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$166+ Cheap flights from Alaska to Illinois

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 5/20. Fares are subject to change and may not be available on all flights or dates of travel.
ANC — ORD
Dec 26 — Jan 21
Fri 12/26
Fri 1/2
1 adult, Economy
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Find flight deals from Alaska to Illinois

Cheapest flights from Alaska to Illinois
Explore the most affordable flight options available from Alaska to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 26, 2025.

This Delta deal was found by Cheapflights users on 11/25. 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.
Tue 12/166:05 amANC - ORD
1 stop7h 52mDelta
Tue 1/612:30 pmORD - ANC
1 stop15h 18mDelta
Deal found 11/25$358
This Delta deal was found by Cheapflights users on 11/25. 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.
Tue 12/166:05 amANC - MDW
1 stop9h 13mDelta
Tue 1/61:49 pmMDW - ANC
1 stop13h 59mDelta
Deal found 11/25$358
This Delta deal was found by Cheapflights users on 11/25. 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.
Sat 12/278:15 pmANC - STL
1 stop15h 15mDelta
Fri 1/95:25 pmSTL - ANC
1 stop10h 23mDelta
Deal found 11/25$400
This Delta deal was found by Cheapflights users on 11/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/251:15 amANC - ORD
1 stop9h 05mDelta
Sun 12/285:30 amORD - ANC
1 stop16h 27mDelta
Deal found 11/24$428
This Delta deal was found by Cheapflights users on 11/25. 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.
Sun 12/288:15 pmANC - STL
1 stop13h 06mDelta
Mon 1/511:23 amSTL - ANC
2 stops15h 46mDelta
Deal found 11/25$436
This Delta deal was found by Cheapflights users on 11/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/269:15 pmANC - MDW
1 stop10h 51mDelta
Sun 12/286:00 amMDW - ANC
1 stop15h 57mDelta
Deal found 11/24$460
This Delta deal was found by Cheapflights users on 11/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/241:44 pmANC - ORD
2 stops16h 41mDelta
Sun 12/285:30 amORD - ANC
1 stop16h 27mDelta
Deal found 11/24$465
This Delta deal was found by Cheapflights users on 11/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/221:44 pmANC - ORD
2 stops19h 57mDelta
Wed 12/317:25 amORD - ANC
2 stops16h 15mDelta
Deal found 11/24$468
This Delta deal was found by Cheapflights users on 11/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/229:15 pmANC - ORD
1 stop11h 35mDelta
Fri 12/266:35 amORD - ANC
1 stop15h 14mDelta
Deal found 11/26$482
This Delta deal was found by Cheapflights users on 11/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/241:44 pmANC - MDW
2 stops16h 05mDelta
Sun 12/286:00 amMDW - ANC
1 stop15h 57mDelta
Deal found 11/24$497
This Delta deal was found by Cheapflights users on 11/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/238:15 pmANC - MDW
1 stop15h 29mDelta
Sun 12/286:00 amMDW - ANC
1 stop15h 57mDelta
Deal found 11/24$510
This United Airlines deal was found by Cheapflights users on 11/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/261:30 amANC - STL
1 stop8h 50mUnited Airlines
Fri 1/92:45 pmSTL - ANC
1 stop11h 30mUnited Airlines
Deal found 11/25$515

Cheap flight deals from Alaska to Illinois

Keep the following information in mind while searching for Alaska to Illinois flight deals. Data was last updated November 26, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$358
(Delta)

One-way from

$166
(Kiwi.com)

Popular in

March

Cheapest in

October

Average price

$398

Good round-trip deal

$666 or less

Good one-way deal

$318 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 Alaska to Illinois
Search Deals
One-way flight from Alaska to Illinois
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($118 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($18 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 Alaska to Illinois.
Search Deals
Price to beat on a one-way flight from Alaska to Illinois.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Alaska to Illinois 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 26, 2025.
Use the filters below to find and compare flights from Alaska to Illinois that are best for you.

