Air Canada Calgary to Chicago Flights

Cheapflightsplus.com will find cheap Air Canada flights from Calgary to Chicago. Compare airline ticket prices and book air tickets starting from $114 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 april: one-way - $114, two-way – $195.
Direct flights
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Below is a detailed 2024 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
12:30 pm — 4:50 pm
12:30 pm — 4:50 pm AC4026 Air Canada
Calgary — Chicago
3h 20m
Find flight
from$124
12:36 pm — 5:10 pm
12:36 pm — 5:10 pm AC4026 Air Canada
Calgary — Chicago
3h 34m
Find flight
from$317
2:35 pm — 7:10 pm
2:35 pm — 7:10 pm AC4028 Air Canada
Calgary — Chicago
3h 35m
Find flight
from$315
3:15 pm — 7:40 pm
3:15 pm — 7:40 pm AC4028 Air Canada
Calgary — Chicago
3h 25m
Find flight
from$124
6:10 am — 10:44 am
6:10 am — 10:44 am AC5240 Air Canada
Calgary — Chicago
3h 34m
Find flight
from$317
8:30 am — 12:49 pm
8:30 am — 12:49 pm AC5240 Air Canada
Calgary — Chicago
3h 19m
Find flight
from$124
0:30 am — 9:20 am
0:30 am — 6:06 am AC158 Air Canada
Calgary — Toronto
2h 24m stop
8:30 am — 9:20 am AC7701 Air Canada
Toronto — Chicago
7h 50m
including layover
Find flight
from$139
0:50 am — 2:58 pm
0:50 am — 6:31 am AC158 Air Canada
Calgary — Toronto
7h 39m stop
2:10 pm — 2:58 pm AC509 Air Canada
Toronto — Chicago
13h 8m
including layover
Find flight
from$130
10:15 am — 8:00 pm
10:15 am — 4:02 pm AC394 Air Canada
Calgary — Ottawa
2h 29m stop
6:31 pm — 8:00 pm AC3553 Air Canada
Ottawa — Chicago
8h 45m
including layover
Find flight
from$114
10:35 am — 9:43 pm
10:35 am — 4:16 pm AC142 Air Canada
Calgary — Toronto
4h 39m stop
8:55 pm — 9:43 pm AC515 Air Canada
Toronto — Chicago
10h 8m
including layover
Find flight
from$130
11:00 am — 9:26 pm
11:00 am — 4:53 pm AC318 Air Canada
Calgary — Montreal
3h 7m stop
8:00 pm — 9:26 pm AC7599 Air Canada
Montreal — Chicago
9h 26m
including layover
Find flight
from$114
11:00 am — 7:20 pm
11:00 am — 4:53 pm AC318 Air Canada
Calgary — Montreal
1h 2m stop
5:55 pm — 7:20 pm AC7597 Air Canada
Montreal — Chicago
7h 20m
including layover
Find flight
from$114
12:15 pm — 9:32 pm
12:15 pm — 5:55 pm AC144 Air Canada
Calgary — Toronto
2h 55m stop
8:50 pm — 9:32 pm AC515 Air Canada
Toronto — Chicago
8h 17m
including layover
Find flight
from$249
1:15 pm — 9:43 pm
1:15 pm — 6:55 pm AC146 Air Canada
Calgary — Toronto
2h stop
8:55 pm — 9:43 pm AC515 Air Canada
Toronto — Chicago
7h 28m
including layover
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from$116
2:45 pm — 5:02 am
+1 day
2:45 pm — 3:16 pm AC219 Air Canada
Calgary — Vancouver
7h 48m stop
11:04 pm — 5:02 am AC5104 Air Canada
Vancouver — Chicago
13h 17m
including layover
Find flight
from$259
3:55 pm — 11:37 am
+1 day
3:55 pm — 9:35 pm AC150 Air Canada
Calgary — Toronto
13h 20m stop
10:55 am — 11:37 am AC505 Air Canada
Toronto — Chicago
18h 42m
including layover
Find flight
from$355
7:00 am — 2:58 pm
7:00 am — 12:45 pm AC134 Air Canada
Calgary — Toronto
1h 25m stop
2:10 pm — 2:58 pm AC509 Air Canada
Toronto — Chicago
6h 58m
including layover
Find flight
from$116
9:55 am — 6:42 pm
9:55 am — 3:31 pm AC138 Air Canada
Calgary — Toronto
2h 14m stop
5:45 pm — 6:42 pm AC4408 Air Canada
Toronto — Chicago
7h 47m
including layover
Find flight
from$139
9:55 am — 3:10 pm
+1 day
9:55 am — 3:31 pm AC138 Air Canada
Calgary — Toronto
22h 49m stop
2:20 pm — 3:10 pm AC7679 Air Canada
Toronto — Chicago
28h 15m
including layover
