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

Flying on Hawaiian Airlines is currently your cheapest option to Chicago, with prices starting at $376. Additional round-trip tickets that might be worth considering are offered by Delta and Alaska Airlines, with the lowest prices starting at $396 and $406, respectively. These flights start at 26% 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 Sun Country Air ($185), Hawaiian Airlines ($187), and Alaska Airlines ($188).

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

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

What are the cheapest flights from Anchorage to Chicago?

Looking at all options, your cheapest flight can be booked for $189. While the most popular route (Anchorage - Chicago O'Hare Intl) can be booked for $386 on average our data indicates $1,144 when flying from Anchorage to Chicago.

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: Qatar Airways (100%), Alaska Airlines (100%), Hawaiian Airlines (100%).

What are the most popular airlines that fly from Anchorage to Chicago?

American Airlines, Alaska Airlines and Delta are the most popular airlines when flying from Anchorage to Chicago.

What is the cheapest day to fly round-trip from Anchorage to Chicago?

Friday flights are generally found to be more expensive for flights from Anchorage to Chicago. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago.

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

To save on the cost of your flight from Anchorage to Chicago, book at least 50 days before your planned departure. Booking around this time can save you about 117% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $570 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $678.

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

Flights from Anchorage to Chicago lean towards being more expensive in March. Prices are generally better when you fly from Anchorage to Chicago in November, with the cheapest ticket starting at $205.

Most accurate provider : When it comes to deals on Anchorage-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Anchorage-Chicago flight deals on Cheapflights vs. eDreams >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 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 Anchorage-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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.

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.

$185+ Flights from Anchorage to Chicago - Compare & Save Big

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Find cheap flights from Anchorage to Chicago 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

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Cheapflights Tip: The best prices from Anchorage to Chicago are usually found in November or October, booked 90 days in advance, depart on a Thursday or Tuesday and return on a Wednesday

Cheap flight deals from Anchorage to Chicago

Most accurate provider	eDreams 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$376 (Hawaiian Airlines)
One-way from	$185 (Mytrip)
Popular in	March
Cheapest in	November
Average price	$596
Good round-trip deal	$524 or less
Good one-way deal	$260 or less

Provider with most accurate pricing for Anchorage-Chicago (CHI) flight deals.

Search Deals

Provider most trusted by Cheapflights users for Anchorage-Chicago (CHI) flights.

Search Deals

From Anchorage to Chicago (CHI)

Search Deals

One-way flight from Anchorage to Chicago (CHI)

Search Deals

Highest demand for flights based on searches. 15% potential increase in price ($93 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 April 2025

Search Deals

Price to beat on a round-trip flight from Anchorage to Chicago (CHI).

Search Deals

Price to beat on a one-way flight from Anchorage to Chicago (CHI).

Search Deals

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 abril 29, 2025.

