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 45% 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.

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

The number of flights available between Anchorage and Chicago is 75 per week as of June 2026. The most frequent departure day is Fri, with 17% of weekly flights leaving on this day.

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

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

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

10 flights are operational daily from Anchorage to Chicago as of June 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 4 as of June 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.

$179 Cheap Flights from Anchorage to Chicago in 2026

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

Prices are currently low for flights on this route. Typical prices usually range from $416 to $542. The lowest price recently found on this route was $373.

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.

10:28 pm - 7:40 am

ANC

ORD

6h 12mnonstop

7:20 am - 11:12 am

ORD

ANC

6h 52mnonstop

$373Alaska Airlines

Thu, Sep 3 - Mon, Sep 7

8:00 pm - 5:12 am

ANC

ORD

6h 12mnonstop

6:00 am - 2:13 pm

ORD

ANC

11h 13m

1 stop

$383United Airlines

Wed, Aug 26 - Mon, Aug 31

9:54 pm - 7:25 am

ANC

ORD

6h 31mnonstop

4:53 pm - 8:49 pm

ORD

ANC

6h 56mnonstop

$386American Airlines

Thu, Sep 17 - Sun, Sep 20

7:08 pm - 6:57 pm

ANC

ORD

20h 49m

2 stops

7:20 am - 11:12 am

ORD

ANC

6h 52mnonstop

$388Alaska Airlines

Tue, Aug 11 - Wed, Aug 19

10:10 pm - 8:30 am

ANC

ORD

7h 20m

1 stop

5:50 pm - 12:45 am

ORD

ANC

9h 55m

1 stop

$393Delta

Sat, Sep 19 - Fri, Sep 25

10:10 pm - 8:50 am

ANC

MDW

7h 40m

1 stop

12:30 pm - 9:03 pm

MDW

ANC

11h 33m

1 stop

$393Delta

Sat, Oct 3 - Tue, Oct 6

9:54 pm - 7:25 am

ANC

ORD

6h 31mnonstop

8:05 am - 7:13 pm

ORD

ANC

14h 08m

1 stop

$396American Airlines

Thu, Sep 17 - Sun, Sep 20

11:59 pm - 9:19 am

ANC

ORD

6h 20mnonstop

4:10 pm - 7:54 pm

ORD

ANC

6h 44mnonstop

$399United Airlines

Sun, Jul 19 - Sun, Jul 26

11:55 pm - 5:00 pm

ANC

MDW

14h 05m

2 stops

11:00 am - 9:15 pm

MDW

ANC

13h 15m

2 stops

$475Southwest

Wed, Aug 26 - Mon, Aug 31

10:25 pm - 4:10 pm

ANC

MDW

14h 45m

1 stop

11:00 am - 9:15 pm

MDW

ANC

13h 15m

2 stops

$496Southwest

Wed, Aug 26 - Mon, Aug 31

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Delta flights from Anchorage to Chicago

