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

Delta, Hawaiian Airlines, 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 August 2025, 9 flights take off from Chicago and land in Alaska each day. The most common flight departure time for this route is 5:00PM, with 61% of daily flights taking off in the afternoon.

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

As of August 2025, there are 64 flights per week flying from Chicago to Alaska. The most common day of the week flights depart is Mon, with 17% of flights taking off on this day.

What airlines fly to Alaska?

Alaska Airlines, United Airlines and Delta 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 58% 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 August 2025.

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.

$142 Cheap Flights from Chicago to Alaska in 2025

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Find the cheapest flights from Chicago to Alaska

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

8:52 am - 6:53 pmORD-ANC

13h 01m1 stop

12:55 am - 6:30 pmANC-ORD

14h 35m2 stops

$318Delta

Find Deal

Wed, Sep 17 - Sun, Sep 21

9:20 am - 6:31 pmMDW-ANC

12h 11m1 stop

8:15 pm - 9:40 amANC-MDW

10h 25m1 stop

$318Delta

Find Deal

Wed, Oct 15 - Sat, Oct 25

5:01 pm - 8:48 pmORD-ANC

6h 47mnonstop

9:53 pm - 7:17 amANC-ORD

6h 24mnonstop

$319American Airlines

Find Deal

Wed, Sep 17 - Sat, Sep 20

5:01 pm - 8:48 pmORD-ANC

6h 47mnonstop

9:53 pm - 7:17 amANC-ORD

6h 24mnonstop

$320American Airlines

Find Deal

Thu, Oct 2 - Sat, Oct 4

6:20 am - 2:32 pmORD-ANC

11h 12m1 stop

11:11 pm - 8:40 amANC-ORD

6h 29mnonstop

$322Hawaiian Airlines

Find Deal

Thu, Oct 2 - Sat, Oct 4

7:00 am - 1:22 pmORD-ANC

9h 22m1 stop

11:11 pm - 8:40 amANC-ORD

6h 29mnonstop

$328Hawaiian Airlines

Find Deal

Sat, Oct 4 - Sat, Oct 11

8:40 am - 12:21 pmORD-ANC

6h 41mnonstop

11:00 am - 12:03 amANC-ORD

10h 03m1 stop

$342Alaska Airlines

Find Deal

Mon, Sep 15 - Mon, Sep 22

9:10 am - 1:08 pmORD-ANC

6h 58mnonstop

11:11 pm - 8:40 amANC-ORD

6h 29mnonstop

$347Alaska Airlines

Find Deal

Sun, Oct 5 - Thu, Oct 9

2:40 pm - 10:56 pmORD-ANC

11h 16m1 stop

9:07 pm - 6:09 amANC-ORD

6h 02mnonstop

$355United Airlines

Find Deal

Wed, Nov 26 - Sun, Nov 30

8:45 am - 7:20 pmORD-ANC

13h 35m1 stop

2:11 pm - 5:23 amANC-ORD

12h 12m1 stop

$364United Airlines

Find Deal

Tue, Sep 9 - Wed, Sep 17

Hawaiian Airlines flights from Chicago to Alaska

Our best Hawaiian Airlines deals on Chicago to Alaska flight tickets

Hawaiian Airlines

Oct 2

ORD6:20 amChicago O'Hare Intl

11h 12m

1 stop

ANC2:32 pmAnchorage

Oct 4

ANC11:11 pmAnchorage

6h 29m

ORD8:40 amChicago O'Hare Intl

$322

Find similar

Hawaiian Airlines

Oct 4

ORD7:00 amChicago O'Hare Intl

9h 22m

1 stop

ANC1:22 pmAnchorage

Oct 11

ANC11:11 pmAnchorage

6h 29m

ORD8:40 amChicago O'Hare Intl

$328

Find similar

Hawaiian Airlines

Sep 8

ORD8:40 amChicago O'Hare Intl

6h 41m

ANC12:21 pmAnchorage

Sep 14

ANC11:25 pmAnchorage

6h 15m

ORD8:40 amChicago O'Hare Intl

$360

Find similar

Delta flights from Chicago to Alaska

Our best Delta deals on Chicago to Alaska flight tickets

Delta

Sep 17

ORD8:52 amChicago O'Hare Intl

13h 01m

1 stop

ANC6:53 pmAnchorage

Sep 21

ANC12:55 amAnchorage

14h 35m

2 stops

ORD6:30 pmChicago O'Hare Intl

$318

Find similar

Delta

Oct 4

ORD5:30 amChicago O'Hare Intl

16h 23m

2 stops

ANC6:53 pmAnchorage

Oct 11

ANC6:05 amAnchorage

12h 14m

1 stop

ORD9:19 pmChicago O'Hare Intl

$323

Find similar

Delta

Sep 20

ORD8:52 amChicago O'Hare Intl

13h 01m

1 stop

ANC6:53 pmAnchorage

Sep 27

ANC6:15 amAnchorage

12h 15m

1 stop

ORD9:30 pmChicago O'Hare Intl

$324

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Wed 9/17

8:52 am-6:53 pm

1 stop13h 01m

Anchorage

Sun 9/21

12:55 am-6:30 pm

2 stops14h 35m

$318

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Wed 10/15

9:20 am-6:31 pm

1 stop12h 11m

Anchorage

Sat 10/25

8:15 pm-9:40 am

1 stop10h 25m

$318

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Wed 9/17

5:01 pm-8:48 pm

Nonstop6h 47m

Anchorage

Sat 9/20

9:53 pm-7:17 am

Nonstop6h 24m

$319

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Thu 10/2

5:01 pm-8:48 pm

Nonstop6h 47m

Anchorage

Sat 10/4

9:53 pm-7:17 am

Nonstop6h 24m

$320

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Thu 10/2

6:20 am-2:32 pm

1 stop11h 12m

Anchorage

Sat 10/4

11:11 pm-8:40 am

Nonstop6h 29m

$322

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Sat 10/4

7:00 am-1:22 pm

1 stop9h 22m

Anchorage

Sat 10/11

11:11 pm-8:40 am

Nonstop6h 29m

$328

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Mon 9/15

8:40 am-12:21 pm

Nonstop6h 41m

Anchorage

Mon 9/22

11:00 am-12:03 am

1 stop10h 03m

$342

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Sun 10/5

9:10 am-1:08 pm

Nonstop6h 58m

Anchorage

Thu 10/9

11:11 pm-8:40 am

Nonstop6h 29m

$347

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Wed 11/26

2:40 pm-10:56 pm

1 stop11h 16m

Anchorage

Sun 11/30

9:07 pm-6:09 am

Nonstop6h 02m

$355

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Tue 9/9

8:45 am-7:20 pm

1 stop13h 35m

Anchorage

Wed 9/17

2:11 pm-5:23 am

1 stop12h 12m

$364