vie. 6/610:36 pmANC - ORD

Nonstop6h 34mHawaiian Airlines

sáb. 6/1412:59 amORD - ANC

Nonstop6h 38mHawaiian Airlines

Deal found 4/28

$381

jue. 6/59:59 pmANC - ORD

1 stop7h 25mDelta

mar. 6/102:18 pmORD - ANC

1 stop12h 03mDelta

Deal found 4/29

$396

vie. 6/67:00 amANC - ORD

2 stops13h 56mMultiple Airlines

sáb. 6/1412:59 amORD - ANC

Nonstop6h 38mMultiple Airlines

Deal found 4/28

$399

mar. 5/2710:36 pmANC - ORD

Nonstop6h 34mAlaska Airlines

mar. 6/39:30 amORD - ANC

Nonstop6h 30mAlaska Airlines

Deal found 4/28

$416

vie. 5/239:59 pmANC - MDW

1 stop7h 37mDelta

lun. 5/269:16 amMDW - ANC

1 stop14h 29mDelta

Deal found 4/29

$429

jue. 7/109:47 pmANC - ORD

Nonstop6h 22mAmerican Airlines

dom. 7/135:06 pmORD - ANC

Nonstop6h 36mAmerican Airlines

Deal found 4/28

$485

jue. 7/178:55 pmANC - ORD

1 stop14h 10mSun Country Air

dom. 7/202:30 pmORD - ANC

1 stop8h 18mSun Country Air

Deal found 4/28

$543

sáb. 10/118:57 pmANC - ORD

Nonstop6h 12mUnited Airlines

sáb. 10/184:07 pmORD - ANC

Nonstop6h 41mUnited Airlines

Deal found 4/28

$552

Best flights from Anchorage to Chicago
Discover carefully curated flight deals from Anchorage to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated abril 29, 2025.

vie. 6/610:36 pmANC - ORD

Nonstop6h 34mHawaiian Airlines

sáb. 6/1412:59 amORD - ANC

Nonstop6h 38mHawaiian Airlines

Deal found 4/29

$376

jue. 6/59:59 pmANC - ORD

1 stop7h 25mDelta

mar. 6/102:18 pmORD - ANC

1 stop12h 03mDelta

Deal found 4/29

$396

vie. 6/67:00 amANC - ORD

2 stops13h 56mMultiple Airlines

sáb. 6/1412:59 amORD - ANC

Nonstop6h 38mMultiple Airlines

Deal found 4/28

$399

jue. 5/295:05 amANC - ORD

2 stops15h 54mAlaska Airlines

jue. 6/59:30 amORD - ANC

Nonstop6h 30mAlaska Airlines

Deal found 4/29

$406

jue. 5/299:48 pmANC - ORD

Nonstop6h 16mAmerican Airlines

dom. 6/15:10 pmORD - ANC

Nonstop6h 37mAmerican Airlines

Deal found 4/29

$496

mié. 10/88:57 pmANC - ORD

Nonstop6h 12mUnited Airlines

lun. 10/134:07 pmORD - ANC

Nonstop6h 41mUnited Airlines

Deal found 4/29

$552

vie. 5/239:59 pmANC - MDW

1 stop7h 37mDelta

lun. 5/269:16 amMDW - ANC

1 stop14h 29mDelta

Deal found 4/29

$429

Last-minute flights from Anchorage to Chicago
Discover last-minute flight deals from Anchorage to Chicago. Data last updated abril 29, 2025 and is based on user searches.

