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$185+ 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 6/5. Fares are subject to change and may not be available on all flights or dates of travel.
ANC — ORD
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
1 adult, Economy
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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 April 17, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$396
(Delta)

One-way from

$185
(Mytrip)

Popular in

March

Cheapest in

November

Average price

$596

Good round-trip deal

$504 or less

Good one-way deal

$262 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 Alaska to Illinois
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One-way flight from Alaska to Illinois
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Highest demand for flights based on searches. 15% potential increase in price ($93 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Alaska to Illinois.
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Price to beat on a one-way flight from Alaska to Illinois.
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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 April 17, 2025.

This Delta deal was found by Cheapflights users on 4/16. 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 5/2310:00 pmANC - ORD
1 stop11h 41mDelta
Mon 5/262:25 pmORD - ANC
1 stop12h 00mDelta
Deal found 4/16$396
This Delta deal was found by Cheapflights users on 4/16. 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 6/66:00 amANC - MDW
1 stop8h 45mDelta
Wed 6/119:21 amMDW - ANC
1 stop14h 53mDelta
Deal found 4/16$426
This Alaska Airlines deal was found by Cheapflights users on 4/16. 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 5/1710:36 pmANC - ORD
Nonstop6h 34mAlaska Airlines
Thu 5/297:51 pmORD - ANC
1 stop15h 43mAlaska Airlines
Deal found 4/16$434
This Mytrip deal was found by Cheapflights users on 4/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/11:20 pmANC - ORD
1 stop26h 49mSun Country Air
Sun 6/86:30 amORD - ANC
1 stop8h 46mSun Country Air
Deal found 4/17$442
This Trip.com deal was found by Cheapflights users on 4/15. 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.
Fri 5/301:55 amANC - ORD
1 stop9h 23mMultiple Airlines
Sat 6/76:10 amORD - ANC
1 stop21h 10mMultiple Airlines
Deal found 4/15$459
This American Airlines deal was found by Cheapflights users on 4/16. 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 9/179:48 pmANC - ORD
Nonstop6h 22mAmerican Airlines
Sun 9/215:07 pmORD - ANC
Nonstop6h 36mAmerican Airlines
Deal found 4/16$472
This Hawaiian Airlines deal was found by Cheapflights users on 4/16. 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.
Sat 5/1710:36 pmANC - ORD
Nonstop6h 34mHawaiian Airlines
Thu 5/295:58 pmORD - ANC
1 stop9h 00mHawaiian Airlines
Deal found 4/16$480
This Delta deal was found by Cheapflights users on 4/17. 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 5/1912:55 amANC - STL
2 stops13h 05mDelta
Mon 6/95:38 pmSTL - ANC
1 stop10h 29mDelta
Deal found 4/17$512
This United Airlines deal was found by Cheapflights users on 4/16. 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 5/2311:59 pmANC - ORD
Nonstop6h 17mUnited Airlines
Fri 5/303:47 pmORD - ANC
Nonstop6h 45mUnited Airlines
Deal found 4/16$541
This Alaska Airlines deal was found by Cheapflights users on 4/17. 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.
Mon 5/192:28 amANC - STL
1 stop8h 39mAlaska Airlines
Fri 6/66:18 pmSTL - ANC
1 stop11h 13mAlaska Airlines
Deal found 4/17$565
This Alaska Airlines deal was found by Cheapflights users on 4/15. 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.
Wed 5/216:00 amFAI - ORD
1 stop13h 23mAlaska Airlines
Sat 5/317:51 pmORD - FAI
2 stops17h 32mAlaska Airlines
Deal found 4/15$570
This United Airlines deal was found by Cheapflights users on 4/17. 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.
Thu 5/111:44 pmANC - STL
2 stops13h 05mUnited Airlines
Thu 5/810:39 amSTL - ANC
1 stop12h 01mUnited Airlines
Deal found 4/17$610

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 April 17, 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

Fri 5/23

10:00 pm-12:41 pm

1 stop11h 41m

Chicago O'Hare Intl

Mon 5/26

2:25 pm-11:25 pm

1 stop12h 00m

$396

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Fri 6/6

6:00 am-5:45 pm

1 stop8h 45m

Chicago Midway

Wed 6/11

9:21 am-9:14 pm

1 stop14h 53m

$426

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Sat 5/17

10:36 pm-8:10 am

Nonstop6h 34m

Chicago O'Hare Intl

Sat 5/31

5:58 pm-8:34 am

1 stop17h 36m

$434

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Sun 6/1

1:20 pm-7:09 pm

1 stop26h 49m

Chicago O'Hare Intl

Sun 6/8

6:30 am-12:16 pm

1 stop8h 46m

$442

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Fri 5/30

1:55 am-2:18 pm

1 stop9h 23m

Chicago O'Hare Intl

Sat 6/7

6:10 am-12:20 am

1 stop21h 10m

$459

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Wed 9/17

9:48 pm-7:10 am

Nonstop6h 22m

Chicago O'Hare Intl

Sun 9/21

5:07 pm-8:43 pm

Nonstop6h 36m

$472

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Sat 5/17

10:36 pm-8:10 am

Nonstop6h 34m

Chicago O'Hare Intl

Thu 5/29

5:58 pm-11:58 pm

1 stop9h 00m

$480

AnchorageSt. Louis

ANC - STL

ANCSTL

Anchorage

Mon 5/19

12:55 am-5:00 pm

2 stops13h 05m

Lambert-St Louis

Mon 6/9

5:38 pm-1:07 am

1 stop10h 29m

$512

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Fri 5/23

11:59 pm-9:16 am

Nonstop6h 17m

Chicago O'Hare Intl

Fri 5/30

3:47 pm-7:32 pm

Nonstop6h 45m

$541

AnchorageSt. Louis

ANC - STL

ANCSTL

Anchorage

Mon 5/19

2:28 am-2:07 pm

1 stop8h 39m

Lambert-St Louis

Fri 6/6

6:18 pm-2:31 am

1 stop11h 13m

$565

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/15

Showing 1-10 of 40 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, August is the cheapest month in which you can book a flight from Alaska to Illinois (average of $245). Flying from Alaska to Illinois 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 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 April 17, 2025.

When flying from Alaska to Illinois, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Alaska to Illinois

Explore weekly flight availability from Alaska to Illinois. 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 April 17, 2025.

The most flights from USAK to USIL are scheduled on a Monday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).

Rainfall in Illinois by month

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

In terms of precipitation, rainfall in Illinois 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 Illinois when rainfall is around 1.7 in.

Temperature in Illinois by month

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

If weather is an important factor for your trip to Illinois, 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 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 April 17, 2025.
Read reviews from past customers who have flown Alaska Airlines, Delta and Hawaiian Airlines from Alaska to Illinois. 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
9,887 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.1

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,887 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.1

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,916 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.1

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Hawaiian Airlines
7.9
Good
2,380 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.1

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,667 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.1

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.1

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

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.

  • 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 Sun Country Air ($185), Alaska Airlines ($188), and Delta ($197).

  • 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, August is the cheapest month in which you can book a flight from Alaska to Illinois (average of $245). Flying from Alaska to Illinois 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

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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 4 airlines flying from Alaska to Illinois

Discover the top 4 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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$270Average$418FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$339Average$658FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$345Average$487FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$392Average$467FlexibilityNo cancel feeOn-time71%

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