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

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

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 59% 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 December 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.

$178 Cheap Flights from Chicago to Alaska in 2025/26

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Find the cheapest flights from Chicago to Alaska

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:00 am - 1:10 pm

ORD

ANC

10h 10m1 stop

10:36 pm - 8:10 am

ANC

ORD

6h 34mnonstop

$328Alaska Airlines

mar., may. 26 - lun., jun. 1

6:50 pm - 1:28 am

ORD

ANC

9h 38m1 stop

2:35 pm - 5:00 am

ANC

ORD

11h 25m1 stop

$338Hawaiian Airlines

jue., abr. 2 - mar., abr. 7

7:00 am - 2:14 pm

ORD

ANC

10h 14m1 stop

5:00 pm - 5:00 am

ANC

ORD

9h 00m1 stop

$339Hawaiian Airlines

lun., abr. 6 - mié., abr. 8

6:00 am - 6:27 pm

ORD

ANC

15h 27m2 stops

12:00 pm - 11:59 pm

ANC

ORD

8h 59m1 stop

$343Alaska Airlines

mar., may. 26 - lun., jun. 1

6:00 am - 9:36 pm

ORD

ANC

18h 36m1 stop

11:26 pm - 8:42 am

ANC

ORD

6h 16mnonstop

$348Alaska Airlines

lun., jun. 8 - mié., jun. 17

2:20 pm - 8:44 pm

ORD

ANC

9h 24m1 stop

5:55 am - 11:53 pm

ANC

ORD

14h 58m1 stop

$352Delta

jue., ene. 15 - vie., ene. 16

6:50 am - 6:56 pm

ORD

ANC

15h 06m2 stops

6:10 am - 5:55 pm

ANC

ORD

8h 45m1 stop

$357Delta

mié., ene. 14 - jue., ene. 15

2:20 pm - 8:44 pm

ORD

ANC

9h 24m1 stop

9:15 pm - 8:40 am

ANC

ORD

8h 25m1 stop

$358Delta

jue., ene. 8 - mié., ene. 14

1:49 pm - 12:48 am

MDW

ANC

13h 59m1 stop

9:15 pm - 9:08 am

ANC

MDW

8h 53m1 stop

$358Delta

jue., ene. 8 - mié., ene. 14

6:45 pm - 6:56 pm

ORD

ANC

27h 11m1 stop

9:15 pm - 8:40 am

ANC

ORD

8h 25m1 stop

$359Delta

mar., ene. 6 - lun., ene. 19

Hawaiian Airlines flights from Chicago to Alaska

Our best Hawaiian Airlines deals on Chicago to Alaska flight tickets

Hawaiian Airlines

Apr 2

ORD6:50 pmChicago O'Hare Intl

9h 38m

1 stop

ANC1:28 amAnchorage

Apr 7

ANC2:35 pmAnchorage

11h 25m

1 stop

ORD5:00 amChicago O'Hare Intl

$338

Find similar

Hawaiian Airlines

Apr 6

ORD7:00 amChicago O'Hare Intl

10h 14m

1 stop

ANC2:14 pmAnchorage

Apr 8

ANC5:00 pmAnchorage

9h 00m

1 stop

ORD5:00 amChicago O'Hare Intl

$339

Find similar

Hawaiian Airlines

Feb 11

ORD3:35 pmChicago O'Hare Intl

11h 17m

1 stop

ANC11:52 pmAnchorage

Feb 17

ANC1:25 amAnchorage

9h 46m

1 stop

ORD2:11 pmChicago O'Hare Intl

$392

Find similar

Alaska Airlines flights from Chicago to Alaska

Our best Alaska Airlines deals on Chicago to Alaska flight tickets

Alaska Airlines

May 26

ORD6:00 amChicago O'Hare Intl

10h 10m

1 stop

ANC1:10 pmAnchorage

Jun 1

ANC10:36 pmAnchorage

6h 34m

ORD8:10 amChicago O'Hare Intl

$328

Find similar

Alaska Airlines

May 26

ORD6:00 amChicago O'Hare Intl

15h 27m

2 stops

ANC6:27 pmAnchorage

Jun 1

ANC12:00 pmAnchorage

8h 59m

1 stop

ORD11:59 pmChicago O'Hare Intl

$343

Find similar

Alaska Airlines

Jun 8

ORD6:00 amChicago O'Hare Intl

18h 36m

1 stop

ANC9:36 pmAnchorage

Jun 18

ANC11:26 pmAnchorage

6h 16m

ORD8:42 amChicago O'Hare Intl

$348

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

mar. 5/26

6:00 am-1:10 pm

1 stop10h 10m

Anchorage

lun. 6/1

