How long does it take to fly to Chicago?

Average flight duration from Alaska to Chicago depends on which airport you fly into and out of. Flying from Fairbanks to Chicago O'Hare Intl Airport is 5h 56m on average, while flying from Anchorage to Chicago O'Hare Intl Airport is 6h 07m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

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

As of March 2026, there are 2 flights per day flying from Alaska to Chicago. The most common time of day flights depart is 9:00PM, with 100% of flights taking off in the evening.

What airlines fly to Chicago?

United Airlines, Alaska Airlines and Delta are the top three most popular airlines that fly to Chicago from Alaska 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.

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

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

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

As of March 2026, 14 flights take off from Alaska and land in Chicago each week. The most common flight departure day for this route is Mon, with 14% of weekly flights taking off on this day.

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

Prices for flights from Alaska to Chicago were last updated today.

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

There are 5 operators available for flights from Alaska to Chicago as of March 2026.

How old do you have to be to fly from Alaska 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 Alaska to Chicago.

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

The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$195 Cheap Flights from Alaska to Chicago in 2026

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Find the cheapest flights from Alaska to Chicago

Round-trip

One-way

Last minute

Direct

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

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

8:50 pm - 6:05 am

ANC

ORD

6h 15mnonstop

4:03 pm - 7:48 pm

ORD

ANC

6h 45mnonstop

$409United Airlines

Wed, Apr 8 - Mon, Apr 13

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

2:21 pm - 11:52 pm

ORD

ANC

12h 31m

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

8:30 pm - 9:39 am

ANC

ORD

10h 09m

1 stop

9:45 am - 6:50 pm

ORD

ANC

12h 05m

1 stop

$417American Airlines

Thu, Apr 23 - Tue, Apr 28

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

5:00 am - 11:59 pm

ANC

ORD

15h 59m

1 stop

9:30 am - 1:18 pm

ORD

ANC

6h 48mnonstop

$419Alaska Airlines

Fri, Sep 11 - Sun, Sep 13

3:40 pm - 11:52 pm

ANC

ORD

29h 12m

1 stop

6:15 am - 6:51 pm

ORD

ANC

15h 36m

1 stop

$420Delta

Fri, Apr 10 - Sun, Apr 12

United Airlines flights from Alaska to Chicago

Our best United Airlines deals on Alaska to Chicago flight tickets

United Airlines

Apr 15

ANC8:50 pmAnchorage

6h 15m

ORD6:05 amChicago O'Hare Intl

Apr 21

ORD4:03 pmChicago O'Hare Intl

6h 45m

ANC7:48 pmAnchorage

$397

United Airlines

May 1

ANC11:49 pmAnchorage

10h 26m

1 stop

ORD1:15 pmChicago O'Hare Intl

May 4

ORD4:20 pmChicago O'Hare Intl

6h 46m

ANC8:06 pmAnchorage

$407

United Airlines

Apr 8

ANC8:50 pmAnchorage

6h 15m

ORD6:05 amChicago O'Hare Intl

Apr 13

ORD4:03 pmChicago O'Hare Intl

6h 45m

ANC7:48 pmAnchorage

$409

Delta flights from Alaska to Chicago

Our best Delta deals on Alaska to Chicago flight tickets

Delta

May 7

ANC9:59 pmAnchorage

7h 43m

1 stop

MDW8:42 amChicago Midway

May 13

MDW1:59 pmChicago Midway

13h 32m

1 stop

ANC12:31 amAnchorage

$417

Delta

Apr 10

ANC3:40 pmAnchorage

29h 12m

1 stop

ORD11:52 pmChicago O'Hare Intl

Apr 12

ORD6:15 amChicago O'Hare Intl

15h 36m

1 stop

ANC6:51 pmAnchorage

$420

Delta

Apr 23

ANC6:00 amAnchorage

14h 58m

1 stop

ORD11:58 pmChicago O'Hare Intl

Apr 30

ORD5:15 amChicago O'Hare Intl

16h 31m

2 stops

ANC6:46 pmAnchorage

$422

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

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

Wed 4/8

8:50 pm-6:05 am

Nonstop6h 15m

Chicago O'Hare Intl

Mon 4/13

4:03 pm-7:48 pm

Nonstop6h 45m

$409

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

2:21 pm-11:52 pm

1 stop12h 31m

$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 - ORD

ANCORD

Anchorage

Thu 4/23

8:30 pm-9:39 am

1 stop10h 09m

Chicago O'Hare Intl

Tue 4/28

9:45 am-6:50 pm

1 stop12h 05m

$417

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

Fri 9/11

5:00 am-11:59 pm

1 stop15h 59m

Chicago O'Hare Intl

Sun 9/13

9:30 am-1:18 pm

Nonstop6h 48m

$419

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Fri 4/10

3:40 pm-11:52 pm

1 stop29h 12m

Chicago O'Hare Intl

Sun 4/12

6:15 am-6:51 pm

1 stop15h 36m

$420

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 Alaska 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 Alaska, 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 Alaska 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 Alaska to Chicago for around $791.

