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$178+ Cheap flights from Anchorage (ANC) to Chicago (CHI)

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 4/6. Fares are subject to change and may not be available on all flights or dates of travel.
ANC — CHI
Feb 2 — Feb 91
Sun 2/2
Sun 2/9
1 adult, Economy
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The best prices from Anchorage to Chicago are usually found in November or May, booked 90 days in advance, depart on a Monday or Tuesday and return on a Wednesday

Cheap flight deals from Anchorage to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Anchorage (ANC) to Chicago (CHI). 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 January 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$356
(United Airlines)

One-way from

$178
(Alaska Airlines)

Popular in

February

Cheapest in

November

Average price

$528

Good round-trip deal

$639 or less

Good one-way deal

$283 or less
Provider with most accurate pricing for Anchorage-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Anchorage-Chicago (CHI) flights.
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From Anchorage to Chicago (CHI)
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One-way flight from Anchorage to Chicago (CHI)
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Highest demand for flights based on searches. 17% potential increase in price ($108 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 January 2025
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Price to beat on a round-trip flight from Anchorage to Chicago (CHI).
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Price to beat on a one-way flight from Anchorage to Chicago (CHI).
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Find flight deals from Anchorage to Chicago

Cheapest flights from Anchorage to Chicago
Explore the most affordable flight options available from Anchorage to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 28, 2025.

This United Airlines deal was found by Cheapflights users on 1/27. 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 4/28:30 pmANC - ORD
Nonstop6h 20mUnited Airlines
Sat 4/53:40 pmORD - ANC
Nonstop6h 41mUnited Airlines
Deal found 1/27$356
This Delta deal was found by Cheapflights users on 1/28. 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 4/21:05 amANC - ORD
1 stop9h 19mDelta
Sun 4/67:30 amORD - ANC
1 stop10h 21mDelta
Deal found 1/28$376
This Delta deal was found by Cheapflights users on 1/28. 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 3/229:20 pmANC - MDW
1 stop9h 25mDelta
Sat 3/2911:27 amMDW - ANC
1 stop10h 37mDelta
Deal found 1/28$376
This Alaska Airlines deal was found by Cheapflights users on 1/28. 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 4/187:25 amANC - ORD
2 stops19h 34mAlaska Airlines
Sat 4/266:50 pmORD - ANC
Nonstop6h 34mAlaska Airlines
Deal found 1/28$396
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Wed 8/139:50 pmANC - ORD
Nonstop6h 10mAmerican Airlines
Mon 8/181:20 pmORD - ANC
1 stop12h 25mAmerican Airlines
Deal found 1/27$462
This American Airlines deal was found by Cheapflights users on 1/28. 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 4/186:00 amANC - ORD
1 stop11h 59mMultiple Airlines
Sat 4/266:00 amORD - ANC
2 stops12h 42mMultiple Airlines
Deal found 1/28$685

Find flights from Anchorage to Chicago within your budget

Customize your flight search to find flights from Anchorage to Chicago 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 January 28, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Wed 4/2

8:30 pm-5:50 am

Nonstop6h 20m

Chicago O'Hare Intl

Sat 4/5

3:40 pm-7:21 pm

Nonstop6h 41m

$356

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Wed 4/2

1:05 am-1:24 pm

1 stop9h 19m

Chicago O'Hare Intl

Sun 4/6

7:30 am-2:51 pm

1 stop10h 21m

$376

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Sat 3/22

9:20 pm-9:45 am

1 stop9h 25m

Chicago Midway

Sat 3/29

11:27 am-7:04 pm

1 stop10h 37m

$376

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Fri 4/18

7:25 am-5:59 am

2 stops19h 34m

Chicago O'Hare Intl

Sat 4/26

6:50 pm-10:24 pm

Nonstop6h 34m

$396

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Wed 4/30

1:31 am-5:24 pm

1 stop12h 53m

Chicago O'Hare Intl

Mon 5/5

5:10 pm-8:47 pm

Nonstop6h 37m

$556

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Fri 4/18

6:00 am-8:59 pm

1 stop11h 59m

Chicago O'Hare Intl

Sat 4/26

6:00 am-3:42 pm

2 stops12h 42m

$685

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Sun 4/6

10:00 pm-7:40 am

Nonstop6h 40m

$178

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Mon 2/24

1:20 am-1:15 pm

1 stop8h 55m

$187

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Sun 4/27

12:40 am-2:22 pm

2 stops10h 42m

$193

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Mon 3/31

8:30 pm-5:50 am

Nonstop6h 20m

$218

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 13 results
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Compare providers for flights from Anchorage to Chicago

