Cheap Flights from Anchorage, AK to Chicago, IL from $204

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On Cheapflightsplus.com you will find 1 direct and 161 connecting flights from Anchorage to Chicago. You can compare airfare deals from 2 airlines and multiple travel sites from $204, 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: $204 (one-way), $350 (round-trip).

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Best Flights from Anchorage to Chicago Today

Take a look at the list of non stop flights and flights with layovers from Anchorage to Chicago with the lowest price of $204. The fastest direct flight takes 6h 1m and the fastest connecting – 8h 12m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $204 Find flight	21:20 Anchorage Ted Stevens Anchorage	06:21+1 день Chicago O'Hare International	6h 1m	United Airlines	UA2271
from $210 Find flight	02:28 Anchorage Ted Stevens Anchorage	14:03 Chicago O'Hare International	8h 35m layover 0h 55m - Seattle	Alaska Airlines	AS194 AS408
from $210 Find flight	12:20 Anchorage Ted Stevens Anchorage	23:59 Chicago O'Hare International	8h 39m layover 1h 10m - Seattle	Alaska Airlines	AS130 AS538
from $210 Find flight	01:59 Anchorage Ted Stevens Anchorage	14:03 Chicago O'Hare International	9h 4m layover 1h 24m - Seattle	Alaska Airlines	AS190 AS408
from $210 Find flight	11:05 Anchorage Ted Stevens Anchorage	23:59 Chicago O'Hare International	9h 54m layover 2h 23m - Seattle	Alaska Airlines	AS108 AS538
from $216 Find flight	19:25 Anchorage Ted Stevens Anchorage	12:07+1 день Chicago O'Hare International	13h 42m layover 6h 1m - Seattle	Alaska Airlines	AS248 AS408
from $281 Find flight	06:00 Anchorage Ted Stevens Anchorage	17:59 Chicago O'Hare International	8h 59m layover 1h 11m - Seattle	Alaska Airlines	AS1460 AS352
from $281 Find flight	10:00 Anchorage Ted Stevens Anchorage	23:59 Chicago O'Hare International	10h 59m layover 3h 31m - Seattle	Alaska Airlines	AS56 AS538
from $281 Find flight	02:59 Anchorage Ted Stevens Anchorage	17:59 Chicago O'Hare International	12h 0m layover 4h 14m - Seattle	Alaska Airlines	AS120 AS352
from $287 Find flight	19:25 Anchorage Ted Stevens Anchorage	15:50+1 день Chicago O'Hare International	17h 25m layover 9h 44m - Seattle	Alaska Airlines	AS248 AS352
from $289 Find flight	02:36 Anchorage Ted Stevens Anchorage	23:47 Chicago O'Hare International	18h 11m layover 10h 41m - Seattle	Alaska Airlines	AS190 AS538
from $302 Find flight	23:55 Anchorage Ted Stevens Anchorage	09:31+2 дня Chicago O'Hare International	30h 36m layover 22h 50m - Denver	United Airlines	UA1959 UA532
from $222 Find flight	01:49 Anchorage Ted Stevens Anchorage	23:59 Chicago O'Hare International	19h 10m layover 7h 28m - Portland 3h 7m - Seattle	Alaska Airlines	AS198 AS1008 AS538
from $294 Find flight	10:57 Anchorage Ted Stevens Anchorage	05:19+1 день Chicago O'Hare International	15h 22m layover 6h 11m - Juneau 1h 2m - Seattle	Alaska Airlines	AS64 AS66 AS328
from $294 Find flight	19:39 Anchorage Ted Stevens Anchorage	16:54+1 день Chicago O'Hare International	18h 15m layover 7h 58m - Juneau 2h 1m - Seattle	Alaska Airlines	AS70 AS176 AS352
from $296 Find flight	17:25 Anchorage Ted Stevens Anchorage	16:59+1 день Chicago O'Hare International	20h 34m layover 9h 5m - Seattle 1h 18m - San Francisco	Alaska Airlines	AS116 AS1166 AS598

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on May 09, 2025

Flight Schedule Anchorage (Alaska) to Chicago (Illinois)

