Alaska Airlines Vancouver to Chicago Flights

Return flight: Chicago – Vancouver

Cheapflightsplus.com will find cheap Alaska Airlines flights from Vancouver to Chicago. Compare airline ticket prices and book air tickets starting from $221 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 Vancouver (BC) — Chicago (IL) 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 - $221, two-way – $379.
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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
1:45 pm — 11:59 pm
1:19 pm — 2:26 pm AS3334 Alaska Airlines
Vancouver — Seattle
3h 8m stop
6:00 pm — 11:59 pm AS538 Alaska Airlines
Seattle — Chicago
8h 14m
including layover
Find flight
from$265
1:48 pm — 5:53 am
+1 day
1:48 pm — 2:55 pm AS3418 Alaska Airlines
Vancouver — Seattle
9h 4m stop
11:59 pm — 5:53 am AS461 Alaska Airlines
Seattle — Chicago
14h 5m
including layover
Find flight
from$308
1:48 pm — 11:59 pm
1:48 pm — 2:55 pm AS3418 Alaska Airlines
Vancouver — Seattle
3h 8m stop
6:03 pm — 11:59 pm AS538 Alaska Airlines
Seattle — Chicago
8h 11m
including layover
Find flight
from$315
4:59 pm — 5:59 pm
+1 day
4:59 pm — 6:02 pm AS3476 Alaska Airlines
Vancouver — Seattle
17h 43m stop
11:45 am — 5:59 pm AS352 Alaska Airlines
Seattle — Chicago
23h
including layover
Find flight
from$286
4:59 pm — 2:40 pm
+1 day
4:59 pm — 6:02 pm AS3476 Alaska Airlines
Vancouver — Seattle
14h 23m stop
8:25 am — 2:40 pm AS408 Alaska Airlines
Seattle — Chicago
19h 41m
including layover
Find flight
from$326
4:59 pm — 1:07 pm
+1 day
4:59 pm — 6:02 pm AS3476 Alaska Airlines
Vancouver — Seattle
1h 50m stop
7:52 pm — 8:46 pm AS958 Alaska Airlines
Seattle — Portland
10h 14m stop
7:00 am — 1:07 pm AS324 Alaska Airlines
Portland — Chicago
18h 8m
including layover
Find flight
from$328
4:59 pm — 1:07 pm
+1 day
4:59 pm — 6:02 pm AS3476 Alaska Airlines
Vancouver — Seattle
2h 57m stop
8:59 pm — 9:53 pm AS123 Alaska Airlines
Seattle — Portland
9h 7m stop
7:00 am — 1:07 pm AS324 Alaska Airlines
Portland — Chicago
18h 8m
including layover
Find flight
from$328
4:59 pm — 1:07 pm
+1 day
4:59 pm — 6:02 pm AS3476 Alaska Airlines
Vancouver — Seattle
3h 57m stop
9:59 pm — 10:54 pm AS955 Alaska Airlines
Seattle — Portland
8h 6m stop
7:00 am — 1:07 pm AS324 Alaska Airlines
Portland — Chicago
18h 8m
including layover
Find flight
from$328
5:20 pm — 3:10 pm
+1 day
5:20 pm — 6:28 pm AS3417 Alaska Airlines
Vancouver — Seattle
14h 27m stop
8:55 am — 3:10 pm AS408 Alaska Airlines
Seattle — Chicago
19h 50m
including layover
Find flight
from$239
5:20 pm — 5:53 am
+1 day
5:20 pm — 6:28 pm AS3417 Alaska Airlines
Vancouver — Seattle
5h 31m stop
11:59 pm — 5:53 am AS461 Alaska Airlines
Seattle — Chicago
10h 33m
including layover
Find flight
from$269
5:20 pm — 10:42 am
+1 day
5:20 pm — 6:28 pm AS3417 Alaska Airlines
Vancouver — Seattle
1h 42m stop
8:10 pm — 11:59 pm AS644 Alaska Airlines
Seattle — Phoenix
6h 21m stop
6:20 am — 10:42 am F91736 Frontier Airlines
Phoenix — Chicago
15h 22m
including layover
Find flight
from$278
6:00 am — 1:03 am
+1 day
6:00 am — 7:10 am AS3498 Alaska Airlines
Vancouver — Seattle
2h 27m stop
9:37 am — 1:25 pm F93406 Frontier Airlines
Seattle — Denver
8h 2m stop
9:27 pm — 1:03 am F93172 Frontier Airlines
Denver — Chicago
17h 3m
including layover
Find flight
from$221
6:00 am — 10:22 pm
6:00 am — 7:13 am AS3307 Alaska Airlines
Vancouver — Seattle
41m stop
7:54 am — 11:51 am AS698 Alaska Airlines
Seattle — Phoenix
6h 14m stop
