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$142+ 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 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ANC
août 25 — sept. 11
lun. 8/25
lun. 9/1
1 adult, Economy
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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 Tuesday 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 août 20, 2025.

Round-trip from

$318
(Delta)

One-way from

$142
(Delta)

Popular in

December

Cheapest in

April

Average price

$541

Good round-trip deal

$318 or less

Good one-way deal

$189 or less
From Chicago (CHI) to Anchorage
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One-way flight from Chicago (CHI) to Anchorage
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Highest demand for flights based on searches. 0% potential increase in price ($4 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Anchorage.
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Price to beat on a one-way flight from Chicago (CHI) to Anchorage.
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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 août 20, 2025.

This Hawaiian Airlines deal was found by Cheapflights users on 8/19. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 10/48:10 amORD - ANC
Nonstop6h 58mHawaiian Airlines
sam. 10/1111:11 pmANC - ORD
Nonstop6h 29mHawaiian Airlines
Deal found 8/19$318
This Delta deal was found by Cheapflights users on 8/19. 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.
mer. 10/159:20 amMDW - ANC
1 stop12h 11mDelta
sam. 10/258:15 pmANC - MDW
1 stop10h 25mDelta
Deal found 8/19$318
This American Airlines deal was found by Cheapflights users on 8/19. 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.
mer. 9/175:01 pmORD - ANC
Nonstop6h 47mAmerican Airlines
sam. 9/209:53 pmANC - ORD
Nonstop6h 24mAmerican Airlines
Deal found 8/19$319
This American Airlines deal was found by Cheapflights users on 8/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 10/25:01 pmORD - ANC
Nonstop6h 47mAmerican Airlines
sam. 10/49:53 pmANC - ORD
Nonstop6h 24mAmerican Airlines
Deal found 8/18$320
This TeaFlight deal was found by Cheapflights users on 8/18. 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 TeaFlight is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 10/26:20 amORD - ANC
1 stop11h 12mHawaiian Airlines
sam. 10/411:11 pmANC - ORD
Nonstop6h 29mHawaiian Airlines
Deal found 8/18$322
This Delta deal was found by Cheapflights users on 8/19. 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.
mer. 10/152:10 pmORD - ANC
2 stops11h 33mDelta
sam. 10/256:05 amANC - ORD
1 stop12h 14mDelta
Deal found 8/19$323
This Delta deal was found by Cheapflights users on 8/18. 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.
sam. 9/208:52 amORD - ANC
1 stop13h 01mDelta
sam. 9/276:15 amANC - ORD
1 stop12h 15mDelta
Deal found 8/18$324
This Delta deal was found by Cheapflights users on 8/19. 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.
mer. 9/179:20 amMDW - ANC
1 stop12h 33mDelta
lun. 9/2210:00 pmANC - MDW
1 stop12h 03mDelta
Deal found 8/19$324
This Delta deal was found by Cheapflights users on 8/19. 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.
mer. 9/178:52 amORD - ANC
1 stop13h 01mDelta
sam. 9/205:45 pmANC - ORD
2 stops11h 40mDelta
Deal found 8/19$325
This Alaska Airlines deal was found by Cheapflights users on 8/20. 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.
sam. 10/47:00 amORD - ANC
1 stop9h 22mAlaska Airlines
sam. 10/1111:11 pmANC - ORD
Nonstop6h 29mAlaska Airlines
Deal found 8/20$328
This Delta deal was found by Cheapflights users on 8/18. 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.
sam. 10/48:50 amORD - ANC
1 stop13h 03mDelta
sam. 10/116:00 amANC - ORD
1 stop8h 18mDelta
Deal found 8/18$331
This Delta deal was found by Cheapflights users on 8/18. 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.
lun. 10/201:48 pmMDW - ANC
2 stops15h 11mDelta
ven. 10/249:45 pmANC - MDW
1 stop12h 23mDelta
Deal found 8/18$336

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 août 20, 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

ven. 9/19

9:20 am-1:09 pm

Nonstop6h 49m

Anchorage

dim. 9/21

8:49 pm-5:58 am

Nonstop6h 09m

$318

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

ven. 10/3

8:40 am-12:21 pm

Nonstop6h 41m

Anchorage

sam. 10/11

11:11 pm-8:40 am

Nonstop6h 29m

$318

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

sam. 10/4

8:10 am-12:08 pm

Nonstop6h 58m

Anchorage

sam. 10/11

11:11 pm-8:40 am

Nonstop6h 29m

$318

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

mer. 10/22

6:08 am-6:31 pm

1 stop15h 23m

Anchorage

ven. 10/24

12:30 am-3:00 pm

2 stops11h 30m

$318

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

sam. 10/11

8:10 am-12:08 pm

Nonstop6h 58m

Anchorage

sam. 10/18

11:11 pm-8:40 am

Nonstop6h 29m

$318

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

mar. 9/16

4:00 pm-7:47 pm

Nonstop6h 47m

Anchorage

mar. 9/23

8:49 pm-5:58 am

Nonstop6h 09m

$318

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

mer. 9/17

8:52 am-6:53 pm

1 stop13h 01m

Anchorage

dim. 9/21

12:55 am-6:30 pm

2 stops14h 35m

$318

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

mer. 10/29

6:08 am-6:31 pm

1 stop15h 23m

Anchorage

sam. 11/1

12:30 am-2:55 pm

2 stops12h 25m

$318

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

ven. 9/12

8:40 am-12:21 pm

Nonstop6h 41m

Anchorage

dim. 9/21

11:25 pm-8:40 am

Nonstop6h 15m

$318

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

mer. 10/15

9:20 am-6:31 pm

1 stop12h 11m

Anchorage

sam. 10/25

8:15 pm-9:40 am

1 stop10h 25m

$318

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/19

Showing 1-10 of 34 results
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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 August 8, 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 $643). 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 août 20, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 26% 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 août 20, 2025.

The most flights from CHI to ANC are scheduled on a Monday (10 on average). You will have fewer flight options on Tuesday, 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 août 20, 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

Comfort

7.8

Food

7.1

Crew

8.5

Overall

8.0

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Aug 2025

PDX - SJC

They had no snacks and had to pay for the Wifi.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Food

7.1

Crew

8.5

Overall

8.0

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Aug 2025

PDX - SJC

They had no snacks and had to pay for the Wifi.
Delta
8.0
Very good
7,982 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Food

7.1

Crew

8.5

Overall

8.0

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Aug 2025

PDX - SJC

They had no snacks and had to pay for the Wifi.
Hawaiian Airlines
7.8
Good
2,668 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Food

7.1

Crew

8.5

Overall

8.0

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Aug 2025

PDX - SJC

They had no snacks and had to pay for the Wifi.
United Airlines
7.4
Good
8,928 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Food

7.1

Crew

8.5

Overall

8.0

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Aug 2025

PDX - SJC

They had no snacks and had to pay for the Wifi.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Food

7.1

Crew

8.5

Overall

8.0

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Aug 2025

PDX - SJC

They had no snacks and had to pay for the Wifi.

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 8 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 41m. United Airlines provides one of the quickest options available for as low as $318. The distance between Chicago and Anchorage is about 2837 mi. Most flights are nonstop.

  • 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 $237 and $342, 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%), United Airlines (80%), Alaska 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 $451, our data indicates the cheapest price to be $160. The most popular route (Chicago O'Hare Intl - Anchorage), is priced around $311.

  • 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 $643). 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 août 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$198Average$478FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$237Average$526FlexibilityNo cancel feeOn-time85%
United AirlinesCheapest$342Average$589FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$346Average$584FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$362Average$541FlexibilityNo cancel feeOn-time75%

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