HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Anchorage

$126+ Cheap flights from Chicago (CHI) to Anchorage (ANC)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/16. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ANC
Oct 18 — Oct 251
Sat 10/18
Sat 10/25
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Anchorage with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Chicago to Anchorage are usually found in April or October, booked 80 days in advance, depart on a Wednesday or Monday and return on a Tuesday

Cheap flight deals from Chicago to Anchorage

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Anchorage (ANC). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 18, 2025.

Round-trip from

$318
(United Airlines)

One-way from

$126
(United Airlines)

Popular in

December

Cheapest in

April

Average price

$526

Good round-trip deal

$318 or less

Good one-way deal

$250 or less
From Chicago (CHI) to Anchorage
Search Deals
One-way flight from Chicago (CHI) to Anchorage
Search Deals
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Anchorage.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Anchorage.
Search Deals

Find flight deals from Chicago to Anchorage

Cheapest flights from Chicago to Anchorage
Explore the most affordable flight options available from Chicago to Anchorage. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 18, 2025.

This Alaska Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/109:20 amORD - ANC
Nonstop6h 58mAlaska Airlines
Fri 10/1711:11 pmANC - ORD
Nonstop6h 29mAlaska Airlines
Deal found 9/16$318
This KAYAK deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/109:20 amORD - ANC
Nonstop6h 58mAlaska Airlines
Mon 10/133:15 pmANC - ORD
1 stop12h 09mAlaska Airlines
Deal found 9/15$321
This Trip.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/25:00 amORD - ANC
1 stop19h 48mAlaska Airlines
Sun 11/95:35 pmANC - ORD
1 stop9h 47mAlaska Airlines
Deal found 9/18$327
This Alaska Airlines deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/226:00 amORD - ANC
1 stop12h 34mAlaska Airlines
Sat 10/2511:11 pmANC - ORD
Nonstop6h 29mAlaska Airlines
Deal found 9/18$328
This United Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/34:05 pmORD - ANC
Nonstop6h 54mUnited Airlines
Mon 11/109:07 pmANC - ORD
Nonstop6h 02mUnited Airlines
Deal found 9/16$330
This Alaska Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/109:20 amORD - ANC
Nonstop6h 58mAlaska Airlines
Sat 10/1112:34 amANC - ORD
1 stop26h 50mAlaska Airlines
Deal found 9/16$340
This Alaska Airlines deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/166:00 amORD - ANC
1 stop11h 15mAlaska Airlines
Wed 10/221:47 amANC - ORD
1 stop24h 14mAlaska Airlines
Deal found 9/18$341
This Alaska Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/36:00 amORD - ANC
2 stops14h 32mAlaska Airlines
Mon 11/105:35 pmANC - ORD
1 stop9h 47mAlaska Airlines
Deal found 9/16$343
This Alaska Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/156:00 amORD - ANC
1 stop9h 18mAlaska Airlines
Fri 10/241:47 amANC - ORD
2 stops19h 19mAlaska Airlines
Deal found 9/16$344
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/87:10 pmMDW - ANC
1 stop8h 41mDelta
Sat 10/189:45 pmANC - MDW
1 stop8h 10mDelta
Deal found 9/16$357
This Delta deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/229:35 amMDW - ANC
2 stops11h 56mDelta
Sun 10/266:05 amANC - MDW
1 stop8h 38mDelta
Deal found 9/18$361
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/87:10 pmMDW - ANC
1 stop8h 41mDelta
Wed 10/155:20 pmANC - MDW
2 stops12h 20mDelta
Deal found 9/16$362

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Anchorage that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 18, 2025.
Use the filters below to find and compare flights from Chicago to Anchorage that are best for you.