What is the cheapest Alaska to Chicago flight route?

Fly from Fairbanks to Chicago O'Hare Intl for the best Alaska - 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 Alaska 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 Alaska for as low as $225 on momondo.

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

There are 4 cabin classes available to choose from on Alaska 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 Alaska to Chicago flights?

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

Cheap Alaska to Chicago flight deals and tips

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

Best Price Found	$256
Fastest flight time	5h 56m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Alaska in the past 72 hours is $256. The best round-trip flight deal from Alaska to Chicago found on momondo in the last 72 hours is $513.

The fastest flight from Alaska to Chicago takes 5h 56m

Direct flights go from Alaska to Chicago every day.

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

Search flight deals

When did momondo last update prices for flights from Alaska to Chicago?
Prices for flights from Alaska to Chicago were last updated today.
How many operators does momondo search for flights from Alaska to Chicago?
There are 5 operators available for flights from Alaska to Chicago as of March 2026.
How old do you have to be to fly from Alaska 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 Alaska to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Alaska to Chicago?
momondo data reveals that the most frequently booked plane model on the route from Alaska to Chicago is Boeing 737 MAX 8, representing 51.85% of all bookings. The subsequent popular models are Airbus A321neo at 17.28%, Boeing 737 MAX 9 at 7.41%, and Boeing 737 at 3.70%.

Best airlines flying from Alaska to Chicago

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

Airline	Rating	Free Cancellation	Price
Hawaiian Airlines	PriceFrom $158	Free Cancellation	Rating 7.8 2,841 reviews	Search Hawaiian Airlines flights
United Airlines	PriceFrom $262	Free Cancellation	Rating 7.4 9,455 reviews	Search United Airlines flights
Alaska Airlines	PriceFrom $318	Free Cancellation	Rating 7.9 12,093 reviews	Search Alaska Airlines flights
Delta	PriceFrom $337	Free Cancellation	Rating 7.9 8,315 reviews	Search Delta flights
American Airlines	PriceFrom $338	Free Cancellation	Rating 7.1 11,487 reviews	Search American Airlines flights

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New Buffalo

Hammond

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Benton Harbor

Portage

Lansing

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Schererville

Munster

Crown Point

Chesterton

Monticello

Porter

Griffith

Saint John

Why use momondo?

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

Finding the right flight to Chicago from Alaska is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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

Yes. momondo allows you to filter the results for Alaska to Chicago flights to just show those with flexible booking policies.

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

Once all potential Alaska to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Price alerts on flights to Chicago from Alaska are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Chicago trip

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Fly into one of these airports located in Chicago

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Chicago Greater Rockford Airport

Cheap flights from Alaska 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 Alaska 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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United Airlines flights from Alaska to Chicago

Our best United Airlines deals on Alaska to Chicago flight tickets

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How to get the cheapest flight ticket from Alaska 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 Alaska to Chicago flight route?

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

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

Can stopping save me money on Alaska to Chicago flights?

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

What airlines fly to Chicago?

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

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

How long does it take to fly to Chicago?

Cheap Alaska to Chicago flight deals and tips

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

Best Price Found

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Best airlines flying from Alaska to Chicago

Compare and see reviews for airlines that fly from Alaska 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.

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

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