Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Alaska to Chicago from $169

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Alaska to Chicago departing on 6/17. 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 Alaska to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
9:15 pm - 11:45 am
ANC
-
ORD
11h 30m1 stop
Delta Logo
7:40 am - 8:44 pm
ORD
-
ANC
16h 04m1 stop
$350Delta
Thu, Feb 12 - Mon, Feb 16
Alaska Airlines Logo
11:23 pm - 8:40 am
ANC
-
ORD
6h 17mnonstop
Alaska Airlines Logo
7:20 am - 10:09 am
ORD
-
ANC
29h 49m1 stop
$351Alaska Airlines
Fri, Jun 5 - Fri, Jun 12
Alaska Airlines Logo
4:00 pm - 1:07 pm
ANC
-
ORD
18h 07m1 stop
Alaska Airlines Logo
3:20 pm - 12:17 am
ORD
-
ANC
11h 57m1 stop
$352Alaska Airlines
Mon, Mar 30 - Tue, Mar 31
Alaska Airlines Logo
2:30 am - 3:58 pm
ANC
-
ORD
10h 28m1 stop
Alaska Airlines Logo
6:50 pm - 1:28 am
ORD
-
ANC
9h 38m1 stop
$357Alaska Airlines
Sun, May 3 - Tue, May 12
Alaska Airlines Logo
12:59 am - 7:52 pm
ANC
-
ORD
15h 53m1 stop
Alaska Airlines Logo
6:00 am - 5:22 pm
ORD
-
ANC
14h 22m1 stop
$358Alaska Airlines
Wed, May 6 - Wed, May 13
Delta Logo
3:44 pm - 1:25 pm
ANC
-
ORD
18h 41m1 stop
Delta Logo
6:00 am - 12:33 am
ORD
-
ANC
21h 33m1 stop
$359Delta
Fri, May 1 - Mon, May 11
Delta Logo
6:00 am - 5:22 pm
ANC
-
ORD
8h 22m1 stop
Delta Logo
8:55 am - 12:33 am
ORD
-
ANC
18h 38m2 stops
$363Delta
Thu, May 7 - Sat, May 9
Delta Logo
9:15 pm - 4:18 pm
ANC
-
ORD
16h 03m2 stops
Delta Logo
12:50 pm - 10:03 am
ORD
-
ANC
24h 13m1 stop
$366Delta
Mon, May 4 - Wed, May 13
Delta Logo
6:10 am - 11:59 pm
ANC
-
ORD
14h 49m2 stops
Delta Logo
8:50 am - 10:18 pm
ORD
-
ANC
16h 28m2 stops
$368Delta
Tue, Jan 13 - Sun, Feb 8
Alaska Airlines Logo
12:49 am - 1:10 pm
ANC
-
ORD
9h 21m1 stop
Alaska Airlines Logo
8:00 am - 5:29 pm
ORD
-
ANC
12h 29m2 stops
$374Alaska Airlines
Mon, Jan 19 - Sat, Jan 24

Delta flights from Alaska to Chicago O'Hare Intl Airport

Our best Delta deals on Alaska to Chicago O'Hare Intl Airport flight tickets
Delta
Feb 12
ANC9:15 pmAnchorage
11h 30m
1 stop
ORD11:45 amChicago O'Hare Intl
Feb 16
ORD7:40 amChicago O'Hare Intl
16h 04m
1 stop
ANC8:44 pmAnchorage
$350
Find similar
Delta
May 1
ANC3:44 pmAnchorage
18h 41m
1 stop
ORD1:25 pmChicago O'Hare Intl
May 11
ORD6:00 amChicago O'Hare Intl
21h 33m
1 stop
ANC12:33 amAnchorage
$359
Find similar
Delta
May 4
ANC9:15 pmAnchorage
16h 03m
2 stops
ORD4:18 pmChicago O'Hare Intl
May 13
ORD12:50 pmChicago O'Hare Intl
24h 13m
1 stop
ANC10:03 amAnchorage
$366
Find similar

United Airlines flights from Alaska to Chicago O'Hare Intl Airport

Our best United Airlines deals on Alaska to Chicago O'Hare Intl Airport flight tickets
United Airlines
Mar 27
ANC9:10 pmAnchorage
6h 07m
ORD6:17 amChicago O'Hare Intl
Mar 30
ORD4:10 pmChicago O'Hare Intl
6h 45m
ANC7:55 pmAnchorage
$518
Find similar
United Airlines
Mar 27
ANC9:10 pmAnchorage
6h 07m
ORD6:17 amChicago O'Hare Intl
Mar 30
ORD2:10 pmChicago O'Hare Intl
11h 35m
1 stop
ANC10:45 pmAnchorage
$528
Find similar
United Airlines
Mar 30
ANC9:04 pmAnchorage
6h 16m
ORD6:20 amChicago O'Hare Intl
Mar 31
ORD4:10 pmChicago O'Hare Intl
6h 45m
ANC7:55 pmAnchorage
$593
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Alaska to Chicago O'Hare Intl Airport 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 December 22, 2025.
Use the filters below to find and compare flights from Alaska to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Thu 2/12