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	Flight Details	Flight Duration	Price
21:20 — 06:21 +1 day	21:20 — 06:21 UA2271 United Airlines Anchorage — Chicago	6h 1m	Find flight from$204
00:33 — 12:07	00:33 — 05:00 AS118 Alaska Airlines Anchorage — Seattle 53m stop 06:00 — 12:09 AS408 Alaska Airlines Seattle — Chicago	8h 34m including layover	Find flight from$373
00:33 — 18:12	00:33 — 05:07 AS118 Alaska Airlines Anchorage — Seattle 6h 54m stop 12:11 — 18:18 AS410 Alaska Airlines Seattle — Chicago	14h 39m including layover	Find flight from$383
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$210
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$210
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$215
05:00 — 18:12	05:00 — 09:34 AS52 Alaska Airlines Anchorage — Seattle 2h 29m stop 12:11 — 18:18 AS410 Alaska Airlines Seattle — Chicago	10h 12m including layover	Find flight from$373
05:00 — 23:47	05:00 — 09:26 AS52 Alaska Airlines Anchorage — Seattle 8h 17m stop 18:06 — 23:59 AS538 Alaska Airlines Seattle — Chicago	15h 47m including layover	Find flight from$384
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$281
06:00 — 18:12	06:00 — 10:34 AS1460 Alaska Airlines Anchorage — Seattle 1h 24m stop 12:11 — 18:18 AS410 Alaska Airlines Seattle — Chicago	9h 12m including layover	Find flight from$287
07:00 — 23:47	06:45 — 11:14 AS188 Alaska Airlines Anchorage — Seattle 6h 17m stop 18:06 — 23:59 AS538 Alaska Airlines Seattle — Chicago	13h 47m including layover	Find flight from$386
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$281
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$210
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$210
14:36 — 12:07 +1 day	14:36 — 19:09 AS80 Alaska Airlines Anchorage — Seattle 10h 51m stop 06:00 — 12:07 AS408 Alaska Airlines Seattle — Chicago	18h 31m including layover	Find flight from$386
17:25 — 18:18 +1 day	17:25 — 22:00 AS116 Alaska Airlines Anchorage — Seattle 14h 11m stop 12:11 — 18:18 AS410 Alaska Airlines Seattle — Chicago	21h 53m including layover	Find flight from$302
19:25 — 12:07 +1 day	19:25 — 23:59 AS248 Alaska Airlines Anchorage — Seattle 6h 1m stop 06:00 — 12:07 AS408 Alaska Airlines Seattle — Chicago	13h 42m including layover	Find flight from$216
19:25 — 15:50 +1 day	19:25 — 23:59 AS248 Alaska Airlines Anchorage — Seattle 9h 44m stop 10:47 — 16:54 AS352 Alaska Airlines Seattle — Chicago	17h 25m including layover	Find flight from$287
23:55 — 09:31 +2 days	23:55 — 07:10 UA1959 United Airlines Anchorage — Denver 22h 50m stop 06:05 — 09:36 UA532 United Airlines Denver — Chicago	30h 36m including layover	Find flight from$302
23:55 — 19:24 +1 day	23:55 — 07:10 UA1959 United Airlines Anchorage — Denver 8h 43m stop 15:53 — 19:24 UA234 United Airlines Denver — Chicago	16h 29m including layover	Find flight from$361
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$222
10:57 — 12:07 +1 day	10:57 — 12:36 AS64 Alaska Airlines Anchorage — Juneau 6h 11m stop 18:50 — 22:10 AS66 Alaska Airlines Juneau — Seattle 7h 40m stop 06:00 — 12:09 AS408 Alaska Airlines Seattle — Chicago	22h 10m including layover	Find flight from$222
16:30 — 05:28 +1 day	16:30 — 20:58 AS84 Alaska Airlines Anchorage — Seattle 1h 1m stop 21:59 — 22:56 AS955 Alaska Airlines Seattle — Portland 33m stop 23:29 — 05:28 AS340 Alaska Airlines Portland — Chicago	9h 58m including layover	Find flight from$392
16:30 — 16:48 +1 day	16:30 — 20:58 AS84 Alaska Airlines Anchorage — Seattle 9h 2m stop 06:00 — 08:12 AS1082 Alaska Airlines Seattle — San Francisco 2h 15m stop 10:27 — 16:48 AS598 Alaska Airlines San Francisco — Chicago	21h 18m including layover	Find flight from$392
17:25 — 16:59 +1 day	17:25 — 22:00 AS116 Alaska Airlines Anchorage — Seattle 9h 5m stop 07:05 — 09:22 AS1166 Alaska Airlines Seattle — San Francisco 1h 18m stop 10:40 — 16:59 AS598 Alaska Airlines San Francisco — Chicago	20h 34m including layover	Find flight from$296

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

*Departure and arrival times - local. Updated on May 9, 2025

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 23:55 from 4 Anchorage airports and arrive 00:28 to 23:55 to 7 Chicago airports. Average flight time is 6h 1m.

The fastest flight 6h 1m
Average flight time 6h 1m
The earliest flight 00:28
The latest flight 23:55
Distance 2853 ml

The cheapest months to travel to Chicago are november (from 204 $), january (from 210 $), february (from 210 $).

The most expensive months are december (from 216 $), february (from 210 $), january (from 210 $).

What is the lowest airfare Anchorage to Chicago?

The cheapest plane ticket found by our users is $204. This airfare is for economy class on one-way UA2271 flight by United Airlines for November 30, 2024 which leaves Ted Stevens Anchorage in Anchorage at 21:20 am and arrives at Chicago O'Hare International at 06:21.

Economy class

$204

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First class

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Popular Airlines on the Route

The flight Anchorage — Chicago is served by 2 regular airlines . Most of the flights on this route are operated by Alaska Airlines - 135 departures per week at the price of from $ 210 . And the most expensive tickets are offered by Alaska Airlines airline - from $ 1254.

Direct flights

There are 1 nonstop flights on the route. The fastest direct flight is UA2271 by United Airlines takes 6h 1m and the cheapest is UA2271 by United Airlines for $204.

UA - United Airlines

from $204

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Connecting Flights

There are 161 flights with layovers on the route. The fastest connecting flight is AS198 by Alaska Airlines takes 8h 12m and the cheapest is UA2271 by United Airlines for $210.

AS - Alaska Airlines

from $210

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UA - United Airlines

from $302

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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 $204
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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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Airplanes

There are flights to Chicago from Anchorage by 2 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.

Top Domestic Destinations from Anchorage

You may also consider searching for discounted plane tickets to some other popular places from Anchorage within United States.

Anchorage — Seattle

from $209

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Anchorage — Denver

from $66

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Anchorage — Las Vegas

from $80

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Anchorage — Chicago

from $56

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Anchorage — Honolulu

from $60

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Anchorage — Phoenix

from $74

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Anchorage — Boston

from $58

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Anchorage — Orlando

from $62

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Anchorage — Los Angeles

from $60

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Anchorage — Salt Lake City

from $66

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Top International Destinations from Anchorage

Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.

Anchorage — Vancouver

from $58

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How to book a plane 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.
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