Alaska Airlines Chicago to Calgary Flights

Return flight: Calgary – Chicago

Cheapflightsplus.com will find cheap Alaska Airlines flights from Chicago to Calgary. Compare airline ticket prices and book air tickets starting from $171 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of Alaska Airlines, arrivals and departure details below.

Find Cheap Airfare Chicago (IL) — Calgary (AB) by Alaska Airlines

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 january: one-way - $171, two-way – $293.
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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
10:00 am — 5:55 pm
10:00 am — 12:43 pm AS462 Alaska Airlines
Chicago — Seattle
2h 32m stop
3:15 pm — 5:55 pm WS1553 WestJet
Seattle — Calgary
8h 55m
including layover
Find flight
from$314
10:00 am — 6:09 pm
10:00 am — 12:43 pm AS462 Alaska Airlines
Chicago — Seattle
2h 53m stop
3:36 pm — 6:09 pm AS2226 Alaska Airlines
Seattle — Calgary
9h 9m
including layover
Find flight
from$373
2:07 pm — 6:10 pm
+1 day
2:07 pm — 4:55 pm AS335 Alaska Airlines
Chicago — Seattle
22h 41m stop
3:36 pm — 6:10 pm AS2226 Alaska Airlines
Seattle — Calgary
29h 3m
including layover
Find flight
from$296
4:05 pm — 6:09 pm
+1 day
4:05 pm — 6:44 pm AS413 Alaska Airlines
Chicago — Portland
12h 31m stop
7:15 am — 8:17 am AS1032 Alaska Airlines
Portland — Seattle
7h 19m stop
3:36 pm — 6:09 pm AS2226 Alaska Airlines
Seattle — Calgary
27h 4m
including layover
Find flight
from$381
4:05 pm — 6:09 pm
+1 day
4:05 pm — 6:44 pm AS413 Alaska Airlines
Chicago — Portland
13h 16m stop
8:00 am — 9:02 am AS910 Alaska Airlines
Portland — Seattle
6h 34m stop
3:36 pm — 6:09 pm AS2226 Alaska Airlines
Seattle — Calgary
27h 4m
including layover
Find flight
from$381
5:28 pm — 3:55 pm
+1 day
5:28 pm — 8:11 pm AS353 Alaska Airlines
Chicago — Seattle
15h 19m stop
11:30 am — 12:36 pm WS3731 WestJet
Seattle — Kelowna
1h 4m stop
1:40 pm — 3:55 pm WS3810 WestJet
Kelowna — Calgary
23h 27m
including layover
Find flight
from$171
5:28 pm — 5:55 pm
+1 day
5:28 pm — 8:11 pm AS353 Alaska Airlines
Chicago — Seattle
19h 4m stop
3:15 pm — 5:55 pm WS1553 WestJet
Seattle — Calgary
25h 27m
including layover
Find flight
from$173
5:28 pm — 8:29 am
+1 day
5:28 pm — 8:11 pm AS353 Alaska Airlines
Chicago — Seattle
2h 40m stop
10:51 pm — 11:55 pm AS3306 Alaska Airlines
Seattle — Vancouver
6h stop
5:55 am — 8:29 am WS100 WestJet
Vancouver — Calgary
16h 1m
including layover
Find flight
from$238
5:54 pm — 4:13 pm
+1 day
5:54 pm — 8:35 pm AS353 Alaska Airlines
Chicago — Seattle
14h 55m stop
11:30 am — 12:36 pm WS3731 WestJet
Seattle — Kelowna
1h 24m stop
2:00 pm — 4:13 pm WS3162 WestJet
Kelowna — Calgary
23h 19m
including layover
Find flight
from$225
5:54 pm — 6:09 pm
+1 day
5:28 pm — 8:11 pm AS353 Alaska Airlines
Chicago — Seattle
19h 1m stop
3:36 pm — 6:10 pm AS2226 Alaska Airlines
Seattle — Calgary
25h 15m
including layover
Find flight
from$265
5:54 pm — 6:07 pm
+1 day
5:54 pm — 8:35 pm AS353 Alaska Airlines
Chicago — Seattle
18h 40m stop
3:15 pm — 6:07 pm WS3613 WestJet
Seattle — Calgary
25h 13m
including layover
Find flight
from$319
5:54 pm — 9:04 am
+1 day
5:54 pm — 8:35 pm AS353 Alaska Airlines
Chicago — Seattle
2h 12m stop
10:47 pm — 11:52 pm AS3307 Alaska Airlines
Seattle — Vancouver
6h 38m stop
6:30 am — 9:04 am WS136 WestJet
Vancouver — Calgary
16h 10m
including layover
Find flight
from$330
5:54 pm — 8:29 am
+1 day
5:54 pm — 8:35 pm AS353 Alaska Airlines
Chicago — Seattle
2h 12m stop
10:47 pm — 11:52 pm AS3307 Alaska Airlines
Seattle — Vancouver
6h 3m stop
5:55 am — 8:29 am WS100 WestJet
Vancouver — Calgary
15h 35m
including layover
Find flight
from$345
