Cheap Flights from Anchorage, AK to Chicago, IL from $174

Return flight: Chicago – Anchorage

On Cheapflightsplus.com you will find 20 connecting flights from Anchorage to Chicago. You can compare airfare deals from 1 airlines and multiple travel sites from $174, book and save on cheap plane tickets and last minute offers. Also check out ANC-CHI flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Anchorage to Chicago Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $174 (one-way), $298 (round-trip).
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Full flight schedule will help you in detecting at what time planes fly from Anchorage to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
Departure Arrival Flight Details Flight Duration Price
00:28 — 13:06
00:28 — 05:00 AS118 Alaska Airlines
Anchorage — Seattle
2h stop
07:00 — 13:06 UA1373 United Airlines
Seattle — Chicago
9h 38m
including layover
Find flight
from$588
01:29 — 14:03
01:29 — 06:01 AS172 Alaska Airlines
Anchorage — Seattle
1h 54m stop
08:35 — 14:50 AS408 Alaska Airlines
Seattle — Chicago
9h 34m
including layover
Find flight
from$355
01:59 — 14:03
01:59 — 06:31 AS190 Alaska Airlines
Anchorage — Seattle
1h 24m stop
08:35 — 14:50 AS408 Alaska Airlines
Seattle — Chicago
9h 4m
including layover
Find flight
from$174
02:28 — 14:03
02:28 — 07:00 AS194 Alaska Airlines
Anchorage — Seattle
55m stop
08:35 — 14:50 AS408 Alaska Airlines
Seattle — Chicago
8h 35m
including layover
Find flight
from$174
02:28 — 23:59
02:28 — 07:00 AS194 Alaska Airlines
Anchorage — Seattle
11h stop
18:00 — 23:59 AS538 Alaska Airlines
Seattle — Chicago
18h 31m
including layover
Find flight
from$178
02:28 — 17:59
02:28 — 07:00 AS194 Alaska Airlines
Anchorage — Seattle
4h 45m stop
11:45 — 17:59 AS352 Alaska Airlines
Seattle — Chicago
12h 31m
including layover
Find flight
from$393
02:59 — 17:59
02:59 — 07:31 AS120 Alaska Airlines
Anchorage — Seattle
4h 14m stop
11:45 — 17:59 AS352 Alaska Airlines
Seattle — Chicago
12h
including layover
Find flight
from$232
02:59 — 17:10
02:59 — 07:31 AS120 Alaska Airlines
Anchorage — Seattle
3h 34m stop
11:05 — 17:10 UA747 United Airlines
Seattle — Chicago
11h 11m
including layover
Find flight
from$587
05:00 — 17:10
05:00 — 09:35 AS52 Alaska Airlines
Anchorage — Seattle
1h 30m stop
11:05 — 17:10 UA747 United Airlines
Seattle — Chicago
9h 10m
including layover
Find flight
from$588
06:00 — 17:59
06:00 — 10:34 AS1460 Alaska Airlines
Anchorage — Seattle
1h 11m stop
11:45 — 17:59 AS352 Alaska Airlines
Seattle — Chicago
8h 59m
including layover
Find flight
from$232
10:00 — 23:59
09:40 — 14:09 AS56 Alaska Airlines
Anchorage — Seattle
3h 31m stop
18:06 — 23:59 AS538 Alaska Airlines
Seattle — Chicago
10h 59m
including layover
Find flight
from$232
11:05 — 23:59
01:55 — 06:22 AS108 Alaska Airlines
Anchorage — Seattle
2h 23m stop
18:06 — 23:59 AS538 Alaska Airlines
Seattle — Chicago
9h 54m
including layover
Find flight
from$174
12:20 — 23:59
12:15 — 16:44 AS130 Alaska Airlines
Anchorage — Seattle
1h 10m stop
18:06 — 23:59 AS538 Alaska Airlines
Seattle — Chicago
8h 39m
including layover
Find flight
from$174
12:20 — 06:00
+1 day
12:20 — 16:51 AS130 Alaska Airlines
Anchorage — Seattle
7h 8m stop
23:59 — 06:00 UA2019 United Airlines
Seattle — Chicago
14h 40m
including layover
Find flight
from$588
14:25 — 06:00
+1 day
14:25 — 18:55 AS226 Alaska Airlines
Anchorage — Seattle
5h 4m stop
23:59 — 06:00 UA2019 United Airlines
Seattle — Chicago
12h 35m
including layover
Find flight
from$587
16:30 — 06:00
+1 day
16:30 — 21:00 AS248 Alaska Airlines
Anchorage — Seattle
2h 59m stop
23:59 — 06:00 UA2019 United Airlines
Seattle — Chicago
10h 30m
including layover
Find flight
from$588
19:15 — 13:06
+1 day
19:15 — 23:44 AS116 Alaska Airlines
Anchorage — Seattle
7h 16m stop
07:00 — 13:06 UA1373 United Airlines
Seattle — Chicago
14h 51m
including layover
Find flight
from$588
01:49 — 23:59
01:49 — 06:18 AS198 Alaska Airlines
Anchorage — Portland
7h 28m stop
13:45 — 14:51 AS1008 Alaska Airlines
Portland — Seattle
3h 7m stop
18:06 — 23:59 AS538 Alaska Airlines
Seattle — Chicago
19h 10m
including layover
Find flight
from$183
01:49 — 23:59
01:49 — 06:18 AS198 Alaska Airlines
Anchorage — Portland
3h 7m stop
10:15 — 11:15 AS2181 Alaska Airlines
Portland — Seattle
7h 31m stop
18:06 — 23:59 AS538 Alaska Airlines
Seattle — Chicago
19h 10m
including layover
Find flight
from$189
01:49 — 23:59
01:49 — 06:18 AS198 Alaska Airlines
Anchorage — Portland
5h 21m stop
11:49 — 12:55 AS970 Alaska Airlines
Portland — Seattle
5h 14m stop
18:06 — 23:59 AS538 Alaska Airlines
Seattle — Chicago
19h 10m
including layover
Find flight
from$189
*Departure and arrival times - local. Updated on December 21, 2024

