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

11 flights are operational daily from Anchorage to Chicago as of July 2025. The most popular departure time for this route is 9:00PM, with 100% of flights per day taking off in the evening.

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

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

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

The number of flights available between Anchorage and Chicago is 79 per week as of July 2025. The most frequent departure day is Mon, with 15% of weekly flights leaving on this day.

What airlines fly to Chicago?

Alaska Airlines, United Airlines and Delta are the top three most popular airlines that fly to Chicago from Anchorage according to our data. Alaska Airlines is the first choice among our users, with 35% 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 July 2025.

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.

$159 Cheap Flights from Anchorage to Chicago in 2025

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 $411 to $502. The lowest price recently found on this route was $318.

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Find the cheapest flights from Anchorage to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

11:25 pm - 8:40 amANC-ORD

6h 15mnonstop

8:10 am - 12:08 pmORD-ANC

6h 58mnonstop

$318Alaska Airlines

Find Deal

Thu, Oct 2 - Sat, Oct 11

9:53 pm - 7:17 amANC-ORD

6h 24mnonstop

5:01 pm - 8:48 pmORD-ANC

6h 47mnonstop

$319American Airlines

Find Deal

Thu, Sep 18 - Sun, Sep 21

11:25 pm - 8:40 amANC-ORD

6h 15mnonstop

7:00 am - 1:22 pmORD-ANC

9h 22m1 stop

$328Alaska Airlines

Find Deal

Thu, Oct 2 - Sat, Oct 11

10:30 pm - 12:28 pmANC-MDW

10h 58m1 stop

1:08 pm - 8:55 pmMDW-ANC

10h 47m1 stop

$338Delta

Find Deal

Fri, Sep 5 - Sun, Sep 7

11:11 pm - 8:40 amANC-ORD

6h 29mnonstop

8:00 am - 4:35 pmORD-ANC

11h 35m1 stop

$338Alaska Airlines

Find Deal

Thu, Oct 23 - Tue, Oct 28

5:20 pm - 9:03 amANC-ORD

12h 43m2 stops

7:37 am - 3:19 pmORD-ANC

10h 42m1 stop

$343Delta

Find Deal

Fri, Oct 10 - Sat, Oct 18

11:25 pm - 8:40 amANC-ORD

6h 15mnonstop

8:00 am - 3:04 pmORD-ANC

10h 04m1 stop

$358Hawaiian Airlines

Find Deal

Thu, Sep 18 - Sun, Sep 21

9:04 pm - 6:13 amANC-ORD

6h 09mnonstop

4:05 pm - 7:59 pmORD-ANC

6h 54mnonstop

$361United Airlines

Find Deal

Thu, Oct 23 - Mon, Oct 27

11:11 pm - 8:40 amANC-ORD

6h 29mnonstop

8:10 am - 12:08 pmORD-ANC

6h 58mnonstop

$377Hawaiian Airlines

Find Deal

Sat, Oct 11 - Sat, Oct 18

9:04 pm - 6:13 amANC-ORD

6h 09mnonstop

4:05 pm - 7:59 pmORD-ANC

6h 54mnonstop

$398United Airlines

Find Deal

Wed, Oct 22 - Mon, Oct 27

Alaska Airlines flights from Anchorage to Chicago

Our best Alaska Airlines deals on Anchorage to Chicago flight tickets

Alaska Airlines

Oct 2

ANC11:25 pmAnchorage

6h 15m

ORD8:40 amChicago O'Hare Intl

Oct 11

ORD8:10 amChicago O'Hare Intl

6h 58m

ANC12:08 pmAnchorage

$318

Find similar

Alaska Airlines

Oct 2

ANC11:25 pmAnchorage

6h 15m

ORD8:40 amChicago O'Hare Intl

Oct 11

ORD7:00 amChicago O'Hare Intl

9h 22m

1 stop

ANC1:22 pmAnchorage

$328

Find similar

Alaska Airlines

Oct 23

ANC11:11 pmAnchorage

6h 29m