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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 April, then you should wait until October to fly from Chicago, when ticket prices are also cheap, with an average price of $396.

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

The cheapest day to depart from Chicago to Alaska is on a Wednesday. Travelers who choose to depart for Alaska on a Wednesday will often find tickets for as low as $512. When flying out on a Thursday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Alaska for around $586.

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 $436. In the morning is when there is more demand to fly to Alaska, so prices are often more expensive at around $589 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 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 $521 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 $413 on momondo.

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

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

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

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	$189
Fastest flight time	6h 33m
Direct flights	Every day
Airports in Alaska	2 airports

The best one-way flight to Alaska from Chicago in the past 72 hours is $189. The best round-trip flight deal from Chicago to Alaska found on momondo in the last 72 hours is $318.

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

Direct flights go from Chicago to Alaska every day.

There are 2 airports near Alaska: Anchorage (ANC), Fairbanks (FAI)

Search flight deals

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 August 2025.
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 9 (44.81% of total bookings). The next most popular plane models are Boeing 737 MAX 8 (28.77%), Boeing 737-900 Passenger/BBJ3 (winglets) (14.16%), and Boeing 737 (6.96%).

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 $198	Free Cancellation	Rating 7.9 7,982 reviews	Search Delta flights
Hawaiian Airlines	PriceFrom $237	Free Cancellation	Rating 7.8 2,668 reviews	Search Hawaiian Airlines flights
American Airlines	PriceFrom $318	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $342	Free Cancellation	Rating 7.4 8,928 reviews	Search United Airlines flights
Alaska Airlines	PriceFrom $362	Free Cancellation	Rating 8.0 10,000 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

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 Alaska

Popular cities in Alaska

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Cheap flights from Chicago to Alaska from $142

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 10/14. 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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Big names and deals

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Filter for what you want

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Find the cheapest flights from Chicago to Alaska

Cheap round-trip flights

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Cheap last minute flights

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Hawaiian Airlines flights from Chicago to Alaska

Our best Hawaiian Airlines deals on Chicago to Alaska flight tickets

Delta flights from Chicago to Alaska

Our best Delta deals on Chicago to Alaska flight tickets

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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

What is the cheapest month to fly to Alaska?

If you don’t want to visit Alaska in April, then you should wait until October to fly from Chicago, when ticket prices are also cheap, with an average price of $396.

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?

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 $436. In the morning is when there is more demand to fly to Alaska, so prices are often more expensive at around $589 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 to Alaska?

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

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

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

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

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

What airlines fly to Alaska?

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

As of August 2025, 9 flights take off from Chicago and land in Alaska each day. The most common flight departure time for this route is 5:00PM, with 61% of daily flights taking off in the afternoon.

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

As of August 2025, there are 64 flights per week flying from Chicago to Alaska. The most common day of the week flights depart is Mon, with 17% of flights taking off on this day.

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

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

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

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

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

What is the most popular plane model 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?

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

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

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

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

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