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>

$154 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

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

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

Flight Deals

Cheap Flights from Alaska to Chicago

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

Wed, Apr 1 - Wed, Apr 8

8:50 pm - 6:05 am

ANC

ORD

6h 15mnonstop

2:35 pm - 10:45 pm

ORD

ANC

11h 10m

1 stop

$269United Airlines

Tue, Mar 31 - Wed, Apr 8

1:34 am - 1:25 pm

ANC

ORD

8h 51m

1 stop

7:25 am - 2:45 pm

ORD

ANC

10h 20m

1 stop

$279Delta

Tue, Mar 31 - Wed, Apr 8

1:34 am - 7:49 pm

ANC

ORD

15h 15m

2 stops

7:25 am - 8:35 pm

ORD

ANC

16h 10m

1 stop

$284Delta

Tue, Mar 31 - Wed, Apr 8

1:34 am - 7:49 pm

ANC

ORD

15h 15m

2 stops

7:20 am - 8:35 pm

ORD

ANC

16h 15m

2 stops

$289Delta

Wed, Apr 15 - Mon, Apr 20

1:30 am - 4:39 pm

ANC

ORD

12h 09m

1 stop

7:15 am - 2:33 pm

ORD

ANC

10h 18m

1 stop

$309Delta

Sat, Apr 18 - Thu, Apr 30

6:00 am - 11:58 pm

ANC

ORD

14h 58m

1 stop

6:00 pm - 12:25 am

ORD

ANC

9h 25m

1 stop

$324Delta

Thu, May 7 - Wed, May 13

9:59 pm - 8:42 am

ANC

MDW

7h 43m

1 stop

9:23 am - 8:49 pm

MDW

ANC

14h 26m

1 stop

$324Delta

Mon, Apr 13 - Thu, Apr 23

11:01 am - 6:39 am

FAI

ORD

16h 38m

2 stops

6:00 am - 12:58 pm

ORD

FAI

9h 58m

1 stop

$382Alaska Airlines

Mon, Apr 13 - Thu, Apr 23

1:34 pm - 6:39 am

FAI

ORD

14h 05m

2 stops

6:00 am - 7:03 pm

ORD

FAI

16h 03m

2 stops

$386Alaska Airlines

Thu, Jul 2 - Mon, Jul 6

5:30 am - 7:46 pm

FAI

ORD

11h 16m

1 stop

5:55 pm - 2:15 am

ORD

FAI

11h 20m

1 stop

$486American Airlines

Useful Info

Low season	January
High season	April
Cheapest flight	$154

Best time to beat the crowds but there is an average 4% increase in price.

Most popular time to fly with an average 24% 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

Griffith

Saint John

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 $1,825

Business Class flights to Chicagofrom $809

Premium Economy Class flights to Chicagofrom $820

Economy Class flights to Chicagofrom $283

$154 Find Cheap Flights from Alaska to Chicago

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

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