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 $265 / RT details

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Cheap Chicago airfares from $265/RT are provided by Flightnetwork. Outbound flight is leaving on 04/21/2019, 04:55 pm from Calgary Intl (YYC) airport and arrives at Chicago O`hare (ORD) at 09:36 am. The flight time is 16 hours and 41 minutes. The Returning flight departes on 04/28/2019, 07:35 am (other return dates are also available). Date posted: 06 Mar 2019

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

  • $265Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Calgary, AB (YYC)Chicago, IL (ORD)04/21/201904:55 pm
    Chicago, IL (ORD)Calgary, AB (YYC)04/28/201907:35 am
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  • $286Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Calgary, AB (YYC)Chicago, IL (ORD)04/21/201908:00 am
    Chicago, IL (ORD)Calgary, AB (YYC)04/28/201907:35 am
    cheapoair.com check price
  • $325Westjet flight Westjet 
    FromToDepartureTime
    Calgary, AB (YYC)Chicago, IL (MDW)06/10/201909:55 am
    Chicago, IL (MDW)Calgary, AB (YYC)06/21/201909:45 am
    cheapoair.com check price
  • $382Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Calgary, AB (YYC)Chicago, IL (ORD)04/21/201907:10 pm
    Chicago, IL (ORD)Calgary, AB (YYC)04/28/201907:35 am
    cheapoair.com check price
  • $396Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Calgary, AB (YYC)Chicago, IL (ORD)06/10/201907:40 am
    Chicago, IL (ORD)Calgary, AB (YYC)06/21/201909:45 am
    cheapoair.com check price
  • $181Westjet flight Westjet 
    FromToDepartureTime
    Calgary, AB (YYC)Chicago, IL (ORD)05/18/201902:45 pm
    cheapoair.com check price
  • $181Westjet flight Westjet 
    FromToDepartureTime
    Calgary, AB (YYC)Chicago, IL (ORD)05/06/201909:55 am
    cheapoair.com check price
  • $207Westjet flight Westjet 
    FromToDepartureTime
    Calgary, AB (YYC)Chicago, IL (MDW)05/06/201909:55 am
    cheapoair.com check price
  • $210Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    Calgary, AB (YYC)Chicago, IL (ORD)05/06/201907:10 pm
    flightnetwork.com check price
  • $210Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    Calgary, AB (YYC)Chicago, IL (ORD)05/06/201907:10 pm
    flyfar.ca check price
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Know what to do when flying to Chicago?

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