6:05 pm — 10:22 pm F91738 Frontier Airlines
Phoenix — Chicago
14h 22m
including layover
Find flight
from$228
6:00 am — 2:03 pm
6:00 am — 7:13 am AS3307 Alaska Airlines
Vancouver — Seattle
42m stop
7:55 am — 2:03 pm AS408 Alaska Airlines
Seattle — Chicago
6h 3m
including layover
Find flight
from$229
6:00 am — 3:10 pm
6:00 am — 7:10 am AS3498 Alaska Airlines
Vancouver — Seattle
1h 45m stop
8:55 am — 3:10 pm AS408 Alaska Airlines
Seattle — Chicago
7h 10m
including layover
Find flight
from$233
6:00 am — 11:59 pm
6:00 am — 7:13 am AS3307 Alaska Airlines
Vancouver — Seattle
10h 47m stop
6:00 pm — 11:59 pm AS538 Alaska Airlines
Seattle — Chicago
15h 59m
including layover
Find flight
from$234
6:00 am — 8:49 pm
6:00 am — 7:10 am AS3498 Alaska Airlines
Vancouver — Seattle
1h 28m stop
8:38 am — 4:32 pm AS376 Alaska Airlines
Seattle — Atlanta
3h 22m stop
7:54 pm — 8:49 pm F92779 Frontier Airlines
Atlanta — Chicago
12h 49m
including layover
Find flight
from$246
6:00 am — 11:59 pm
6:00 am — 7:10 am AS3498 Alaska Airlines
Vancouver — Seattle
10h 53m stop
6:03 pm — 11:59 pm AS538 Alaska Airlines
Seattle — Chicago
15h 59m
including layover
Find flight
from$250
6:00 am — 6:00 pm
6:00 am — 7:10 am AS3498 Alaska Airlines
Vancouver — Seattle
4h 36m stop
11:46 am — 6:00 pm AS352 Alaska Airlines
Seattle — Chicago
10h
including layover
Find flight
from$270
6:00 am — 5:59 pm
6:00 am — 7:13 am AS3307 Alaska Airlines
Vancouver — Seattle
4h 32m stop
11:45 am — 5:59 pm AS352 Alaska Airlines
Seattle — Chicago
9h 59m
including layover
Find flight
from$280
6:00 am — 11:29 pm
6:00 am — 7:13 am AS3307 Alaska Airlines
Vancouver — Seattle
1h 32m stop
8:45 am — 4:35 pm AS376 Alaska Airlines
Seattle — Atlanta
5h 53m stop
10:28 pm — 11:29 pm F92779 Frontier Airlines
Atlanta — Chicago
15h 29m
including layover
Find flight
from$285
7:41 pm — 4:40 am
+1 day
7:33 pm — 8:39 pm AS2033 Alaska Airlines
Vancouver — Seattle
1h 47m stop
11:06 pm — 5:00 am AS328 Alaska Airlines
Seattle — Chicago
6h 59m
including layover
Find flight
from$572
*Departure and arrival times are local. Last updated on 12/22/2024

Flight Information

There are 23 flights by Alaska Airlines from Vancouver to Chicago every week with departures from Vancouver, Coal Harbour, Vancouver Rail Stn., Boundary Bay. All flights arrive at Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee.

Departures start from 1:45 pm to 7:41 pm. Nonstop flight is 6h 3m. The time difference between Vancouver and Chicago is 2h.

  • The fastest flight 6h 3m
  • Average flight time 14h 52m
  • The earliest flight 1:45 pm
  • The latest flight 7:41 pm
  • Distance 1775 ml

The cheapest months for traveling to Chicago are february (from 221 $), january (from 228 $), november (from 340 $).

The most expensive and popular months are december (from 572 $), november (from 340 $), january (from 228 $).

The cheapest flight by Alaska Airlines that our users were able to find is $221. This airfare is economy class on one-way AS3498 flight for February 21, 2025 leaving Vancouver in Vancouver at 6:00 am, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides Alaska Airlines there are other 8 airline carriers between Vancouver and Chicago. Please review schedules and prices from the most popular airlines to find the best airfare deals from Vancouver to Chicago.

Nonstop flights

There are 3 direct flights every day from Vancouver. 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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