Cheap flights from Calgary to Chicago

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Travel tip: Don't miss to visit The Renaissance Society in Hyde Park.

Check our current prices for flights from Calgary to Chicago. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from Calgary to Chicago, you will need to run a search below.

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From $719 / RT details

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Cheap Chicago airfares from $719/RT are provided by Outbound flight is leaving on 06/26/2023, 07:10 pm from Calgary Intl (YYC) airport and arrives at Chicago O`hare (ORD) at 05:00 am. The flight time is 9 hours and 50 minutes. The Returning flight departes on 07/10/2023, 10:10 am (other return dates are also available). Date posted: 16 May 2023

Price evolution for flights From Calgary To Chicago

Price overview for flights from Calgary to Chicago

Recent Deals on Flights from Calgary to Chicago:Roundtrip / Oneway

  • $719Alaska Airlines flight Alaska Airlines 
    Calgary, AB (YYC)Chicago, IL (ORD)06/26/202307:10 pm
    Chicago, IL (ORD)Calgary, AB (YYC)07/10/202310:10 am check price
  • $853Alaska Airlines flight Alaska Airlines 
    Calgary, AB (YYC)Chicago, IL (ORD)06/26/202307:10 pm
    Chicago, IL (ORD)Calgary, AB (YYC)07/01/202306:15 am check price
  • $540Alaska Airlines flight Alaska Airlines 
    Calgary, AB (YYC)Chicago, IL (ORD)06/25/202303:40 pm check price
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Know what to do when flying to Chicago?

Chicago Travel Guide 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. Though [...]
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