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$208+ 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 9/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ANC
jun. 17 — jun. 241
mar. 6/17
mar. 6/24
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 junio 12, 2025.

Round-trip from

$442
(Delta)

One-way from

$208
(Alaska Airlines)

Popular in

December

Cheapest in

April

Average price

$579

Good round-trip deal

$472 or less

Good one-way deal

$239 or less
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. 0% potential increase in price ($5 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 June 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 junio 12, 2025.

This Alaska Airlines deal was found by Cheapflights users on 6/10. 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.
mié. 9/243:20 pmORD - FAI
1 stop10h 27mAlaska Airlines
vie. 9/262:08 amFAI - ORD
1 stop9h 16mAlaska Airlines
Deal found 6/10$423
This Delta deal was found by Cheapflights users on 6/11. 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. 11/116:00 pmORD - FAI
1 stop9h 17mDelta
lun. 11/171:30 amFAI - ORD
1 stop8h 58mDelta
Deal found 6/11$436
This Delta deal was found by Cheapflights users on 6/10. 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.
jue. 8/282:00 pmORD - ANC
2 stops14h 35mDelta
sáb. 9/66:00 amANC - ORD
2 stops11h 23mDelta
Deal found 6/10$442
This Alaska Airlines deal was found by Cheapflights users on 6/10. 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. 8/912:59 amORD - ANC
Nonstop6h 38mAlaska Airlines
lun. 8/1812:29 amANC - ORD
1 stop8h 38mAlaska Airlines
Deal found 6/10$444
This Delta deal was found by Cheapflights users on 6/10. 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.
jue. 9/119:30 amMDW - ANC
2 stops16h 45mDelta
mar. 9/169:55 pmANC - MDW
1 stop7h 51mDelta
Deal found 6/10$447
This FlightHub deal was found by Cheapflights users on 6/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 6/286:10 amORD - ANC
1 stop16h 38mSun Country Air
lun. 7/71:30 pmANC - ORD
1 stop18h 15mSun Country Air
Deal found 6/10$463
This Hawaiian Airlines deal was found by Cheapflights users on 6/10. 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.
dom. 8/312:59 amORD - ANC
Nonstop6h 38mHawaiian Airlines
sáb. 8/1611:26 pmANC - ORD
Nonstop6h 14mHawaiian Airlines
Deal found 6/10$464
This American Airlines deal was found by Cheapflights users on 6/11. 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.
sáb. 9/65:01 pmORD - ANC
Nonstop6h 47mAmerican Airlines
dom. 10/52:29 amANC - ORD
1 stop11h 30mAmerican Airlines
Deal found 6/11$465
This Kiwi.com deal was found by Cheapflights users on 6/10. 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.
dom. 8/312:59 amORD - ANC
Nonstop6h 38mMultiple Airlines
mar. 8/125:05 amANC - ORD
2 stops14h 25mMultiple Airlines
Deal found 6/10$468
This United Airlines deal was found by Cheapflights users on 6/10. 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.
mié. 10/84:10 pmORD - ANC
Nonstop6h 47mUnited Airlines
mié. 10/159:04 pmANC - ORD
Nonstop6h 09mUnited Airlines
Deal found 6/10$476
This Alaska Airlines deal was found by Cheapflights users on 6/12. 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. 9/910:00 amORD - JNU
3 stops12h 58mAlaska Airlines
mié. 9/107:13 amJNU - ORD
2 stops13h 46mAlaska Airlines
Deal found 6/12$487
This Delta deal was found by Cheapflights users on 6/11. 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.
vie. 10/177:30 amORD - JNU
1 stop13h 55mDelta
mar. 10/217:05 amJNU - ORD
1 stop13h 42mDelta
Deal found 6/11$501

Cheapflights Fare Finder

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 junio 12, 2025.
Use the filters below to find and compare flights from Chicago to Alaska that are best for you.

Fly from

Chicago

Fly to

Alaska

Route

Depart

Return

Price

ChicagoFairbanks

ORD - FAI

ORDFAI

Chicago O'Hare Intl

mié. 9/24

3:20 pm-10:47 pm

1 stop10h 27m

Fairbanks

vie. 9/26

2:08 am-2:24 pm

1 stop9h 16m

$423

ChicagoFairbanks

ORD - FAI

ORDFAI

Chicago O'Hare Intl

mar. 11/11

6:00 pm-12:17 am

1 stop9h 17m

Fairbanks

lun. 11/17

1:30 am-1:28 pm

1 stop8h 58m

$436

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

jue. 8/28

2:00 pm-1:35 am

2 stops14h 35m

Anchorage

sáb. 9/6

6:00 am-8:23 pm

2 stops11h 23m

$442

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

sáb. 8/9

12:59 am-4:37 am

Nonstop6h 38m

Anchorage

mar. 8/19

11:00 am-11:59 pm

1 stop9h 59m

$444

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

jue. 9/11

9:30 am-11:15 pm

2 stops16h 45m

Anchorage

mar. 9/16

9:55 pm-8:46 am

1 stop7h 51m

$447

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

sáb. 6/28

6:10 am-7:48 pm

1 stop16h 38m

Anchorage

lun. 7/7

1:30 pm-10:45 am

1 stop18h 15m

$463

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

dom. 8/3

12:59 am-4:37 am

Nonstop6h 38m

Anchorage

sáb. 8/16

11:26 pm-8:40 am

Nonstop6h 14m

$464

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

sáb. 9/6

5:01 pm-8:48 pm

Nonstop6h 47m

Anchorage

dom. 10/5

2:29 am-4:59 pm

1 stop11h 30m

$465

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

dom. 8/3

12:59 am-4:37 am

Nonstop6h 38m

Anchorage

mar. 8/12

5:05 am-10:30 pm

2 stops14h 25m

$468

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

mié. 10/8

4:10 pm-7:57 pm

Nonstop6h 47m

Anchorage

mié. 10/15

9:04 pm-6:13 am

Nonstop6h 09m

$476

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

Showing 1-10 of 52 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.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Alaska

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 $647). 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 junio 12, 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.

Weekly flight availability from Chicago to Alaska

Explore weekly flight availability from Chicago 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 junio 12, 2025.

The most flights from CHI to USAK are scheduled on a Thursday (9 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (7 on average).

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 junio 12, 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
10,000 reviews

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Entertainment

7.1

Crew

8.5

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
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Entertainment

7.1

Crew

8.5

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
7,950 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Entertainment

7.1

Crew

8.5

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
2,494 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Entertainment

7.1

Crew

8.5

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
8,790 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Entertainment

7.1

Crew

8.5

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
10,000 reviews

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Entertainment

7.1

Crew

8.5

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 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 $208 on Alaska Airlines. Other airlines that offer cheap prices include United Airlines from $237 and American Airlines from $238 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%), Hawaiian Airlines( 87%).

  • What are the cheapest flights from Chicago to Alaska?

    Looking at all options, your cheapest flight can be booked for $199. While the most popular route (Chicago O'Hare Intl - Anchorage) can be booked for $358 on average our data indicates $874 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 $647). 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 5 airlines flying from Chicago to Alaska

Discover the top 5 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 junio 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$198Average$515FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$237Average$574FlexibilityNo cancel feeOn-time85%
American AirlinesCheapest$318Average$625FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$345Average$705FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$372Average$651FlexibilityNo cancel feeOn-time75%

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