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Anchorage

$195+ 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 8/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ANC
Apr 27 — May 41
Mon 4/27
Mon 5/4
1 adult, Economy
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Find cheap flights from Chicago to Anchorage with Cheapflights

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Cheapflights Tip: The best prices from Chicago to Anchorage are usually found in October or February, booked 60 days in advance, depart on a Wednesday or Friday and return on a Wednesday

Cheap 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 March 28, 2026.

This United Airlines deal was found by Cheapflights users on 3/27. 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.
Wed 4/294:03 pm
ORD
-
ANC
Nonstop6h 45m
United Airlines
Sun 5/311:59 pm
ANC
-
ORD
Nonstop6h 17m
United Airlines
Deal found 3/27$397
This Trip.com deal was found by Cheapflights users on 3/24. 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.
Fri 5/86:00 am
ORD
-
ANC
1 stop18h 43m
Alaska Airlines
Fri 5/154:10 pm
ANC
-
ORD
1 stop18h 12m
Alaska Airlines
Deal found 3/24$404
This flugladen.de deal was found by Cheapflights users on 3/25. 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 flugladen.de is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:00 am
ORD
-
ANC
1 stop10h 11m
Alaska Airlines
Fri 5/14:03 pm
ANC
-
ORD
1 stop19h 05m
Alaska Airlines
Deal found 3/25$405
This United Airlines deal was found by Cheapflights users on 3/26. 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.
Tue 4/212:35 pm
ORD
-
ANC
1 stop11h 10m
United Airlines
Sat 4/258:50 pm
ANC
-
ORD
Nonstop6h 15m
United Airlines
Deal found 3/26$407
This American Airlines deal was found by Cheapflights users on 3/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/175:10 pm
ORD
-
ANC
Nonstop6h 40m
American Airlines
Tue 8/259:55 pm
ANC
-
ORD
Nonstop6h 20m
American Airlines
Deal found 3/27$409
This Trip.com deal was found by Cheapflights users on 3/23. 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.
Mon 4/136:00 am
ORD
-
ANC
1 stop20h 35m
Alaska Airlines
Sun 4/196:00 am
ANC
-
ORD
1 stop21h 39m
Alaska Airlines
Deal found 3/23$411
This Alaska Airlines deal was found by Cheapflights users on 3/25. 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 5/86:00 am
ORD
-
ANC
1 stop13h 25m
Alaska Airlines
Thu 5/2811:08 pm
ANC
-
ORD
Nonstop6h 17m
Alaska Airlines
Deal found 3/25$413
This American Airlines deal was found by Cheapflights users on 3/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:04 am
ORD
-
ANC
1 stop15h 46m
American Airlines
Tue 5/58:30 pm
ANC
-
ORD
1 stop10h 09m
American Airlines
Deal found 3/27$417
This Delta deal was found by Cheapflights users on 3/27. 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.
Sat 4/189:46 am
MDW
-
ANC
1 stop12h 00m
Delta
Sat 4/258:25 pm
ANC
-
MDW
1 stop12h 42m
Delta
Deal found 3/27$417
This United Airlines deal was found by Cheapflights users on 3/27. 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 8/178:51 am
ORD
-
ANC
1 stop13h 25m
United Airlines
Mon 8/2411:59 pm
ANC
-
ORD
Nonstop6h 10m
United Airlines
Deal found 3/27$419
This Delta deal was found by Cheapflights users on 3/27. 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.
Sat 5/28:55 am
ORD
-
ANC
2 stops16h 19m
Delta
Fri 5/156:00 am
ANC
-
ORD
1 stop14h 57m
Delta
Deal found 3/27$422
This Delta deal was found by Cheapflights users on 3/25. 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.
Thu 5/77:13 pm
MDW
-
ANC
1 stop8h 18m
Delta
Mon 5/259:59 pm
ANC
-
MDW
1 stop7h 43m
Delta
Deal found 3/25$423

Find 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 March 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$397
(United Airlines)

One-way from

$195
(SmartFares)

Popular in

June

Cheapest in

October

Average price

$429

Good round-trip deal

$451 or less

Good one-way deal

$215 or less
Provider with most accurate pricing for Chicago (CHI)-Anchorage flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Anchorage flights.
Search Deals
From Chicago (CHI) to Anchorage
Search Deals
One-way flight from Chicago (CHI) to Anchorage
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($86 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
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

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 March 28, 2026.
Use the filters below to find and compare flights from Chicago to Anchorage that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Sat 5/2

