Cheap flights from Chicago (CHI) to Alaska from $181

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 4/20. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
CHI — ANC
Mar 24 — Mar 311

How far in advance should I book a flight from Chicago to Alaska?

Travelers have found it’s best to book a flight 45 days in advance to save up to 62% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 45 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Chicago to Alaska 1-2 weeks in advance for as low as $322, or $640 for flights within the next 24 hours.

What is the cheapest month to fly from Chicago to Alaska?

Our data shows that April tends to be the cheapest month to fly to Alaska from Chicago. Users have commonly found prices around $454 for the month, but tickets can be as low as $158. Due to multiple factors, prepare for potentially higher prices in July.

When is the cheapest time to fly from Chicago to Alaska (CHI - AK)?

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.

Cheap Sun Country Air flights from Chicago to Alaska

Explore cheap flight options specifically provided by Sun Country Air for the route between Chicago and Alaska. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,145,932 searches. Data last updated March 19, 2024.
Take a peek at the cheapest Sun Country Air flights we've detected traveling from Chicago to Alaska. Make sure to check back often as deals are often changing.
Fri 5/178:00 pmORD - ANC
1 stop17h 41mSun Country Air
Sat 5/2511:45 amANC - ORD
1 stop28h 18mSun Country Air
Deal found 3/18$435
Mon 6/178:05 pmORD - ANC
1 stop18h 14mSun Country Air
Fri 7/51:30 pmANC - ORD
1 stop19h 03mSun Country Air
Deal found 3/18$486
Sun 6/166:25 amORD - ANC
1 stop9h 33mSun Country Air
Wed 7/108:55 pmANC - ORD
1 stop19h 15mSun Country Air
Deal found 3/18$502
Sun 6/98:25 pmORD - ANC
1 stop18h 58mSun Country Air
Wed 6/268:50 pmANC - ORD
1 stop11h 43mSun Country Air
Deal found 3/18$505
Sun 6/166:25 amORD - ANC
1 stop9h 33mSun Country Air
Mon 7/88:55 pmANC - ORD
1 stop18h 04mSun Country Air
Deal found 3/18$513
Mon 7/87:30 amORD - ANC
1 stop15h 24mSun Country Air
Mon 7/151:30 pmANC - ORD
1 stop18h 59mSun Country Air
Deal found 3/18$520

Cheap Alaska Airlines flights from Chicago to Alaska

Explore cheap flight options specifically provided by Alaska Airlines for the route between Chicago and Alaska. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,145,932 searches. Data last updated March 19, 2024.
Have a look at some of the cheapest available Alaska Airlines flights departing from Chicago and landing in Alaska. Check back soon if you're not seeing flights that suit your needs.
Wed 4/179:30 amORD - ANC
Nonstop6h 40mAlaska Airlines
Wed 4/249:55 pmANC - ORD
Nonstop6h 25mAlaska Airlines
Deal found 3/18$359
Tue 4/239:30 amORD - ANC
Nonstop6h 40mAlaska Airlines
Fri 4/261:05 pmANC - ORD
1 stop13h 40mAlaska Airlines
Deal found 3/18$369
Sat 5/49:30 amORD - ANC
Nonstop6h 40mAlaska Airlines
Sat 5/111:50 amANC - ORD
1 stop19h 08mAlaska Airlines
Deal found 3/18$379
Wed 4/171:06 pmORD - ANC
2 stops14h 18mAlaska Airlines
Wed 4/2411:00 amANC - ORD
1 stop9h 58mAlaska Airlines
Deal found 3/18$383
Wed 5/1512:45 amORD - ANC
Nonstop6h 27mAlaska Airlines
Sun 5/2611:15 pmANC - ORD
Nonstop6h 35mAlaska Airlines
Deal found 3/18$385
Sat 5/49:30 amORD - ANC
Nonstop6h 40mAlaska Airlines
Sat 5/111:50 amANC - ORD
2 stops11h 35mAlaska Airlines
Deal found 3/18$388
Thu 5/99:30 amORD - ANC
Nonstop6h 40mAlaska Airlines
Thu 5/169:44 pmANC - ORD
Nonstop6h 36mAlaska Airlines
Deal found 3/18$397
Wed 5/1512:45 amORD - ANC
Nonstop6h 27mAlaska Airlines
Sat 5/251:59 amANC - ORD
1 stop23h 41mAlaska Airlines
Deal found 3/18$398
Mon 5/2012:45 amORD - ANC
Nonstop6h 27mAlaska Airlines
Wed 5/2911:15 pmANC - ORD
Nonstop6h 35mAlaska Airlines
Deal found 3/17$403

