How does KAYAK find such low prices on flights from Alaska to Chicago?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Alaska to Chicago. Visit our flight page for the latest deals!>/a>

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Alaska to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Alaska is likely to change within 7 days, so travelers know whether to wait or book now. Visit our flight page for the latest deals!>/a>

What is the Hacker Fare option on flights from Alaska to Chicago?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Alaska with another airline. Visit our flight page for the latest deals!>/a>

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Alaska to Chicago?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Alaska up to 3 days before/after your preferred dates. You can then pick the flights that suit you best. Visit our flight page for the latest deals!>/a>

$173 CHEAP FLIGHTS from Alaska to Chicago

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

...and more

Travelers love KAYAK

41,299,237 searches in the past 7 days on KAYAK

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Filter your dealsChoose cabin class, free Wi-Fi and more.

Cheapest round-trip

$338

Overall average: $400

Alaska Airlines

Thu 11/13Wed 11/19

ANC - ORD • 1 stop

Cheapest non-stop

$392

Typical prices: $254-$592

United Airlines

Tue 11/11Sun 11/16

ANC - ORD • Non-stop

Start a new search

KAYAK searches 100s of sites at once to find you the best travel deals.

We hope you love your trip to Chicago!

Flight Deals

Cheap Flights from Alaska to Chicago

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Alaska to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Alaska to Chicago

Thu, Nov 13 - Wed, Nov 19

7:05 am - 9:40 pmANC-ORD

11h 35m1 stop

8:00 am - 4:35 pmORD-ANC

11h 35m1 stop

$338Alaska Airlines

Find Deal

Wed, Dec 3 - Sat, Dec 6

5:24 pm - 6:21 amANC-ORD

9h 57m1 stop

8:00 am - 5:26 pmORD-ANC

12h 26m2 stops

$343Alaska Airlines

Find Deal

Tue, Apr 7 - Wed, Apr 8

2:35 pm - 5:00 amANC-ORD

11h 25m1 stop

7:00 am - 1:20 pmORD-ANC

9h 20m1 stop

$352Hawaiian Airlines

Find Deal

Tue, Nov 18 - Fri, Nov 28

6:05 am - 4:52 pmANC-ORD

7h 47m1 stop

7:47 am - 4:42 pmORD-ANC

11h 55m1 stop

$358Delta

Find Deal

Wed, Dec 3 - Fri, Dec 12

9:45 pm - 9:19 amANC-MDW

8h 34m1 stop

7:02 pm - 12:57 amMDW-ANC

8h 55m1 stop

$358Delta

Find Deal

Thu, Nov 13 - Wed, Nov 19

9:05 am - 9:40 pmANC-ORD

9h 35m1 stop

8:00 am - 5:32 pmORD-ANC

12h 32m2 stops

$360Multiple Airlines

Find Deal

Mon, Nov 17 - Fri, Nov 28

12:30 am - 3:02 pmANC-ORD

11h 32m2 stops

7:47 am - 4:42 pmORD-ANC

11h 55m1 stop

$363Delta

Find Deal

Wed, Nov 19 - Thu, Nov 27

12:30 am - 6:08 pmANC-MDW

14h 38m2 stops

9:41 am - 6:46 pmMDW-ANC

12h 05m1 stop

$363Delta

Find Deal

Tue, Nov 11 - Sun, Nov 16

9:07 pm - 6:09 amANC-ORD

6h 02mnonstop

4:05 pm - 7:59 pmORD-ANC

6h 54mnonstop

$392United Airlines

Find Deal

Thu, Nov 13 - Wed, Nov 19

9:07 pm - 6:09 amANC-ORD

6h 02mnonstop

4:05 pm - 7:59 pmORD-ANC

6h 54mnonstop

$472United Airlines

Find Deal

Useful Info

Low season	January
High season	October
Cheapest flight	$173

Best time to beat the crowds with an average 11% drop in price.

Most popular time to fly with an average 2% increase in price.

Flight from Anchorage to Chicago O'Hare Airport

How does KAYAK find such low prices on flights from Alaska to Chicago?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Alaska to Chicago.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Alaska to Chicago?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Alaska is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from Alaska to Chicago?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Alaska with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Alaska to Chicago?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Alaska up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Merrillville

Saint Joseph

Hammond

Portage

Lansing

Valparaiso

Chesterton

Munster

Schererville

Porter

Monticello

Saint John

Griffith

Everything you need to know for your flight to Chicago

Cabin class

Complete your trip

Direct Flights

Flights to other cities

Origins

Other airports

Return flight deals

Cabin class types available on flights to Alaska

First Class flights to Chicagofrom $1,479

Business Class flights to Chicagofrom $809

Prem Econ Class flights to Chicagofrom $820

Economy Class flights to Chicagofrom $275

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.

$173 Find Cheap Flights from Alaska to Chicago

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

Everything you should know

Cheap Flights from Alaska to Chicago

Recent round-trip flight deals from Alaska to Chicago

Recent one-way flight deals from Alaska to Chicago

Recent last minute flight deals from Alaska to Chicago

Recent direct flight deals from Alaska to Chicago

Good to know

FAQs for booking flights from Alaska to Chicago

How does KAYAK find such low prices on flights from Alaska to Chicago?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Alaska to Chicago.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Alaska to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Alaska is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Alaska to Chicago?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Alaska with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Alaska to Chicago?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Alaska up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Chicago?

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Alaska

Complete your trip to Chicago with a hotel stay or car rental

Find direct flights for Chicago

Flights to other popular destinations

Flights from domestic origins to Chicago

Choose which airport to fly into in Chicago

Find deals for your return flight