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$169+ Cheap flights from Chicago (CHI) 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 4/19. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ANC
feb. 25 — mar. 41
mar. 2/25
mar. 3/4
1 adult, Economy
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Cheap flight deals from Chicago to Alaska

Keep the following information in mind while searching for Chicago to Alaska flight deals. Data was last updated febrero 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$378
(United Airlines)

One-way from

$169
(Alaska Airlines)

Popular in

December

Cheapest in

April

Average price

$529

Good round-trip deal

$533 or less

Good one-way deal

$311 or less
Provider with most accurate pricing for Chicago (CHI)-Anchorage flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Anchorage flights.
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From Chicago (CHI) to Alaska
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One-way flight from Chicago (CHI) to Alaska
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Highest demand for flights based on searches. 2% potential increase in price ($9 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Alaska.
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Price to beat on a one-way flight from Chicago (CHI) to Alaska.
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Find flight deals from Chicago to Alaska

Cheapest flights from Chicago to Alaska
Explore the most affordable flight options available from Chicago to Alaska. Find the lowest fares from popular airlines and budget airlines, with prices last updated on febrero 20, 2025.

This Aunt Betty deal was found by Cheapflights users on 2/19. 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 Aunt Betty is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 4/59:00 amORD - ANC
Nonstop6h 55mAlaska Airlines
sáb. 4/127:00 amANC - ORD
1 stop13h 59mAlaska Airlines
Deal found 2/19$344
This Delta deal was found by Cheapflights users on 2/18. 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.
mar. 4/297:50 amORD - ANC
1 stop9h 57mDelta
mar. 4/291:26 amANC - ORD
1 stop19h 33mDelta
Deal found 2/18$350
This Delta deal was found by Cheapflights users on 2/19. 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.
sáb. 4/59:23 amMDW - ANC
2 stops17h 36mDelta
sáb. 4/129:20 pmANC - MDW
1 stop9h 25mDelta
Deal found 2/19$361
This United Airlines deal was found by Cheapflights users on 2/20. 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.
lun. 4/283:40 pmORD - ANC
Nonstop6h 41mUnited Airlines
mar. 5/208:50 pmANC - ORD
Nonstop6h 20mUnited Airlines
Deal found 2/20$378
This American Airlines deal was found by Cheapflights users on 2/19. 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.
lun. 8/185:00 pmORD - ANC
Nonstop6h 41mAmerican Airlines
mar. 9/29:50 pmANC - ORD
Nonstop6h 10mAmerican Airlines
Deal found 2/19$417
This Delta deal was found by Cheapflights users on 2/20. 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.
mié. 4/302:20 pmORD - FAI
1 stop13h 15mDelta
lun. 5/51:30 amFAI - ORD
1 stop8h 49mDelta
Deal found 2/20$420
This Alaska Airlines deal was found by Cheapflights users on 2/19. 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.
sáb. 4/58:00 amORD - KTN
1 stop14h 41mAlaska Airlines
sáb. 4/128:56 amKTN - ORD
1 stop12h 03mAlaska Airlines
Deal found 2/19$451
This Delta deal was found by Cheapflights users on 2/20. 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.
mar. 4/221:16 pmMDW - FAI
2 stops14h 19mDelta
vie. 4/251:30 amFAI - MDW
2 stops12h 49mDelta
Deal found 2/20$454
This Alaska Airlines deal was found by Cheapflights users on 2/19. 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.
vie. 4/47:16 pmORD - FAI
1 stop20h 24mAlaska Airlines
sáb. 4/1212:00 pmFAI - ORD
1 stop8h 59mAlaska Airlines
Deal found 2/19$456
This Alaska Airlines deal was found by Cheapflights users on 2/20. 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.
mar. 3/187:45 amORD - JNU
1 stop28h 05mAlaska Airlines
lun. 3/246:40 pmJNU - ORD
1 stop8h 19mAlaska Airlines
Deal found 2/20$488
This Hawaiian Airlines deal was found by Cheapflights users on 2/20. 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.
sáb. 3/87:45 amORD - ANC
1 stop12h 29mHawaiian Airlines
mar. 3/185:00 amANC - ORD
1 stop10h 00mHawaiian Airlines
Deal found 2/20$550
This Alaska Airlines deal was found by Cheapflights users on 2/19. 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.
sáb. 4/59:00 amORD - ADQ
1 stop8h 53mAlaska Airlines
sáb. 4/127:05 amADQ - ORD
2 stops13h 54mAlaska Airlines
Deal found 2/19$604

Find flights from Chicago to Alaska within your budget

Customize your flight search to find flights from Chicago 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 febrero 20, 2025.

