How many flights depart from Anchorage to Chicago on average per day?

3 flights are operational daily from Anchorage to Chicago as of September 2026. The most popular departure time for this route is 9:00PM, with 100% of flights per day taking off in the evening.

How many flights depart from Anchorage to Chicago on average per week?

The number of flights available between Anchorage and Chicago is 25 per week as of September 2026. The most frequent departure day is Mon, with 20% of weekly flights leaving on this day.

What airlines fly to Chicago?

United Airlines, Alaska Airlines and American Airlines are the top three most popular airlines that fly to Chicago from Anchorage according to our data. United Airlines is the first choice among our users, with 44% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Anchorage to Chicago?

Alaska Airlines, United Airlines, and Delta are the most popular carriers operating from Anchorage to Chicago

When did momondo last update prices for flights from Anchorage Airport to Chicago?

Prices for flights from Anchorage Airport to Chicago refresh daily.

How many operators does momondo search for flights from Anchorage Airport to Chicago?

The number of operators available for flights from Anchorage Airport to Chicago is 4 as of September 2026.

How old do you have to be to fly from Anchorage Airport to Chicago?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Anchorage Airport to Chicago.

What documentation or ID do you need to fly to Chicago?

The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$217 Cheap Flights from Anchorage to Chicago in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Anchorage to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:59 pm - 6:10 amANC Anchorage-ORD Chicago O'Hare Intl

6h 11mnonstop

3:35 pm - 7:39 pmORD Chicago O'Hare Intl-ANC Anchorage

7h 04mnonstop

$439United Airlines

Tue, Oct 20 - Tue, Oct 27

8:59 pm - 6:10 amANC Anchorage-ORD Chicago O'Hare Intl

6h 11mnonstop

4:05 pm - 7:57 pmORD Chicago O'Hare Intl-ANC Anchorage

6h 52mnonstop

$439United Airlines

Sat, Oct 17 - Sat, Oct 24

8:59 pm - 6:10 amANC Anchorage-ORD Chicago O'Hare Intl

6h 11mnonstop

1:30 pm - 10:56 pmORD Chicago O'Hare Intl-ANC Anchorage

12h 26m1 stop Denver Intl

$449United Airlines

Tue, Oct 20 - Tue, Oct 27

2:29 am - 6:20 pmANC Anchorage-ORD Chicago O'Hare Intl

12h 51m1 stop Seattle/Tacoma Intl

5:46 pm - 11:21 amORD Chicago O'Hare Intl-ANC Anchorage

20h 35m1 stop Seattle/Tacoma Intl

$459Alaska Airlines

Mon, Oct 19 - Tue, Oct 27

1:40 am - 2:00 pmANC Anchorage-ORD Chicago O'Hare Intl

9h 20m1 stop Seattle/Tacoma Intl

6:30 am - 6:57 pmORD Chicago O'Hare Intl-ANC Anchorage

15h 27m1 stop Atlanta Hartsfield-Jackson

$459Delta

Fri, Oct 16 - Sat, Oct 24

1:40 am - 4:53 pmANC Anchorage-ORD Chicago O'Hare Intl

12h 13m1 stop Seattle/Tacoma Intl

6:35 am - 3:09 pmORD Chicago O'Hare Intl-ANC Anchorage

11h 34m1 stop Seattle/Tacoma Intl

$459Delta

Mon, Oct 19 - Tue, Oct 27

1:59 am - 6:53 pmANC Anchorage-ORD Chicago O'Hare Intl

13h 54m2 stops Seattle/Tacoma Intl San Diego

5:46 pm - 11:21 amORD Chicago O'Hare Intl-ANC Anchorage

20h 35m1 stop Seattle/Tacoma Intl

$464Alaska Airlines

Mon, Oct 19 - Tue, Oct 27

8:14 pm - 10:05 amANC Anchorage-ORD Chicago O'Hare Intl

10h 51m1 stop Dallas/Fort Worth

8:30 am - 7:09 pmORD Chicago O'Hare Intl-ANC Anchorage

13h 39m1 stop Dallas/Fort Worth

$479American Airlines

Wed, Nov 4 - Sun, Nov 8

10:00 am - 11:59 pmANC Anchorage-ORD Chicago O'Hare Intl

10h 59m1 stop Seattle/Tacoma Intl

8:00 am - 3:22 pmORD Chicago O'Hare Intl-ANC Anchorage

10h 22m1 stop Seattle/Tacoma Intl

$479Alaska Airlines

Wed, Jan 13 - Mon, Jan 18

8:14 pm - 10:04 amANC Anchorage-ORD Chicago O'Hare Intl

10h 50m1 stop Dallas/Fort Worth

6:59 am - 7:09 pmORD Chicago O'Hare Intl-ANC Anchorage

15h 10m1 stop Dallas/Fort Worth

$608American Airlines

Thu, Nov 19 - Tue, Dec 1

Cheap last minute flights

Enter your travel dates to find the best prices.

