Alaska

$179+ Cheap flights from Illinois to Alaska

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 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — ANC
Jan 17 — Jan 241
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Illinois to Alaska 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

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Illinois to Alaska

Cheapest flights from Illinois to Alaska
Explore the most affordable flight options available from Illinois to Alaska. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Delta deal was found by Cheapflights users on 12/17. 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.
Wed 12/315:30 amORD - ANC
1 stop16h 27mDelta
Tue 1/66:10 amANC - ORD
1 stop8h 45mDelta
Deal found 12/17$600
This Delta deal was found by Cheapflights users on 12/17. 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.
Wed 12/316:00 amMDW - ANC
1 stop15h 57mDelta
Tue 1/69:15 pmANC - MDW
1 stop12h 54mDelta
Deal found 12/17$600
This Delta deal was found by Cheapflights users on 12/16. 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 12/266:45 amORD - ANC
1 stop15h 12mDelta
Tue 1/65:55 amANC - ORD
1 stop14h 58mDelta
Deal found 12/16$630
This Delta deal was found by Cheapflights users on 12/16. 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 12/266:00 amMDW - ANC
1 stop15h 57mDelta
Tue 1/69:15 pmANC - MDW
1 stop12h 54mDelta
Deal found 12/16$630
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/312:45 pmSTL - ANC
1 stop11h 11mUnited Airlines
Sat 1/31:30 amANC - STL
1 stop8h 50mUnited Airlines
Deal found 12/16$636
This Delta deal was found by Cheapflights users on 12/16. 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.
Thu 12/256:00 amORD - ANC
1 stop11h 45mDelta
Wed 12/318:15 pmANC - ORD
1 stop10h 21mDelta
Deal found 12/16$690
This Delta deal was found by Cheapflights users on 12/16. 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.
Thu 12/255:59 pmMDW - ANC
1 stop10h 23mDelta
Wed 12/319:15 pmANC - MDW
1 stop10h 51mDelta
Deal found 12/16$690
This Delta deal was found by Cheapflights users on 12/17. 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.
Thu 12/251:35 pmORD - ANC
2 stops14h 47mDelta
Mon 12/298:15 pmANC - ORD
1 stop15h 58mDelta
Deal found 12/17$695
This Delta deal was found by Cheapflights users on 12/17. 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.
Wed 12/246:08 pmMDW - ANC
2 stops23h 37mDelta
Sun 1/49:15 pmANC - MDW
1 stop12h 54mDelta
Deal found 12/17$695
This Delta deal was found by Cheapflights users on 12/17. 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.
Wed 12/246:08 pmMDW - ANC
2 stops23h 37mDelta
Sat 1/36:00 amANC - MDW
1 stop26h 06mDelta
Deal found 12/17$698
This Delta deal was found by Cheapflights users on 12/17. 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.
Wed 12/246:08 pmMDW - ANC
2 stops23h 37mDelta
Fri 1/23:40 pmANC - MDW
2 stops16h 26mDelta
Deal found 12/17$702
This Delta deal was found by Cheapflights users on 12/17. 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.
Wed 12/246:02 pmORD - ANC
2 stops23h 43mDelta
Sat 1/35:45 amANC - ORD
1 stop15h 14mDelta
Deal found 12/17$719

Find flight deals from Illinois to Alaska

Keep the following information in mind while searching for Illinois to Alaska flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$342
(flugladen.de)

One-way from

$179
(Kiwi.com)

Popular in

June

Cheapest in

October

Average price

$488

Good round-trip deal

$398 or less

Good one-way deal

$250 or less
Provider with most accurate pricing for Chicago (CHI)-Anchorage flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Anchorage flights.
From Illinois to Alaska
One-way flight from Illinois to Alaska
Highest demand for flights based on searches. 10% potential increase in price ($61 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Average for round-trip flights in December 2025
Price to beat on a round-trip flight from Illinois to Alaska.
Price to beat on a one-way flight from Illinois to Alaska.

