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

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

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

As of May 2026, 4 flights take off from Chicago and land in Alaska each day. The most common flight departure time for this route is 4:00PM, with 100% of daily flights taking off in the afternoon.

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

As of May 2026, there are 34 flights per week flying from Chicago to Alaska. The most common day of the week flights depart is Fri, with 18% of flights taking off on this day.

What airlines fly to Alaska?

Alaska Airlines, United Airlines and American Airlines are the top three most popular airlines that fly to Alaska from Chicago according to our data. Alaska Airlines is the first choice among our users, with 63% of people opting to fly with this airline when traveling to Alaska. Keep in mind that there are 5 different airlines that fly to Alaska on a routine basis, so you have a few additional options to choose from.

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

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

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

The number of operators available for flights from Chicago to Alaska is 5 as of May 2026.

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

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Alaska.

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

The travel and health documents required for your trip to Alaska can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Alaska. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$201 Cheap Flights from Chicago to Alaska in 2026

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Find the cheapest flights from Chicago to Alaska

Round-trip

One-way

Last minute

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Cheap round-trip flights

Enter your travel dates to find the best prices.

4:57 pm - 8:48 pm

ORD

ANC

6h 51mnonstop

9:55 pm - 7:20 am

ANC

ORD

6h 25mnonstop

$399American Airlines

Thu, Aug 27 - Tue, Sep 8

12:59 am - 4:41 am

ORD

ANC

6h 42mnonstop

12:27 am - 12:07 pm

ANC

ORD

8h 40m

1 stop

$405Alaska Airlines

Mon, Aug 10 - Mon, Aug 24

5:44 pm - 1:59 am

ORD

ANC

11h 15m

1 stop

9:00 am - 10:59 pm

ANC

ORD

10h 59m

1 stop

$406Alaska Airlines

Fri, May 29 - Thu, Jun 4

7:49 pm - 9:51 am

ORD

ANC

17h 02m

1 stop

11:08 pm - 8:25 am

ANC

ORD

6h 17mnonstop

$407Alaska Airlines

Thu, May 28 - Thu, Jun 4

7:40 am - 8:40 pm

ORD

ANC

16h 00m

1 stop

11:21 pm - 8:35 am

ANC

ORD

6h 14mnonstop

$409Alaska Airlines

Tue, Jun 9 - Tue, Jun 16

6:55 am - 8:07 pm

ORD

ANC

16h 12m

1 stop

12:35 pm - 8:35 am

ANC

ORD

17h 00m

1 stop

$419Delta

Wed, Jun 24 - Wed, Jul 1

1:52 pm - 12:59 am

MDW

ANC

14h 07m

1 stop

6:10 am - 6:05 pm

ANC

MDW

8h 55m

1 stop

$419Delta

Thu, Aug 27 - Tue, Sep 8

12:35 pm - 10:45 pm

MDW

ANC

13h 10m

2 stops

10:25 pm - 1:45 pm

ANC

MDW

12h 20m

2 stops

$429Southwest

Thu, May 28 - Wed, Jun 3

4:59 pm - 12:44 am

ORD

FAI

10h 45m

1 stop

5:31 am - 10:00 pm

FAI

ORD

13h 29m

1 stop

$469American Airlines

Fri, Jun 26 - Mon, Jul 6

1:50 pm - 11:45 pm

MDW

ANC

12h 55m

2 stops

11:15 pm - 3:20 pm

ANC

MDW

13h 05m

2 stops

$471Southwest

Fri, Aug 14 - Tue, Aug 25

Alaska Airlines flights from Chicago to Alaska

Our best Alaska Airlines deals on Chicago to Alaska flight tickets

Alaska Airlines

Aug 10

ORD12:59 amChicago O'Hare Intl

6h 42m

ANC4:41 amAnchorage