9:54 pm - 7:25 amANC Anchorage-ORD Chicago O'Hare Intl

6h 31mnonstop

8:10 am - 7:17 pmORD Chicago O'Hare Intl-ANC Anchorage

14h 07m1 stop Dallas/Fort Worth

$519American Airlines

Tue, Sep 29 - Wed, Oct 14

1:32 am - 1:29 pmANC Anchorage-ORD Chicago O'Hare Intl

8h 57m1 stop Seattle/Tacoma Intl

5:30 pm - 12:35 amORD Chicago O'Hare Intl-ANC Anchorage

10h 05m1 stop Seattle/Tacoma Intl

$529Delta

Mon, Sep 28 - Wed, Oct 14

6:12 am - 9:33 pmANC Anchorage-ORD Chicago O'Hare Intl

12h 21m2 stops Seattle/Tacoma Intl Minneapolis St Paul

12:50 pm - 12:35 amORD Chicago O'Hare Intl-ANC Anchorage

14h 45m1 stop Seattle/Tacoma Intl

$534Delta

Tue, Sep 29 - Wed, Oct 14

1:59 am - 7:21 pmANC Anchorage-ORD Chicago O'Hare Intl

14h 22m2 stops Seattle/Tacoma Intl San Diego

7:20 am - 8:51 pmORD Chicago O'Hare Intl-ANC Anchorage

16h 31m2 stops San Diego Seattle/Tacoma Intl

$559Alaska Airlines

Mon, Sep 28 - Wed, Oct 14

9:54 pm - 7:25 amANC Anchorage-ORD Chicago O'Hare Intl

6h 31mnonstop

8:10 am - 7:17 pmORD Chicago O'Hare Intl-ANC Anchorage

14h 07m1 stop Dallas/Fort Worth

$569American Airlines

Tue, Sep 29 - Wed, Oct 14

9:54 pm - 7:25 amANC Anchorage-ORD Chicago O'Hare Intl

6h 31mnonstop

9:40 am - 7:17 pmORD Chicago O'Hare Intl-ANC Anchorage

12h 37m1 stop Dallas/Fort Worth

$569American Airlines

Tue, Sep 29 - Wed, Oct 14

9:45 am - 11:59 pmANC Anchorage-ORD Chicago O'Hare Intl

11h 14m1 stop Seattle/Tacoma Intl

5:46 pm - 11:21 amORD Chicago O'Hare Intl-ANC Anchorage

20h 35m1 stop Seattle/Tacoma Intl

$574Alaska Airlines

Mon, Sep 28 - Mon, Oct 5

6:12 am - 9:33 pmANC Anchorage-ORD Chicago O'Hare Intl

12h 21m2 stops Seattle/Tacoma Intl Minneapolis St Paul

12:50 pm - 12:35 amORD Chicago O'Hare Intl-ANC Anchorage

14h 45m1 stop Seattle/Tacoma Intl

$584Delta

Tue, Sep 29 - Wed, Oct 14

8:59 pm - 6:10 amANC Anchorage-ORD Chicago O'Hare Intl

6h 11mnonstop

4:05 pm - 7:57 pmORD Chicago O'Hare Intl-ANC Anchorage

6h 52mnonstop

$617United Airlines

Tue, Sep 29 - Wed, Oct 7

11:45 pm - 11:28 amANC Anchorage-ORD Chicago O'Hare Intl

8h 43m1 stop Denver Intl

4:05 pm - 7:57 pmORD Chicago O'Hare Intl-ANC Anchorage

6h 52mnonstop

$667United Airlines

Sat, Sep 26 - Mon, Sep 28

Cheap direct flights

Enter your travel dates to find the best prices.

