Air Canada Calgary to Chicago Flights

Return flight: Chicago – Calgary
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Best Airfare Price Calendar Flights Schedule

Cheapflightsplus.com will find cheap Air Canada flights from Calgary to Chicago. Compare airline ticket prices and book air tickets starting from $300 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of Air Canada, arrivals and departure details below.

Find Cheap Airfare Calgary (AB) — Chicago (IL) by Air Canada

To find cheap tickets choose a day of your departure with attractive price on the graph below and click «Find flights». For round trip flights please click «Check prices for return flight». The cheapest airfare is in march: one-way - $300, two-way – $514.
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Cheap Flights from Calgary to Chicago by Air Canada

Look at the list of plane tickets for the most popular direct and connecting flights by Air Canada, their prices start from $300. The fastest nonstop flight takes 3h 28m. The fastest connecting flight — 16h 47m.
Price Departure Arrival Flight Time Airline Flight
from $300
Find flight
12:41 pm
Calgary
Calgary Int.
 5:09 pm
Chicago
O'Hare International
 3h 28m Air Canada
AC4026
from $350
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0:50 am
Calgary
Calgary Int.
 6:37 pm
Chicago
O'Hare International
 16h 47m
layover
10h 43m - Toronto
 Air Canada
AC156
AC4990
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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 02/23/2025
Below is a detailed 2025 flight schedule for today, tomorrow and all other days. It may vary depending on season and a day of the week of your desired trip. We recommend booking your itinerary at least 2 weeks prior your travel to get the best price and availability by the airline.
Departure Arrival Flight Details Flight Time Price
0:50 am — 6:37 pm
11:50 pm — 5:30 am AC156 Air Canada
Calgary — Toronto
10h 43m stop
5:39 pm — 6:40 pm AC4990 Air Canada
Toronto — Chicago
16h 47m
including layover
Find flight
from$350
12:41 pm — 5:09 pm
12:41 pm — 5:09 pm AC4026 Air Canada
Calgary — Chicago
3h 28m
Find flight
from$300
*Departure and arrival times are local. Last updated on 02/23/2025

Flight Information

There is 1 flight by Air Canada from Calgary to Chicago every week with departures from Calgary Int.. All flights arrive at Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee.

Departures start from 0:50 am to 12:41 pm. Nonstop flight is 3h 28m. The time difference between Calgary and Chicago is 1h.

  • The fastest flight 3h 28m
  • Average flight time 3h 28m
  • The earliest flight 0:50 am
  • The latest flight 12:41 pm
  • Distance 1398 ml

The cheapest months for traveling to Chicago are february (from 300 $), november (from 431 $), december (from 908 $).

The cheapest flight by Air Canada that our users were able to find is $300. This airfare is economy class on one-way AC4026 flight for February 26, 2025 leaving Calgary Int. in Calgary at 12:41 pm, it includes all taxes and additional fees.

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Air Canada Airplanes on the Route

List of the most popular Air Canada airplanes flying from Calgary to Chicago:

  • Airbus A320-100/200
    from $300
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Other Popular Airlines on the Route

Besides Air Canada there are other 4 airline carriers between Calgary and Chicago. Please review schedules and prices from the most popular airlines to find the best airfare deals from Calgary to Chicago.

Nonstop flights

There are 2 direct flights every day from Calgary. Airlines and fares are below:

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Connecting Flights

List of flights with layovers (1 and more stops):

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How to book an air ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected airfare.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

    To find a plane ticket, please select dates.

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