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 $381 / RT details

Book your flight now with Cheapoair.com and save!

Cheap Chicago airfares from $381/RT are provided by Cheapoair.com. Outbound flight is leaving on 12/05/2019, 01:55 pm from Calgary Intl (YYC) airport and arrives at Chicago O`hare (ORD) at 11:30 pm. The flight time is 9 hours and 35 minutes. The Returning flight departes on 12/09/2019, 06:10 am (other return dates are also available). Date posted: 17 Jun 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

  • $381Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    Calgary, AB (YYC)Chicago, IL (ORD)12/05/201901:55 pm
    Chicago, IL (ORD)Calgary, AB (YYC)12/09/201906:10 am
    cheapoair.com check price
  • $381Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    Calgary, AB (YYC)Chicago, IL (ORD)12/05/201901:55 pm
    Chicago, IL (ORD)Calgary, AB (YYC)12/09/201906:10 am
    flyfar.ca check price
  • $381Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    Calgary, AB (YYC)Chicago, IL (ORD)12/05/201901:55 pm
    Chicago, IL (ORD)Calgary, AB (YYC)12/09/201906:10 am
    flightnetwork.com check price
  • $414Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Calgary, AB (YYC)Chicago, IL (ORD)12/05/201909:55 am
    Chicago, IL (ORD)Calgary, AB (YYC)12/09/201906:10 am
    cheapoair.com check price
  • $424Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Calgary, AB (YYC)Chicago, IL (ORD)11/26/201903:50 pm
    Chicago, IL (ORD)Calgary, AB (YYC)12/10/201905:40 pm
    cheapoair.com check price
  • $267Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    Calgary, AB (YYC)Chicago, IL (ORD)10/16/201907:10 am
    flyfar.ca check price
  • $267Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    Calgary, AB (YYC)Chicago, IL (ORD)10/16/201907:10 am
    flightnetwork.com check price
  • $278Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    Calgary, AB (YYC)Chicago, IL (ORD)10/16/201907:05 pm
    cheapoair.com check price
  • $335Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Calgary, AB (YYC)Chicago, IL (MDW)10/16/201907:10 am
    flyfar.ca check price
  • $335Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Calgary, AB (YYC)Chicago, IL (MDW)10/16/201907:10 am
    flightnetwork.com check price
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Know what to do when flying to Chicago?

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