Fly from

Chicago

Fly to

Anchorage

Route

Depart

Return

Price

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Fri 3/13

4:05 pm-7:45 pm

Nonstop6h 40m

Anchorage

Wed 3/18

8:55 pm-6:13 am

Nonstop6h 18m

$318

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Wed 10/22

6:00 am-9:45 pm

1 stop18h 45m

Anchorage

Sat 10/25

11:11 pm-8:40 am

Nonstop6h 29m

$328

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Sat 10/18

2:17 pm-10:42 pm

1 stop11h 25m

Anchorage

Sun 10/19

9:04 pm-6:13 am

Nonstop6h 09m

$328

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Mon 10/27

2:40 pm-10:56 pm

1 stop11h 16m

Anchorage

Wed 10/29

9:07 pm-6:09 am

Nonstop6h 02m

$328

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Thu 10/23

6:00 am-6:46 pm

1 stop15h 46m

Anchorage

Sun 10/26

3:20 pm-6:22 am

1 stop12h 02m

$338

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Mon 10/27

6:00 am-10:48 pm

1 stop19h 48m

Anchorage

Wed 10/29

7:05 am-9:40 pm

1 stop11h 35m

$338

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Wed 10/22

6:00 am-12:18 pm

1 stop9h 18m

Anchorage

Sun 10/26

9:05 am-6:22 am

1 stop18h 17m

$338

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Wed 10/15

6:00 am-9:45 pm

1 stop18h 45m

Anchorage

Sat 10/25

5:05 am-12:06 am

2 stops16h 01m

$344

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Sun 11/16

6:00 am-5:22 pm

1 stop14h 22m

Anchorage

Thu 11/20

7:05 am-11:59 pm

2 stops13h 54m

$344

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Sun 11/16

6:13 pm-1:58 am

1 stop10h 45m

Anchorage

Wed 11/19

12:30 am-3:02 pm

2 stops11h 32m

$350

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/18

Showing 1-10 of 33 results
1
2
3
4

The best insider tips for Chicago to Anchorage flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago to Anchorage trip
Airports
ORD

For a quick snack before your flight, grab Garrett Popcorn near gate B8, a Chicago favorite.

Read more about ORDby Ramsey Qubein
ANC

Consider using the People Mover bus for an affordable way to travel from ANC to key locations in Anchorage.

Read more about ANCby Taryn White
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Taryn White

Taryn White

Expert on ANC

Taryn White

Taryn White

Taryn White is a freelance travel writer, digital creator, and travel advisor who has visited nearly 100 countries and all 50 states. She’s familiar with many airports and enjoys beach hopping, boutique hotels, spa experiences, and exploring local culture. Her work has appeared in Travel + Leisure, Condé Nast Traveler, National Geographic, Smithsonian Magazine, AFAR, and more.

Read more

Best time to book a flight from Chicago to Anchorage

Have a flexible travel schedule? Discover the best time to fly to Anchorage from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Anchorage

How far ahead should I book a flight from Chicago to Anchorage?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Anchorage. Price data was last updated on September 12, 2025.

Booking 79 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Anchorage. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Chicago to Anchorage?

Currently, January is the cheapest month in which you can book a flight from Chicago to Anchorage (average of $456). Flying from Chicago to Anchorage in July is currently the most expensive (average of $642). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to ANC?

Find hourly flight availability from Chicago to Anchorage. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 18, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 27% on flights from Chicago to Anchorage by exploring options for tickets at noon.

What is the cheapest day to fly from Chicago to Anchorage?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Anchorage. Price data was last updated on September 29, 2024.

Travelers seeking maximum savings on their Chicago to Anchorage flight should consider departing on Friday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Anchorage

Explore weekly flight availability from Chicago to Anchorage. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 18, 2025.

The most flights from CHI to ANC are scheduled on a Monday (7 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (7 on average).

How much does it cost to fly round-trip from Chicago to Anchorage?

