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Cheap flights from Calgary to Chicago from CA$272
American Airlines, United Airlines and WestJet fly nonstop from Calgary to Chicago, about 28 flights a week. The flight takes around 3h 45m, and the cheapest one-way fare we found recently is CA$272 on 22 Nov.
Direct flights available ~28 flights a week 3h 45m Cheapest in November Prices checked 13 days ago
Calgary to Chicago at a glance
Cheapest one-wayCA$272Air Canada · 1 stop · Sun 22 NovFastest flight3h 45mAmerican Airlines · nonstop
Nonstop flights28/wkAmerican Airlines, United Airlines, WestJet
Airlines flying nonstop from Calgary to Chicago
3 airlines on this route, about 28 flights a week in total (observed over the last 4 weeks).
Cheapest dates from Calgary to Chicago
The lowest one-way fares found recently, cheapest first. Prices change; click through for the live fare.
Cheapest month to fly from Calgary to Chicago
Lowest one-way fare found for each month: November is cheapest, December the most expensive.
Good to know
- Distance
- 2,224 km1,381 miles
- Flight time
- 3h 45mfastest found
- Time difference
- +1hChicago vs Calgary
- Currency in Chicago
- USD
- Airports
- YYC → ORD, MDW, RFD
Flights from Calgary to Chicago: questions answered
How much is a flight from Calgary to Chicago?
The cheapest one-way fare we found recently is CA$272 with 1 stop, departing in November. Prices change constantly, so search your dates for the live fare.
Are there direct flights from Calgary to Chicago?
Yes. American Airlines, United Airlines and WestJet fly this route nonstop, with about 28 flights a week in each direction.
How long is the flight from Calgary to Chicago?
A nonstop flight covers 2,224 km and takes around 3h 45m.
Which airlines fly from Calgary to Chicago?
American Airlines, United Airlines and WestJet operate nonstop flights on this route.
Which airports serve Calgary and Chicago?
Calgary: Calgary International Airport (YYC). Chicago: Chicago O'Hare International Airport (ORD), Chicago Midway International Airport (MDW) and Chicago Rockford International Airport (RFD).
What is the time difference between Calgary and Chicago?
Chicago is 1 hour ahead of Calgary.