Cheap Chicago to Alaska flights in March & April 2024

Find cheap flight options from Chicago to Alaska specifically for the months of March and April 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,145,932 searches. Prices were last updated on March 19, 2024.
Scroll through some of the best deals on flights from Chicago to Alaska in 2024. Check back regularly for other flight deals.
Wed 4/179:30 amORD - ANC
Nonstop6h 40mAlaska Airlines
Wed 4/249:55 pmANC - ORD
Nonstop6h 25mAlaska Airlines
Deal found 3/18$359
Tue 4/239:30 amORD - ANC
Nonstop6h 40mAlaska Airlines
Thu 4/251:50 amANC - ORD
1 stop11h 57mAlaska Airlines
Deal found 3/18$369
Wed 4/172:53 pmORD - ANC
1 stop12h 31mAlaska Airlines
Wed 4/243:15 pmANC - ORD
1 stop11h 30mAlaska Airlines
Deal found 3/18$378
Wed 4/1712:15 pmORD - ANC
2 stops12h 49mDelta
Wed 4/246:08 amANC - ORD
1 stop14h 50mDelta
Deal found 3/18$383
Wed 4/1711:20 amMDW - ANC
1 stop11h 12mDelta
Wed 4/243:30 pmANC - MDW
2 stops14h 20mDelta
Deal found 3/18$385
Wed 4/1712:15 pmORD - ANC
2 stops12h 49mDelta
Wed 4/243:30 pmANC - ORD
2 stops13h 10mDelta
Deal found 3/18$390
Wed 4/1711:20 amMDW - ANC
2 stops13h 44mDelta
Wed 4/243:30 pmANC - MDW
2 stops14h 20mDelta
Deal found 3/18$390
Fri 4/128:45 amORD - ANC
2 stops16h 19mDelta
Sun 4/141:29 amANC - ORD
1 stop8h 54mDelta
Deal found 3/18$399
Wed 4/1711:20 amMDW - ANC
1 stop11h 12mDelta
Tue 4/231:29 amANC - MDW
2 stops12h 51mDelta
Deal found 3/18$401

Chicago to Alaska 2024 flight deals

Discover exclusive flight deals for travel between Chicago and Alaska in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,145,932 searches. Data last updated March 19, 2024.
Scroll through some of the best deals on flights from Chicago to Alaska in 2024. Check back regularly for other flight deals.
Wed 4/179:30 amORD - ANC
Nonstop6h 40mAlaska Airlines
Wed 4/249:55 pmANC - ORD
Nonstop6h 25mAlaska Airlines
Deal found 3/18$359
Tue 4/239:30 amORD - ANC
Nonstop6h 40mAlaska Airlines
Thu 4/251:50 amANC - ORD
1 stop11h 57mAlaska Airlines
Deal found 3/18$369
Wed 4/172:53 pmORD - ANC
1 stop12h 31mAlaska Airlines
Wed 4/243:15 pmANC - ORD
1 stop11h 30mAlaska Airlines
Deal found 3/18$378
Sat 5/49:30 amORD - ANC
Nonstop6h 40mAlaska Airlines
Sat 5/111:50 amANC - ORD
1 stop19h 08mAlaska Airlines
Deal found 3/18$379
Wed 5/17:54 pmORD - ANC
Nonstop6h 29mUnited Airlines
Tue 5/2112:25 amANC - ORD
Nonstop6h 17mUnited Airlines
Deal found 3/18$381
Wed 4/1712:15 pmORD - ANC
2 stops12h 49mDelta
Wed 4/246:08 amANC - ORD
1 stop14h 50mDelta
Deal found 3/18$383
Wed 5/1512:45 amORD - ANC
Nonstop6h 27mAlaska Airlines
Sun 5/2611:15 pmANC - ORD
Nonstop6h 35mAlaska Airlines
Deal found 3/18$385
Wed 4/1711:20 amMDW - ANC
1 stop11h 12mDelta
Wed 4/243:30 pmANC - MDW
2 stops14h 20mDelta
Deal found 3/18$385
Sat 5/49:30 amORD - ANC
Nonstop6h 40mAlaska Airlines
Sat 5/111:50 amANC - ORD
2 stops11h 35mAlaska Airlines
Deal found 3/18$388