mar. 5/61:44 amANC - ORD

1 stop8h 23mAlaska Airlines

jue. 5/159:30 amORD - ANC

Nonstop6h 30mAlaska Airlines

Deal found 4/28

$660

mié. 5/79:48 pmANC - ORD

Nonstop6h 16mAmerican Airlines

jue. 5/155:10 pmORD - ANC

Nonstop6h 37mAmerican Airlines

Deal found 4/28

$814

mié. 5/712:55 amANC - ORD

2 stops14h 25mDelta

dom. 5/111:45 pmORD - ANC

2 stops14h 47mDelta

Deal found 4/28

$816

sáb. 5/1711:59 pmANC - ORD

Nonstop6h 20mUnited Airlines

jue. 5/292:33 pmORD - ANC

1 stop11h 19mUnited Airlines

Deal found 4/28

$547

vie. 5/2310:36 pmANC - ORD

Nonstop6h 34mHawaiian Airlines

lun. 5/269:30 amORD - ANC

Nonstop6h 30mHawaiian Airlines

Deal found 4/29

$386

vie. 5/239:59 pmANC - ORD

1 stop10h 48mDelta

lun. 5/267:15 amORD - ANC

1 stop12h 05mDelta

Deal found 4/28

$396

vie. 5/239:59 pmANC - MDW

1 stop7h 37mDelta

lun. 5/269:16 amMDW - ANC

1 stop14h 29mDelta

Deal found 4/29

$429

sáb. 5/241:20 pmANC - ORD

3 stops31h 09mMultiple Airlines

vie. 6/206:17 pmORD - ANC

1 stop28h 31mMultiple Airlines

Deal found 4/29

$525

mar. 5/2710:36 pmANC - ORD

Nonstop6h 34mAlaska Airlines

mar. 6/39:30 amORD - ANC

Nonstop6h 30mAlaska Airlines

Deal found 4/28

$416

jue. 5/299:48 pmANC - ORD

Nonstop6h 16mAmerican Airlines

dom. 6/15:10 pmORD - ANC

Nonstop6h 37mAmerican Airlines

Deal found 4/29

$496

One-way flights from Anchorage to Chicago
Search for one-way flight options from Anchorage to Chicago. Find affordable one-way fares based on user searches. Data last updated abril 29, 2025.

dom. 6/151:20 pmANC - ORD

1 stop25h 01mSun Country Air

Deal found 4/29

$185

lun. 6/910:36 pmANC - ORD

Nonstop6h 34mHawaiian Airlines

Deal found 4/29

$187

lun. 5/2610:36 pmANC - ORD

Nonstop6h 34mAlaska Airlines

Deal found 4/29

$188

dom. 5/2512:25 amANC - ORD

1 stop9h 18mDelta

Deal found 4/29

$197

lun. 5/2610:00 pmANC - MDW

1 stop11h 28mDelta

Deal found 4/29

$197

jue. 7/39:50 pmANC - ORD

Nonstop6h 17mAmerican Airlines

Deal found 4/29

$236

dom. 6/158:20 pmANC - ORD

2 stops14h 56mUnited Airlines

Deal found 4/29

$243

sáb. 5/241:20 pmANC - ORD

3 stops31h 09mMultiple Airlines

Deal found 4/29

$264

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

vie. 6/6

10:36 pm-8:10 am

Nonstop6h 34m

Chicago O'Hare Intl

sáb. 6/14

12:59 am-4:37 am

Nonstop6h 38m

$381

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

jue. 6/5

9:59 pm-8:24 am

1 stop7h 25m

Chicago O'Hare Intl

mar. 6/10

2:18 pm-11:21 pm

1 stop12h 03m

$396

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

vie. 6/6

7:00 am-11:56 pm

2 stops13h 56m

Chicago O'Hare Intl

sáb. 6/14

12:59 am-4:37 am

Nonstop6h 38m

$399

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

mar. 5/27

10:36 pm-8:10 am

Nonstop6h 34m

Chicago O'Hare Intl

mar. 6/3

9:30 am-1:00 pm

Nonstop6h 30m

$416

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

vie. 5/23

9:59 pm-8:36 am

1 stop7h 37m

Chicago Midway

lun. 5/26

9:16 am-8:45 pm

1 stop14h 29m

$429

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

jue. 7/10

9:47 pm-7:09 am

Nonstop6h 22m

Chicago O'Hare Intl

dom. 7/13

5:06 pm-8:42 pm

Nonstop6h 36m

$485

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

jue. 7/17

8:55 pm-2:05 pm

1 stop14h 10m

Chicago O'Hare Intl

dom. 7/20

2:30 pm-7:48 pm

1 stop8h 18m

$543

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

sáb. 10/11

8:57 pm-6:09 am

Nonstop6h 12m

Chicago O'Hare Intl

sáb. 10/18

4:07 pm-7:48 pm

Nonstop6h 41m

$552

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

dom. 6/15

1:20 pm-5:21 pm

1 stop25h 01m

$185

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

vie. 5/23

10:36 pm-8:10 am

Nonstop6h 34m

$188

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 16 results

Compare providers for flights from Anchorage to Chicago

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Anchorage to Chicago in April.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy1 star	Trust Score*3 stars
eDreams	Price Accuracy3 stars	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*2 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Anchorage-Chicago flight deals on Cheapflights vs. eDreams >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 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 Anchorage-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

The best insider tips for Anchorage to Chicago flights

Cheapflights partnered with top experts to bring you the best recommendations for your Anchorage to Chicago trip

Airports

ANC

Security wait times at ANC are generally short, thanks to advanced technologies. Arrive 2 hours early for domestic flights to ensure smooth check-in.