Flight Information

Below we will explain in detail what the flights cost on the destination from Anchorage to Chicago depends on and how to choose the most interesting flight option for you.

Distance between Anchorage and Chicago is 4591 miles. Time difference between the cities is 3h. Airplanes depart 00:28 to 19:15 from 4 Anchorage airports and arrive 00:28 to 19:15 to 7 Chicago airports. Average flight time is 11h 5m.

  • The fastest flight 8h 35m
  • Average flight time 11h 5m
  • The earliest flight 00:28
  • The latest flight 19:15
  • Distance 2853 ml

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

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

What is the lowest airfare Anchorage to Chicago?

The cheapest plane ticket found by our users is $174. This airfare is for economy class on one-way AS190 flight by Alaska Airlines for February 1, 2025 which leaves Ted Stevens Anchorage in Anchorage at 01:59 am and arrives at Chicago O'Hare International at 14:03.

Economy class
$174
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Business class
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First class
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Popular Airlines on the Route

The flight Anchorage — Chicago is served by 1 regular airline . Most of the flights on this route are operated by Alaska Airlines - 20 departures per week at the price of from $ 174 . And the most expensive tickets are offered by Alaska Airlines airline - from $ 588.

Direct flights

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

Connecting Flights

There are 20 flights with layovers on the route. The fastest connecting flight is AS194 by Alaska Airlines takes 8h 35m and the cheapest is AS190 by Alaska Airlines for $174.

See more connecting flights

Airports

You can fly from Anchorage to Chicago from 4 airports (Bryant AAF, Merrill Field, Ted Stevens Anchorage, Elmendorf AFB).

Anchorage airports

  • Bryant AAF-FRN
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  • Merrill Field-MRI
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  • Ted Stevens Anchorage-ANC
    from $174
    Find
  • Elmendorf AFB-EDF
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Chicago airports

  • O'Hare International-ORD
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  • Midway-MDW
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  • Dupage County-DPA
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  • Chicago FSS-CHI
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  • Merrill C Meigs (closed)-CGX
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  • Pal-Waukee-PWK
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  • Chicago NAS-NOH
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How to book a plane 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 flight ticket.
  • 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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