Aug 24

ANC12:27 amAnchorage

8h 40m

1 stop

ORD12:07 pmChicago O'Hare Intl

$405

Alaska Airlines

May 29

ORD5:44 pmChicago O'Hare Intl

11h 15m

1 stop

ANC1:59 amAnchorage

Jun 4

ANC9:00 amAnchorage

10h 59m

1 stop

ORD10:59 pmChicago O'Hare Intl

$406

Alaska Airlines

May 28

ORD7:49 pmChicago O'Hare Intl

17h 02m

1 stop

ANC9:51 amAnchorage

Jun 4

ANC11:08 pmAnchorage

6h 17m

ORD8:25 amChicago O'Hare Intl

$407

Delta flights from Chicago to Alaska

Our best Delta deals on Chicago to Alaska flight tickets

Delta

Jun 24

ORD6:55 amChicago O'Hare Intl

16h 12m

1 stop

ANC8:07 pmAnchorage

Jul 1

ANC12:35 pmAnchorage

17h 00m

1 stop

ORD8:35 amChicago O'Hare Intl

$419

Delta

Aug 9

ORD6:51 amChicago O'Hare Intl

17h 05m

1 stop

ANC8:56 pmAnchorage

Aug 28

ANC6:00 amAnchorage

8h 04m

1 stop

ORD5:04 pmChicago O'Hare Intl

$420

Delta

Jun 24

ORD2:09 pmChicago O'Hare Intl

12h 47m

2 stops

ANC11:56 pmAnchorage

Jul 1

ANC6:00 amAnchorage

14h 39m

1 stop

ORD11:39 pmChicago O'Hare Intl

$424

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Thu 8/27

4:57 pm-8:48 pm

Nonstop6h 51m

Anchorage

Tue 9/8

9:55 pm-7:20 am

Nonstop6h 25m

$399

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Mon 8/10

12:59 am-4:41 am

Nonstop6h 42m

Anchorage

Mon 8/24

12:27 am-12:07 pm

1 stop8h 40m

$405

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Fri 5/29

5:44 pm-1:59 am

1 stop11h 15m

Anchorage

Thu 6/4

9:00 am-10:59 pm

1 stop10h 59m

$406

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Thu 5/28

7:49 pm-9:51 am

1 stop17h 02m

Anchorage

Thu 6/4

11:08 pm-8:25 am

Nonstop6h 17m

$407

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Tue 6/9

7:40 am-8:40 pm

1 stop16h 00m

Anchorage

Tue 6/16

11:21 pm-8:35 am

Nonstop6h 14m

$409

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Wed 6/24

6:55 am-8:07 pm

1 stop16h 12m

Anchorage

Wed 7/1

12:35 pm-8:35 am

1 stop17h 00m

$419

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Thu 8/27

1:52 pm-12:59 am

1 stop14h 07m

Anchorage

Tue 9/8

6:10 am-6:05 pm

1 stop8h 55m

$419

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Thu 5/28

12:35 pm-10:45 pm

2 stops13h 10m

Anchorage

Wed 6/3

10:25 pm-1:45 pm

2 stops12h 20m

$429

ChicagoFairbanks

ORD - FAI

ORDFAI

Chicago O'Hare Intl

Fri 6/26

4:59 pm-12:44 am

1 stop10h 45m

Fairbanks

Mon 7/6

5:31 am-10:00 pm

1 stop13h 29m

$469

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Fri 8/14

1:50 pm-11:45 pm

2 stops12h 55m

Anchorage

Tue 8/25

11:15 pm-3:20 pm

2 stops13h 05m

$471

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 Chicago to Alaska

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 Alaska?

If you don’t want to visit Alaska in October, then you should wait until September to fly from Chicago, when ticket prices are also cheap, with an average price of $160.

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

The cheapest day to depart from Chicago to Alaska is on a Friday. Travelers who choose to depart for Alaska on a Friday will often find tickets for as low as $497. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Alaska for around $608.

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

Our data shows that the cheapest Chicago to Alaska flights are usually those with departure times at noon. Our users have found flights to Alaska at noon for as low as $489. In the morning is when there is more demand to fly to Alaska, so prices are often more expensive at around $568 per ticket.