6:55 pm — 3:53 pm
+1 day
6:55 pm — 9:46 pm AS421 Alaska Airlines
Chicago — Seattle
13h 44m stop
11:30 am — 12:36 pm WS3731 WestJet
Seattle — Kelowna
1h 4m stop
1:40 pm — 3:53 pm WS3810 WestJet
Kelowna — Calgary
21h 58m
including layover
Find flight
from$171
6:55 pm — 5:55 pm
+1 day
6:55 pm — 9:46 pm AS421 Alaska Airlines
Chicago — Seattle
17h 29m stop
3:15 pm — 5:55 pm WS1553 WestJet
Seattle — Calgary
24h
including layover
Find flight
from$173
6:55 pm — 8:29 am
+1 day
6:55 pm — 9:46 pm AS421 Alaska Airlines
Chicago — Seattle
1h 5m stop
10:51 pm — 11:55 pm AS3306 Alaska Airlines
Seattle — Vancouver
6h stop
5:55 am — 8:29 am WS100 WestJet
Vancouver — Calgary
14h 34m
including layover
Find flight
from$238
6:55 pm — 6:10 pm
+1 day
6:55 pm — 9:46 pm AS421 Alaska Airlines
Chicago — Seattle
17h 50m stop
3:36 pm — 6:10 pm AS2226 Alaska Airlines
Seattle — Calgary
24h 15m
including layover
Find flight
from$272
7:00 pm — 6:09 pm
+1 day
7:00 pm — 10:10 pm AS597 Alaska Airlines
Chicago — San Francisco
9h 10m stop
7:20 am — 9:35 am AS1013 Alaska Airlines
San Francisco — Seattle
6h 1m stop
3:36 pm — 6:09 pm AS2226 Alaska Airlines
Seattle — Calgary
24h 9m
including layover
Find flight
from$397
7:45 am — 6:15 pm
7:45 am — 10:36 am AS333 Alaska Airlines
Chicago — Seattle
4h 44m stop
3:20 pm — 6:15 pm WS3613 WestJet
Seattle — Calgary
11h 30m
including layover
Find flight
from$179
7:45 am — 6:09 pm
7:45 am — 10:36 am AS333 Alaska Airlines
Chicago — Seattle
5h 8m stop
3:36 pm — 6:10 pm AS2226 Alaska Airlines
Seattle — Calgary
11h 24m
including layover
Find flight
from$227
7:45 am — 6:11 pm
7:45 am — 10:36 am AS333 Alaska Airlines
Chicago — Seattle
47m stop
11:23 am — 12:29 pm AS3334 Alaska Airlines
Seattle — Vancouver
3h 11m stop
3:40 pm — 6:11 pm WS118 WestJet
Vancouver — Calgary
11h 26m
including layover
Find flight
from$241
7:45 am — 5:55 pm
7:00 am — 9:38 am AS333 Alaska Airlines
Chicago — Seattle
4h 47m stop
3:15 pm — 5:55 pm WS1553 WestJet
Seattle — Calgary
11h 10m
including layover
Find flight
from$314
7:45 am — 5:29 pm
7:45 am — 10:36 am AS333 Alaska Airlines
Chicago — Seattle
44m stop
11:20 am — 12:39 pm AS3436 Alaska Airlines
Seattle — Kelowna
2h 41m stop
3:20 pm — 5:29 pm WS460 WestJet
Kelowna — Calgary
10h 44m
including layover
Find flight
from$322
*Departure and arrival times are local. Last updated on 12/22/2024

Flight Information

There are 24 flights by Alaska Airlines from Chicago to Calgary every week with departures from Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee. All flights arrive at Calgary Int..

Departures start from 10:00 am to 7:45 am. Nonstop flight is 8h 55m. The time difference between Chicago and Calgary is 1h.

  • The fastest flight 8h 55m
  • Average flight time 21h 58m
  • The earliest flight 10:00 am
  • The latest flight 7:45 am
  • Distance 1398 ml

The cheapest months for traveling to Calgary are january (from 171 $), february (from 171 $), november (from 297 $).

The cheapest flight by Alaska Airlines that our users were able to find is $171. This airfare is economy class on one-way AS421 flight for February 1, 2025 leaving O'Hare International in Chicago at 6:55 pm, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides Alaska Airlines there are other 7 airline carriers between Chicago and Calgary. Please review schedules and prices from the most popular airlines to find the best airfare deals from Chicago to Calgary.

Nonstop flights

There are 1 direct flights every day from Chicago. Airlines and fares are below:

See more direct flights

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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