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 $87 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 may: one-way - $87, two-way – $149.
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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
10:10 pm — 7:03 am
+1 day
10:10 pm — 7:03 am AS196 Alaska Airlines
Anchorage — Chicago
5h 53m
Find flight
from$101
11:10 pm — 8:25 am
+1 day
11:10 pm — 8:25 am AS138 Alaska Airlines
Anchorage — Chicago
6h 15m
Find flight
from$87
11:15 pm — 8:25 am
+1 day
11:15 pm — 8:25 am AS138 Alaska Airlines
Anchorage — Chicago
6h 10m
Find flight
from$282
10:00 am — 11:45 pm
10:00 am — 2:25 pm AS80 Alaska Airlines
Anchorage — Seattle
3h 25m stop
5:50 pm — 11:45 pm AS26 Alaska Airlines
Seattle — Chicago
10h 45m
including layover
Find flight
from$88
10:30 am — 4:15 pm
+1 day
10:30 am — 2:57 pm AS80 Alaska Airlines
Anchorage — Seattle
19h 3m stop
10:00 am — 4:15 pm AS34 Alaska Airlines
Seattle — Chicago
26h 45m
including layover
Find flight
from$93
11:40 pm — 3:15 pm
+1 day
11:40 pm — 6:00 am AS150 Alaska Airlines
Anchorage — Los Angeles
2h 55m stop
8:55 am — 3:15 pm AS1232 Alaska Airlines
Los Angeles — Chicago
12h 35m
including layover
Find flight
from$88
12:00 pm — 11:45 pm
12:00 pm — 4:25 pm AS94 Alaska Airlines
Anchorage — Seattle
1h 25m stop
5:50 pm — 11:45 pm AS26 Alaska Airlines
Seattle — Chicago
8h 45m
including layover
Find flight
from$112
12:00 pm — 5:05 am
+1 day
12:00 pm — 4:25 pm AS94 Alaska Airlines
Anchorage — Seattle
6h 50m stop
11:15 pm — 5:05 am AS22 Alaska Airlines
Seattle — Chicago
14h 5m
including layover
Find flight
from$190
1:30 pm — 4:15 pm
+1 day
1:30 pm — 5:58 pm AS98 Alaska Airlines
Anchorage — Seattle
15h 57m stop
9:55 am — 4:15 pm AS34 Alaska Airlines
Seattle — Chicago
23h 45m
including layover
Find flight
from$93
2:45 am — 11:45 pm
2:45 am — 7:10 am AS186 Alaska Airlines
Anchorage — Seattle
10h 40m stop
5:50 pm — 11:45 pm AS26 Alaska Airlines
Seattle — Chicago
18h
including layover
Find flight
from$107
2:45 am — 5:05 am
+1 day
2:45 am — 7:10 am AS186 Alaska Airlines
Anchorage — Seattle
16h 5m stop
11:15 pm — 5:05 am AS22 Alaska Airlines
Seattle — Chicago
23h 20m
including layover
Find flight
from$112
3:00 pm — 1:10 pm
+1 day
3:00 pm — 7:25 pm AS900 Alaska Airlines
Anchorage — Seattle
11h 55m stop
7:20 am — 1:10 pm AS35 Alaska Airlines
Seattle — Chicago
19h 10m
including layover
Find flight
from$107
3:00 pm — 5:05 am
+1 day
3:00 pm — 7:25 pm AS900 Alaska Airlines
Anchorage — Seattle
3h 50m stop
11:15 pm — 5:05 am AS22 Alaska Airlines
Seattle — Chicago
11h 5m
including layover
Find flight
from$107
4:00 pm — 1:10 pm
+1 day
4:00 pm — 8:25 pm AS320 Alaska Airlines
Anchorage — Seattle
10h 55m stop
7:20 am — 1:10 pm AS35 Alaska Airlines
Seattle — Chicago
18h 10m
including layover
Find flight
from$107
4:45 pm — 11:57 pm
+1 day
4:45 pm — 9:19 pm AS140 Alaska Airlines
Anchorage — Portland
20h 41m stop
6:00 pm — 11:57 pm AS686 Alaska Airlines
Portland — Chicago
28h 12m
including layover
Find flight
from$93
5:00 am — 11:45 pm
5:00 am — 9:25 am AS170 Alaska Airlines
Anchorage — Seattle
8h 25m stop
5:50 pm — 11:45 pm AS26 Alaska Airlines
Seattle — Chicago
15h 45m
including layover
Find flight
from$107
5:00 am — 5:05 am
+1 day
5:00 am — 9:25 am AS170 Alaska Airlines
Anchorage — Seattle
13h 50m stop
11:15 pm — 5:05 am AS22 Alaska Airlines
Seattle — Chicago
21h 5m
including layover
Find flight
from$112
6:00 am — 6:30 pm
6:00 am — 10:27 am AS118 Alaska Airlines
Anchorage — Seattle
1h 53m stop
12:20 pm — 6:30 pm AS22 Alaska Airlines
Seattle — Chicago
9h 30m