Non-stop flights to Alaska from Chicago

Discover non-stop flight options from Chicago to Alaska. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 3,145,932 searches. Data last updated March 19, 2024.
Take a look at some of the direct flights traveling from Chicago to Alaska in the near future. If you're looking for other options for flights from Chicago to Alaska, make sure to update the search form at the top of page.
Wed 4/179:30 amORD - ANC
Nonstop6h 40mAlaska Airlines
Wed 4/249:55 pmANC - ORD
Nonstop6h 25mAlaska Airlines
Deal found 3/18$359
Wed 5/1512:45 amORD - ANC
Nonstop6h 27mAlaska Airlines
Tue 5/2111:15 pmANC - ORD
Nonstop6h 35mAlaska Airlines
Deal found 3/18$369
Wed 5/17:54 pmORD - ANC
Nonstop6h 29mUnited Airlines
Tue 5/2112:25 amANC - ORD
Nonstop6h 17mUnited Airlines
Deal found 3/18$381
Wed 5/1512:45 amORD - ANC
Nonstop6h 27mAlaska Airlines
Sun 5/2611:15 pmANC - ORD
Nonstop6h 35mAlaska Airlines
Deal found 3/18$385
Thu 5/99:30 amORD - ANC
Nonstop6h 40mAlaska Airlines
Sun 5/1911:15 pmANC - ORD
Nonstop6h 35mAlaska Airlines
Deal found 3/18$397
Mon 5/2012:45 amORD - ANC
Nonstop6h 27mAlaska Airlines
Wed 5/2911:15 pmANC - ORD
Nonstop6h 35mAlaska Airlines
Deal found 3/17$403
Mon 5/2012:45 amORD - ANC
Nonstop6h 27mAlaska Airlines
Sat 5/2511:15 pmANC - ORD
Nonstop6h 35mAlaska Airlines
Deal found 3/18$413
Fri 5/109:30 amORD - ANC
Nonstop6h 40mAlaska Airlines
Tue 5/219:44 pmANC - ORD
Nonstop6h 36mAlaska Airlines
Deal found 3/18$428
Tue 4/93:50 pmORD - ANC
Nonstop6h 39mUnited Airlines
Fri 4/128:40 pmANC - ORD
Nonstop6h 17mUnited Airlines
Deal found 3/18$439

