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

Delta is the most popular carrier operating from Anchorage to Chicago

What airlines fly to Chicago?

United Airlines, Alaska Airlines and Delta 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 40% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 5 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

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 5 as of January 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.

$168 Cheap Flights from Anchorage to Chicago in 2026

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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.

11:24 pm - 8:40 am

ANC

ORD

6h 16mnonstop

6:53 pm - 9:47 am

ORD

ANC

17h 54m

1 stop

$349Alaska Airlines

Thu, Jun 18 - Wed, Jun 24

11:24 pm - 8:40 am

ANC

ORD

6h 16mnonstop

7:20 am - 10:09 am

ORD

ANC

29h 49m

1 stop

$352Alaska Airlines

Thu, Jun 11 - Sat, Jun 13

6:00 am - 11:58 pm

ANC

ORD

14h 58m

1 stop

6:25 am - 6:46 pm

ORD

ANC

15h 21m

1 stop

$359Delta

Tue, Apr 14 - Sun, Apr 19

9:15 pm - 8:50 am

ANC

MDW

8h 35m

1 stop

9:30 am - 6:51 pm

MDW

ANC

12h 21m

1 stop

$359Delta

Wed, Mar 18 - Wed, Mar 25

1:34 am - 6:05 pm

ANC

ORD

13h 31m

2 stops

7:25 am - 2:45 pm

ORD

ANC

10h 20m

1 stop

$364Delta

Wed, Mar 18 - Mon, Mar 23

9:15 pm - 12:43 pm

ANC

MDW

12h 28m

2 stops

9:31 am - 6:46 pm

MDW

ANC

12h 15m

1 stop

$364Delta

Tue, Apr 14 - Mon, Apr 20

3:50 pm - 12:01 pm

ANC

ORD

17h 11m

2 stops

2:07 pm - 5:35 pm

ORD

ANC

30h 28m

1 stop

$367Alaska Airlines

Wed, Feb 18 - Mon, Feb 23

12:22 pm - 6:40 am

ANC

ORD

15h 18m

1 stop

8:20 am - 12:08 pm

ORD

ANC

6h 48mnonstop

$368Alaska Airlines

Thu, May 7 - Wed, May 13

3:40 pm - 9:10 am

ANC

ORD

14h 30m

2 stops

3:59 pm - 12:29 am

ORD

ANC

11h 30m

2 stops

$369Delta

Thu, Mar 19 - Mon, Mar 23

9:15 pm - 8:40 am

ANC

ORD

8h 25m

1 stop

6:15 am - 6:51 pm

ORD

ANC

15h 36m

1 stop

$378Delta

Sun, Mar 15 - Sun, Mar 22

Delta flights from Anchorage to Chicago

Our best Delta deals on Anchorage to Chicago flight tickets

Delta

Apr 14

ANC9:15 pmAnchorage

8h 23m

1 stop

ORD8:38 amChicago O'Hare Intl

Apr 20

ORD8:50 amChicago O'Hare Intl

12h 56m

1 stop

ANC6:46 pmAnchorage

$359

Delta

Mar 18

ANC1:34 amAnchorage

13h 31m

2 stops

ORD6:05 pmChicago O'Hare Intl

Mar 23

ORD7:25 amChicago O'Hare Intl

10h 20m

1 stop

ANC2:45 pmAnchorage

$364

Delta

Mar 18

ANC1:34 amAnchorage

13h 31m

2 stops

ORD6:05 pmChicago O'Hare Intl

Mar 23

ORD3:59 pmChicago O'Hare Intl

11h 30m

2 stops

ANC12:29 amAnchorage

$369

American Airlines flights from Anchorage to Chicago

Our best American Airlines deals on Anchorage to Chicago flight tickets

American Airlines

Jun 11

ANC9:52 pmAnchorage

6h 33m

ORD7:25 amChicago O'Hare Intl

Jun 13

ORD5:05 pmChicago O'Hare Intl

6h 39m

ANC8:44 pmAnchorage

$551

American Airlines

Feb 18

ANC6:00 amAnchorage

10h 57m

1 stop

ORD7:57 pmChicago O'Hare Intl

Feb 23

ORD10:01 amChicago O'Hare Intl

16h 03m

1 stop

ANC11:04 pmAnchorage

$561

Fly from

Fly to

Route

Depart

Return

Price

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Thu 6/18

11:24 pm-8:40 am

Nonstop6h 16m

Chicago O'Hare Intl

Wed 6/24

6:53 pm-9:47 am

1 stop17h 54m

$349

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Thu 6/11

11:24 pm-8:40 am

Nonstop6h 16m

Chicago O'Hare Intl

Sat 6/13

7:20 am-10:09 am

1 stop29h 49m

$352

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Tue 4/14

6:00 am-11:58 pm

1 stop14h 58m

Chicago O'Hare Intl

Sun 4/19

6:25 am-6:46 pm

1 stop15h 21m

$359

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Wed 3/18

9:15 pm-8:50 am

1 stop8h 35m

Chicago Midway