Reviews of airlines servicing Anchorage

Get insights into the airlines that provide service to Anchorage. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Anchorage. Reviews last updated September 18, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Delta, and Hawaiian Airlines from Chicago to Anchorage to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Overall

8.0

Food

7.1

Comfort

7.8

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Overall

8.0

Food

7.1

Comfort

7.8

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Delta
8.0
Very good
7,964 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Overall

8.0

Food

7.1

Comfort

7.8

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Hawaiian Airlines
7.8
Good
2,732 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Overall

8.0

Food

7.1

Comfort

7.8

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
United Airlines
7.4
Good
8,926 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Overall

8.0

Food

7.1

Comfort

7.8

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Overall

8.0

Food

7.1

Comfort

7.8

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Anchorage. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Anchorage from Chicago?

    For a flight from Chicago to Anchorage, you will be flying into Anchorage. Anchorage (ANC) is just 4.4 mi from the center of the city. Anchorage is the only Anchorage airport and it handles 7 inbound flights from Chicago per day. 5 airlines have flights to Anchorage from Chicago on a regular basis.

  • How long is the flight from Chicago to Anchorage?

    A quick flight from Chicago to Anchorage can take about 6h 40m. United Airlines provides one of the quickest options available for as low as $318. The distance between Chicago and Anchorage is about 2837 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Chicago to Anchorage round-trip?

    Flying on Delta is currently your cheapest option to Anchorage, with prices starting at $198. Additional round-trip tickets that might be worth considering are offered by Hawaiian Airlines and American Airlines, with the lowest prices starting at $237 and $318, respectively. Delta is 60% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Chicago to Anchorage one-way?

    $160 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on Hawaiian Airlines and Alaska Airlines, with prices starting from $160 and $160, respectively.

  • What are the most reliable airlines from Chicago to Anchorage?

    Before booking your flight to Anchorage from Chicago, check out the most reliable airlines to get you to your destination on time: Atlas Air (100%), Alaska Airlines (82%), Hawaiian Airlines( 80%).

  • What are the cheapest flights from Chicago to Anchorage?

    Looking for the cheapest flight from Chicago to Anchorage? While on average our users pay $661, our data indicates the cheapest price to be $160. The most popular route (Chicago O'Hare Intl - Anchorage), is priced around $250.

  • Can I find deals for flights from Chicago to Anchorage that include hotel bookings?

    Yes. In addition to deals on Chicago to Anchorage flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Anchorage?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Anchorage.

  • Can I find deals for business class flights from Chicago to Anchorage?

    Yes. Cheapflights offers flight deals from Chicago to Anchorage by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Anchorage?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Anchorage (average of $456). Flying from Chicago to Anchorage in July is currently the most expensive (average of $642). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Anchorage?

Book flights to Anchorage if you plan to visit one of these locations
Seward
Girdwood

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Anchorage

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Anchorage flights
Midway to Anchorage flights
O'Hare Intl to Fairbanks flights
St. Louis to Anchorage flights
O'Hare Intl to Juneau flights
St. Louis to Fairbanks flights
St. Louis to Juneau flights
O'Hare Intl to Ketchikan flights
Moline to Fairbanks flights
Bloomington to Anchorage flights
Evansville to Anchorage flights
Peoria to Anchorage flights
St. Louis to Ketchikan flights
Midway to Fairbanks flights
O'Hare Intl to Petersburg flights
O'Hare Intl to Sitka flights
Moline to Anchorage flights
O'Hare Intl to Gustavus flights
Dubuque to Fairbanks flights
O'Hare Intl to Barrow flights
Dubuque to Anchorage flights
O'Hare Intl to Prudhoe Bay flights
Moline to Sitka flights
O'Hare Intl to Kodiak flights

Top 5 airlines flying from Chicago to Anchorage

Discover the top 5 airlines that operate flights from Chicago to Anchorage. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$198Average$471FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$237Average$526FlexibilityNo cancel feeOn-time85%
American AirlinesCheapest$318Average$587FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$323Average$593FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$366Average$544FlexibilityNo cancel feeOn-time75%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.