$335$589check
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$122$216$122check
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$176$123check
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$202$207check
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$134check
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$153$277check
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$493check
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$155check
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$156$185$508check
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$165$162$163check
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$177$174$186check
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$176$469check
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$798check
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$180check
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$182check
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$213$367check
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$182check
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$213$367check
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$226$266$183check
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$186check
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$362$186$562check
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$189$201check
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$226$193check
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$323check
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$246$195check
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$196$196check
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$259check
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$222$216$204check
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$206$206$226check
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$387check
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$215check
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$216$265$343check
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$230$216check
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$320check
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$299$253$224$288check
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$266$278$225$266$316check
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$228check
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$230check
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$230$230check
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$235check
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$245$250$249check
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$337$248check
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$259$252$291check
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$253check
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$257check
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$264$276$259check
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$259check
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$259$353check
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$309$261$344check
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$309$261$344check
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$328$264check
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$655$283check
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$264$354check
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$277check
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$277check
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$319$433check
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$378$374$416$320check
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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:

  • $82Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    New York, NY (LGA)Chicago, IL (ORD)10/22/201609:59 pm
    Chicago, IL (ORD)New York, NY (LGA)11/05/201605:53 pm
    flyfar.ca check price
  • $163American Airlines flight American Airlines 
    FromToDepartureTime
    Newark, NJ (EWR)Chicago, IL (ORD)10/22/201606:59 pm
    Chicago, IL (ORD)Newark, NJ (EWR)11/05/201611:45 am
    faredepot.com check price
  • $225Virgin America flight Virgin America 
    FromToDepartureTime
    San Francisco, CA (SFO)Chicago, IL (ORD)10/05/201604:15 pm
    Chicago, IL (ORD)San Francisco, CA (SFO)10/19/201606:55 pm
    flighthub.com check price
  • $226Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Salt Lake City, UT (SLC)Chicago, IL (ORD)09/30/201610:10 am
    Chicago, IL (ORD)Salt Lake City, UT (SLC)10/03/201606:45 am
    cheapoair.com check price
  • $277Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Spartanburg, SC (GSP)Chicago, IL (MDW)11/30/201606:20 am
    Chicago, IL (MDW)Spartanburg, SC (GSP)12/06/201606:25 pm
    flyfar.ca check price
Chicago travel guides

Travel information that may interest you

Chicago Nightlife

Charlie Trotter’s.  Located at 816 W. Armitage Avenue at Halsted Street, this restaurant is open from Tuesdays to Saturdays from 6:00 to 10:00 PM.  Named after Chicago’s first celebrity chef, it offers you fine dining in a very creative way.  The place is a bit expensive though.  You need not worry since the dining pleasure is worth your money [...]

cheap domestic and international flights

Recently found cheap flight deals

Southwest AirlinesOmaha To Orange County Southwest Airlines airfares from Omaha in September
$398 Depart: 09/21/2016
Return: 09/26/2016

provided by FlyFar

American AirlinesOakland To Cancun American Airlines airfares from Oakland in December
$551 Depart: 12/14/2016
Return: 12/23/2016

provided by FareDepot

Multiple AirlinesPhoenix To Changi Multiple Airlines airfares from Phoenix in September
$1155 Depart: 09/24/2016
Return: 09/29/2016

provided by FlightHub

American AirlinesNew York City To Atlanta American Airlines airfares from New York City in September
$337 Depart: 09/02/2016
Return: 09/05/2016

provided by FareDepot

Multiple AirlinesNew York City To Spokane Multiple Airlines airfares from New York City in November
$618 Depart: 11/09/2016
Return: 11/22/2016

provided by FareDepot

Multiple AirlinesEugene To London Multiple Airlines airfares from Eugene in August
$2307 Depart: 08/26/2016
Return: 09/02/2016

provided by FlightHub

United AirlinesDallas To Mayaguez United Airlines airfares from Dallas in December
$804 Depart: 12/06/2016
Return: 12/13/2016

provided by FareDepot

Spirit AirlinesMinneapolis To Denver Spirit Airlines airfares from Minneapolis in September
$166 Depart: 09/10/2016
Return: 09/12/2016

provided by Cheapoair.com

United AirlinesSioux Falls To Orlando United Airlines airfares from Sioux Falls in August
$404 Depart: 08/27/2016
Return: 09/09/2016

provided by FareDepot

 

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Chicago Pictures
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