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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 6/15. Fares are subject to change and may not be available on all flights or dates of travel.
ANC — ORD
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$349
(SmartFares)

One-way from

$188
(Alaska Airlines)

Popular in

March

Cheapest in

November

Average price

$478

Good round-trip deal

$270 or less

Good one-way deal

$260 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 May 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 May 1, 2025.

This SmartFares deal was found by Cheapflights users on 4/30. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2310:36 pmANC - ORD
Nonstop6h 34mHawaiian Airlines
Thu 5/299:30 amORD - ANC
Nonstop6h 30mHawaiian Airlines
Deal found 4/30$349
This Delta deal was found by Cheapflights users on 4/30. 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
Thu 5/292:25 pmORD - ANC
1 stop12h 00mDelta
Deal found 4/30$396
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/67:00 amANC - ORD
2 stops13h 56mMultiple Airlines
Sat 6/1412:59 amORD - ANC
Nonstop6h 38mMultiple Airlines
Deal found 4/28$399
This Alaska Airlines deal was found by Cheapflights users on 4/29. 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.
Thu 5/295:05 amANC - ORD
2 stops15h 54mAlaska Airlines
Thu 6/59:30 amORD - ANC
Nonstop6h 30mAlaska Airlines
Deal found 4/29$406
This Delta deal was found by Cheapflights users on 4/29. 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 5/239:59 pmANC - MDW
1 stop7h 37mDelta
Mon 5/269:16 amMDW - ANC
1 stop14h 29mDelta
Deal found 4/29$429
This Delta deal was found by Cheapflights users on 4/30. 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 5/316:05 amANC - STL
2 stops12h 27mDelta
Tue 6/107:15 amSTL - ANC
2 stops12h 09mDelta
Deal found 4/30$464
This Alaska Airlines deal was found by Cheapflights users on 4/30. 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 6/21:44 amFAI - ORD
1 stop17h 39mAlaska Airlines
Fri 6/67:51 pmORD - FAI
2 stops17h 32mAlaska Airlines
Deal found 4/30$495
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Thu 5/299:48 pmANC - ORD
Nonstop6h 16mAmerican Airlines
Sun 6/15:10 pmORD - ANC
Nonstop6h 37mAmerican Airlines
Deal found 4/29$496
This Delta deal was found by Cheapflights users on 4/30. 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 5/271:45 amFAI - ORD
1 stop12h 40mDelta
Wed 6/41:40 pmORD - FAI
2 stops13h 48mDelta
Deal found 4/30$509
This Alaska Airlines deal was found by Cheapflights users on 4/30. 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 9/152:45 amANC - STL
1 stop8h 54mAlaska Airlines
Tue 9/166:30 pmSTL - ANC
1 stop10h 13mAlaska Airlines
Deal found 4/30$514
This Mytrip deal was found by Cheapflights users on 4/30. 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.
Fri 5/301:20 pmANC - STL
1 stop22h 34mMultiple Airlines
Sun 6/11:00 pmSTL - ANC
3 stops26h 18mMultiple Airlines
Deal found 4/30$531
This Hawaiian Airlines deal was found by Cheapflights users on 4/30. 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.
Tue 5/271:44 amFAI - ORD
1 stop9h 34mHawaiian Airlines
Wed 6/47:51 pmORD - FAI
1 stop9h 29mHawaiian Airlines
Deal found 4/30$534

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 May 1, 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

10:36 pm-8:10 am

Nonstop6h 34m

Chicago O'Hare Intl

Thu 5/29

9:30 am-1:00 pm

Nonstop6h 30m

$349

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Fri 5/23

10:00 pm-12:41 pm

1 stop11h 41m

Chicago O'Hare Intl

Thu 5/29

2:25 pm-11:25 pm

1 stop12h 00m

$396

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Fri 6/6

7:00 am-11:56 pm

2 stops13h 56m

Chicago O'Hare Intl

Sat 6/14

12:59 am-4:37 am

Nonstop6h 38m

$399

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Thu 5/29

5:05 am-11:59 pm

2 stops15h 54m

Chicago O'Hare Intl

Thu 6/5

9:30 am-1:00 pm

Nonstop6h 30m

$406

AnchorageChicago

ANC - MDW

ANCMDW

Anchorage

Fri 5/23

9:59 pm-8:36 am

1 stop7h 37m

Chicago Midway

Mon 5/26

9:16 am-8:45 pm

1 stop14h 29m

$429

AnchorageSt. Louis

ANC - STL

ANCSTL

Anchorage

Sat 5/31

6:05 am-9:32 pm

2 stops12h 27m

Lambert-St Louis

Tue 6/10

7:15 am-4:24 pm

2 stops12h 09m

$464

FairbanksChicago

FAI - ORD

FAIORD

Fairbanks

Mon 6/2

1:44 am-10:23 pm

1 stop17h 39m

Chicago O'Hare Intl

Fri 6/6

7:51 pm-10:23 am

2 stops17h 32m

$495

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Thu 5/29

9:48 pm-7:04 am

Nonstop6h 16m

Chicago O'Hare Intl

Sun 6/1

5:10 pm-8:47 pm

Nonstop6h 37m

$496

FairbanksChicago

FAI - ORD

FAIORD

Fairbanks

Tue 5/27

1:45 am-5:25 pm

1 stop12h 40m

Chicago O'Hare Intl

Wed 6/4

1:40 pm-12:28 am

2 stops13h 48m

$509

AnchorageSt. Louis

ANC - STL

ANCSTL

Anchorage

Mon 9/15

2:45 am-2:39 pm

1 stop8h 54m

Lambert-St Louis

Tue 9/16

6:30 pm-1:43 am

1 stop10h 13m

$514

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 45 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 May 1, 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.

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 May 1, 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
9,972 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.1

Entertainment

7.1

Food

7.1

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
9,972 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.1

Entertainment

7.1

Food

7.1

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
7,934 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.1

Entertainment

7.1

Food

7.1

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
2,408 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.1

Entertainment

7.1

Food

7.1

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
9,972 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.1

Entertainment

7.1

Food

7.1

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
9,972 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.1

Entertainment

7.1

Food

7.1

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

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 Alaska Airlines ($188), Delta ($197), and Sun Country Air ($231).

  • 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$270Average$418FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$339Average$658FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$345Average$495FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$392Average$467FlexibilityNo cancel feeOn-time71%

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