including layover
Find flight
from$88
6:00 am — 11:45 pm
6:00 am — 10:25 am AS118 Alaska Airlines
Anchorage — Seattle
7h 25m stop
5:50 pm — 11:45 pm AS26 Alaska Airlines
Seattle — Chicago
14h 45m
including layover
Find flight
from$107
7:00 pm — 1:10 pm
+1 day
7:00 pm — 11:25 pm AS104 Alaska Airlines
Anchorage — Seattle
7h 55m stop
7:20 am — 1:10 pm AS35 Alaska Airlines
Seattle — Chicago
15h 10m
including layover
Find flight
from$107
8:30 am — 11:45 pm
8:30 am — 12:55 pm AS86 Alaska Airlines
Anchorage — Seattle
4h 55m stop
5:50 pm — 11:45 pm AS26 Alaska Airlines
Seattle — Chicago
12h 15m
including layover
Find flight
from$107
8:30 am — 5:05 am
+1 day
8:30 am — 12:55 pm AS86 Alaska Airlines
Anchorage — Seattle
10h 20m stop
11:15 pm — 5:05 am AS22 Alaska Airlines
Seattle — Chicago
17h 35m
including layover
Find flight
from$107
9:55 pm — 6:55 am
+2 days
9:55 pm — 2:20 am AS106 Alaska Airlines
Anchorage — Seattle
22h 25m stop
0:45 am — 6:55 am AS20 Alaska Airlines
Seattle — Chicago
30h
including layover
Find flight
from$230
0:15 am — 2:38 pm
0:15 am — 4:40 am AS114 Alaska Airlines
Anchorage — Seattle
2h 5m stop
6:45 am — 7:35 am AS3334 Alaska Airlines
Seattle — Portland
1h 15m stop
8:50 am — 2:38 pm AS696 Alaska Airlines
Portland — Chicago
11h 23m
including layover
Find flight
from$106
0:15 am — 4:04 pm
0:15 am — 4:40 am AS114 Alaska Airlines
Anchorage — Seattle
2h 20m stop
7:00 am — 9:00 am AS752 Alaska Airlines
Seattle — San Francisco
55m stop
9:55 am — 4:04 pm AS1208 Alaska Airlines
San Francisco — Chicago
12h 49m
including layover
Find flight
from$106
1:15 am — 4:04 pm
1:15 am — 5:40 am AS82 Alaska Airlines
Anchorage — Seattle
1h 20m stop
7:00 am — 9:00 am AS752 Alaska Airlines
Seattle — San Francisco
55m stop
9:55 am — 4:04 pm AS1208 Alaska Airlines
San Francisco — Chicago
11h 49m
including layover
Find flight
from$106
7:00 pm — 11:55 pm
+1 day
7:00 pm — 11:25 pm AS104 Alaska Airlines
Anchorage — Seattle
11h 55m stop
11:20 am — 5:05 pm AS660 Alaska Airlines
Seattle — Dallas
4h 45m stop
9:50 pm — 11:55 pm WN1142 Southwest Airlines
Dallas — Chicago
25h 55m
including layover
Find flight
from$179
9:55 pm — 5:55 pm
+1 day
9:55 pm — 2:20 am AS106 Alaska Airlines
Anchorage — Seattle
2h 40m stop
5:00 am — 7:55 am AS286 Alaska Airlines
Seattle — Los Angeles
3h 50m stop
11:45 am — 5:55 pm AS1232 Alaska Airlines
Los Angeles — Chicago
17h
including layover
Find flight
from$225
*Departure and arrival times are local. Last updated on 04/27/2024

Flight Information

There are 3 flights 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 0:15 am to 9:55 pm. Nonstop flight is 5h 53m. The time difference between Anchorage and Chicago is 3h.

  • The fastest flight 5h 53m
  • Average flight time 6h 10m
  • The earliest flight 0:15 am
  • The latest flight 9:55 pm
  • Distance 2853 ml

The cheapest flight by Alaska Airlines that our users were able to find is $87. This airfare is economy class on one-way AS138 flight for August 29, 2020 leaving Ted Stevens Anchorage in Anchorage at 11:10 pm, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides Alaska Airlines there are other 4 airline carriers between Anchorage and Chicago. Please review schedules and prices from the most popular airlines to find the best airfare deals from Anchorage to Chicago.

Nonstop flights

There are 4 direct flights every day from Anchorage. 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?

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  • 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.

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