Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Alaska from $171

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Alaska departing on 4/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Chicago to Alaska

Cheap round-trip flights

Enter your travel dates to find the best prices.
Hawaiian Airlines Logo
5:29 pm - 12:03 am
ORD
-
ANC
9h 34m
1 stop
Hawaiian Airlines Logo
2:26 am - 2:11 pm
ANC
-
ORD
8h 45m
1 stop
$342Hawaiian Airlines
Tue, Mar 10 - Mon, Mar 16
Alaska Airlines Logo
7:59 pm - 12:46 pm
ORD
-
ANC
19h 47m
1 stop
Alaska Airlines Logo
11:23 pm - 8:40 am
ANC
-
ORD
6h 17mnonstop
$349Alaska Airlines
Fri, May 15 - Sun, May 24
Alaska Airlines Logo
7:20 am - 10:09 am
ORD
-
ANC
29h 49m
1 stop
Alaska Airlines Logo
11:24 pm - 8:40 am
ANC
-
ORD
6h 16mnonstop
$352Alaska Airlines
Fri, Jun 19 - Tue, Jun 30
Alaska Airlines Logo
3:43 pm - 12:46 pm
ORD
-
ANC
24h 03m
1 stop
Alaska Airlines Logo
11:23 pm - 8:40 am
ANC
-
ORD
6h 17mnonstop
$353Alaska Airlines
Fri, May 15 - Sun, May 24
Delta Logo
6:00 pm - 1:35 am
ORD
-
ANC
10h 35m
1 stop
Delta Logo
11:30 am - 11:47 pm
ANC
-
ORD
9h 17m
1 stop
$359Delta
Mon, Jun 1 - Mon, Jun 8
Delta Logo
9:30 am - 6:51 pm
MDW
-
ANC
12h 21m
1 stop
Delta Logo
9:15 pm - 1:25 pm
ANC
-
MDW
13h 10m
1 stop
$359Delta
Tue, Mar 10 - Tue, Mar 17
Delta Logo
6:00 am - 12:33 am
ORD
-
ANC
21h 33m
1 stop
Delta Logo
12:30 am - 9:58 pm
ANC
-
ORD
18h 28m
1 stop
$360Delta
Thu, Jul 2 - Thu, Jul 9
Alaska Airlines Logo
6:00 am - 11:40 pm
ORD
-
ANC
20h 40m
1 stop
Alaska Airlines Logo
9:05 am - 5:00 am
ANC
-
ORD
16h 55m
1 stop
$362Alaska Airlines
Fri, Jun 5 - Wed, Jun 10
American Airlines Logo
8:58 pm - 8:27 am
ORD
-
JNU
14h 29m
1 stop
American Airlines Logo
5:00 am - 9:37 pm
JNU
-
ORD
13h 37m
1 stop
$512American Airlines
Thu, Jul 2 - Sun, Jul 12
American Airlines Logo
11:44 am - 7:43 pm
ORD
-
KTN
10h 59m
1 stop
American Airlines Logo
7:23 pm - 6:05 am
KTN
-
ORD
7h 42m
1 stop
$646American Airlines
Tue, Jul 7 - Fri, Jul 17

Alaska Airlines flights from Chicago to Alaska

Our best Alaska Airlines deals on Chicago to Alaska flight tickets
Alaska Airlines
Feb 20
ORD2:07 pmChicago O'Hare Intl
13h 23m
1 stop
ANC12:30 amAnchorage
Feb 21
ANC12:29 amAnchorage
10h 36m
1 stop
ORD2:05 pmChicago O'Hare Intl
$359
Alaska Airlines
Feb 18
ORD5:29 pmChicago O'Hare Intl
19h 50m
1 stop
ANC10:19 amAnchorage
Feb 21
ANC5:15 amAnchorage
29h 50m
1 stop
ORD2:05 pmChicago O'Hare Intl
$362
Alaska Airlines
Apr 3
ORD8:00 amChicago O'Hare Intl
16h 35m
1 stop
ANC9:35 pmAnchorage
Apr 7
ANC12:00 pmAnchorage
15h 39m
2 stops
ORD6:39 amChicago O'Hare Intl
$366

Delta flights from Chicago to Alaska

Our best Delta deals on Chicago to Alaska flight tickets
Delta
Apr 16
MDW9:31 amChicago Midway
12h 15m
1 stop
ANC6:46 pmAnchorage
Apr 20
ANC9:15 pmAnchorage
13h 17m
1 stop
MDW1:32 pmChicago Midway
$359
Delta
Mar 10
MDW2:05 pmChicago Midway
13h 23m
2 stops
ANC12:28 amAnchorage
Mar 17
ANC9:15 pmAnchorage
13h 10m
1 stop
MDW1:25 pmChicago Midway
$364
Delta
Apr 16
MDW9:31 amChicago Midway
12h 15m
1 stop
ANC6:46 pmAnchorage
Apr 20
ANC1:44 pmAnchorage
16h 03m
2 stops
MDW8:47 amChicago Midway
$366

momondo 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, momondo users made 832,500 searches. Data last updated January 25, 2026.
Use the filters below to find and compare flights from Chicago to Alaska that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Tue 3/10

