Cheap flights to Chicago

Travel > North America > United States > Chicago flights

Though residents complain about the cold weather that lasts almost through the whole year, at least on a winter day, they can duck into such popular clubs as Andy's, where there's hot jazz even at noon. The best time to visit is between May and October when the weather is the most predictable. Then you could head out to ivy-covered Wrigley Field to catch baseball's Cubs in action, or take a cruise boat under the bridges of the Chicago River at sunset.... (read more in our Chicago Travel Guide)

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Cheapest flights found for the next 6 months

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$104$112check
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$106check
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$127$125check
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$126check
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$131check
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$268$138$435check
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$146check
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$147check
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$151$703$250$225check
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$160$261check
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$215$161check
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$163$238check
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$168$249check
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$168check
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$168$249check
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$168check
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$297$168check
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$176check
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$176check
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$176check
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$177check
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$178$319check
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$180check
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$197$181check
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$200$415$182$302$300check
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$183$289check
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$200$188check
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$191$655check
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$191$840check
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$223$195$281check
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$197$504check
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$198check
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$728check
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$200check
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$202$455check
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$206$202$757check
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$204check
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$218check
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$226$285check
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$247$290check
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$248$548check
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$258check
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$261$258check
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$261$258check
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$268$510$348check
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$334$268check
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$268$778check
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$523$271check
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$278$288check
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$292check
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$306$497check
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$488check
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$555check
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$600check
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$582check
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$586$1464check
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$596check
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$769$713check
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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:

  • $112Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Orlando, FL (MCO)Chicago, IL (ORD)11/29/202205:50 am
    Chicago, IL (ORD)Orlando, FL (MCO)12/09/202208:55 am
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  • $138Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Houston, TX (IAH)Chicago, IL (ORD)11/05/202207:00 am
    Chicago, IL (ORD)Houston, TX (IAH)11/19/202205:52 pm
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  • $147Sun Country Airlines flight Sun Country Airlines 
    FromToDepartureTime
    Minneapolis, MN (MSP)Chicago, IL (ORD)10/30/202205:20 pm
    Chicago, IL (ORD)Minneapolis, MN (MSP)11/11/202207:35 pm
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  • $160Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Salt Lake City, UT (SLC)Chicago, IL (MDW)10/11/202203:22 pm
    Chicago, IL (MDW)Salt Lake City, UT (SLC)10/19/202210:20 am
    cheapoair.com check price
  • $161Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Phoenix, AZ (PHX)Chicago, IL (ORD)11/08/202207:50 pm
    Chicago, IL (ORD)Phoenix, AZ (PHX)11/15/202209:00 pm
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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 AirlinesChicago To Athens Multiple Airlines airfares from Chicago in November
$776 Depart: 11/15/2022
Return: 11/25/2022

provided by Cheapoair.com

Multiple AirlinesDetroit To Frankfurt Multiple Airlines airfares from Detroit in October
$1227 Depart: 10/13/2022
Return: 10/21/2022

provided by Cheapoair.com

Spirit AirlinesAkron/Canton To Myrtle Beach Spirit Airlines airfares from Akron/Canton in July
$330 Depart: 07/24/2022
Return: 07/31/2022

provided by Cheapoair.com

Silver AirwaysFort Lauderdale To Key West Silver Airways airfares from Fort Lauderdale in October
$232 Depart: 10/21/2022
Return: 11/05/2022

provided by Cheapoair.com

United AirlinesDallas To Baton Rouge United Airlines airfares from Dallas in July
$356 Depart: 07/23/2019
Return: 08/02/2019

provided by FlyFar

WestjetHamilton To Calgary Westjet airfares from Hamilton in October
$189 Depart: 10/19/2021
Return: 10/27/2021

provided by Cheapoair.com

Alaska AirlinesSan Jose To Omaha Alaska Airlines airfares from San Jose in October
$675 Depart: 10/08/2022
Return: 10/20/2022

provided by Cheapoair.com

Multiple AirlinesAustin To Phoenix Multiple Airlines airfares from Austin in October
$552 Depart: 10/13/2022
Return: 10/20/2022

provided by Cheapoair.com

Frontier AirlinesLas Vegas To Syracuse Frontier Airlines airfares from Las Vegas in October
$498 Depart: 10/23/2022
Return: 11/07/2022

provided by Cheapoair.com

 

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