8:59 pm - 6:10 amANC Anchorage-ORD Chicago O'Hare Intl

6h 11mnonstop

3:35 pm - 7:39 pmORD Chicago O'Hare Intl-ANC Anchorage

7h 04mnonstop

$439United Airlines

Tue, Oct 20 - Tue, Oct 27

8:59 pm - 6:10 amANC Anchorage-ORD Chicago O'Hare Intl

6h 11mnonstop

4:05 pm - 7:57 pmORD Chicago O'Hare Intl-ANC Anchorage

6h 52mnonstop

$439United Airlines

Sat, Oct 17 - Sat, Oct 24

8:43 pm - 5:59 amANC Anchorage-ORD Chicago O'Hare Intl

6h 16mnonstop

3:35 pm - 7:39 pmORD Chicago O'Hare Intl-ANC Anchorage

7h 04mnonstop

$459United Airlines

Fri, Oct 30 - Wed, Nov 4

8:45 pm - 5:59 amANC Anchorage-ORD Chicago O'Hare Intl

6h 14mnonstop

3:35 pm - 7:39 pmORD Chicago O'Hare Intl-ANC Anchorage

7h 04mnonstop

$459United Airlines

Wed, Dec 2 - Mon, Dec 7

8:43 pm - 5:59 amANC Anchorage-ORD Chicago O'Hare Intl

6h 16mnonstop

3:35 pm - 7:39 pmORD Chicago O'Hare Intl-ANC Anchorage

7h 04mnonstop

$479United Airlines

Thu, Nov 12 - Sun, Nov 15

8:43 pm - 5:59 amANC Anchorage-ORD Chicago O'Hare Intl

6h 16mnonstop

3:35 pm - 7:39 pmORD Chicago O'Hare Intl-ANC Anchorage

7h 04mnonstop

$491United Airlines

Thu, Nov 19 - Sun, Nov 22

8:43 pm - 5:59 amANC Anchorage-ORD Chicago O'Hare Intl

6h 16mnonstop

3:35 pm - 7:39 pmORD Chicago O'Hare Intl-ANC Anchorage

7h 04mnonstop

$503United Airlines

Mon, Oct 26 - Mon, Nov 2

8:43 pm - 5:59 amANC Anchorage-ORD Chicago O'Hare Intl

6h 16mnonstop

3:35 pm - 7:39 pmORD Chicago O'Hare Intl-ANC Anchorage

7h 04mnonstop

$503United Airlines

Thu, Nov 19 - Tue, Dec 1

8:59 pm - 6:10 amANC Anchorage-ORD Chicago O'Hare Intl

6h 11mnonstop

3:35 pm - 7:39 pmORD Chicago O'Hare Intl-ANC Anchorage

7h 04mnonstop

$503United Airlines

Mon, Oct 19 - Mon, Oct 26

8:45 pm - 5:59 amANC Anchorage-ORD Chicago O'Hare Intl

6h 14mnonstop

3:35 pm - 7:38 pmORD Chicago O'Hare Intl-ANC Anchorage

7h 03mnonstop

$503United Airlines

Wed, Dec 9 - Wed, Jan 6

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Alaska Airlines flights from Anchorage to Chicago