Our best Delta deals on Anchorage to Chicago flight tickets

Delta

Sep 24

ANC8:00 amAnchorage

12h 47m

1 stop

ORD11:47 pmChicago O'Hare Intl

Sep 29

ORD7:05 amChicago O'Hare Intl

9h 28m

1 stop

ANC1:33 pmAnchorage

$393

Delta

Sep 3

ANC6:00 amAnchorage

7h 59m

1 stop

ORD4:59 pmChicago O'Hare Intl

Sep 7

ORD8:48 amChicago O'Hare Intl

15h 12m

2 stops

ANC9:00 pmAnchorage

$398

Delta

Sep 3

ANC6:15 amAnchorage

12h 15m

2 stops

ORD9:30 pmChicago O'Hare Intl

Sep 7

ORD8:48 amChicago O'Hare Intl

15h 12m

2 stops

ANC9:00 pmAnchorage

$403

Alaska Airlines flights from Anchorage to Chicago

Our best Alaska Airlines deals on Anchorage to Chicago flight tickets

Alaska Airlines

Sep 3

ANC10:28 pmAnchorage

6h 12m

ORD7:40 amChicago O'Hare Intl

Sep 7

ORD7:20 amChicago O'Hare Intl

6h 52m

ANC11:12 amAnchorage

$373

Alaska Airlines

Aug 20

ANC10:28 pmAnchorage

6h 12m

ORD7:40 amChicago O'Hare Intl

Sep 16

ORD7:00 pmChicago O'Hare Intl

20h 28m

1 stop

ANC12:28 pmAnchorage

$383

Alaska Airlines

Aug 11

ANC7:08 pmAnchorage

20h 49m

2 stops

ORD6:57 pmChicago O'Hare Intl

Aug 19

ORD7:20 amChicago O'Hare Intl

6h 52m

ANC11:12 amAnchorage

$388

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Thu 9/3

10:28 pm-7:40 am

Nonstop6h 12m

Chicago O'Hare Intl

Mon 9/7

7:20 am-11:12 am

Nonstop6h 52m

$373

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Wed 8/26

8:00 pm-5:12 am

Nonstop6h 12m

Chicago O'Hare Intl

Mon 8/31

6:00 am-2:13 pm

1 stop11h 13m

$383

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Thu 9/17

9:54 pm-7:25 am

Nonstop6h 31m

Chicago O'Hare Intl

Sun 9/20

4:53 pm-8:49 pm

Nonstop6h 56m

$386

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Tue 8/11

7:08 pm-6:57 pm

2 stops20h 49m

Chicago O'Hare Intl

Wed 8/19

7:20 am-11:12 am

Nonstop6h 52m

$388

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Sat 9/19

10:10 pm-8:30 am

1 stop7h 20m

Chicago O'Hare Intl

Fri 9/25

5:50 pm-12:45 am

1 stop9h 55m

$393

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Sat 10/3

10:10 pm-8:50 am

1 stop7h 40m

Chicago Midway

Tue 10/6

12:30 pm-9:03 pm

1 stop11h 33m

$393

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Thu 9/17

9:54 pm-7:25 am

Nonstop6h 31m

Chicago O'Hare Intl

Sun 9/20

8:05 am-7:13 pm

1 stop14h 08m

$396

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Sun 7/19

11:59 pm-9:19 am

Nonstop6h 20m

Chicago O'Hare Intl

Sun 7/26

4:10 pm-7:54 pm

Nonstop6h 44m

$399

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Wed 8/26

11:55 pm-5:00 pm

2 stops14h 05m

Chicago Midway

Mon 8/31

11:00 am-9:15 pm

2 stops13h 15m

$475

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Wed 8/26

10:25 pm-4:10 pm

1 stop14h 45m

Chicago Midway

Mon 8/31

11:00 am-9:15 pm

2 stops13h 15m

$496

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?

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 $158. 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 $158.

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 $645. 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 $805.

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 $512 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 $321 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 4% 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	$295
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 $295. The best round-trip flight deal from Anchorage to Chicago found on momondo in the last 72 hours is $600.

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 June 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 57.65% of the total bookings. Other popular models include Boeing 737-800 Passenger/BBJ2 (winglets) with 16.33%, Boeing 737 with 6.63%, and Boeing 757 with 4.08%.
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 (41% of total bookings). The next most popular airlines are United Airlines (33%), Delta (15%), and American Airlines (12%).

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
United Airlines	PriceFrom $314	Free Cancellation	Rating 7.4 9,872 reviews	Search United Airlines flights
Alaska Airlines	PriceFrom $318	Free Cancellation	Rating 7.9 12,563 reviews	Search Alaska Airlines flights
American Airlines	PriceFrom $331	Free Cancellation	Rating 7.1 11,740 reviews	Search American Airlines flights
Delta	PriceFrom $337	Free Cancellation	Rating 7.8 8,424 reviews	Search Delta flights

Alaska Airlines Flights From Anchorage to Chicago
Alaska Airlines is one of the most popular airlines flying from Anchorage to Chicago, operating 14 flights/week on average for this route. A good Alaska Airlines flight deal for Anchorage to Chicago starts from $318 round-trip, up to an average price of $472. Our users have rated Alaska Airlines at 7.9/10.
United Airlines Flights From Anchorage to Chicago
$314 is the best United Airlines flight deal from Anchorage to Chicago found on momondo over the last 72 hours. The average United Airlines ticket price found was closer to $499, however, with flight time and availability significantly affecting the price. United Airlines (7.4/10 from 9,872 user reviews) flies into Chicago from Anchorage 13 times in an average week so prices can vary.

Merrillville

New Buffalo

Hammond

Portage

Benton Harbor

Saint Joseph

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 $179

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 8/24. 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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Delta flights from Anchorage to Chicago

Our best Delta deals on Anchorage to Chicago flight tickets

Alaska Airlines flights from Anchorage to Chicago

Our best Alaska Airlines deals on Anchorage to Chicago flight tickets

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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

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

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

Alaska Airlines Flights From Anchorage to Chicago

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

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