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Alaska

$180+ 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 4/28. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — ANC
Dec 2 — Dec 91
Tue 12/2
Tue 12/9
1 adult, Economy
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Find 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 November 2, 2025.

This Alaska Airlines deal was found by Cheapflights users on 10/31. 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 12/63:35 pmORD - ANC
1 stop12h 16mAlaska Airlines
Wed 12/242:20 amANC - ORD
1 stop11h 52mAlaska Airlines
Deal found 10/31$357
This Delta deal was found by Cheapflights users on 11/2. 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 12/216:45 amORD - ANC
1 stop15h 12mDelta
Wed 12/249:15 pmANC - ORD
1 stop11h 35mDelta
Deal found 11/2$358
This Delta deal was found by Cheapflights users on 11/1. 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 12/285:59 pmMDW - ANC
1 stop10h 23mDelta
Fri 1/169:15 pmANC - MDW
1 stop10h 50mDelta
Deal found 11/1$358
This Delta deal was found by Cheapflights users on 11/1. 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 12/32:30 pmORD - ANC
2 stops14h 24mDelta
Sat 12/612:30 amANC - ORD
1 stop10h 03mDelta
Deal found 11/1$363
This Delta deal was found by Cheapflights users on 11/1. 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 12/39:34 amMDW - ANC
2 stops16h 08mDelta
Sun 12/76:05 amANC - MDW
1 stop9h 13mDelta
Deal found 11/1$363
This Delta deal was found by Cheapflights users on 10/31. 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 12/67:02 pmMDW - ANC
1 stop8h 55mDelta
Thu 12/251:44 pmANC - MDW
2 stops16h 05mDelta
Deal found 10/31$364
This Delta deal was found by Cheapflights users on 10/31. 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 11/219:41 amMDW - ANC
2 stops16h 08mDelta
Sun 11/305:37 pmANC - MDW
2 stops15h 57mDelta
Deal found 10/31$369
This Alaska Airlines deal was found by Cheapflights users on 11/1. 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.
Tue 12/168:00 amORD - FAI
1 stop19h 39mAlaska Airlines
Fri 1/162:10 amFAI - ORD
1 stop9h 28mAlaska Airlines
Deal found 11/1$381
This Alaska Airlines deal was found by Cheapflights users on 11/1. 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.
Tue 12/165:51 pmORD - FAI
1 stop9h 48mAlaska Airlines
Wed 1/141:52 pmFAI - ORD
2 stops24h 18mAlaska Airlines
Deal found 11/1$385
This Delta deal was found by Cheapflights users on 11/1. 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 12/166:00 amORD - FAI
2 stops21h 18mDelta
Mon 1/121:30 amFAI - ORD
1 stop19h 23mDelta
Deal found 11/1$386
This Alaska Airlines deal was found by Cheapflights users on 11/1. 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 12/173:35 pmORD - FAI
2 stops19h 04mAlaska Airlines
Wed 1/145:00 amFAI - ORD
2 stops15h 55mAlaska Airlines
Deal found 11/1$390
This Delta deal was found by Cheapflights users on 11/1. 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 12/1611:00 amORD - FAI
2 stops16h 18mDelta
Tue 1/131:30 amFAI - ORD
2 stops17h 22mDelta
Deal found 11/1$392

Cheap flight deals from Illinois to Alaska

Keep the following information in mind while searching for Illinois to Alaska flight deals. Data was last updated November 2, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$338
(KAYAK)

One-way from

$180
(Delta)

Popular in

December

Cheapest in

April

Average price

$446

Good round-trip deal

$396 or less

Good one-way deal

$257 or less
Provider with most accurate pricing for Chicago (CHI)-Anchorage flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Anchorage flights.
Search Deals
From Illinois to Alaska
Search Deals
One-way flight from Illinois to Alaska
Search Deals
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 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 Illinois to Alaska.
Search Deals
Price to beat on a one-way flight from Illinois to Alaska.
Search Deals

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 November 2, 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

Tue 4/7

7:00 am-2:14 pm

1 stop10h 14m

Anchorage

Mon 4/13

1:15 am-2:21 pm

1 stop10h 06m

$358

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Mon 2/16

7:30 am-8:30 pm

1 stop16h 00m

Anchorage

Fri 2/20

9:55 pm-8:47 am

1 stop7h 52m

$358

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Sat 12/20

6:35 am-6:49 pm

1 stop15h 14m

Anchorage

Wed 12/24

9:15 pm-11:50 am

1 stop11h 35m

$358

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Fri 2/13

2:05 pm-8:45 pm

1 stop9h 40m

Anchorage

Sun 2/15

1:15 am-1:04 pm

1 stop8h 49m

$358

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Mon 12/22

5:30 am-6:57 pm

1 stop16h 27m

Anchorage

Thu 12/25

1:15 am-1:20 pm

1 stop9h 05m

$358

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Thu 2/19

2:00 pm-12:12 am

1 stop13h 12m

Anchorage

Sat 2/21

5:00 pm-5:04 am

1 stop9h 04m

$358

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Thu 1/15

6:12 am-6:58 pm

1 stop15h 46m

Anchorage

Mon 1/19

9:15 pm-8:40 am

1 stop8h 25m

$358

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Wed 12/3

5:40 pm-1:54 am

1 stop11h 14m

Anchorage

Sat 12/6

12:30 am-1:33 pm

1 stop10h 03m

$358

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Thu 11/27

1:00 pm-6:46 pm

1 stop8h 46m

Anchorage

Thu 12/4

5:55 am-5:15 pm

1 stop8h 20m

$358

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Wed 12/3

5:40 pm-1:54 am

1 stop11h 14m

Anchorage

Sat 12/13

5:55 am-5:18 pm

1 stop8h 23m

$358

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

Showing 1-10 of 60 results
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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, November is the cheapest month in which you can book a flight from Illinois to Alaska (average of $168). Flying from Illinois to Alaska 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 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 November 2, 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 27% 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 November 2, 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 November 2, 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.
Alaska Airlines
8.0
Very good
11,232 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Alaska Airlines
8.0
Very good
11,232 reviews
Alaska Airlines
8.0
Very good
11,232 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Delta
7.9
Good
7,997 reviews
Alaska Airlines
8.0
Very good
11,232 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Hawaiian Airlines
7.8
Good
2,799 reviews
Alaska Airlines
8.0
Very good
11,232 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
United Airlines
7.4
Good
8,994 reviews
Alaska Airlines
8.0
Very good
11,232 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
American Airlines
7.2
Good
11,033 reviews
Alaska Airlines
8.0
Very good
11,232 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.

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, Delta, and United Airlines can get you from Illinois to Alaska in just under 10h 14m. Your travel time can differ by up to 5h 46m. 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 Delta. According to our data, you can fly for as low as $180. Users have also found prices from $246 and $251 on Alaska Airlines and American Airlines, 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, November is the cheapest month in which you can book a flight from Illinois to Alaska (average of $168). Flying from Illinois to Alaska 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 Illinois to Alaska

See prices for flight routes from nearby airports that may be better suited for you.
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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 November 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$198Average$556FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$227Average$526FlexibilityNo cancel feeOn-time85%
United AirlinesCheapest$318Average$780FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$318Average$677FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$372Average$749FlexibilityNo cancel feeOn-time75%

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