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>

$199 CHEAP FLIGHTS from Alaska to Chicago

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

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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

Thu, Jun 4 - Mon, Jun 8

9:50 pm - 7:23 am

ANC

ORD

6h 33mnonstop

5:02 pm - 8:41 pm

ORD

ANC

6h 39mnonstop

$399American Airlines

Sat, Jun 6 - Mon, Jun 8

9:50 pm - 7:23 am

ANC

ORD

6h 33mnonstop

5:02 pm - 8:41 pm

ORD

ANC

6h 39mnonstop

$408American Airlines

Tue, Jun 2 - Sat, Jun 6

11:08 pm - 8:25 am

ANC

ORD

6h 17mnonstop

3:28 pm - 9:36 pm

ORD

ANC

9h 08m

1 stop

$409Alaska Airlines

Sat, May 23 - Tue, May 26

11:08 pm - 8:25 am

ANC

ORD

6h 17mnonstop

8:05 am - 11:53 am

ORD

ANC

6h 48mnonstop

$418Alaska Airlines

Wed, Jul 8 - Sun, Jul 12

6:00 am - 6:18 pm

ANC

MDW

9h 18m

1 stop

9:49 am - 9:00 pm

MDW

ANC

14h 11m

1 stop

$419Delta

Tue, May 26 - Tue, Jun 9

2:25 am - 10:59 pm

ANC

ORD

17h 34m

1 stop

7:49 pm - 1:59 am

ORD

ANC

9h 10m

1 stop

$419Alaska Airlines

Tue, Jun 2 - Sun, Jun 7

9:59 pm - 8:36 am

ANC

ORD

7h 37m

1 stop

8:36 am - 11:20 pm

ORD

ANC

17h 44m

2 stops

$424Delta

Wed, Jul 8 - Sun, Jul 12

5:20 pm - 8:37 am

ANC

MDW

12h 17m

2 stops

9:19 am - 9:20 pm

MDW

ANC

15h 01m

1 stop

$424Delta

Fri, May 22 - Thu, May 28

10:25 pm - 2:40 pm

ANC

MDW

13h 15m

2 stops

12:35 pm - 10:45 pm

MDW

ANC

13h 10m

2 stops

$429Southwest

Thu, Sep 10 - Mon, Sep 14

12:55 am - 4:15 pm

ANC

MDW

12h 20m

2 stops

11:10 am - 11:45 pm

MDW

ANC

15h 35m

1 stop

$469Southwest

Useful Info

Low season	January
High season	September
Cheapest flight	$199

Best time to beat the crowds but there is an average 7% increase in price.

Most popular time to fly and prices are also 9% lower on average.

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

Schererville

Munster

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 $1,825

Business Class flights to Chicagofrom $809

Premium Economy Class flights to Chicagofrom $1,904

Economy Class flights to Chicagofrom $348

$199 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