9:46 am-6:46 pm

1 stop12h 00m

Anchorage

Sat 5/9

9:59 pm-1:19 pm

1 stop12h 20m

$417

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Sat 8/29

8:00 am-7:55 pm

1 stop14h 55m

Anchorage

Mon 8/31

9:08 pm-6:26 am

Nonstop6h 18m

$419

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Tue 4/21

7:35 am-8:46 pm

2 stops16h 11m

Anchorage

Sun 4/26

1:30 am-1:23 pm

1 stop8h 53m

$422

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Fri 4/24

9:29 am-6:46 pm

1 stop12h 17m

Anchorage

Mon 4/27

9:15 pm-4:26 pm

2 stops16h 11m

$424

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Tue 4/21

9:29 am-6:46 pm

1 stop12h 17m

Anchorage

Fri 4/24

1:30 am-6:36 pm

2 stops14h 06m

$424

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Mon 7/20

3:55 pm-1:29 am

1 stop12h 34m

Anchorage

Thu 7/23

12:59 am-5:16 pm

1 stop13h 17m

$429

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Fri 5/22

11:09 am-8:16 pm

1 stop12h 07m

Anchorage

Fri 5/29

12:05 am-11:52 am

1 stop8h 47m

$429

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Mon 8/17

7:00 am-4:12 pm

1 stop12h 12m

Anchorage

Wed 8/19

12:30 am-12:21 pm

1 stop8h 51m

$429
Quickest round-trip

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Mon 6/1

11:09 am-8:16 pm

1 stop12h 07m

Anchorage

Fri 6/5

6:00 am-4:51 pm

1 stop7h 51m

$429

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Wed 7/8

8:52 am-9:20 pm

1 stop15h 28m

Anchorage

Mon 7/20

6:00 am-9:52 pm

1 stop12h 52m

$429

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/25

Showing 1-10 of 43 resultsSorted by cheapest first
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Compare providers for flights from Chicago to Anchorage

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Anchorage in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Anchorage flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Anchorage flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Anchorage flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Anchorage flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Anchorage flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 March 13, 2026.

Booking 60 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, March is the cheapest month in which you can book a flight from Chicago to Anchorage (average of $178). Flying from Chicago to Anchorage in July is currently the most expensive (average of $368). 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 March 28, 2026.

Unlike in the morning, when flights are generally more expensive, you can save up to 15% on flights from Chicago to Anchorage by exploring options for tickets at noon.

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

The best insider tips for Chicago to Anchorage flights

AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago to Anchorage trip
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD

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 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

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 March 28, 2026.
Peruse reviews from past customers who have flown with Alaska Airlines,Delta, andHawaiian 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
7.9
Good
12,133 reviews

Entertainment

7.0

Overall

7.9

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.
Alaska Airlines
7.9
Good
12,133 reviews
Alaska Airlines
7.9
Good
12,133 reviews

Entertainment

7.0

Overall

7.9

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.
Delta
7.9
Good
8,357 reviews
Alaska Airlines
7.9
Good
12,133 reviews

Entertainment

7.0

Overall

7.9

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.
Hawaiian Airlines
7.8
Good
2,839 reviews
Alaska Airlines
7.9
Good
12,133 reviews

Entertainment

7.0

Overall

7.9

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.
United Airlines
7.4
Good
9,499 reviews
Alaska Airlines
7.9
Good
12,133 reviews

Entertainment

7.0

Overall

7.9

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.
American Airlines
7.1
Good
11,520 reviews
Alaska Airlines
7.9
Good
12,133 reviews

Entertainment

7.0

Overall

7.9

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.

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 1 inbound flight 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 12h. Delta provides one of the quickest options available for as low as $417. The distance between Chicago and Anchorage is about 2852 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 Hawaiian Airlines is currently your cheapest option to Anchorage, with prices starting at $187. Additional round-trip tickets that might be worth considering are offered by Delta and United Airlines, with the lowest prices starting at $198 and $318, respectively. Hawaiian Airlines is 59% 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?

    $106 is the cheapest one-way deal found within the past few days, from Hawaiian Airlines. You may also be able to find cheap deals on United Airlines and Alaska Airlines, with prices starting from $160 and $169, 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 (75%), Air Canada (70%), United Airlines( 70%).

  • What are the cheapest flights from Chicago to Anchorage?

    Looking for the cheapest flight from Chicago to Anchorage? While on average our users pay $434, our data indicates the cheapest price to be $175. The most popular route (Chicago O'Hare Intl - Anchorage), is priced around $397.

  • 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, March is the cheapest month in which you can book a flight from Chicago to Anchorage (average of $178). Flying from Chicago to Anchorage in July is currently the most expensive (average of $368). 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

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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 March 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
Hawaiian AirlinesCheapest$187Average$512FlexibilityNo cancel feeOn-time85%
DeltaCheapest$198Average$395FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$318Average$553FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$318Average$499FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$338Average$511FlexibilityNo cancel feeOn-time75%

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