Our best Alaska Airlines deals on Anchorage to Chicago flight tickets

Alaska Airlines

Oct 19

ANC10:22 amAnchorage

16h 18m

1 stop

ORD5:40 amChicago O'Hare Intl

Oct 20

ORD9:00 amChicago O'Hare Intl

16h 48m

1 stop

ANC10:48 pmAnchorage

$517

Alaska Airlines

Oct 19

ANC1:43 amAnchorage

13h 37m

2 stops

ORD6:20 pmChicago O'Hare Intl

Oct 27

ORD7:20 amChicago O'Hare Intl

20h 28m

2 stops

ANC12:48 amAnchorage

$521

Alaska Airlines

Sep 28

ANC1:59 amAnchorage

14h 22m

2 stops

ORD7:21 pmChicago O'Hare Intl

Oct 14

ORD7:20 amChicago O'Hare Intl

16h 31m

2 stops

ANC8:51 pmAnchorage

$559

United Airlines flights from Anchorage to Chicago

Our best United Airlines deals on Anchorage to Chicago flight tickets

United Airlines

Oct 17

ANC8:59 pmAnchorage

6h 11m

ORD6:10 amChicago O'Hare Intl

Oct 24

ORD4:05 pmChicago O'Hare Intl

6h 52m

ANC7:57 pmAnchorage

$439

United Airlines

Nov 19

ANC8:43 pmAnchorage

6h 16m

ORD5:59 amChicago O'Hare Intl

Nov 22

ORD1:30 pmChicago O'Hare Intl

12h 26m

1 stop

ANC10:56 pmAnchorage

$501

United Airlines

Oct 19

ANC8:59 pmAnchorage

6h 11m

ORD6:10 amChicago O'Hare Intl

Oct 26

ORD3:35 pmChicago O'Hare Intl

7h 04m

ANC7:39 pmAnchorage

$503

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

AnchorageChicago

ANC Anchorage - ORD Chicago O'Hare Intl

ANCORD

Anchorage

Tue 10/20

8:59 pm-6:10 am

Nonstop6h 11m

Chicago O'Hare Intl

Tue 10/27

3:35 pm-7:39 pm

Nonstop7h 04m

$439

Quickest round-trip

AnchorageChicago

ANC Anchorage - ORD Chicago O'Hare Intl

ANCORD

Anchorage

Sat 10/17

8:59 pm-6:10 am

Nonstop6h 11m

Chicago O'Hare Intl

Sat 10/24

4:05 pm-7:57 pm

Nonstop6h 52m

$439

AnchorageChicago

ANC Anchorage - ORD Chicago O'Hare Intl

ANCORD

Anchorage

Tue 10/20

8:59 pm-6:10 am

Nonstop6h 11m

Chicago O'Hare Intl

Tue 10/27

1:30 pm-10:56 pm

1 stop12h 26m

$449

AnchorageChicago

ANC Anchorage - ORD Chicago O'Hare Intl

ANCORD

Anchorage

Mon 10/19

2:29 am-6:20 pm

1 stop12h 51m

Chicago O'Hare Intl

Tue 10/27

5:46 pm-11:21 am

1 stop20h 35m

$459

AnchorageChicago

ANC Anchorage - ORD Chicago O'Hare Intl

ANCORD

Anchorage

Fri 10/16

1:40 am-2:00 pm

1 stop9h 20m

Chicago O'Hare Intl

Sat 10/24

6:30 am-6:57 pm

1 stop15h 27m

$459

AnchorageChicago

ANC Anchorage - ORD Chicago O'Hare Intl

ANCORD

Anchorage

Mon 10/19

1:40 am-4:53 pm

1 stop12h 13m

Chicago O'Hare Intl

Tue 10/27

6:35 am-3:09 pm

1 stop11h 34m

$459

AnchorageChicago

ANC Anchorage - ORD Chicago O'Hare Intl

ANCORD

Anchorage

Mon 10/19

1:59 am-6:53 pm

2 stops13h 54m

Chicago O'Hare Intl

Tue 10/27

5:46 pm-11:21 am

1 stop20h 35m

$464

AnchorageChicago

ANC Anchorage - ORD Chicago O'Hare Intl

ANCORD

Anchorage

Wed 11/4

8:14 pm-10:05 am

1 stop10h 51m

Chicago O'Hare Intl

Sun 11/8

8:30 am-7:09 pm

1 stop13h 39m

$479

AnchorageChicago

ANC Anchorage - ORD Chicago O'Hare Intl

ANCORD

Anchorage

Wed 1/13

10:00 am-11:59 pm

1 stop10h 59m

Chicago O'Hare Intl

Mon 1/18

8:00 am-3:22 pm

1 stop10h 22m

$479

AnchorageChicago

ANC Anchorage - ORD Chicago O'Hare Intl

ANCORD

Anchorage

Thu 11/19

8:14 pm-10:04 am

1 stop10h 50m

Chicago O'Hare Intl

Tue 12/1

6:59 am-7:09 pm

1 stop15h 10m

$608

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Anchorage to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the typical price of a round-trip flight between Anchorage and Chicago?

Prices are currently typical for flights on this route.

Typical prices usually range from $358 to $594.
The lowest price recently found on this route was $439.

What is the cheapest month to fly to Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from Anchorage, with most prices found around $358. If you’re not able to fly to Chicago in February, then March is your next best option. Flight prices from Anchorage to Chicago during March average around $429.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $654. This is often the case because there is less demand to fly during this day of the week. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Anchorage to Chicago for around $806.

What is the cheapest Anchorage to Chicago flight route?

Fly from Anchorage to Chicago O'Hare Intl for the best Anchorage - Chicago flight prices

How far in advance should I book a flight from Anchorage to Chicago?

You are more likely to see cheaper flights to Chicago from Anchorage when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $524 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Anchorage for as low as $397 on momondo.

What cabin class options are available on Anchorage to Chicago flights?

There are 4 cabin classes available to choose from on Anchorage to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Anchorage to Chicago flights?

You could potentially save up to 8% on your flight if you consider stops on a Anchorage to Chicago flight.

How have Anchorage to Chicago flight prices changed over time?

When to book flights from Anchorage to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Anchorage to Chicago according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Anchorage to Chicago (ANC to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Anchorage to Chicago

Best Price Found	$217
Fastest flight time	6h 11m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Anchorage in the past 72 hours is $217. The best round-trip flight deal from Anchorage to Chicago found on momondo in the last 72 hours is $439.

The fastest flight from Anchorage to Chicago takes 6h 11m

Direct flights go from Anchorage to Chicago every day.

There are 3 airports in Chicago. From Anchorage there are direct flights to Chicago O'Hare Intl (ORD).

