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.

$211 CHEAP FLIGHTS from Alaska to Chicago

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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, Sep 30 - Wed, Oct 7

6:17 pm - 12:07 pmANC Anchorage-ORD Chicago O'Hare Intl

14h 50m1 stop Seattle/Tacoma Intl

7:00 am - 5:29 pmORD Chicago O'Hare Intl-ANC Anchorage

13h 29m1 stop Seattle/Tacoma Intl

$432Alaska Airlines

Thu, Oct 1 - Wed, Oct 7

9:54 pm - 7:25 amANC Anchorage-ORD Chicago O'Hare Intl

6h 31mnonstop

11:00 am - 7:17 pmORD Chicago O'Hare Intl-ANC Anchorage

11h 17m1 stop Dallas/Fort Worth

$433American Airlines

Tue, Sep 29 - Wed, Oct 14

9:54 pm - 7:25 amANC Anchorage-ORD Chicago O'Hare Intl

6h 31mnonstop

9:40 am - 7:17 pmORD Chicago O'Hare Intl-ANC Anchorage

12h 37m1 stop Dallas/Fort Worth

$433American Airlines

Tue, Oct 20 - Sat, Oct 31

8:59 pm - 6:10 amANC Anchorage-ORD Chicago O'Hare Intl

6h 11mnonstop

3:35 pm - 7:39 pmORD Chicago O'Hare Intl-ANC Anchorage

7h 04mnonstop

$441United Airlines

Wed, Sep 30 - Wed, Oct 7

6:17 pm - 12:07 pmANC Anchorage-ORD Chicago O'Hare Intl

14h 50m1 stop Seattle/Tacoma Intl

9:00 am - 8:51 pmORD Chicago O'Hare Intl-ANC Anchorage

14h 51m1 stop Seattle/Tacoma Intl

$443Alaska Airlines

Tue, Oct 20 - Sat, Oct 31

8:59 pm - 6:10 amANC Anchorage-ORD Chicago O'Hare Intl

6h 11mnonstop

3:56 pm - 10:56 pmORD Chicago O'Hare Intl-ANC Anchorage

10h 00m1 stop Denver Intl

$451United Airlines

Wed, Sep 30 - Wed, Oct 7

6:00 am - 6:19 pmANC Anchorage-MDW Chicago Midway

9h 19m1 stop Minneapolis St Paul

10:01 am - 8:59 pmMDW Chicago Midway-ANC Anchorage

13h 58m1 stop Minneapolis St Paul

$463Delta

Mon, Dec 7 - Fri, Jan 15

10:06 pm - 8:50 amANC Anchorage-MDW Chicago Midway

7h 44m1 stop Minneapolis St Paul

12:30 pm - 9:03 pmMDW Chicago Midway-ANC Anchorage

11h 33m1 stop Minneapolis St Paul

$463Delta

Thu, Sep 3 - Mon, Sep 7

11:55 pm - 5:00 pmANC Anchorage-MDW Chicago Midway

14h 05m2 stops Las Vegas Harry Reid Intl Wichita Eisenhower National

11:10 am - 10:45 pmMDW Chicago Midway-ANC Anchorage

14h 35m1 stop Las Vegas Harry Reid Intl

$643Southwest

Thu, Sep 17 - Mon, Sep 21

6:17 pm - 6:20 amANC Anchorage-ORD Chicago O'Hare Intl

9h 03m1 stop Seattle/Tacoma Intl

5:30 pm - 9:36 amORD Chicago O'Hare Intl-ANC Anchorage

43h 06m2 stops Calgary Seattle/Tacoma Intl

$3,095Multiple Airlines

Recent last minute flight deals from Alaska to Chicago

Sun, Aug 23 - Sat, Aug 29

10:30 pm - 1:08 pmANC Anchorage-ORD Chicago O'Hare Intl

11h 38m1 stop Detroit Metropolitan Wayne County

11:22 am - 9:20 pmORD Chicago O'Hare Intl-ANC Anchorage

12h 58m1 stop Detroit Metropolitan Wayne County

$539Delta

Sun, Aug 23 - Sat, Aug 29

6:15 am - 11:29 pmANC Anchorage-ORD Chicago O'Hare Intl

14h 14m1 stop Seattle/Tacoma Intl

7:48 am - 8:08 pmORD Chicago O'Hare Intl-ANC Anchorage

15h 20m2 stops Salt Lake City Seattle/Tacoma Intl

$544Delta

Sun, Aug 23 - Sat, Aug 29

9:56 pm - 7:25 amANC Anchorage-ORD Chicago O'Hare Intl

6h 29mnonstop

4:57 pm - 8:51 pmORD Chicago O'Hare Intl-ANC Anchorage

6h 54mnonstop

$605American Airlines

Sun, Aug 23 - Sat, Aug 29

5:09 pm - 6:20 amANC Anchorage-ORD Chicago O'Hare Intl

10h 11m1 stop Seattle/Tacoma Intl

7:20 am - 11:12 amORD Chicago O'Hare Intl-ANC Anchorage

6h 52mnonstop

$615Alaska Airlines

Sun, Aug 23 - Sat, Aug 29

8:00 pm - 5:12 amANC Anchorage-ORD Chicago O'Hare Intl

6h 12mnonstop

8:40 am - 7:11 pmORD Chicago O'Hare Intl-ANC Anchorage

13h 31m1 stop Newark

$615United Airlines

Sun, Aug 23 - Tue, Aug 25

4:01 pm - 8:20 amFAI Fairbanks-ORD Chicago O'Hare Intl

13h 19m2 stops Seattle/Tacoma Intl Indianapolis

7:20 am - 8:46 pmORD Chicago O'Hare Intl-FAI Fairbanks

16h 26m1 stop Anchorage

$738Alaska Airlines

Sun, Aug 23 - Tue, Aug 25

5:31 am - 8:25 pmFAI Fairbanks-ORD Chicago O'Hare Intl

11h 54m1 stop Seattle/Tacoma Intl

12:00 pm - 1:48 amORD Chicago O'Hare Intl-FAI Fairbanks

16h 48m1 stop Seattle/Tacoma Intl

$774American Airlines

Sat, Aug 22 - Tue, Aug 25

1:00 am - 1:30 pmFAI Fairbanks-ORD Chicago O'Hare Intl

9h 30m1 stop Denver Intl

3:35 pm - 7:16 pmORD Chicago O'Hare Intl-FAI Fairbanks

6h 41mnonstop

$985United Airlines

Fri, Aug 21 - Tue, Aug 25

9:53 am - 7:25 amOME Nome-ORD Chicago O'Hare Intl

18h 32m1 stop Anchorage

4:57 pm - 9:05 amORD Chicago O'Hare Intl-OME Nome

19h 08m1 stop Anchorage

$1,342Multiple Airlines

Fri, Aug 21 - Tue, Aug 25

9:53 am - 7:25 amOME Nome-ORD Chicago O'Hare Intl

18h 32m1 stop Anchorage

4:57 pm - 9:05 amORD Chicago O'Hare Intl-OME Nome

19h 08m1 stop Anchorage

$1,362Multiple Airlines

Recent direct flight deals from Alaska to Chicago

Fri, Sep 25 - Mon, Sep 28

9:54 pm - 7:25 amANC Anchorage-ORD Chicago O'Hare Intl

6h 31mnonstop

4:53 pm - 8:49 pmORD Chicago O'Hare Intl-ANC Anchorage

6h 56mnonstop

$441American Airlines

Tue, Oct 20 - Sat, Oct 31

8:59 pm - 6:10 amANC Anchorage-ORD Chicago O'Hare Intl

6h 11mnonstop

3:35 pm - 7:39 pmORD Chicago O'Hare Intl-ANC Anchorage

7h 04mnonstop

$441United Airlines

Thu, Sep 24 - Wed, Sep 30

9:54 pm - 7:25 amANC Anchorage-ORD Chicago O'Hare Intl

6h 31mnonstop

4:53 pm - 8:49 pmORD Chicago O'Hare Intl-ANC Anchorage

6h 56mnonstop

$443American Airlines

Mon, Sep 21 - Mon, Sep 28

9:54 pm - 7:25 amANC Anchorage-ORD Chicago O'Hare Intl

6h 31mnonstop

4:53 pm - 8:49 pmORD Chicago O'Hare Intl-ANC Anchorage

6h 56mnonstop

$443American Airlines

Thu, Sep 24 - Thu, Oct 1

9:54 pm - 7:25 amANC Anchorage-ORD Chicago O'Hare Intl

6h 31mnonstop

4:53 pm - 8:49 pmORD Chicago O'Hare Intl-ANC Anchorage

6h 56mnonstop

$443American Airlines

Mon, Sep 21 - Mon, Sep 28

8:00 pm - 5:12 amANC Anchorage-ORD Chicago O'Hare Intl

6h 12mnonstop

4:05 pm - 7:57 pmORD Chicago O'Hare Intl-ANC Anchorage

6h 52mnonstop

$453United Airlines

Thu, Oct 29 - Tue, Nov 3

8:54 pm - 6:10 amANC Anchorage-ORD Chicago O'Hare Intl

6h 16mnonstop

3:35 pm - 7:39 pmORD Chicago O'Hare Intl-ANC Anchorage

7h 04mnonstop

$453United Airlines

Thu, Sep 3 - Mon, Sep 7

10:28 pm - 7:40 amANC Anchorage-ORD Chicago O'Hare Intl

6h 12mnonstop

7:20 am - 11:12 amORD Chicago O'Hare Intl-ANC Anchorage

6h 52mnonstop

$479Alaska Airlines

Thu, Sep 3 - Mon, Sep 7

10:28 pm - 7:40 amANC Anchorage-ORD Chicago O'Hare Intl

6h 12mnonstop

7:20 am - 11:12 amORD Chicago O'Hare Intl-ANC Anchorage

6h 52mnonstop

$519Alaska Airlines

Sun, Aug 30 - Thu, Sep 3

10:28 pm - 7:40 amANC Anchorage-ORD Chicago O'Hare Intl

6h 12mnonstop

7:20 am - 11:12 amORD Chicago O'Hare Intl-ANC Anchorage

6h 52mnonstop

$562Alaska Airlines

Useful Info

Low season	January
High season	September
Cheapest flight	$211

Best time to beat the crowds but there is an average 20% increase in price.

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

Flight from Anchorage 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.

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

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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 $1,806

Business Class flights to Chicagofrom $809

Premium Economy Class flights to Chicagofrom $2,209

Economy Class flights to Chicagofrom $281

$211 Find Cheap Flights from Alaska to Chicago - Compare and Save

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

Low season

High season

Cheapest flight

FAQs for booking flights from Alaska to Chicago

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