Take off on cheap flights from Calgary to Chicago, your adventure starts now!

Find cheap airline tickets from Calgary to Chicago by date

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  • month of departure
  • month of return
$367
outward: Jun 22, 2018
2:15p YYC » 5:42p ORD
United Airlines direct (3h27m)
inbound: Jun 27, 2018
12:05a ORD » 8:15a YYC
Air Canada 1 stop (8h10m)
Return
Departure
Find the cheapest Calgary Chicago flight by browsing the dates below to find alternative flight prices found in the last days. To launch a flight search for Calgary - Chicago with these new dates, click on an offer. Want to depart from another city? Choose: Las Vegas - Chicago New York - Chicago London - Chicago Miami - Chicago San Francisco - Chicago See more routes

Airlines operating flights from Calgary to Chicago

  • any
  • May 2018
  • June 2018
  • July 2018
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  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
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  • all
  • Air Canada
  • Alaska Airlines
  • United Airlines
United Airlines
outbound: Jun 22, 2018
United Airlines direct
return: Jun 26, 2018
United Airlines 1 stop
Air Canada
outbound: Jun 22, 2018
Air Canada direct
return: Jun 26, 2018
Air Canada 1 stop
Alaska Airlines
outbound: Jun 22, 2018
Alaska Airlines 1 stop
return: Jun 26, 2018
Alaska Airlines 1 stop

Travel tips for flights Calgary - Chicago

Average flight duration: 3h27m (direct flight)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • May 23, 2018 7:30 PM, GMT-5
  • Departure city:
  • Calgary, Canada
  • Airport(s):
  • Calgary International Airport (YYC)
  • Local time:
  • May 23, 2018 6:30 PM, GMT-6