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to Alaska 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 December 18, 2025.
Use the filters below to find and compare flights from Illinois to Alaska that are best for you.

Fly from

Illinois

Fly to

Alaska

Route

Depart

Return

Price

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Mon 3/9

1:00 pm-1:09 am

1 stop15h 09m

Anchorage

Fri 3/20

5:00 pm-5:00 am

1 stop9h 00m

$358

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Sun 3/8

6:00 am-6:51 pm

1 stop15h 51m

Anchorage

Sat 3/21

9:15 pm-11:35 am

1 stop11h 20m

$358

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Sat 2/14

7:00 am-11:04 pm

1 stop19h 04m

Anchorage

Mon 2/16

2:26 am-11:56 pm

1 stop18h 30m

$358

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Wed 3/11

2:20 pm-12:38 am

1 stop13h 18m

Anchorage

Sat 3/21

9:15 pm-11:35 am

1 stop11h 20m

$358

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Sun 2/22

6:15 am-6:57 pm

1 stop15h 42m

Anchorage

Thu 2/26

9:15 pm-8:40 am

1 stop8h 25m

$358

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Fri 2/20

2:07 pm-12:30 am

1 stop13h 23m

Anchorage

Mon 2/23

1:25 am-4:33 pm

1 stop12h 08m

$358

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Fri 2/13

3:54 pm-1:11 am

1 stop12h 17m

Anchorage

Sun 2/15

12:29 am-12:01 pm

1 stop8h 32m

$358

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Wed 3/11

2:20 pm-12:38 am

1 stop13h 18m

Anchorage

Tue 3/17

1:34 am-1:25 pm

1 stop8h 51m

$358

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Mon 2/2

8:00 am-10:52 pm

1 stop17h 52m

Anchorage

Fri 2/6

8:00 am-11:50 pm

1 stop12h 50m

$358

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Mon 2/2

9:53 am-6:56 pm

1 stop12h 03m

Anchorage

Sat 2/7

9:15 pm-11:05 am

1 stop10h 50m

$358

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Illinois to Alaska

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

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

Currently, May is the cheapest month in which you can book a flight from Illinois to Alaska (average of $198). Flying from Illinois to Alaska in July is currently the most expensive (average of $450). 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 IL to AK?

Find hourly flight availability from Illinois to Alaska. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

One of the essential ways to save on airfare from Illinois to Alaska is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 24% on airfare.

What is the cheapest day to fly from Illinois to Alaska?

Use this chart to determine the cheapest time to fly round-trip from Illinois to Alaska. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Illinois to Alaska flight should consider departing on Friday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Illinois to Alaska

Explore weekly flight availability from Illinois to Alaska. 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 December 18, 2025.

The most flights from USIL to USAK are scheduled on a Monday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (3 on average).

Reviews of airlines servicing Alaska

Get insights into the airlines that provide service to Alaska. 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 Alaska. Reviews last updated December 18, 2025.
Read through reviews of airlines operating flights from Illinois to Alaska, such as Alaska Airlines, Delta, and Hawaiian Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

Related info for your journey

Find useful and relevant information for your journey from Illinois to Alaska. 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 Illinois to Alaska?

    Alaska Airlines and Delta can get you from Illinois to Alaska in just under 15h 09m. Your travel time can differ by up to 42m. Illinois and Alaska are separated by a distance of 2837 mi. This flight may include one or multiple stops.

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

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $98. Users have also found prices from $164 and $168 on American Airlines and Southwest, respectively.

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Illinois to Alaska (average of $198). Flying from Illinois to Alaska in July is currently the most expensive (average of $450). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Illinois to Alaska

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

Top 5 airlines flying from Illinois to Alaska

Discover the top 5 airlines that operate flights from Illinois to Alaska. 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$209Average$516FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$227Average$526FlexibilityNo cancel feeOn-time85%
American AirlinesCheapest$318Average$669FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$318Average$805FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$356Average$722FlexibilityNo cancel feeOn-time75%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.