Search flight deals

Frequently asked questions about flying from Anchorage to Chicago

How far is Anchorage to Chicago by plane?
The straight-line distance from Anchorage to Chicago is 2848.0 mi. By plane, this route typically takes 6h 11m.
When did momondo last update prices for flights from Anchorage Airport to Chicago?
Prices for flights from Anchorage Airport to Chicago refresh daily.
How many operators does momondo search for flights from Anchorage Airport to Chicago?
The number of operators available for flights from Anchorage Airport to Chicago is 4 as of September 2026.
How old do you have to be to fly from Anchorage Airport to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Anchorage Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Anchorage to Chicago?
Based on momondo bookings for flights between Anchorage and Chicago, the leading plane model is Boeing 737 MAX 8, making up 60.98% of the total bookings. Other popular models include Boeing 737-800 Passenger/BBJ2 (winglets) with 10.57%, Boeing 757 with 6.50%, and Boeing 737 with 4.88%.
What is the most popular airline from Anchorage to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Anchorage to Chicago is Alaska Airlines (36% of total bookings). The next most popular airlines are United Airlines (31%), Delta (17%), and American Airlines (16%).

Best airlines flying from Anchorage to Chicago

Compare and see reviews for airlines that fly from Anchorage to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Alaska Airlines	PriceFrom $204	Free Cancellation	Rating 7.9 12,956 reviews	Search Alaska Airlines flights
United Airlines	PriceFrom $318	Free Cancellation	Rating 7.4 10,228 reviews	Search United Airlines flights
American Airlines	PriceFrom $331	Free Cancellation	Rating 7.0 12,075 reviews	Search American Airlines flights
Delta	PriceFrom $337	Free Cancellation	Rating 7.8 8,591 reviews	Search Delta flights

United Airlines Flights From Anchorage to Chicago
United Airlines is one of the most popular airlines flying from Anchorage to Chicago, operating 2 flights/week on average for this route. A good United Airlines flight deal for Anchorage to Chicago starts from $318 round-trip, up to an average price of $565. Our users have rated United Airlines at 7.4/10.
American Airlines Flights From Anchorage to Chicago
$331 is the best American Airlines flight deal from Anchorage to Chicago found on momondo over the last 72 hours. The average American Airlines ticket price found was closer to $424, however, with flight time and availability significantly affecting the price. American Airlines (7.0/10 from 12,075 user reviews) flies into Chicago from Anchorage 7 times in an average week so prices can vary.

Merrillville

New Buffalo

Hammond

Portage

Benton Harbor

Lansing

Saint Joseph

Valparaiso

Schererville

Munster

Chesterton

Monticello

Crown Point

Porter

Griffith

Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Anchorage to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Anchorage.

Can I find flights from Anchorage to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Anchorage which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Anchorage to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Anchorage.

I’m not ready to book a flight from Anchorage to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Anchorage and alert you when they change.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Complete your trip

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Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

Cheap flights from Anchorage to Chicago from $217

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Anchorage to Chicago departing on 10/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from Anchorage to Chicago

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

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Alaska Airlines flights from Anchorage to Chicago

Our best Alaska Airlines deals on Anchorage to Chicago flight tickets

United Airlines flights from Anchorage to Chicago

Our best United Airlines deals on Anchorage to Chicago flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Anchorage to Chicago that are best for you.

See travel insights to Chicago from

How to get the cheapest flight ticket from Anchorage to Chicago

What is the typical price of a round-trip flight between Anchorage and Chicago?

What is the cheapest month to fly to Chicago?

What is the cheapest day to depart on your flight to Chicago?

What is the cheapest Anchorage to Chicago flight route?

How far in advance should I book a flight from Anchorage to Chicago?

What cabin class options are available on Anchorage to Chicago flights?

Can stopping save me money on Anchorage to Chicago flights?

How have Anchorage to Chicago flight prices changed over time?

What is the cheapest airline that flies from Anchorage to Chicago?

What airlines fly to Chicago?

How many flights depart from Anchorage to Chicago on average per day?

How many flights depart from Anchorage to Chicago on average per week?

When to book flights from Anchorage to Chicago

Cheap Anchorage to Chicago (ANC to CHI) flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

Frequently asked questions about flying from Anchorage to Chicago

Best airlines flying from Anchorage to Chicago

Compare and see reviews for airlines that fly from Anchorage to Chicago with momondo

Traveling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago

Fly your favorite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

Popular cities in the United States

Popular flights according to clicks in the last 7 days on momondo

Fly to other destinations from Anchorage

According to popular flight searches on momondo this year

Complete your trip to Chicago

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According to popular flight searches on momondo this year