Flight Time from Chicago to Calgary

At the moment, you can catch a nonstop flight from Chicago to Calgary with the following airlines, including: WestJet Air Canada Delta Air Lines American Airlines Selected airlines are based on historical data collected from flight bookings users made on Trip.com within the last 90 days.

It takes around 3 hours 53 minutes to fly from Chicago (CHI) to Calgary (YYC).

By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Chicago to Calgary is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.

Based on Trip.com data in the past 4 weeks, there is 8 flight per week flying from Chicago to Calgary. You can check the weekly schedule for popular airlines on this route below: WestJet: S/-/-/-/T/-/S -- WS1611 (14:39) Air Canada: S/M/T/W/T/F/S -- AC4027 (09:19) United Airlines: S/M/T/W/T/F/S -- UA764 (09:19)

The cheapest months to fly from Chicago to Calgary is October, when demand for travel is lower.

After crunching the numbers on our December flight calendar, it's currently cheapest to fly from Chicago to Calgary on December 12, 2025 with WestJet, with prices starting at CAD 258.

You can land at any one of the following hubs in Calgary, with O'Hare International Airport to Calgary International Airport (ORD-YYC) is by far the most common option on this route: Calgary International Airport (YYC).

The time difference between Calgary and Chicago is 1h.

Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.