Chicago to Alaska flights leaving soon

Find last-minute flight options from Chicago to Alaska for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,145,932 searches. Data last updated March 19, 2024.
Have a look at some of the last-minute flights available departing from Chicago to Alaska. Users should examine the flight details to ensure there are no surprises.
Mon 3/255:55 pmORD - ANC
2 stops20h 40mAlaska Airlines
Mon 4/17:55 pmANC - ORD
1 stop13h 09mAlaska Airlines
Deal found 3/17$628
Sun 3/2411:45 amORD - ANC
Nonstop6h 46mAlaska Airlines
Sun 3/241:25 amANC - ORD
1 stop12h 21mAlaska Airlines
Deal found 3/18$664
Sun 3/2411:45 amORD - ANC
Nonstop6h 46mAlaska Airlines
Mon 3/257:55 pmANC - ORD
1 stop17h 51mAlaska Airlines
Deal found 3/18$670
Thu 3/287:19 pmORD - FAI
1 stop18h 30mAlaska Airlines
Wed 4/33:48 pmFAI - ORD
1 stop10h 57mAlaska Airlines
Deal found 3/18$689
Thu 3/282:02 pmORD - FAI
1 stop13h 16mAlaska Airlines
Wed 4/37:45 amFAI - ORD
2 stops19h 00mAlaska Airlines
Deal found 3/18$692
Thu 3/288:00 amORD - FAI
2 stops11h 42mAlaska Airlines
Wed 4/37:45 amFAI - ORD
2 stops19h 00mAlaska Airlines
Deal found 3/18$697
Mon 3/255:55 pmORD - ANC
2 stops20h 40mAlaska Airlines
Sun 3/311:55 amANC - ORD
1 stop19h 03mAlaska Airlines
Deal found 3/17$703
Sun 3/2411:45 amORD - ANC
Nonstop6h 46mAlaska Airlines
Fri 3/298:00 amANC - ORD
1 stop18h 45mAlaska Airlines
Deal found 3/18$705
Mon 3/255:55 pmORD - ANC
2 stops20h 40mAlaska Airlines
Sun 3/312:10 amANC - ORD
2 stops18h 48mAlaska Airlines
Deal found 3/17$710

One-way flights to Alaska from Chicago

Search for one-way flight options from Chicago to Alaska. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,145,932 searches. Data last updated March 19, 2024.
Users in need of a one-way flight from Chicago to Alaska can choose from these deals. Users can also find round-trip Chicago to Alaska flights by using the search form above.
Sat 4/209:30 amORD - ANC
Nonstop6h 40mAlaska Airlines
Deal found 3/18$181
Sat 4/206:10 amORD - ANC
1 stop9h 26mDelta
Deal found 3/18$190
Fri 5/39:30 amORD - ANC
Nonstop6h 40mAlaska Airlines
Deal found 3/18$191
Wed 5/11:45 pmORD - ANC
2 stops13h 34mDelta
Deal found 3/18$195
Mon 5/2012:45 amORD - ANC
Nonstop6h 27mAlaska Airlines
Deal found 3/17$197
Sat 4/206:00 amORD - ANC
2 stops21h 24mAlaska Airlines
Deal found 3/18$201
Thu 9/52:13 pmORD - ANC
1 stop11h 20mDelta
Deal found 3/18$206
Thu 9/55:20 pmORD - ANC
2 stops11h 25mDelta
Deal found 3/18$211
Fri 5/108:45 amORD - ANC
2 stops16h 24mDelta
Deal found 3/18$217

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 3,145,932 searches. Data last updated March 19, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$359 - $510

Route

Depart

Return

Price

Chicago O'Hare IntlAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Wed 4/17

Nonstop6h 40m

Anchorage

Wed 4/24

Nonstop6h 25m

$359

Chicago O'Hare IntlAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Tue 4/23

Nonstop6h 40m

Anchorage

Fri 4/26

1 stop13h 40m

$369

Chicago O'Hare IntlAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Wed 4/17

1 stop9h 26m

Anchorage

Tue 4/23

1 stop8h 54m

$378

Chicago O'Hare IntlAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Sat 5/4

Nonstop6h 40m

Anchorage

Sat 5/11

1 stop19h 08m

$379

Chicago O'Hare IntlAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Wed 5/1

Nonstop6h 29m

Anchorage

Tue 5/21

Nonstop6h 17m

$381

Chicago MidwayAnchorage

MDW - ANC

MDWANC

Chicago Midway

Wed 4/17

1 stop11h 12m

Anchorage

Wed 4/24

2 stops14h 20m

$385

Chicago O'Hare IntlAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Fri 5/17

1 stop17h 41m

Anchorage

Sat 5/25

1 stop28h 18m

$435

Chicago O'Hare IntlAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Sun 6/9

1 stop18h 58m

Anchorage

Wed 6/19

Nonstop6h 10m

$473

Chicago O'Hare IntlAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Sun 8/25

Nonstop6h 33m

Anchorage

Sat 8/31

1 stop22h 14m

$510

Flights are sorted by cheapest first

Deals found on 3/18

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 March 19, 2024.
To help decide which airline to fly from Chicago to Alaska, see what other customers have to say about Sun Country Air, Alaska Airlines and Delta. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
9,150 reviews

Overall

8.1

Boarding

8.2

Crew

8.6

Food

7.3

Entertainment

7.4

Comfort

7.9

Reviews

1 / 10

This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.

