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

Alaska Airlines, Delta, and American Airlines are the most popular carriers 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 43% 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.

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

The number of flights available between Anchorage and Chicago is 12 per week as of March 2026. The most frequent departure day is Mon, with 17% of weekly flights leaving on this day.

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

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

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 March 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.

$195 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

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Cheap round-trip flights

Enter your travel dates to find the best prices.

8:50 pm - 6:05 am

ANC

ORD

6h 15mnonstop

4:03 pm - 7:48 pm

ORD

ANC

6h 45mnonstop

$397United Airlines

Wed, Apr 15 - Tue, Apr 21

7:05 am - 4:56 pm

ANC

ORD

30h 51m

1 stop

8:48 pm - 12:03 pm

ORD

ANC

18h 15m

1 stop

$406Alaska Airlines

Tue, Apr 21 - Tue, Apr 28

11:49 pm - 1:15 pm

ANC

ORD

10h 26m

1 stop

4:20 pm - 8:06 pm

ORD

ANC

6h 46mnonstop

$407United Airlines

Fri, May 1 - Mon, May 4

5:00 am - 11:59 pm

ANC

ORD

15h 59m

1 stop

9:30 am - 1:18 pm

ORD

ANC

6h 48mnonstop

$410Alaska Airlines

Sat, Sep 5 - Sat, Sep 12

9:53 pm - 7:21 am

ANC

ORD

6h 28mnonstop

3:22 pm - 11:52 pm

ORD

ANC

11h 30m

1 stop

$413American Airlines

Thu, May 21 - Tue, May 26

5:00 am - 11:59 pm

ANC

ORD

15h 59m

1 stop

1:03 pm - 7:55 pm

ORD

ANC

9h 52m

1 stop

$414Alaska Airlines

Sat, Sep 5 - Sat, Sep 12

9:59 pm - 8:42 am

ANC

MDW

7h 43m

1 stop

1:59 pm - 12:31 am

MDW

ANC

13h 32m

1 stop

$417Delta

Thu, May 7 - Wed, May 13

5:25 pm - 6:40 am

ANC

ORD

10h 15m

1 stop

6:00 am - 9:43 pm

ORD

ANC

18h 43m

1 stop

$417Alaska Airlines

Tue, Apr 28 - Sun, May 3

6:00 am - 11:59 pm

ANC

ORD

14h 59m

1 stop

9:30 am - 1:18 pm

ORD

ANC

6h 48mnonstop

$419Alaska Airlines

Fri, Sep 11 - Sun, Sep 13

9:15 pm - 9:06 am

ANC

MDW

8h 51m

1 stop

6:00 am - 6:46 pm

MDW

ANC

15h 46m

2 stops

$422Delta

Fri, May 1 - Mon, May 4

Alaska Airlines flights from Anchorage to Chicago

Our best Alaska Airlines deals on Anchorage to Chicago flight tickets

Alaska Airlines

Apr 21

ANC7:05 amAnchorage

30h 51m

1 stop

ORD4:56 pmChicago O'Hare Intl

Apr 28

ORD8:48 pmChicago O'Hare Intl

18h 15m

1 stop

ANC12:03 pmAnchorage

$406

Alaska Airlines

Sep 5

ANC5:00 amAnchorage

15h 59m

1 stop

ORD11:59 pmChicago O'Hare Intl

Sep 12

ORD9:30 amChicago O'Hare Intl

6h 48m

ANC1:18 pmAnchorage

$410

Alaska Airlines

Sep 5

ANC5:00 amAnchorage

15h 59m

1 stop

ORD11:59 pmChicago O'Hare Intl

Sep 12

ORD1:03 pmChicago O'Hare Intl

9h 52m

1 stop

ANC7:55 pmAnchorage

$414

American Airlines flights from Anchorage to Chicago

Our best American Airlines deals on Anchorage to Chicago flight tickets

American Airlines

May 21

ANC9:53 pmAnchorage

6h 28m

ORD7:21 amChicago O'Hare Intl

May 26

ORD3:22 pmChicago O'Hare Intl

11h 30m

1 stop

ANC11:52 pmAnchorage

$413

American Airlines

May 27

ANC9:53 pmAnchorage

6h 28m

ORD7:21 amChicago O'Hare Intl

Jun 9

ORD3:22 pmChicago O'Hare Intl

11h 30m

1 stop

ANC11:52 pmAnchorage

$459

American Airlines

Apr 19

ANC8:30 pmAnchorage

10h 09m

1 stop

ORD9:39 amChicago O'Hare Intl

Apr 26

ORD6:04 amChicago O'Hare Intl

15h 46m

1 stop

ANC6:50 pmAnchorage

$462

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Wed 4/15

8:50 pm-6:05 am

Nonstop6h 15m

Chicago O'Hare Intl

Tue 4/21

4:03 pm-7:48 pm

Nonstop6h 45m

$397

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Tue 4/21

7:05 am-4:56 pm

1 stop30h 51m

Chicago O'Hare Intl

Tue 4/28

8:48 pm-12:03 pm

1 stop18h 15m

$406

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Fri 5/1

11:49 pm-1:15 pm

1 stop10h 26m

Chicago O'Hare Intl

Mon 5/4

4:20 pm-8:06 pm

Nonstop6h 46m

$407

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Sat 9/5

5:00 am-11:59 pm

1 stop15h 59m

Chicago O'Hare Intl

Sat 9/12

9:30 am-1:18 pm

Nonstop6h 48m

$410

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Thu 5/21

9:53 pm-7:21 am

Nonstop6h 28m