5:29 pm-12:03 am

1 stop9h 34m

Anchorage

Mon 3/16

2:26 am-2:11 pm

1 stop8h 45m

$342

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Fri 5/15

7:59 pm-12:46 pm

1 stop19h 47m

Anchorage

Sun 5/24

11:23 pm-8:40 am

Nonstop6h 17m

$349

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Fri 6/19

7:20 am-10:09 am

1 stop29h 49m

Anchorage

Tue 6/30

11:24 pm-8:40 am

Nonstop6h 16m

$352

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Fri 5/15

3:43 pm-12:46 pm

1 stop24h 03m

Anchorage

Sun 5/24

11:23 pm-8:40 am

Nonstop6h 17m

$353

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Mon 6/1

6:00 pm-1:35 am

1 stop10h 35m

Anchorage

Mon 6/8

11:30 am-11:47 pm

1 stop9h 17m

$359

ChicagoAnchorage

MDW - ANC

MDWANC

Chicago Midway

Tue 3/10

9:30 am-6:51 pm

1 stop12h 21m

Anchorage

Tue 3/17

9:15 pm-1:25 pm

1 stop13h 10m

$359

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Thu 7/2

6:00 am-12:33 am

1 stop21h 33m

Anchorage

Thu 7/9

12:30 am-9:58 pm

1 stop18h 28m

$360

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Fri 6/5

6:00 am-11:40 pm

1 stop20h 40m

Anchorage

Wed 6/10

9:05 am-5:00 am

1 stop16h 55m

$362

ChicagoJuneau

ORD - JNU

ORDJNU

Chicago O'Hare Intl

Thu 7/2

8:58 pm-8:27 am

1 stop14h 29m

Juneau Intl

Sun 7/12

5:00 am-9:37 pm

1 stop13h 37m

$512

ChicagoKetchikan

ORD - KTN

ORDKTN

Chicago O'Hare Intl

Tue 7/7

11:44 am-7:43 pm

1 stop10h 59m

Ketchikan

Fri 7/17

7:23 pm-6:05 am

1 stop7h 42m

$646

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Alaska from

How to get the cheapest flight ticket from Chicago to Alaska

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Alaska?

If you don’t want to visit Alaska in October, then you should wait until April to fly from Chicago, when ticket prices are also cheap, with an average price of $386.

What is the cheapest day to depart on your flight to Alaska?

The cheapest day to depart from Chicago to Alaska is on a Wednesday. Travelers who choose to depart for Alaska on a Wednesday will often find tickets for as low as $513. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Alaska for around $595.

What is the cheapest time of day to depart on your flight to Alaska?

Our data shows that the cheapest Chicago to Alaska flights are usually those with departure times at noon. Our users have found flights to Alaska at noon for as low as $436. In the morning is when there is more demand to fly to Alaska, so prices are often more expensive at around $584 per ticket.

What is the cheapest Chicago to Alaska flight route?

Fly from Chicago O'Hare Intl to Anchorage for the best Chicago - Alaska flight prices

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

You are more likely to see cheaper flights to Alaska from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Alaska for around $516 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Alaska from Chicago for as low as $417 on momondo.

What cabin class options are available on Chicago to Alaska flights?

There are 4 cabin classes available to choose from on Chicago to Alaska flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Alaska flights?

No. A direct flight is the cheapest option for a flight between Chicago to Alaska.

Cheap Chicago to Alaska flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Alaska

Best Price Found

$232

Fastest flight time

5h 31m

Direct flights

Every day

Airports in Alaska

206 airports
The best one-way flight to Alaska from Chicago in the past 72 hours is $232. The best round-trip flight deal from Chicago to Alaska found on momondo in the last 72 hours is $419.
The fastest flight from Chicago to Alaska takes 5h 31m
Direct flights go from Chicago to Alaska every day.
There are 206 airports in Alaska. From Chicago there are direct flights to Anchorage (ANC), Fairbanks (FAI).
Search flight deals

  • When did momondo last update prices for flights from Chicago to Alaska?

    Prices for flights from Chicago to Alaska were last updated today.

  • How many operators does momondo search for flights from Chicago to Alaska?

  • How old do you have to be to fly from Chicago to Alaska?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Alaska.

  • What documentation or ID do you need to fly to Alaska?

    The travel and health documents required for your trip to Alaska can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Alaska. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Chicago to Alaska?

Best airlines flying from Chicago to Alaska

Compare and see reviews for airlines that fly from Chicago to Alaska with momondo
Airline
Rating
Free Cancellation
Price
Hawaiian AirlinesPriceFrom $187Free CancellationRating
7.8
2,829 reviews
Search Hawaiian Airlines flights
DeltaPriceFrom $198Free CancellationRating
7.9
8,111 reviews
Search Delta flights
United AirlinesPriceFrom $318Free CancellationRating
7.4
9,198 reviews
Search United Airlines flights
American AirlinesPriceFrom $318Free CancellationRating
7.2
11,197 reviews
Search American Airlines flights
Alaska AirlinesPriceFrom $348Free CancellationRating
8.0
11,787 reviews
Search Alaska Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Alaska?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Alaska. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Chicago to Alaska with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to Alaska flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to Alaska?

Once you have performed a search for Chicago to Alaska flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Chicago to Alaska right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Alaska now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Alaska and let you know when they change.

An easier way to manage your Alaska trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Tue 2/24
Tue 3/3
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Alaska

Popular cities in Alaska

Popular flights according to clicks in the last 7 days on momondo
Flights to New Yorkfrom $45
Flights to Los Angelesfrom $46
Flights to Miamifrom $49
Flights to Chicagofrom $58
Flights to Orlandofrom $44
Flights to San Franciscofrom $56
Flights to Las Vegasfrom $40
Flights to Washington, D.C.from $49
Flights to Bostonfrom $50
Flights to Atlantafrom $49
Flights to Dallasfrom $58
Flights to Seattlefrom $56