What is the cheapest Chicago to Alaska flight route?

Fly from Chicago O'Hare Intl to Anchorage for the best Chicago - Alaska flight prices

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

You are more likely to see cheaper flights to Alaska from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Alaska for around $462 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Alaska from Chicago for as low as $426 on momondo.

Can stopping save me money on Chicago to Alaska flights?

You could potentially save up to 10% on your flight if you consider stops on a Chicago to Alaska flight.

Cheap Chicago to Alaska flight deals and tips

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

Best Price Found	$215
Fastest flight time	6h 33m
Direct flights	Every day
Airports in Alaska	206 airports

The best one-way flight to Alaska from Chicago in the past 72 hours is $215. The best round-trip flight deal from Chicago to Alaska found on momondo in the last 72 hours is $473.

The fastest flight from Chicago to Alaska takes 6h 33m

Direct flights go from Chicago to Alaska every day.

There are 206 airports in Alaska. From Chicago there are direct flights to Anchorage (ANC), Fairbanks (FAI).

Search flight deals

Frequently asked questions about flying from Chicago to Alaska

When did momondo last update prices for flights from Chicago to Alaska?
Prices for flights from Chicago to Alaska were last updated today.
How many operators does momondo search for flights from Chicago to Alaska?
The number of operators available for flights from Chicago to Alaska is 5 as of May 2026.
How old do you have to be to fly from Chicago to Alaska?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Alaska.
What documentation or ID do you need to fly to Alaska?
The travel and health documents required for your trip to Alaska can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Alaska. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Chicago to Alaska?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Chicago to Alaska is Boeing 737 MAX 8 (59.14% of total bookings). The next most popular plane models are Boeing 737 MAX 9 (11.70%), Boeing 737-900 Passenger/BBJ3 (winglets) (9.88%), and Boeing 737-800 Passenger/BBJ2 (winglets) (8.73%).

Best airlines flying from Chicago to Alaska

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

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $178	Free Cancellation	Rating 7.9 8,454 reviews	Search Delta flights
Hawaiian Airlines	PriceFrom $199	Free Cancellation	Rating 7.8 2,837 reviews	Search Hawaiian Airlines flights
United Airlines	PriceFrom $318	Free Cancellation	Rating 7.4 9,694 reviews	Search United Airlines flights
American Airlines	PriceFrom $318	Free Cancellation	Rating 7.1 11,668 reviews	Search American Airlines flights
Alaska Airlines	PriceFrom $337	Free Cancellation	Rating 7.9 12,349 reviews	Search Alaska Airlines flights

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Alaska. Millions of users trust and use momondo every year so you are in good hands.

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

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

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

Once you have performed a search for Chicago to Alaska flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

If you are not ready to book a flight from Chicago to Alaska now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Alaska and let you know when they change.

An easier way to manage your Alaska trip

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Flights to Las Vegasfrom $46

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Flights to Bostonfrom $83

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Flights to Fort Lauderdalefrom $56

Flights to Dallasfrom $72

Cheap flights from Chicago to Alaska from $201

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Alaska departing on 5/28. 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 Chicago to Alaska

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Our best Delta deals on Chicago to Alaska flight tickets

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See travel insights to Alaska from

How to get the cheapest flight ticket from Chicago to Alaska

What is the cheapest month to fly to Alaska?

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

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

What is the cheapest Chicago to Alaska flight route?

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

Can stopping save me money on Chicago to Alaska flights?

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

What airlines fly to Alaska?

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

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

Cheap Chicago to Alaska flight deals and tips

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

Best Price Found

Fastest flight time

Direct flights

Airports in Alaska

Frequently asked questions about flying from Chicago to Alaska

Best airlines flying from Chicago to Alaska

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

Why use momondo?

An easier way to manage your Alaska 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 Alaska

Popular cities in Alaska

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

Chicago flight routes

According to popular flight searches on momondo this year

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According to popular flight searches on momondo this year

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