Wed 3/25

9:30 am-6:51 pm

1 stop12h 21m

$359

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Wed 3/18

1:34 am-6:05 pm

2 stops13h 31m

Chicago O'Hare Intl

Mon 3/23

7:25 am-2:45 pm

1 stop10h 20m

$364

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Tue 4/14

9:15 pm-12:43 pm

2 stops12h 28m

Chicago Midway

Mon 4/20

9:31 am-6:46 pm

1 stop12h 15m

$364

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Wed 2/18

3:50 pm-12:01 pm

2 stops17h 11m

Chicago O'Hare Intl

Mon 2/23

2:07 pm-5:35 pm

1 stop30h 28m

$367

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Thu 5/7

12:22 pm-6:40 am

1 stop15h 18m

Chicago O'Hare Intl

Wed 5/13

8:20 am-12:08 pm

Nonstop6h 48m

$368

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Thu 3/19

3:40 pm-9:10 am

2 stops14h 30m

Chicago O'Hare Intl

Mon 3/23

3:59 pm-12:29 am

2 stops11h 30m

$369

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Sun 3/15

9:15 pm-8:40 am

1 stop8h 25m

Chicago O'Hare Intl

Sun 3/22

6:15 am-6:51 pm

1 stop15h 36m

$378

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

What is the cheapest month to fly to Chicago?

The month of October is, on average, the cheapest month to fly to Chicago from Anchorage, with most prices found around $318. If you’re not able to fly to Chicago in October, then August is your next best option. Flight prices from Anchorage to Chicago during August average around $367.

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 Tuesday when prices can be found for as low as $637. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Anchorage to Chicago for around $788.

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 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 $495 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 $225 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?

No. A direct flight is the cheapest option for a flight between Anchorage to Chicago.

How have Anchorage to Chicago flight prices changed over time?

As of January 2026, prices for Anchorage to Chicago flights are approximately 141% more expensive when compared to flights at the same time last year.

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	$306
Fastest flight time	6h 07m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Anchorage in the past 72 hours is $306. The best round-trip flight deal from Anchorage to Chicago found on momondo in the last 72 hours is $518.

The fastest flight from Anchorage to Chicago takes 6h 07m

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

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 07m.
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 5 as of January 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 48.48% of the total bookings. Other popular models include Airbus A321neo with 15.15%, Boeing 737 MAX 9 with 7.58%, and Boeing 737 with 4.55%.
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 (43% of total bookings). The next most popular airlines are United Airlines (32%), Delta (19%), and Hawaiian Airlines (6%).

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
Hawaiian Airlines	PriceFrom $158	Free Cancellation	Rating 7.8 2,830 reviews	Search Hawaiian Airlines flights
Delta	PriceFrom $220	Free Cancellation	Rating 7.9 8,127 reviews	Search Delta flights
United Airlines	PriceFrom $254	Free Cancellation	Rating 7.4 9,215 reviews	Search United Airlines flights
Alaska Airlines	PriceFrom $318	Free Cancellation	Rating 8.0 11,808 reviews	Search Alaska Airlines flights
American Airlines	PriceFrom $338	Free Cancellation	Rating 7.2 11,206 reviews	Search American Airlines flights

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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.