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.

$240 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

Thu, Oct 1 - Thu, Oct 8

6:12 am - 11:57 pmANC Anchorage-ORD Chicago O'Hare Intl

14h 45m1 stop Seattle/Tacoma Intl

5:48 pm - 12:35 amORD Chicago O'Hare Intl-ANC Anchorage

9h 47m1 stop Seattle/Tacoma Intl

$440Delta

Thu, Oct 1 - Mon, Oct 5

6:12 am - 11:57 pmANC Anchorage-ORD Chicago O'Hare Intl

14h 45m1 stop Seattle/Tacoma Intl

5:44 pm - 12:27 amORD Chicago O'Hare Intl-ANC Anchorage

9h 43m1 stop Seattle/Tacoma Intl

$440Delta

Mon, Nov 2 - Tue, Nov 10

8:00 am - 5:40 amANC Anchorage-ORD Chicago O'Hare Intl

18h 40m1 stop Seattle/Tacoma Intl

6:35 pm - 11:06 amORD Chicago O'Hare Intl-ANC Anchorage

19h 31m1 stop Seattle/Tacoma Intl

$440Alaska Airlines

Thu, Oct 1 - Sun, Oct 4

11:51 am - 11:57 pmANC Anchorage-ORD Chicago O'Hare Intl

9h 06m1 stop Seattle/Tacoma Intl

7:00 am - 1:23 pmORD Chicago O'Hare Intl-ANC Anchorage

9h 23m1 stop Seattle/Tacoma Intl

$440Delta

Thu, Dec 3 - Fri, Dec 11

2:18 am - 11:59 pmFAI Fairbanks-ORD Chicago O'Hare Intl

18h 41m1 stop Seattle/Tacoma Intl

5:55 pm - 12:18 amORD Chicago O'Hare Intl-FAI Fairbanks

9h 23m1 stop Seattle/Tacoma Intl

$442Alaska Airlines

Sun, Oct 25 - Sat, Oct 31

1:31 am - 11:59 pmANC Anchorage-ORD Chicago O'Hare Intl

19h 28m1 stop Seattle/Tacoma Intl

3:49 pm - 2:30 pmORD Chicago O'Hare Intl-ANC Anchorage

25h 41m1 stop Seattle/Tacoma Intl

$443Alaska Airlines

Mon, Oct 12 - Mon, Oct 26

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

$463United Airlines

Mon, Oct 12 - Mon, Oct 26

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

$473United Airlines

Wed, Oct 21 - Tue, Oct 27

8:22 pm - 11:09 amANC Anchorage-ORD Chicago O'Hare Intl

11h 47m1 stop Dallas/Fort Worth

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

12h 37m1 stop Dallas/Fort Worth

$483American 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

$491American Airlines

Recent last minute flight deals from Alaska to Chicago

Thu, Sep 10 - Sat, Sep 12

6:00 am - 9:33 pmANC Anchorage-ORD Chicago O'Hare Intl

12h 33m1 stop Minneapolis St Paul

5:44 pm - 12:27 amORD Chicago O'Hare Intl-ANC Anchorage

9h 43m1 stop Seattle/Tacoma Intl

$652Delta

Thu, Sep 10 - Sun, Sep 13

6:00 am - 9:33 pmANC Anchorage-ORD Chicago O'Hare Intl

12h 33m1 stop Minneapolis St Paul

7:00 am - 4:27 pmORD Chicago O'Hare Intl-ANC Anchorage

12h 27m1 stop Seattle/Tacoma Intl

$652Delta

Mon, Sep 14 - Fri, Sep 18

8:30 am - 10:10 pmFAI Fairbanks-ORD Chicago O'Hare Intl

10h 40m1 stop Seattle/Tacoma Intl

7:17 am - 10:46 pmORD Chicago O'Hare Intl-FAI Fairbanks

18h 29m1 stop Seattle/Tacoma Intl

$653American Airlines

Thu, Sep 10 - Sun, Sep 13

6:00 am - 9:33 pmANC Anchorage-ORD Chicago O'Hare Intl

12h 33m1 stop Minneapolis St Paul

12:29 pm - 12:27 amORD Chicago O'Hare Intl-ANC Anchorage

14h 58m2 stops Minneapolis St Paul Seattle/Tacoma Intl

$657Delta

Mon, Sep 14 - Fri, Sep 18

4:08 pm - 12:07 pmFAI Fairbanks-ORD Chicago O'Hare Intl

16h 59m1 stop Seattle/Tacoma Intl

3:52 pm - 11:05 amORD Chicago O'Hare Intl-FAI Fairbanks

22h 13m2 stops Seattle/Tacoma Intl Anchorage

$719Alaska Airlines

Wed, Sep 9 - Sat, Sep 12

1:59 am - 7:21 pmANC Anchorage-ORD Chicago O'Hare Intl

14h 22m2 stops Seattle/Tacoma Intl San Diego

2:22 pm - 11:39 pmORD Chicago O'Hare Intl-ANC Anchorage

12h 17m2 stops Portland Seattle/Tacoma Intl

$734Alaska Airlines

Thu, Sep 10 - Sat, Sep 12

3:30 pm - 6:56 amANC Anchorage-ORD Chicago O'Hare Intl

12h 26m1 stop San Francisco

4:05 pm - 7:59 pmORD Chicago O'Hare Intl-ANC Anchorage

6h 54mnonstop

$767United Airlines

Thu, Sep 10 - Sat, Sep 12

3:30 pm - 6:56 amANC Anchorage-ORD Chicago O'Hare Intl

12h 26m1 stop San Francisco

3:56 pm - 11:05 pmORD Chicago O'Hare Intl-ANC Anchorage

10h 09m1 stop Denver Intl

$777United Airlines

Fri, Sep 11 - Sun, Sep 13

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

$966American Airlines

Fri, Sep 11 - Sun, Sep 13

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

6h 31mnonstop

8:15 am - 7:13 pmORD Chicago O'Hare Intl-ANC Anchorage

13h 58m1 stop Dallas/Fort Worth

$976American Airlines

Useful Info

Low season	January
High season	July
Cheapest flight	$240

Best time to beat the crowds but there is an average 16% increase in price.

Most popular time to fly with an average 20% increase in price.

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

Hammond

Saint Joseph

Portage

Lansing

Valparaiso

Munster

Schererville

Chesterton

Porter

Monticello

Saint John

Griffith

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$240 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

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High season

Cheapest flight

FAQs for booking flights from Alaska to Chicago

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More options for your flight to Chicago

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

Cabin class types available on flights to Alaska

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