Alaska

$189+ 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
ene. 26 — feb. 21
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Cheap flight deals from Chicago to Alaska

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Alaska (USAK). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated enero 21, 2025.

Round-trip from

$376
(United Airlines)

One-way from

$189
(Alaska Airlines)

Good round-trip deal

$496 or less

Good one-way deal

$238 or less
From Chicago (CHI) to Alaska
One-way flight from Chicago (CHI) to Alaska
Price to beat on a round-trip flight from Chicago (CHI) to Alaska.
Price to beat on a one-way flight from Chicago (CHI) to Alaska.

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 enero 21, 2025.

This United Airlines deal was found by Cheapflights users on 1/20. 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.
jue. 4/33:40 pmORD - ANC
Nonstop6h 41mUnited Airlines
mar. 4/88:30 pmANC - ORD
Nonstop6h 20mUnited Airlines
Deal found 1/20$376
This Alaska Airlines deal was found by Cheapflights users on 1/21. 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 - ANC
Nonstop6h 55mAlaska Airlines
sáb. 4/196:00 amANC - ORD
1 stop14h 59mAlaska Airlines
Deal found 1/21$386
This Delta deal was found by Cheapflights users on 1/20. 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.
vie. 2/212:10 pmORD - ANC
1 stop9h 24mDelta
sáb. 2/226:45 amANC - ORD
1 stop14h 11mDelta
Deal found 1/20$390
This Delta deal was found by Cheapflights users on 1/20. 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.
vie. 2/211:26 pmMDW - ANC
1 stop9h 09mDelta
jue. 2/279:35 pmANC - MDW
1 stop9h 00mDelta
Deal found 1/20$396
This American Airlines deal was found by Cheapflights users on 1/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/298:15 amORD - ANC
1 stop14h 05mAmerican Airlines
mar. 5/610:10 pmANC - ORD
Nonstop6h 15mAmerican Airlines
Deal found 1/20$419
This Alaska Airlines deal was found by Cheapflights users on 1/19. 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.
mié. 4/210:00 amORD - KTN
1 stop12h 41mAlaska Airlines
mar. 4/88:56 amKTN - ORD
1 stop17h 44mAlaska Airlines
Deal found 1/19$432
This Alaska Airlines deal was found by Cheapflights users on 1/20. 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.
sáb. 2/157:45 amORD - JNU
1 stop17h 09mAlaska Airlines
vie. 2/216:40 pmJNU - ORD
1 stop17h 29mAlaska Airlines
Deal found 1/20$441
This Alaska Airlines deal was found by Cheapflights users on 1/20. 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.
mié. 4/97:40 amORD - FAI
1 stop18h 52mAlaska Airlines
mié. 4/1612:00 pmFAI - ORD
1 stop14h 40mAlaska Airlines
Deal found 1/20$493
This Delta deal was found by Cheapflights users on 1/19. 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.
mar. 3/41:45 pmORD - FAI
2 stops13h 49mDelta
lun. 3/101:35 amFAI - ORD
1 stop8h 49mDelta
Deal found 1/19$525
This Alaska Airlines deal was found by Cheapflights users on 1/21. 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.
jue. 9/117:45 amORD - SIT
1 stop7h 59mAlaska Airlines
mar. 9/231:40 pmSIT - ORD
1 stop12h 24mAlaska Airlines
Deal found 1/21$541
This Delta deal was found by Cheapflights users on 1/21. 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. 3/41:26 pmMDW - FAI
2 stops14h 08mDelta
lun. 3/101:35 amFAI - MDW
2 stops13h 43mDelta
Deal found 1/21$554
This American Airlines deal was found by Cheapflights users on 1/21. 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.
vie. 5/168:20 pmORD - FAI
1 stop9h 00mMultiple Airlines
mar. 5/205:05 amFAI - ORD
1 stop23h 37mMultiple Airlines
Deal found 1/21$609

