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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Travelgrove
 

Cheapest flights found for the next 6 months

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$48$35check
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$42$85check
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$45$65check
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$45$75$123check
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$53check
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$53$119check
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$54$65check
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$90$62check
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$66check
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$105$69check
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$73check
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$147check
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$77$76check
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$77$266check
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$77$135$267check
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$78$78$281check
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$78$78$281check
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$84$109check
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$111$85check
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$109$91check
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$114$93check
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$99$238check
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$101$147check
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$218check
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$197$102check
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$111$157check
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$113$126$177check
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$127check
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$129$476check
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$515check
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$134check
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$136$143$154check
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$137$158check
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$144$602check
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$144$602check
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$226$145check
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$333$145$262$464check
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$163$260check
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$169check
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$169check
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$175check
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$183check
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$184$193check
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$191$339check
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$217$350check
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$217$227check
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$228$402check
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$230$297check
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$236check
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$384check
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$240$242$308check
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$262check
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$242check
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$259$276check
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$260$303check
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$271check
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$272$300check
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$276$276check
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$276check
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$308$278check
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$283$296check
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$286$294check
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$295check
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$300check
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$310$372check
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$311$316check
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$344$433check
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$367$622check
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$417$454check
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$430$441check
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$465$458check
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$677$642check
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$9647$9422$9827check
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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:

  • $73Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Fort Myers, FL (RSW)Chicago, IL (ORD)04/23/202106:59 pm
    Chicago, IL (ORD)Fort Myers, FL (RSW)05/07/202105:55 pm
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  • $76Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Fort Lauderdale, FL (FLL)Chicago, IL (ORD)05/06/202107:15 am
    Chicago, IL (ORD)Fort Lauderdale, FL (FLL)05/15/202106:35 pm
    cheapoair.com check price
  • $78Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Fort Worth/Dallas, TX (DFW)Chicago, IL (ORD)05/18/202103:50 pm
    Chicago, IL (ORD)Fort Worth/Dallas, TX (DFW)06/02/202106:00 am
    cheapoair.com check price
  • $85Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Orlando, FL (MCO)Chicago, IL (ORD)05/14/202111:35 am
    Chicago, IL (ORD)Orlando, FL (MCO)05/24/202107:00 am
    cheapoair.com check price
  • $119Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    New Orleans, LA (MSY)Chicago, IL (ORD)05/28/202106:30 am
    Chicago, IL (ORD)New Orleans, LA (MSY)06/08/202107:30 pm
    cheapoair.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

LufthansaWashington DC To Kilimanjaro Lufthansa airfares from Washington DC in January
$1033 Depart: 01/08/2020
Return: 01/22/2020

provided by Flightnetwork

Alaska AirlinesFort Lauderdale To San Jose, CA Alaska Airlines airfares from Fort Lauderdale in April
$330 Depart: 04/30/2021
Return: 05/14/2021

provided by Cheapoair.com

Oceanic AirlinesNewport News To New York City Oceanic Airlines airfares from Newport News in January
$5429 Depart: 01/20/2019
Return: 01/31/2019

provided by Cheapoair.com

Alaska AirlinesMinneapolis To Durham Alaska Airlines airfares from Minneapolis in August
$732 Depart: 08/03/2021
Return: 08/18/2021

provided by Cheapoair.com

Multiple AirlinesBaltimore To Shanghai Multiple Airlines airfares from Baltimore in June
$8869 Depart: 06/02/2021
Return: 06/16/2021

provided by Cheapoair.com

Alaska AirlinesCalgary To Baltimore Alaska Airlines airfares from Calgary in January
$450 Depart: 01/12/2021
Return: 01/27/2021

provided by Cheapoair.com

Multiple AirlinesHouston To Morelia Multiple Airlines airfares from Houston in January
$737 Depart: 01/13/2021
Return: 01/26/2021

provided by Cheapoair.com

Multiple AirlinesBaltimore To Santa Cruz Multiple Airlines airfares from Baltimore in January
$1340 Depart: 01/16/2021
Return: 01/22/2021

provided by Cheapoair.com

British AirwaysWashington DC To Barcelona British Airways airfares from Washington DC in May
$763 Depart: 05/20/2021
Return: 05/29/2021

provided by Cheapoair.com

 

Specify your search details. Browse the cheapest flights to Chicago, Chicago hotel rooms and Chicago vacation packages from the most popular providers, airline consolidators and travel search engines.

Chicago Pictures
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