8.1
Very good
9,150 reviews
8.1
Very good
9,150 reviews

Overall

8.1

Boarding

8.2

Crew

8.6

Food

7.3

Entertainment

7.4

Comfort

7.9

Reviews

1 / 10

This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.

8.1
Very good
11,551 reviews
8.1
Very good
9,150 reviews

Overall

8.1

Boarding

8.2

Crew

8.6

Food

7.3

Entertainment

7.4

Comfort

7.9

Reviews

1 / 10

This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.

7.4
Good
11,602 reviews
8.1
Very good
9,150 reviews

Overall

8.1

Boarding

8.2

Crew

8.6

Food

7.3

Entertainment

7.4

Comfort

7.9

Reviews

1 / 10

This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.

7.3
Good
15,298 reviews
8.1
Very good
9,150 reviews

Overall

8.1

Boarding

8.2

Crew

8.6

Food

7.3

Entertainment

7.4

Comfort

7.9

Reviews

1 / 10

This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.

7.3
Good
704 reviews
8.1
Very good
9,150 reviews

Overall

8.1

Boarding

8.2

Crew

8.6

Food

7.3

Entertainment

7.4

Comfort

7.9

Reviews

1 / 10

This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.

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.
  • Can I find flights from Chicago to Alaska for under $400 on Cheapflights?

    Yes, there are multiple flights from Chicago to Alaska for under $400. The cheapest flight booked recently is on Alaska Airlines for just $359, but on average you can expect to pay $389.

  • Are there nonstop flights from Chicago to Alaska for under $400 on Cheapflights?

    Cheapflights has at least 20 direct flights from Chicago to Alaska under $400. A good price for a nonstop flight from Chicago to Alaska is less than $444.

  • Are there last-minute flights available from Chicago to Alaska for under $700?

    There are currently 20+ open flights from Chicago to Alaska within the next 7 days for less than $700.

  • 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 $181 on Alaska Airlines. Other airlines that offer cheap prices include Delta from $190 and Sun Country Air from $235 one-way.

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

  • What are the most popular airlines that fly from Chicago to Alaska?

  • What are the cheapest flights from Chicago to Alaska?

    Looking at all options, your cheapest flight can be booked for $196. While the most popular route (Chicago O'Hare Intl - Anchorage) can be booked for $356 on average our data indicates $669 when flying from Chicago to Alaska.

  • What does ORD to ANC mean?

    Great question - ORD to ANC just means Chicago O'Hare Intl Airport to Anchorage Airport. Now you’ll know what these unique codes when you look for flights! This flight route has multiple associated airports, so we think it might be helpful to learn the name and codes of them as well. They are Fairbanks Airport (FAI), Juneau Intl Airport (JNU), Ketchikan Airport (KTN), Sitka Airport (SIT), Kodiak Airport (ADQ).

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.

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 3,145,932 searches. Data last updated March 19, 2024.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$168Average$630FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Alaska AirlinesCheapest$195Average$638FlexibilityNo cancel feeOn-time75%
Search Alaska Airlines flights
DeltaCheapest$266Average$507FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapest$279Average$741FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Sun Country AirCheapest$537Average$558FlexibilityNo cancel feeOn-time83%
Search Sun Country Air flights

Search flights from Chicago to Alaska by cabin class

Find flights from Chicago to Alaska, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Chicago to Alaska?

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Why should you use Cheapflights to find cheap flight tickets from Chicago to Alaska?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Chicago to Alaska for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Chicago to Alaska with no change fees?

Need flexible booking options for your flight to Alaska from Chicago? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Chicago to Alaska become cheaper?

Of course! You can now track prices for flights from Chicago to Alaska and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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