9:15 pm-11:45 am

1 stop11h 30m

Chicago O'Hare Intl

Mon 2/16

7:40 am-8:44 pm

1 stop16h 04m

$350

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Fri 6/5

11:23 pm-8:40 am

Nonstop6h 17m

Chicago O'Hare Intl

Fri 6/12

7:20 am-10:09 am

1 stop29h 49m

$351

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Mon 3/30

4:00 pm-1:07 pm

1 stop18h 07m

Chicago O'Hare Intl

Tue 3/31

3:20 pm-12:17 am

1 stop11h 57m

$352

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Sun 5/3

2:30 am-3:58 pm

1 stop10h 28m

Chicago O'Hare Intl

Tue 5/12

6:50 pm-1:28 am

1 stop9h 38m

$357

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Wed 5/6

12:59 am-7:52 pm

1 stop15h 53m

Chicago O'Hare Intl

Wed 5/13

6:00 am-5:22 pm

1 stop14h 22m

$358

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Fri 5/1

3:44 pm-1:25 pm

1 stop18h 41m

Chicago O'Hare Intl

Mon 5/11

6:00 am-12:33 am

1 stop21h 33m

$359

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Thu 5/7

6:00 am-5:22 pm

1 stop8h 22m

Chicago O'Hare Intl

Sat 5/9

8:55 am-12:33 am

2 stops18h 38m

$363

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Mon 5/4

9:15 pm-4:18 pm

2 stops16h 03m

Chicago O'Hare Intl

Wed 5/13

12:50 pm-10:03 am

1 stop24h 13m

$366

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Tue 1/13

6:10 am-11:59 pm

2 stops14h 49m

Chicago O'Hare Intl

Sun 2/8

8:50 am-10:18 pm

2 stops16h 28m

$368

AnchorageChicago

ANC - ORD

ANCORD

Anchorage

Mon 1/19

12:49 am-1:10 pm

1 stop9h 21m

Chicago O'Hare Intl

Sat 1/24

8:00 am-5:29 pm

2 stops12h 29m

$374

Flights are sorted by cheapest round-trip flights first.

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

See travel insights to Chicago from

How to get the cheapest flight ticket from Alaska to Chicago O'Hare Intl Airport

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 Chicago O'Hare Intl Airport?

The month of November is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Alaska averaging around $357.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Tuesday when prices can be found for as low as $644. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Alaska because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $798.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Alaska in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $414 when looking at flights departing in the afternoon. Try not to purchase tickets in the evening because they tend to be around $703. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Alaska to Chicago O'Hare Intl flight route?

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

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Alaska when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $496 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Alaska for as low as $225 on momondo.

What cabin class options are available on Alaska to Chicago O'Hare Intl flights?

There are 4 cabin classes available to choose from on Alaska to Chicago O'Hare Intl 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 Alaska to Chicago O'Hare Intl Airport flights?

No. A direct flight is the cheapest option for a flight between Alaska to Chicago O'Hare Intl Airport.

Cheap Alaska to Chicago O'Hare Intl Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Alaska to Chicago O'Hare Intl Airport

Best Price Found

$282

Fastest flight time

6h 07m

Direct flights

Tue, Wed, Thu, Fri, Sat and Sun
The best one-way flight to Chicago O'Hare Intl Airport from Alaska in the past 72 hours is $282. The best round-trip flight deal from Alaska to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $747.
The fastest flight from Alaska to Chicago O'Hare Intl Airport takes 6h 07m
Direct flights go from Alaska to Chicago O'Hare Intl Airport on Tuesday, Wednesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
Search flight deals

  • When did momondo last update prices for flights from Alaska to Chicago O'Hare Intl Airport?

    Prices for flights from Alaska to Chicago O'Hare Intl Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Alaska to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Alaska to Chicago O'Hare Intl Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Alaska to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents required for your trip to Chicago O'Hare Intl Airport 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 Chicago O'Hare Intl Airport. 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 Alaska to Chicago O'Hare Intl Airport?

Best airlines flying from Alaska to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Alaska to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Hawaiian AirlinesPriceFrom $187Free CancellationRating
7.8
2,820 reviews
Search Hawaiian Airlines flights
DeltaPriceFrom $259Free CancellationRating
7.9
8,014 reviews
Search Delta flights
United AirlinesPriceFrom $314Free CancellationRating
7.4
9,105 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $318Free CancellationRating
8.0
11,512 reviews
Search Alaska Airlines flights
American AirlinesPriceFrom $338Free CancellationRating
7.2
11,054 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Janesville
Tinley Park
Aurora
Elgin
Benton Harbor

Why use momondo?

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

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

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

momondo does allow users to show only those flights to Chicago from Alaska which offer a flexible booking policy as well as other useful filters and features.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Alaska.

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

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

An easier way to manage your Chicago O'Hare Intl Airport 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
Wed 1/21
Wed 1/28
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago