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>

$125 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

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

Sat, Nov 1 - Fri, Nov 7

6:00 am - 5:18 pmANC-ORD

8h 18m1 stop

7:37 am - 4:22 pmORD-ANC

11h 45m1 stop

$270Delta

Find Deal

Sat, Nov 1 - Fri, Nov 7

8:15 pm - 10:45 amANC-MDW

11h 30m1 stop

7:10 pm - 12:51 amMDW-ANC

8h 41m1 stop

$270Delta

Find Deal

Fri, Oct 10 - Sat, Oct 18

11:49 pm - 1:12 pmANC-ORD

10h 23m1 stop

4:10 pm - 7:57 pmORD-ANC

6h 47mnonstop

$313United Airlines

Find Deal

Wed, Oct 15 - Mon, Oct 20

9:04 pm - 6:13 amANC-ORD

6h 09mnonstop

4:10 pm - 7:57 pmORD-ANC

6h 47mnonstop

$318United Airlines

Find Deal

Sat, Oct 11 - Fri, Oct 17

11:11 pm - 8:40 amANC-ORD

6h 29mnonstop

7:00 am - 8:48 pmORD-ANC

16h 48m1 stop

$328Alaska Airlines

Find Deal

Thu, Oct 9 - Sat, Oct 18

1:47 am - 5:01 amANC-ORD

24h 14m1 stop

8:20 am - 12:18 pmORD-ANC

6h 58mnonstop

$331Alaska Airlines

Find Deal

Sat, Oct 11 - Fri, Oct 17

4:34 pm - 6:24 amANC-ORD

10h 50m1 stop

6:00 am - 2:15 pmORD-ANC

11h 15m1 stop

$335Hawaiian Airlines

Find Deal

Mon, Jan 12 - Sun, Feb 8

1:15 am - 1:04 pmANC-ORD

8h 49m1 stop

7:45 am - 4:17 pmORD-ANC

11h 32m1 stop

$338Hawaiian Airlines

Find Deal

Thu, Oct 9 - Mon, Oct 13

2:00 am - 5:00 pmFAI-ORD

12h 00m1 stop

6:01 pm - 2:35 amORD-FAI

11h 34m1 stop

$662American Airlines

Find Deal

Wed, Oct 8 - Sun, Oct 12

2:00 am - 5:00 pmFAI-ORD

12h 00m1 stop

6:01 pm - 2:35 amORD-FAI

11h 34m1 stop

$828American Airlines

Find Deal

Cheapest round-trip

$270

Overall average: $425

Delta

Sat 11/1Fri 11/7

ANC - ORD • 1 stop

Cheapest non-stop

$318

Typical prices: $345-452

United Airlines

Wed 10/15Mon 10/20

ANC - ORD • Non-stop

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

We hope you love your trip to Chicago!

Useful Info

Low season	January
High season	October
Cheapest flight	$125

Best time to beat the crowds with an average 12% drop in price.

Most popular time to fly and prices are also 4% 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

Valparaiso

Lansing

Munster

Chesterton

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 $812

Business Class flights to Chicagofrom $1,915

Prem Econ Class flights to Chicagofrom $697

Economy Class flights to Chicagofrom $208

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

$125 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

Everything you should know

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