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 enero 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

sáb. 4/5

9:00 am-12:55 pm

Nonstop6h 55m

Anchorage

dom. 4/20

10:00 pm-7:40 am

Nonstop6h 40m

$376

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

mar. 5/6

3:59 pm-7:40 pm

Nonstop6h 41m

Anchorage

mar. 5/6

11:44 pm-11:34 am

1 stop8h 50m

$380

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

jue. 5/1

2:20 pm-8:35 pm

1 stop9h 15m

Anchorage

sáb. 5/10

6:10 am-4:47 pm

1 stop7h 37m

$396

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

vie. 2/21

1:26 pm-7:35 pm

1 stop9h 09m

Anchorage

jue. 2/27

9:35 pm-9:35 am

1 stop9h 00m

$396

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

mar. 4/29

8:15 am-7:20 pm

1 stop14h 05m

Anchorage

mar. 5/6

10:10 pm-7:25 am

Nonstop6h 15m

$419

ChicagoKetchikan

ORD - KTN

ORDKTN

Chicago O'Hare Intl

mié. 4/2

10:00 am-7:41 pm

1 stop12h 41m

Ketchikan

mar. 4/8

8:56 am-5:40 am

1 stop17h 44m

$432

ChicagoFairbanks

ORD - FAI

ORDFAI

Chicago O'Hare Intl

mar. 4/8

7:40 am-7:59 pm

1 stop15h 19m

Fairbanks

lun. 4/14

3:53 pm-11:59 pm

1 stop29h 06m

$494

ChicagoFairbanks

ORD - FAI

ORDFAI

Chicago O'Hare Intl

mar. 3/4

1:45 pm-12:34 am

2 stops13h 49m

Fairbanks

lun. 3/10

1:35 am-1:24 pm

1 stop8h 49m

$525

ChicagoJuneau

ORD - JNU

ORDJNU

Chicago O'Hare Intl

lun. 3/3

7:00 pm-1:18 pm

2 stops21h 18m

Juneau Intl

vie. 3/14

6:40 pm-11:59 pm

1 stop26h 19m

$541

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

vie. 2/21

6:50 am-12:15 am

2 stops20h 25m

Anchorage

mié. 2/26

2:34 am-5:00 am

3 stops23h 26m

$553

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 42 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 $688). 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 enero 21, 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 enero 21, 2025.
To help decide which airline to fly from Chicago to Alaska, see what other customers have to say about American Airlines, United Airlines and Alaska 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.
8.0
Very good
9,706 reviews

Comfort

7.9

Food

7.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Boarding

8.2

Reviews

1 / 10

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

8.0
Very good
9,706 reviews
8.0
Very good
9,706 reviews

Comfort

7.9

Food

7.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Boarding

8.2

Reviews

1 / 10

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

8.0
Very good
8,521 reviews
8.0
Very good
9,706 reviews

Comfort

7.9

Food

7.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Boarding

8.2

Reviews

1 / 10

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

7.9
Good
2,333 reviews
8.0
Very good
9,706 reviews

Comfort

7.9

Food

7.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Boarding

8.2

Reviews

1 / 10

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

7.4
Good
8,985 reviews
8.0
Very good
9,706 reviews

Comfort

7.9

Food

7.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Boarding

8.2

Reviews

1 / 10

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

7.2
Good
10,000 reviews
8.0
Very good
9,706 reviews

Comfort

7.9

Food

7.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Boarding

8.2

Reviews

1 / 10

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 $189 on Alaska Airlines. Other airlines that offer cheap prices include Delta from $199 and United Airlines from $229 one-way.

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

  • 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: United Airlines (94%), Air Canada (89%), Lufthansa( 88%).

  • What are the cheapest flights from Chicago to Alaska?

    Looking at all options, your cheapest flight can be booked for $198. While the most popular route (Chicago O'Hare Intl - Anchorage) can be booked for $376 on average our data indicates $1,045 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 $688). 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

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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.

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 enero 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$198Average$545FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$337Average$604FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$343Average$728FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$354Average$602FlexibilityNo cancel feeOn-time71%
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