Alaska Airlines Chicago to Calgary Flights

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Cheapflightsplus.com will find cheap Alaska Airlines flights from Chicago to Calgary. Compare airline ticket prices and book air tickets starting from $160 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 february: one-way - $160, two-way – $274.

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Cheap Flights from Chicago to Calgary by Alaska Airlines

Look at the list of plane tickets for the most connecting flights by Alaska Airlines, their prices start from $160. There’re no direct flights. The fastest connecting flight – 8h 55m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $163 Find flight	6:55 pm Chicago O'Hare International	5:55 pm+1 день Calgary Calgary Int.	24h 0m layover 17h 29m - Seattle	Alaska Airlines	AS421 WS1553
from $213 Find flight	7:45 am Chicago O'Hare International	6:09 pm Calgary Calgary Int.	11h 24m layover 5h 8m - Seattle	Alaska Airlines	AS333 AS2226
from $294 Find flight	10:00 am Chicago O'Hare International	5:55 pm Calgary Calgary Int.	8h 55m layover 2h 32m - Seattle	Alaska Airlines	AS462 WS1553
from $160 Find flight	6:55 pm Chicago O'Hare International	3:53 pm+1 день Calgary Calgary Int.	21h 58m layover 13h 44m - Seattle 1h 4m - Kelowna	Alaska Airlines	AS421 WS3731 WS3810
from $211 Find flight	5:54 pm Chicago O'Hare International	4:13 pm+1 день Calgary Calgary Int.	23h 19m layover 14h 55m - Seattle 1h 24m - Kelowna	Alaska Airlines	AS353 WS3731 WS3162
from $358 Find flight	4:05 pm Chicago O'Hare International	6:09 pm+1 день Calgary Calgary Int.	27h 4m layover 12h 31m - Portland 7h 19m - Seattle	Alaska Airlines	AS413 AS1032 AS2226
from $358 Find flight	4:05 pm Chicago O'Hare International	6:09 pm+1 день Calgary Calgary Int.	27h 4m layover 13h 16m - Portland 6h 34m - Seattle	Alaska Airlines	AS413 AS910 AS2226
from $373 Find flight	7:00 pm Chicago O'Hare International	6:09 pm+1 день Calgary Calgary Int.	24h 9m layover 9h 10m - San Francisco 6h 1m - Seattle	Alaska Airlines	AS597 AS1013 AS2226

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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 01/22/2025

Alaska Airlines Flight Schedule Chicago to Calgary

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	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$294
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$350
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$358
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$358
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$160
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$163
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$223
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$211
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$299
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$304
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$310
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$323
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$160
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$163
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$223
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$255
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$373
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$213
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$226
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$295

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times are local. Last updated on 01/22/2025

Flight Information

There are 21 flight 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 22h 39m
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 160 $), february (from 160 $), november (from 279 $).

The cheapest flight by Alaska Airlines that our users were able to find is $160. 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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Alaska Airlines Airplanes on the Route

List of the most popular Alaska Airlines airplanes flying from Chicago to Calgary:

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:

UA - United Airlines

from $315

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Connecting Flights

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

AC - Air Canada

from $325

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F9 - Frontier Airlines

from $108

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UA - United Airlines

from $93

Find
WS - WestJet

from $286

Find
PD - Porter Airlines

from $203

Find
NK - Spirit Airlines

from $163

Find
TS - Air Transat

from $255

Find

See more connecting flights

How to book an air ticket yourself?

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