Find flight
from$153
1:30 pm — 6:20 pm
+1 day
1:30 pm — 7:00 pm AC146 Air Canada
Calgary — Toronto
19h stop
2:00 pm — 3:14 pm AC414 Air Canada
Toronto — Montreal
1h 16m stop
4:30 pm — 6:20 pm AC3078 Air Canada
Montreal — Chicago
27h 50m
including layover
Find flight
from$150
2:30 pm — 9:20 am
+1 day
2:30 pm — 2:58 pm AC219 Air Canada
Calgary — Vancouver
1h 52m stop
4:50 pm — 0:10 am AC122 Air Canada
Vancouver — Toronto
8h 20m stop
8:30 am — 9:20 am AC7701 Air Canada
Toronto — Chicago
17h 50m
including layover
Find flight
from$280
4:30 pm — 3:10 pm
+1 day
4:30 pm — 4:58 pm AC221 Air Canada
Calgary — Vancouver
6h 32m stop
11:30 pm — 6:50 am AC128 Air Canada
Vancouver — Toronto
7h 30m stop
2:20 pm — 3:10 pm AC7679 Air Canada
Toronto — Chicago
21h 40m
including layover
Find flight
from$298
4:30 pm — 4:27 pm
+1 day
4:30 pm — 4:58 pm AC221 Air Canada
Calgary — Vancouver
6h 32m stop
11:30 pm — 6:50 am AC128 Air Canada
Vancouver — Toronto
8h 40m stop
3:30 pm — 4:27 pm AC4990 Air Canada
Toronto — Chicago
22h 57m
including layover
Find flight
from$298
5:15 pm — 6:20 pm
+1 day
5:15 pm — 10:54 pm AC152 Air Canada
Calgary — Toronto
15h 6m stop
2:00 pm — 3:14 pm AC414 Air Canada
Toronto — Montreal
1h 16m stop
4:30 pm — 6:20 pm AC3078 Air Canada
Montreal — Chicago
24h 5m
including layover
Find flight
from$150
5:15 pm — 6:20 pm
+1 day
5:15 pm — 10:54 pm AC152 Air Canada
Calgary — Toronto
13h 6m stop
12:00 pm — 1:14 pm AC410 Air Canada
Toronto — Montreal
3h 16m stop
4:30 pm — 6:20 pm AC3078 Air Canada
Montreal — Chicago
24h 5m
including layover
Find flight
from$150
6:30 am — 8:57 am
+1 day
6:30 am — 12:28 pm AC316 Air Canada
Calgary — Montreal
1h 17m stop
1:45 pm — 3:08 pm AC7624 Air Canada
Montreal — Boston
15h 52m stop
7:00 am — 8:57 am NK2855 Spirit Airlines
Boston — Chicago
25h 27m
including layover
Find flight
from$143
6:30 am — 8:02 am
+1 day
6:30 am — 12:28 pm AC316 Air Canada
Calgary — Montreal
1h 17m stop
1:45 pm — 3:08 pm AC7624 Air Canada
Montreal — Boston
15h 22m stop
6:30 am — 8:02 am UA447 United Airlines
Boston — Chicago
24h 32m
including layover
Find flight
from$150
7:20 am — 6:20 pm
7:20 am — 12:59 pm AC136 Air Canada
Calgary — Toronto
1h 1m stop
2:00 pm — 3:14 pm AC414 Air Canada
Toronto — Montreal
1h 16m stop
4:30 pm — 6:20 pm AC3078 Air Canada
Montreal — Chicago
10h
including layover
Find flight
from$135
8:10 am — 7:27 pm
8:10 am — 9:04 am AC8134 Air Canada
Calgary — Edmonton
1h 16m stop
10:20 am — 10:55 am AC239 Air Canada
Edmonton — Vancouver
2h 25m stop
1:20 pm — 7:27 pm AC8040 Air Canada
Vancouver — Chicago
10h 17m
including layover
Find flight
from$232
*Departure and arrival times are local. Last updated on 04/19/2024

Flight Information

There are 6 flights 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 0:20 am to 9:55 am. Nonstop flight is 3h 19m. The time difference between Calgary and Chicago is 1h.

  • The fastest flight 3h 19m
  • Average flight time 3h 30m
  • The earliest flight 0:20 am
  • The latest flight 9:55 am
  • Distance 1398 ml

The cheapest flight by Air Canada that our users were able to find is $114. This airfare is economy class on one-way AC318 flight for July 18, 2020 leaving Calgary Int. in Calgary at 11:00 am, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides Air Canada there are other 5 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 7 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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