Fly from

Chicago

Fly to

Alaska

Route

Depart

Return

Price

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

sáb. 4/5

9:00 am-12:55 pm

Nonstop6h 55m

Anchorage

sáb. 4/12

7:00 am-11:59 pm

1 stop13h 59m

$344

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

mar. 4/29

7:50 am-2:47 pm

1 stop9h 57m

Anchorage

mar. 4/29

1:26 am-11:59 pm

1 stop19h 33m

$350

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

sáb. 4/5

9:23 am-11:59 pm

2 stops17h 36m

Anchorage

sáb. 4/12

9:20 pm-9:45 am

1 stop9h 25m

$361

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

lun. 4/28

3:40 pm-7:21 pm

Nonstop6h 41m

Anchorage

mar. 5/20

8:50 pm-6:10 am

Nonstop6h 20m

$378

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

lun. 8/18

5:00 pm-8:41 pm

Nonstop6h 41m

Anchorage

mar. 9/2

9:50 pm-7:00 am

Nonstop6h 10m

$417

ChicagoFairbanks

ORD - FAI

ORDFAI

Chicago O'Hare Intl

mié. 4/30

2:20 pm-12:35 am

1 stop13h 15m

Fairbanks

lun. 5/5

1:30 am-1:19 pm

1 stop8h 49m

$420

ChicagoKetchikan

ORD - KTN

ORDKTN

Chicago O'Hare Intl

sáb. 4/5

8:00 am-7:41 pm

1 stop14h 41m

Ketchikan

sáb. 4/12

8:56 am-11:59 pm

1 stop12h 03m

$451

ChicagoFairbanks

MDW - FAI

MDWFAI

Chicago Midway

mar. 4/22

1:16 pm-12:35 am

2 stops14h 19m

Fairbanks

vie. 4/25

1:30 am-5:19 pm

2 stops12h 49m

$454

ChicagoFairbanks

ORD - FAI

ORDFAI

Chicago O'Hare Intl

vie. 4/4

7:16 pm-12:40 pm

1 stop20h 24m

Fairbanks

sáb. 4/12

12:00 pm-11:59 pm

1 stop8h 59m

$456

ChicagoJuneau

ORD - JNU

ORDJNU

Chicago O'Hare Intl

mar. 3/18

7:45 am-8:50 am

1 stop28h 05m

Juneau Intl

lun. 3/24

6:40 pm-5:59 am

1 stop8h 19m

$488

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 31 results
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Best time to book a flight from Chicago to Alaska

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

Travel insights for flights from Chicago to Alaska

Get recent, data-driven insights about flights from Chicago to Alaska including ideal travel times, pricing trends, and more.

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

Currently, January is the cheapest month in which you can book a flight from Chicago to Alaska (average of $456). Flying from Chicago to Alaska in July is currently the most expensive (average of $683). 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 CHI to AK?

Find hourly flight availability from Chicago 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 febrero 20, 2025.

When flying from Chicago to Alaska, 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 Alaska by month

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

In terms of precipitation, rainfall in Alaska ranges from 0.5 - 3.3 inches per month. August is typically the wettest month, when rainfall can reach 3.3 in. April is typically the driest time to visit Alaska when rainfall is around 0.5 in.

Temperature in Alaska by month

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

If weather is an important factor for your trip to Alaska, 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 59.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 17.6 F).

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 febrero 20, 2025.
To help decide which airline to fly from Chicago to Alaska, see what other customers have to say about Alaska Airlines, Delta and Hawaiian Airlines. 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
9,697 reviews

Food

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

Entertainment

7.1

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Alaska Airlines
8.0
Very good
9,697 reviews
Alaska Airlines
8.0
Very good
9,697 reviews

Food

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

Entertainment

7.1

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Delta
8.0
Very good
8,219 reviews
Alaska Airlines
8.0
Very good
9,697 reviews

Food

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

Entertainment

7.1

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Hawaiian Airlines
7.9
Good
2,317 reviews
Alaska Airlines
8.0
Very good
9,697 reviews

Food

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

Entertainment

7.1

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

United Airlines
7.4
Good
8,765 reviews
Alaska Airlines
8.0
Very good
9,697 reviews

Food

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

Entertainment

7.1

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,697 reviews

Food

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

Entertainment

7.1

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Related info for your journey

Find useful and relevant information for your journey from Chicago to Alaska. 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 Chicago to Alaska one-way?

    One-way options have recently been found by users for as low as $169 on Alaska Airlines. Other airlines that offer cheap prices include Delta from $179 and United Airlines from $209 one-way.

  • What are the most popular routes from Chicago to Alaska?

    When deciding which route to take from Chicago to Alaska consider Chicago O'Hare Intl - Anchorage, Chicago Midway - Anchorage or Chicago O'Hare Intl - Fairbanks as they are the most popular.

  • What are the most reliable airlines from Chicago to Alaska?

    Before booking your flight to Alaska from Chicago, check out the most reliable airlines to get you to your destination on time: Air Canada (90%), United Airlines (90%), Lufthansa( 88%).

  • What are the cheapest flights from Chicago to Alaska?

    Looking at all options, your cheapest flight can be booked for $227. While the most popular route (Chicago O'Hare Intl - Anchorage) can be booked for $336 on average our data indicates $1,031 when flying from Chicago to Alaska.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Chicago to Alaska (average of $456). Flying from Chicago to Alaska in July is currently the most expensive (average of $683). 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 Chicago to Alaska

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Chicago to Alaska

Discover the top 4 airlines that operate flights from Chicago 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 febrero 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$210Average$573FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$337Average$654FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$345Average$704FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$360Average$611FlexibilityNo cancel feeOn-time71%
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