Fly from

Alaska

Fly to

Illinois

Route

Depart

Return

Price

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Mon 1/12

1:20 am-1:22 pm

1 stop9h 02m

Chicago O'Hare Intl

Sun 2/8

6:15 am-6:56 pm

1 stop15h 41m

$358

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Thu 5/7

6:00 am-11:58 pm

1 stop14h 58m

Chicago O'Hare Intl

Wed 5/13

6:00 am-1:10 pm

1 stop10h 10m

$358

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Mon 4/13

1:30 am-5:24 pm

1 stop12h 54m

Chicago O'Hare Intl

Sat 4/18

12:15 pm-6:48 pm

1 stop9h 33m

$358

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Tue 4/14

2:35 pm-5:00 am

1 stop11h 25m

Chicago O'Hare Intl

Sat 4/18

6:50 pm-1:28 am

1 stop9h 38m

$358

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Tue 2/10

9:15 pm-8:40 am

1 stop8h 25m

Chicago O'Hare Intl

Sat 2/14

7:40 am-2:21 pm

1 stop9h 41m

$358

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Tue 12/16

6:05 am-6:18 pm

1 stop9h 13m

Chicago Midway

Tue 1/6

1:49 pm-12:48 am

1 stop13h 59m

$358

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Tue 2/24

9:15 pm-9:06 am

1 stop8h 51m

Chicago Midway

Sat 2/28

11:45 am-6:57 pm

1 stop10h 12m

$358

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Tue 2/10

9:15 pm-9:08 am

1 stop8h 53m

Chicago Midway

Sat 2/14

11:45 am-6:57 pm

1 stop10h 12m

$358

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Fri 2/27

9:15 pm-11:03 am

1 stop10h 48m

Chicago Midway

Sun 3/1

9:50 am-6:57 pm

1 stop12h 07m

$358

AnchorageSt. Louis

ANC - STL

ANCSTL

Anchorage

Sat 12/27

8:15 pm-2:30 pm

1 stop15h 15m

Lambert-St Louis

Fri 1/9

5:25 pm-12:48 am

1 stop10h 23m

$400

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/25

Showing 1-10 of 60 results
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Best time to book a flight from Alaska to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Alaska 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 Alaska to Illinois

What is the cheapest month to book a flight from Alaska to Illinois?

Currently, May is the cheapest month in which you can book a flight from Alaska to Illinois (average of $187). Flying from Alaska to Illinois 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 AK to IL?

Find hourly flight availability from Alaska to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 26, 2025.

A simple way to save on the total cost of your ticket is to fly from Alaska to Illinois in the afternoon. If you’re flexible enough to do this you can expect to save up to 14% on your trip compared to booking a flight in the evening.

How much does it cost to fly round-trip from Alaska to Illinois?

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated November 26, 2025.
Read reviews from past customers who have flown Alaska Airlines, Delta, and Hawaiian Airlines from Alaska to Illinois. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,352 reviews

Crew

8.5

Entertainment

7.0

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Nov 2025

LAX - LIH

The staff were exceptional! They all were kind, accommodating, and professional.
Alaska Airlines
8.0
Very good
11,352 reviews
Alaska Airlines
8.0
Very good
11,352 reviews

Crew

8.5

Entertainment

7.0

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Nov 2025

LAX - LIH

The staff were exceptional! They all were kind, accommodating, and professional.
Delta
7.9
Good
7,999 reviews
Alaska Airlines
8.0
Very good
11,352 reviews

Crew

8.5

Entertainment

7.0

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Nov 2025

LAX - LIH

The staff were exceptional! They all were kind, accommodating, and professional.
Hawaiian Airlines
7.8
Good
2,814 reviews
Alaska Airlines
8.0
Very good
11,352 reviews

Crew

8.5

Entertainment

7.0

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Nov 2025

LAX - LIH

The staff were exceptional! They all were kind, accommodating, and professional.
United Airlines
7.4
Good
9,046 reviews
Alaska Airlines
8.0
Very good
11,352 reviews

Crew

8.5

Entertainment

7.0

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Nov 2025

LAX - LIH

The staff were exceptional! They all were kind, accommodating, and professional.
American Airlines
7.2
Good
11,038 reviews
Alaska Airlines
8.0
Very good
11,352 reviews

Crew

8.5

Entertainment

7.0

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Nov 2025

LAX - LIH

The staff were exceptional! They all were kind, accommodating, and professional.

Related info for your journey

Find useful and relevant information for your journey from Alaska to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Alaska to Illinois?

    A quick flight from Alaska to Illinois can take about 9h 02m. Delta provides one of the quickest options available for as low as $358. Airlines will cover a distance of 2837 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Alaska to Illinois one-way?

    The cheapest airlines for a one-way flight from Alaska to Illinois are Alaska Airlines ($169), Delta ($178), and Southwest ($315).

  • Can I find deals for flights from Alaska to Illinois that include hotel bookings?

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

  • How can I find direct flights from Alaska to Illinois?

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

  • Can I find deals for business class flights from Alaska to Illinois?

    Yes. Cheapflights offers flight deals from Alaska to Illinois 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 Alaska to Illinois?

    Currently, May is the cheapest month in which you can book a flight from Alaska to Illinois (average of $187). Flying from Alaska to Illinois 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

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Alternative routes for Alaska to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Alaska to Illinois

Discover the top 5 airlines that operate flights from Alaska to Illinois. 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 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
Hawaiian AirlinesCheapest$187Average$461FlexibilityNo cancel feeOn-time85%
DeltaCheapest$259Average$432FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$314Average$504FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$318Average$638FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$338Average$513FlexibilityNo cancel feeOn-time71%

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