Chicago O'Hare Intl

Tue 5/26

3:22 pm-11:52 pm

1 stop11h 30m

$413

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Sat 9/5

5:00 am-11:59 pm

1 stop15h 59m

Chicago O'Hare Intl

Sat 9/12

1:03 pm-7:55 pm

1 stop9h 52m

$414

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Thu 5/7

9:59 pm-8:42 am

1 stop7h 43m

Chicago Midway

Wed 5/13

1:59 pm-12:31 am

1 stop13h 32m

$417

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Tue 4/28

5:25 pm-6:40 am

1 stop10h 15m

Chicago O'Hare Intl

Sun 5/3

6:00 am-9:43 pm

1 stop18h 43m

$417

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Fri 9/11

6:00 am-11:59 pm

1 stop14h 59m

Chicago O'Hare Intl

Sun 9/13

9:30 am-1:18 pm

Nonstop6h 48m

$419

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Fri 5/1

9:15 pm-9:06 am

1 stop8h 51m

Chicago Midway

Mon 5/4

6:00 am-6:46 pm

2 stops15h 46m

$422

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 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 February is your next best option. Flight prices from Anchorage to Chicago during February average around $358.

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 Wednesday when prices can be found for as low as $614. 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 $791.

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 $497 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?

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	$263
Fastest flight time	6h 10m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Anchorage in the past 72 hours is $263. The best round-trip flight deal from Anchorage to Chicago found on momondo in the last 72 hours is $513.

The fastest flight from Anchorage to Chicago takes 6h 10m

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 10m.
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 March 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 51.25% of the total bookings. Other popular models include Airbus A321neo with 17.50%, Boeing 737 MAX 9 with 7.50%, and Boeing 737 with 3.75%.
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 (45% of total bookings). The next most popular airlines are United Airlines (36%) and Delta (19%).

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 2,840 reviews	Search Hawaiian Airlines flights
United Airlines	PriceFrom $262	Free Cancellation	Rating 7.4 9,469 reviews	Search United Airlines flights
Alaska Airlines	PriceFrom $318	Free Cancellation	Rating 7.9 12,101 reviews	Search Alaska Airlines flights
Delta	PriceFrom $337	Free Cancellation	Rating 7.9 8,321 reviews	Search Delta flights
American Airlines	PriceFrom $338	Free Cancellation	Rating 7.1 11,491 reviews	Search American Airlines flights

United Airlines Flights From Anchorage to Chicago
United Airlines is one of the most popular airlines flying from Anchorage to Chicago, operating 6 flights/week on average for this route. A good United Airlines flight deal for Anchorage to Chicago starts from $262 round-trip, up to an average price of $476. Our users have rated United Airlines at 7.4/10.

Merrillville

New Buffalo

Hammond

Saint Joseph

Benton Harbor

Portage

Lansing

Valparaiso

Schererville

Munster

Crown Point

Chesterton

Monticello

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

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Cheap flights from Anchorage to Chicago from $195

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 5/19. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Alaska Airlines flights from Anchorage to Chicago

Our best Alaska Airlines deals on Anchorage to Chicago flight tickets

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Our best American Airlines deals on Anchorage to Chicago flight tickets

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How to get the cheapest flight ticket from Anchorage to 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 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

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

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

Best airlines flying from Anchorage to Chicago

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

United Airlines Flights From Anchorage to Chicago

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.

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