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Anchorage

$174+ 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 12/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ANC
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Anchorage are usually found in April or January, booked 60 days in advance, depart on a Wednesday or Monday and return on a Tuesday

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 November 3, 2025.

This Trip.com deal was found by Cheapflights users on 11/3. 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.
Thu 12/186:00 amORD - ANC
1 stop10h 20mHawaiian Airlines
Wed 12/241:25 amANC - ORD
1 stop8h 51mHawaiian Airlines
Deal found 11/3$343
This Alaska Airlines deal was found by Cheapflights users on 11/2. 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.
Sat 12/65:51 pmORD - ANC
1 stop11h 21mAlaska Airlines
Wed 12/241:04 amANC - ORD
1 stop13h 08mAlaska Airlines
Deal found 11/2$357
This Delta deal was found by Cheapflights users on 11/3. 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.
Sun 12/2110:05 amORD - ANC
1 stop11h 44mDelta
Wed 12/249:15 pmANC - ORD
1 stop11h 35mDelta
Deal found 11/3$358
This Delta deal was found by Cheapflights users on 11/3. 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 12/39:59 amMDW - ANC
1 stop12h 05mDelta
Sun 12/76:05 amANC - MDW
1 stop9h 13mDelta
Deal found 11/3$358
This Delta deal was found by Cheapflights users on 11/3. 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 12/38:50 amORD - ANC
2 stops16h 52mDelta
Sun 12/75:55 amANC - ORD
1 stop15h 04mDelta
Deal found 11/3$363
This Delta deal was found by Cheapflights users on 11/3. 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 11/279:34 amMDW - ANC
2 stops12h 12mDelta
Wed 12/35:37 pmANC - MDW
2 stops12h 42mDelta
Deal found 11/3$370
This Delta deal was found by Cheapflights users on 11/3. 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.
Mon 11/248:50 amORD - ANC
1 stop19h 06mDelta
Sun 11/309:45 pmANC - ORD
1 stop7h 45mDelta
Deal found 11/3$388
This Delta deal was found by Cheapflights users on 11/3. 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.
Fri 12/2610:05 amORD - ANC
1 stop11h 44mDelta
Sun 1/49:15 pmANC - ORD
1 stop8h 25mDelta
Deal found 11/3$390
This Delta deal was found by Cheapflights users on 11/3. 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.
Mon 11/247:02 pmMDW - ANC
1 stop8h 54mDelta
Sun 11/309:45 pmANC - MDW
1 stop8h 16mDelta
Deal found 11/3$390
This Delta deal was found by Cheapflights users on 11/2. 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.
Sun 11/237:20 amORD - ANC
2 stops18h 29mDelta
Sun 11/309:45 pmANC - ORD
1 stop7h 45mDelta
Deal found 11/2$394
This flugladen.de deal was found by Cheapflights users on 11/2. 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.
Thu 12/186:00 amORD - ANC
1 stop10h 20mMultiple Airlines
Tue 12/237:05 amANC - ORD
1 stop31h 07mMultiple Airlines
Deal found 11/2$404
This Delta deal was found by Cheapflights users on 11/3. 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.
Fri 12/2611:48 amMDW - ANC
1 stop10h 01mDelta
Sun 1/49:15 pmANC - MDW
1 stop8h 53mDelta
Deal found 11/3$428

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 November 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$338
(KAYAK)

One-way from

$174
(Trip.com)

Popular in

December

Cheapest in

April

Average price

$452

Good round-trip deal

$398 or less

Good one-way deal

$237 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
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 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

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 November 3, 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

Thu 4/9

7:00 am-8:29 pm

1 stop16h 29m

Anchorage

Sun 4/12

1:50 am-11:58 pm

1 stop19h 08m

$358

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Sat 12/20

6:35 am-6:49 pm

1 stop15h 14m

Anchorage

Wed 12/24

9:15 pm-11:50 am

1 stop11h 35m

$358

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Mon 12/22

5:30 am-6:57 pm

1 stop16h 27m

Anchorage

Thu 12/25

1:15 am-1:20 pm

1 stop9h 05m

$358

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Fri 2/13

2:05 pm-12:39 am

1 stop13h 34m

Anchorage

Mon 2/16

4:00 pm-5:04 am

1 stop10h 04m

$358

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Mon 2/2

6:06 pm-12:53 am

1 stop9h 47m

Anchorage

Sat 2/7

12:15 pm-11:50 pm

1 stop8h 35m

$358

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Wed 12/3

5:40 pm-1:54 am

1 stop11h 14m

Anchorage

Sat 12/13

5:55 am-5:18 pm

1 stop8h 23m

$358

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Sat 5/2

6:50 pm-1:28 am

1 stop9h 38m

Anchorage

Fri 5/8

2:30 am-5:53 pm

1 stop12h 23m

$358

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Tue 2/17

9:50 am-6:58 pm

1 stop12h 08m

Anchorage

Wed 2/25

9:15 pm-1:09 pm

1 stop12h 54m

$358

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Wed 12/3

9:59 am-7:04 pm

1 stop12h 05m

Anchorage

Sun 12/7

6:05 am-6:18 pm

1 stop9h 13m

$358

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Mon 3/9

9:20 am-7:10 pm

1 stop12h 50m

Anchorage

Tue 3/31

9:55 pm-6:08 pm

1 stop17h 13m

$358

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 37 results
1
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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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapTicketsDealPrice 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Anchorage flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 October 31, 2025.

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, November is the cheapest month in which you can book a flight from Chicago to Anchorage (average of $168). Flying from Chicago to Anchorage in July is currently the most expensive (average of $445). 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 November 3, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 45% 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 December 16, 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 November 3, 2025.

The most flights from CHI to ANC are scheduled on a Monday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (3 on average).

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

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

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 November 3, 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
11,236 reviews

Crew

8.5

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

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
11,236 reviews
Alaska Airlines
8.0
Very good
11,236 reviews

Crew

8.5

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

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
7.9
Good
8,002 reviews
Alaska Airlines
8.0
Very good
11,236 reviews

Crew

8.5

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

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
2,799 reviews
Alaska Airlines
8.0
Very good
11,236 reviews

Crew

8.5

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

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
8,997 reviews
Alaska Airlines
8.0
Very good
11,236 reviews

Crew

8.5

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

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
11,038 reviews
Alaska Airlines
8.0
Very good
11,236 reviews

Crew

8.5

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

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 3 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 15h 14m. Alaska Airlines provides one of the quickest options available for as low as $358. 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 United Airlines, with the lowest prices starting at $227 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 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%), Air Canada (85%), Lufthansa( 85%).

  • What are the cheapest flights from Chicago to Anchorage?

    Looking for the cheapest flight from Chicago to Anchorage? While on average our users pay $402, our data indicates the cheapest price to be $160. The most popular route (Chicago O'Hare Intl - Anchorage), is priced around $355.

  • 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, November is the cheapest month in which you can book a flight from Chicago to Anchorage (average of $168). Flying from Chicago to Anchorage in July is currently the most expensive (average of $445). 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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Alternative routes for Chicago to Anchorage

See prices for flight routes from nearby airports that may be better suited for you.
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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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$198Average$489FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$227Average$526FlexibilityNo cancel feeOn-time85%
United AirlinesCheapest$318Average$585FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$318Average$596FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$370Average$555FlexibilityNo cancel feeOn-time75%

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