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 Anchorage to Chicago in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust 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 Anchorage-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Anchorage-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Anchorage-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Anchorage-Chicago 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 Anchorage-Chicago 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 Anchorage to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Anchorage 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.

Travel insights for flights from Anchorage to Chicago

Get recent, data-driven insights about flights from Anchorage to Chicago including ideal travel times, pricing trends, and more.

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

Use this chart to determine the optimal time to book a round-trip flight from Anchorage to Chicago. Price data was last updated on January 24, 2025.

Booking 90 days in advance of your planned departure date is, on average, the best time to get cheap flights from Anchorage to Chicago. 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 Anchorage to Chicago?

Currently, August is the cheapest month in which you can book a flight from Anchorage to Chicago (average of $245). Flying from Anchorage to Chicago in March is currently the most expensive (average of $325). 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 ANC to CHI?

Find hourly flight availability from Anchorage to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 28, 2025.

When flying from Anchorage to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 57% versus a flight in the afternoon.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated January 28, 2025.
Alaska Airlines
8.0
Very good
9,690 reviews

Food

7.1

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Alaska Airlines
8.0
Very good
9,690 reviews
Alaska Airlines
8.0
Very good
9,690 reviews

Food

7.1

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Delta
8.0
Very good
8,458 reviews
Alaska Airlines
8.0
Very good
9,690 reviews

Food

7.1

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Hawaiian Airlines
7.9
Good
2,321 reviews
Alaska Airlines
8.0
Very good
9,690 reviews

Food

7.1

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

United Airlines
7.4
Good
8,934 reviews
Alaska Airlines
8.0
Very good
9,690 reviews

Food

7.1

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,690 reviews

Food

7.1

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Related info for your journey

Find useful and relevant information for your journey from Anchorage to Chicago. 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 from for flights from Anchorage to Chicago?

    Located just 4.4 mi from the city center, Anchorage is the airport most travelers will use when flying to Chicago from Anchorage. Booking flights from Anchorage (ANC) to Chicago should be relatively easy as there are 0 daily outbound flights to Chicago from 4 different airlines.

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

    Flying on United Airlines is currently your cheapest option to Chicago, with prices starting at $356. Additional round-trip tickets that might be worth considering are offered by Delta and Alaska Airlines, with the lowest prices starting at $376 and $396, respectively. These flights start at 28% lower than the current average price 3 months from now.

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

    The cheapest airlines for a one-way flight from Anchorage to Chicago are Alaska Airlines ($178), Delta ($187), and United Airlines ($188).

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

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Anchorage to Chicago on time: Air Canada (82%), Korean Air (62%), United Airlines (61%).

  • What are the cheapest flights from Anchorage to Chicago?

    Looking at all options, your cheapest flight can be booked for $212. While the most popular route (Anchorage - Chicago O'Hare Intl) can be booked for $356 on average our data indicates $1,042 when flying from Anchorage to Chicago.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Anchorage to Chicago 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 Anchorage to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Anchorage to Chicago (average of $245). Flying from Anchorage to Chicago in March is currently the most expensive (average of $325). 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
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Top 4 airlines flying from Anchorage to Chicago

Discover the top 4 airlines that operate flights from Anchorage to Chicago. 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 January 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$195Average$460FlexibilityNo cancel feeOn-time71%
DeltaCheapest$293Average$470FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$335Average$531FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$339Average$490FlexibilityNo cancel feeOn-time75%
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