Alaska Airlines Anchorage to Chicago Flights

Return flight: Chicago – Anchorage

Cheapflightsplus.com will find cheap Alaska Airlines flights from Anchorage to Chicago. Compare airline ticket prices and book air tickets starting from $174 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 Anchorage (AK) — 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 - $174, two-way – $298.
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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
0:28 am — 1:06 pm
0:28 am — 5:00 am AS118 Alaska Airlines
Anchorage — Seattle
2h stop
7:00 am — 1:06 pm UA1373 United Airlines
Seattle — Chicago
9h 38m
including layover
Find flight
from$588
10:00 am — 11:59 pm
9:40 am — 2:09 pm AS56 Alaska Airlines
Anchorage — Seattle
3h 31m stop
6:06 pm — 11:59 pm AS538 Alaska Airlines
Seattle — Chicago
10h 59m
including layover
Find flight
from$232
11:05 am — 11:59 pm
1:55 am — 6:22 am AS108 Alaska Airlines
Anchorage — Seattle
2h 23m stop
6:06 pm — 11:59 pm AS538 Alaska Airlines
Seattle — Chicago
9h 54m
including layover
Find flight
from$174
12:20 pm — 11:59 pm
12:15 pm — 4:44 pm AS130 Alaska Airlines
Anchorage — Seattle
1h 10m stop
6:06 pm — 11:59 pm AS538 Alaska Airlines
Seattle — Chicago
8h 39m
including layover
Find flight
from$174
12:20 pm — 6:00 am
+1 day
12:20 pm — 4:51 pm AS130 Alaska Airlines
Anchorage — Seattle
7h 8m stop
11:59 pm — 6:00 am UA2019 United Airlines
Seattle — Chicago
14h 40m
including layover
Find flight
from$588
1:29 am — 2:03 pm
1:29 am — 6:01 am AS172 Alaska Airlines
Anchorage — Seattle
1h 54m stop
8:35 am — 2:50 pm AS408 Alaska Airlines
Seattle — Chicago
9h 34m
including layover
Find flight
from$355
1:49 am — 11:59 pm
1:49 am — 6:18 am AS198 Alaska Airlines
Anchorage — Portland
7h 28m stop
1:45 pm — 2:51 pm AS1008 Alaska Airlines
Portland — Seattle
3h 7m stop
6:06 pm — 11:59 pm AS538 Alaska Airlines
Seattle — Chicago
19h 10m
including layover
Find flight
from$183
1:49 am — 11:59 pm
1:49 am — 6:18 am AS198 Alaska Airlines
Anchorage — Portland
3h 7m stop
10:15 am — 11:15 am AS2181 Alaska Airlines
Portland — Seattle
7h 31m stop
6:06 pm — 11:59 pm AS538 Alaska Airlines
Seattle — Chicago
19h 10m
including layover
Find flight
from$189
1:49 am — 11:59 pm
1:49 am — 6:18 am AS198 Alaska Airlines
Anchorage — Portland
5h 21m stop
11:49 am — 12:55 pm AS970 Alaska Airlines
Portland — Seattle
5h 14m stop
6:06 pm — 11:59 pm AS538 Alaska Airlines
Seattle — Chicago
19h 10m
including layover
Find flight
from$189
1:59 am — 2:03 pm
1:59 am — 6:31 am AS190 Alaska Airlines
Anchorage — Seattle
1h 24m stop
8:35 am — 2:50 pm AS408 Alaska Airlines
Seattle — Chicago
9h 4m
including layover
Find flight
from$174
2:25 pm — 6:00 am
+1 day
2:25 pm — 6:55 pm AS226 Alaska Airlines
Anchorage — Seattle
5h 4m stop
11:59 pm — 6:00 am UA2019 United Airlines
Seattle — Chicago
12h 35m
including layover
Find flight
from$587
2:28 am — 2:03 pm
2:28 am — 7:00 am AS194 Alaska Airlines
Anchorage — Seattle
55m stop
8:35 am — 2:50 pm AS408 Alaska Airlines
Seattle — Chicago
8h 35m
including layover
Find flight
from$174
2:28 am — 11:59 pm
2:28 am — 7:00 am AS194 Alaska Airlines
Anchorage — Seattle
11h stop
6:00 pm — 11:59 pm AS538 Alaska Airlines
Seattle — Chicago
18h 31m
including layover
Find flight
from$178
2:28 am — 5:59 pm
2:28 am — 7:00 am AS194 Alaska Airlines
Anchorage — Seattle
4h 45m stop
11:45 am — 5:59 pm AS352 Alaska Airlines
Seattle — Chicago
12h 31m
including layover
Find flight
from$393
2:59 am — 5:59 pm
2:59 am — 7:31 am AS120 Alaska Airlines
Anchorage — Seattle
4h 14m stop
11:45 am — 5:59 pm AS352 Alaska Airlines
Seattle — Chicago
12h
including layover
Find flight
from$232
2:59 am — 5:10 pm
2:59 am — 7:31 am AS120 Alaska Airlines
Anchorage — Seattle
3h 34m stop
11:05 am — 5:10 pm UA747 United Airlines
Seattle — Chicago
11h 11m
including layover
Find flight
from$587
4:30 pm — 6:00 am
+1 day
4:30 pm — 9:00 pm AS248 Alaska Airlines
Anchorage — Seattle
2h 59m stop
11:59 pm — 6:00 am UA2019 United Airlines
Seattle — Chicago
10h 30m
including layover
Find flight
from$588
5:00 am — 5:10 pm
5:00 am — 9:35 am AS52 Alaska Airlines
Anchorage — Seattle
1h 30m stop
11:05 am — 5:10 pm UA747 United Airlines
Seattle — Chicago
9h 10m
including layover
Find flight
from$588
6:00 am — 5:59 pm
6:00 am — 10:34 am AS1460 Alaska Airlines
Anchorage — Seattle
1h 11m stop
11:45 am — 5:59 pm AS352 Alaska Airlines
Seattle — Chicago
8h 59m
including layover
Find flight
from$232
7:15 pm — 1:06 pm
+1 day
7:15 pm — 11:44 pm AS116 Alaska Airlines
Anchorage — Seattle
7h 16m stop
7:00 am — 1:06 pm UA1373 United Airlines
Seattle — Chicago
14h 51m
including layover
Find flight
from$588
*Departure and arrival times are local. Last updated on 12/22/2024

Flight Information

There are 21 flight by Alaska Airlines from Anchorage to Chicago every week with departures from Ted Stevens Anchorage, Bryant AAF, Merrill Field, Elmendorf AFB. All flights arrive at Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee.

Departures start from 0:28 am to 7:15 pm. Nonstop flight is 8h 35m. The time difference between Anchorage and Chicago is 3h.

  • The fastest flight 8h 35m
  • Average flight time 11h 5m
  • The earliest flight 0:28 am
  • The latest flight 7:15 pm
  • Distance 2853 ml

The cheapest months for traveling to Chicago are january (from 174 $), february (from 174 $), december (from 238 $).

The most expensive and popular months are november (from 390 $), december (from 238 $), february (from 174 $).

The cheapest flight by Alaska Airlines that our users were able to find is $174. This airfare is economy class on one-way AS190 flight for February 1, 2025 leaving Ted Stevens Anchorage in Anchorage at 1:59 am, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Alaska Airlines is the only airline which provides flights on the route Anchorage — Chicago. To choose the best flight cost and time we advise to get acquainted with its schedule and prices.

Nonstop flights

There’re no direct flights on this route. Try flights with stops.

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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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