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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$98$493check
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$142$371check
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$155$155$156check
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$161$309check
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$170$289$320check
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$364$174$316check
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$246$176$354check
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$182$182check
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$182$182check
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$219$386$259$259$186check
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$225$207$304$245check
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$207check
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$337$216check
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$224$288$398check
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$224check
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$230$230check
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$256$346$389$382$364check
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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:

  • $86Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Austin, TX (AUS)Chicago, IL (ORD)10/05/201608:17 pm
    Chicago, IL (ORD)Austin, TX (AUS)10/12/201604:40 pm
    cheapoair.com check price
  • $102Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    New York, NY (LGA)Chicago, IL (ORD)10/25/201609:59 pm
    Chicago, IL (ORD)New York, NY (LGA)11/03/201605:53 am
    flyfar.ca check price
  • $147Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Philadelphia, PA (PHL)Chicago, IL (MDW)10/25/201609:00 pm
    Chicago, IL (MDW)Philadelphia, PA (PHL)11/03/201609:30 pm
    flyfar.ca check price
  • $176Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Newark, NJ (EWR)Chicago, IL (MDW)10/25/201606:10 am
    Chicago, IL (MDW)Newark, NJ (EWR)11/03/201606:05 am
    flightnetwork.com check price
  • $222Porter Airlines flight Porter Airlines 
    FromToDepartureTime
    Toronto, ON (YTZ)Chicago, IL (MDW)11/04/201612:30 pm
    Chicago, IL (MDW)Toronto, ON (YTZ)11/12/201609:00 am
    flighthub.com 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

Multiple AirlinesChicago To Asheville Multiple Airlines airfares from Chicago in December
$351 Depart: 12/25/2016
Return: 12/31/2016

provided by FareDepot

Multiple AirlinesWashington DC To Basel Multiple Airlines airfares from Washington DC in November
$5638 Depart: 11/01/2016
Return: 11/08/2016

provided by FlightHub

Multiple AirlinesPensacola To Baltimore Multiple Airlines airfares from Pensacola in December
$724 Depart: 12/14/2016
Return: 12/20/2016

provided by Cheapoair.com

Southwest AirlinesRichmond To Orlando Southwest Airlines airfares from Richmond in November
$353 Depart: 11/22/2016
Return: 12/03/2016

provided by Flightnetwork

Jetblue AirwaysNashville To Boston Jetblue Airways airfares from Nashville in October
$382 Depart: 10/02/2016
Return: 10/06/2016

provided by FareDepot

Multiple AirlinesMiami To Indianapolis Multiple Airlines airfares from Miami in October
$453 Depart: 10/02/2016
Return: 10/15/2016

provided by FareDepot

Jetblue AirwaysBurbank To Baltimore Jetblue Airways airfares from Burbank in December
$855 Depart: 12/07/2016
Return: 12/21/2016

provided by Cheapoair.com

Qatar AirwaysLas Vegas To Male Qatar Airways airfares from Las Vegas in September
$1928 Depart: 09/08/2015
Return: 09/22/2015

provided by Tripsta

Thy Turkish AirlinesSan Francisco To Gothenburg Thy Turkish Airlines airfares from San Francisco in June
$1220 Depart: 06/08/2016
Return: 06/21/2016

provided by FlightHub

 

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Chicago Pictures
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