ORD

For a quick city connection from ORD, take the 'L' train from the airport to downtown Chicago, avoiding traffic delays.

Our travel experts

Ramsey Qubein

Expert on ORD

Taryn White

Expert on ANC

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.

Cheapflights Insights

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

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

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 $321). 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?

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

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

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

To help decide which airline to fly from Anchorage to Chicago, see what other customers have to say about Alaska Airlines, Delta and Hawaiian Airlines. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Alaska Airlines

8.0

Very good

9,961 reviews

Reviews

1 / 20

10.0

Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Alaska Airlines

8.0

Very good

9,961 reviews

Alaska Airlines

8.0

Very good

9,961 reviews

Reviews

1 / 20

10.0

Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Delta

8.0

Very good

7,936 reviews

Alaska Airlines

8.0

Very good

9,961 reviews

Reviews

1 / 20

10.0

Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Hawaiian Airlines

7.9

Good

2,402 reviews

Alaska Airlines

8.0

Very good

9,961 reviews

Reviews

1 / 20

10.0

Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

United Airlines

7.4

Good

8,696 reviews

Alaska Airlines

8.0

Very good

9,961 reviews

Reviews

1 / 20

10.0

Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

American Airlines

7.2

Good

10,000 reviews

Alaska Airlines

8.0

Very good

9,961 reviews

Reviews

1 / 20

10.0

Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Related info for your journey

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 Hawaiian Airlines is currently your cheapest option to Chicago, with prices starting at $376. Additional round-trip tickets that might be worth considering are offered by Delta and Alaska Airlines, with the lowest prices starting at $396 and $406, respectively. These flights start at 26% 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 Sun Country Air ($185), Hawaiian Airlines ($187), and Alaska 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: Qatar Airways (100%), Alaska Airlines (100%), Hawaiian Airlines (100%).
What are the cheapest flights from Anchorage to Chicago?
Looking at all options, your cheapest flight can be booked for $189. While the most popular route (Anchorage - Chicago O'Hare Intl) can be booked for $386 on average our data indicates $1,144 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 $321). 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

Merrillville

Hammond

Benton Harbor

Porter

Lansing

Valparaiso

Chesterton

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Top 4 airlines flying from Anchorage to Chicago

Airline	Cheapest	Average	Flexibility	On-time
Delta	Cheapest$270	Average$418	FlexibilityNo cancel fee	On-timeN/A
Alaska Airlines	Cheapest$339	Average$488	FlexibilityNo cancel fee	On-time75%
United Airlines	Cheapest$345	Average$495	FlexibilityNo cancel fee	On-time69%
American Airlines	Cheapest$392	Average$467	FlexibilityNo cancel fee	On-time71%

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$185+ 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 6/15. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Anchorage to Chicago with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheapflights Tip: The best prices from Anchorage to Chicago are usually found in November or October, booked 90 days in advance, depart on a Thursday or Tuesday and return on a Wednesday

Cheap flight deals from Anchorage to Chicago

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

Find flight deals from Anchorage to Chicago

Cheapest flights from Anchorage to ChicagoExplore 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 abril 29, 2025.

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 abril 29, 2025.

Cheapflights Fare Finder

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

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 April.

The best insider tips for Anchorage to Chicago flights

Cheapflights partnered with top experts to bring you the best recommendations for your Anchorage to Chicago trip

Airports

ANC

ORD

Our travel experts

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.

Cheapflights Insights

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

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 April 25, 2025.

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

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 abril 29, 2025.

Rainfall in Chicago by month

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

Temperature in Chicago by month

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

Reviews of airlines servicing Chicago

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?

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

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

What are the most reliable airlines from Anchorage to Chicago?

What are the cheapest flights from Anchorage to Chicago?

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

How can I find direct flights from Anchorage to Chicago?

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

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

Traveling to a place near Anchorage?

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Anchorage to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top 4 airlines flying from Anchorage to Chicago

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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 abril 29, 2025.