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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$73$61check
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$93check
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$104check
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$131$104check
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$108check
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$108check
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$110check
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$216$111$229$394$419check
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$340$115check
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$382check
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$128$117check
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$119check
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$123check
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$339check
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$141$129check
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$138$501check
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$141$181check
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$158$143check
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$145check
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$153$238check
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$153check
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$160check
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$169check
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$191$244check
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$178$220check
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$184check
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$185check
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$187$187check
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$289$189check
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$289$189check
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$192check
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$266check
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$203check
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$203$244check
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$323check
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$224check
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$227check
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$327$244check
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$285$245check
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$255$286check
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$267check
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$309$279check
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$496$280$300check
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$284check
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$287$307check
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$292$336check
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$297check
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$297$297check
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$297$297check
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$299$334check
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$318$370check
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$325check
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$332check
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$362$341check
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$342check
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$370check
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$370check
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$371check
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$404$447check
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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:

  • $61Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Fort Myers, FL (RSW)Chicago, IL (ORD)09/14/202109:14 pm
    Chicago, IL (ORD)Fort Myers, FL (RSW)09/28/202104:28 pm
    cheapoair.com check price
  • $61Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Fort Lauderdale, FL (FLL)Chicago, IL (ORD)08/10/202107:15 am
    Chicago, IL (ORD)Fort Lauderdale, FL (FLL)08/25/202107:45 am
    cheapoair.com check price
  • $85Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Tampa, FL (TPA)Chicago, IL (ORD)08/24/202108:12 pm
    Chicago, IL (ORD)Tampa, FL (TPA)08/31/202103:25 pm
    cheapoair.com check price
  • $104Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Fort Worth/Dallas, TX (DFW)Chicago, IL (ORD)08/22/202107:55 pm
    Chicago, IL (ORD)Fort Worth/Dallas, TX (DFW)08/28/202106:10 am
    cheapoair.com check price
  • $104Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Las Vegas, NV (LAS)Chicago, IL (ORD)09/08/202112:14 pm
    Chicago, IL (ORD)Las Vegas, NV (LAS)09/22/202106:00 am
    cheapoair.com check price
Chicago travel guides

Travel information that may interest you

Chicago Nightlife

A lot of foodies could select from dining alternatives in Chicago. Whether you are craving for a taste of American dishes and other regional specialties, the city is your place to be. Some of the famous Chicago restaurants are: [...]

cheap domestic and international flights

Recently found cheap flight deals

Multiple AirlinesSeattle To Belem Multiple Airlines airfares from Seattle in August
$5228 Depart: 08/27/2021
Return: 09/03/2021

provided by Cheapoair.com

Multiple AirlinesMilwaukee To Amsterdam Multiple Airlines airfares from Milwaukee in August
$2023 Depart: 08/11/2021
Return: 08/17/2021

provided by Cheapoair.com

Alaska AirlinesTucson To Cabo San Lucas Alaska Airlines airfares from Tucson in August
$641 Depart: 08/01/2021
Return: 08/14/2021

provided by Cheapoair.com

Alaska AirlinesMilwaukee To Omaha Alaska Airlines airfares from Milwaukee in August
$1134 Depart: 08/02/2021
Return: 08/07/2021

provided by Cheapoair.com

Frontier AirlinesMiami To New York City Frontier Airlines airfares from Miami in August
$210 Depart: 08/11/2021
Return: 08/21/2021

provided by Cheapoair.com

Multiple AirlinesOrlando To Minneapolis Multiple Airlines airfares from Orlando in March
$179 Depart: 03/19/2020
Return: 03/28/2020

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Oceanic AirlinesNewark To Greenville Oceanic Airlines airfares from Newark in August
$11657 Depart: 08/13/2020
Return: 08/27/2020

provided by FlyFar

Jetblue AirwaysWashington DC To Jacksonville Jetblue Airways airfares from Washington DC in December
$506 Depart: 12/14/2020
Return: 12/26/2020

provided by Cheapoair.com

Spirit AirlinesHouston To Santiago, Dominican Republic Spirit Airlines airfares from Houston in September
$366 Depart: 09/07/2021
Return: 09/20/2021

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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