ORD8:40 amChicago O'Hare Intl

Oct 28

ORD8:00 amChicago O'Hare Intl

11h 35m

1 stop

ANC4:35 pmAnchorage

$338

Find similar

American Airlines flights from Anchorage to Chicago

Our best American Airlines deals on Anchorage to Chicago flight tickets

American Airlines

Sep 18

ANC9:53 pmAnchorage

6h 24m

ORD7:17 amChicago O'Hare Intl

Sep 21

ORD5:01 pmChicago O'Hare Intl

6h 47m

ANC8:48 pmAnchorage

$319

Find similar

American Airlines

Oct 1

ANC9:53 pmAnchorage

6h 24m

ORD7:17 amChicago O'Hare Intl

Oct 7

ORD10:32 amChicago O'Hare Intl

11h 12m

1 stop

ANC6:44 pmAnchorage

$347

Find similar

American Airlines

Sep 11

ANC9:53 pmAnchorage

6h 24m

ORD7:17 amChicago O'Hare Intl

Sep 16

ORD5:01 pmChicago O'Hare Intl

6h 47m

ANC8:48 pmAnchorage

$369

Find similar

Fly from

Fly to

Route

Depart

Return

Price

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Thu 10/2

11:25 pm-8:40 am

Nonstop6h 15m

Chicago O'Hare Intl

Sat 10/11

8:10 am-12:08 pm

Nonstop6h 58m

$318

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Thu 9/18

9:53 pm-7:17 am

Nonstop6h 24m

Chicago O'Hare Intl

Sun 9/21

5:01 pm-8:48 pm

Nonstop6h 47m

$319

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Thu 10/2

11:25 pm-8:40 am

Nonstop6h 15m

Chicago O'Hare Intl

Sat 10/11

7:00 am-1:22 pm

1 stop9h 22m

$328

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Fri 9/5

10:30 pm-12:28 pm

1 stop10h 58m

Chicago Midway

Sun 9/7

1:08 pm-8:55 pm

1 stop10h 47m

$338

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Thu 10/23

11:11 pm-8:40 am

Nonstop6h 29m

Chicago O'Hare Intl

Tue 10/28

8:00 am-4:35 pm

1 stop11h 35m

$338

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Fri 10/10

5:20 pm-9:03 am

2 stops12h 43m

Chicago O'Hare Intl

Sat 10/18

7:37 am-3:19 pm

1 stop10h 42m

$343

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Thu 9/18

11:25 pm-8:40 am

Nonstop6h 15m

Chicago O'Hare Intl

Sun 9/21

8:00 am-3:04 pm

1 stop10h 04m

$358

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Thu 10/23

9:04 pm-6:13 am

Nonstop6h 09m

Chicago O'Hare Intl

Mon 10/27

4:05 pm-7:59 pm

Nonstop6h 54m

$361

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Sat 10/11

11:11 pm-8:40 am

Nonstop6h 29m

Chicago O'Hare Intl

Sat 10/18

8:10 am-12:08 pm

Nonstop6h 58m

$377

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Wed 10/22

9:04 pm-6:13 am

Nonstop6h 09m

Chicago O'Hare Intl

Mon 10/27

4:05 pm-7:59 pm

Nonstop6h 54m

$398

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 November is, on average, the cheapest month to fly to Chicago from Anchorage, with most prices found around $395. If you’re not able to fly to Chicago in November, then October is your next best option. Flight prices from Anchorage to Chicago during October average around $399.

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 $707. 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 $889.

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

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Anchorage to Chicago during this time can be as low as $331. In contrast, the most expensive time of day to depart to Chicago is in the evening when prices are around $755.