10:36 pm-8:10 am

Nonstop6h 34m

$328

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

jue. 4/2

6:50 pm-1:28 am

1 stop9h 38m

Anchorage

mar. 4/7

2:35 pm-5:00 am

1 stop11h 25m

$338

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

lun. 4/6

7:00 am-2:14 pm

1 stop10h 14m

Anchorage

mié. 4/8

5:00 pm-5:00 am

1 stop9h 00m

$339

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

mar. 5/26

6:00 am-6:27 pm

2 stops15h 27m

Anchorage

lun. 6/1

12:00 pm-11:59 pm

1 stop8h 59m

$343

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

lun. 6/8

6:00 am-9:36 pm

1 stop18h 36m

Anchorage

mié. 6/17

11:26 pm-8:42 am

Nonstop6h 16m

$348

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

jue. 1/15

2:20 pm-8:44 pm

1 stop9h 24m

Anchorage

vie. 1/16

5:55 am-11:53 pm

1 stop14h 58m

$352

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

mié. 1/14

6:50 am-6:56 pm

2 stops15h 06m

Anchorage

jue. 1/15

6:10 am-5:55 pm

1 stop8h 45m

$357

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

jue. 1/8

2:20 pm-8:44 pm

1 stop9h 24m

Anchorage

mié. 1/14

9:15 pm-8:40 am

1 stop8h 25m

$358

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

jue. 1/8

1:49 pm-12:48 am

1 stop13h 59m

Anchorage

mié. 1/14

9:15 pm-9:08 am

1 stop8h 53m

$358

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

mar. 1/6

6:45 pm-6:56 pm

1 stop27h 11m

Anchorage

lun. 1/19

9:15 pm-8:40 am

1 stop8h 25m

$359

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

What is the cheapest month to fly to Alaska?

If you don’t want to visit Alaska in October, then you should wait until April to fly from Chicago, when ticket prices are also cheap, with an average price of $386.

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 $514. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Alaska for around $587.

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 $587 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 $519 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 $440 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.

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	$260
Fastest flight time	5h 31m
Direct flights	Every day
Airports in Alaska	2 airports

The best one-way flight to Alaska from Chicago in the past 72 hours is $260. The best round-trip flight deal from Chicago to Alaska found on momondo in the last 72 hours is $398.

The fastest flight from Chicago to Alaska takes 5h 31m

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 December 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 8 (70.54% of total bookings). The next most popular plane models are Boeing 737-900 Passenger/BBJ3 (winglets) (14.52%), Airbus A321neo (3.73%), and Boeing 737 MAX 9 (2.90%).

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 $209	Free Cancellation	Rating 7.9 8,007 reviews	Search Delta flights
Hawaiian Airlines	PriceFrom $227	Free Cancellation	Rating 7.8 2,818 reviews	Search Hawaiian Airlines flights
American Airlines	PriceFrom $318	Free Cancellation	Rating 7.2 11,048 reviews	Search American Airlines flights
United Airlines	PriceFrom $318	Free Cancellation	Rating 7.4 9,092 reviews	Search United Airlines flights
Alaska Airlines	PriceFrom $360	Free Cancellation	Rating 8.0 11,423 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.