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 $488 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 $377 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	$159
Fastest flight time	6h 02m
Direct flights	Mon, Tue, Thu, Fri, Sat and Sun
Airports in Chicago	2 airports

The best one-way flight to Chicago from Anchorage in the past 72 hours is $159. The best round-trip flight deal from Anchorage to Chicago found on momondo in the last 72 hours is $318.

The fastest flight from Anchorage to Chicago takes 6h 02m

Direct flights go from Anchorage to Chicago on Monday, Tuesday, Thursday, Friday, Saturday and Sunday. Airlines offering direct flights are: United Airlines, American Airlines and Alaska Airlines.

There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

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 09m.
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 July 2025.
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 9, making up 26.88% of the total bookings. Other popular models include Boeing 737-900 Passenger/BBJ3 (winglets) with 19.71%, Boeing 737 MAX 8 with 17.92%, and Boeing 737 with 12.54%.
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 (35%) and Delta (24%).

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 $197	Free Cancellation	Rating 7.8 2,611 reviews	Search Hawaiian Airlines flights
American Airlines	PriceFrom $338	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Delta	PriceFrom $338	Free Cancellation	Rating 8.0 7,981 reviews	Search Delta flights
United Airlines	PriceFrom $345	Free Cancellation	Rating 7.4 8,900 reviews	Search United Airlines flights
Alaska Airlines	PriceFrom $354	Free Cancellation	Rating 8.0 10,000 reviews	Search Alaska Airlines flights

Alaska Airlines Flights From Anchorage to Chicago
Alaska Airlines is one of the most popular airlines flying from Anchorage to Chicago, operating 13 flights/week on average for this route. A good Alaska Airlines flight deal for Anchorage to Chicago starts from $354 round-trip, up to an average price of $511. Our users have rated Alaska Airlines at 8.0/10.
Hawaiian Airlines Flights From Anchorage to Chicago
$197 is the best Hawaiian Airlines flight deal from Anchorage to Chicago found on momondo over the last 72 hours. The average Hawaiian Airlines ticket price found was closer to $461, however, with flight time and availability significantly affecting the price. Hawaiian Airlines (7.8/10 from 2,611 user reviews) flies into Chicago from Anchorage 14 times in an average week so prices can vary.

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Hammond

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Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Crown Point

Munster

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

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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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

Popular cities in the United States

Flights to New Yorkfrom $39

Flights to Los Angelesfrom $37

Flights to Miamifrom $58

Flights to Orlandofrom $54

Flights to Las Vegasfrom $35

Flights to San Franciscofrom $49

Flights to Washington, D.C.from $49

Flights to Bostonfrom $77

Flights to Atlantafrom $29

Flights to Dallasfrom $55

Flights to Seattlefrom $93

Flights to Denverfrom $49

Cheap flights from Anchorage to Chicago from $159

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 8/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Anchorage to Chicago

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

Alaska Airlines flights from Anchorage to Chicago

Our best Alaska Airlines deals on Anchorage to Chicago flight tickets

American Airlines flights from Anchorage to Chicago

Our best American Airlines deals on Anchorage to Chicago flight tickets

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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

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

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 November is, on average, the cheapest month to fly to Chicago from Anchorage, with most prices found around $395. If you’re not able to fly to Chicago in November, then October is your next best option. Flight prices from Anchorage to Chicago during October average around $399.

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

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

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Anchorage to Chicago during this time can be as low as $331. In contrast, the most expensive time of day to depart to Chicago is in the evening when prices are around $755.

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?

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?

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

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

What airlines fly to Chicago?

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

11 flights are operational daily from Anchorage to Chicago as of July 2025. 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 79 per week as of July 2025. The most frequent departure day is Mon, with 15% of weekly flights leaving on this day.

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

How far is Anchorage to Chicago by plane?

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

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

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

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

What is the most popular plane model from Anchorage to Chicago?

What is the most popular airline 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

Hawaiian Airlines Flights From Anchorage to Chicago

Traveling to a place near Chicago?

Why use momondo?

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

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

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

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

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