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.

$217 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

Mon, Oct 26 - Mon, Nov 2

8:43 pm - 5:59 amANC Anchorage-ORD Chicago O'Hare Intl

6h 16mnonstop

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

7h 04mnonstop

$503United Airlines

Thu, Nov 19 - Tue, Dec 1

8:43 pm - 5:59 amANC Anchorage-ORD Chicago O'Hare Intl

6h 16mnonstop

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

7h 04mnonstop

$503United Airlines

Mon, Oct 19 - 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

$503United Airlines

Mon, Oct 19 - Tue, Oct 20

10:22 am - 5:40 amANC Anchorage-ORD Chicago O'Hare Intl

16h 18m1 stop Seattle/Tacoma Intl

9:00 am - 10:48 pmORD Chicago O'Hare Intl-ANC Anchorage

16h 48m1 stop Seattle/Tacoma Intl

$517Alaska Airlines

Fri, Oct 16 - Tue, Oct 20

11:29 am - 11:34 pmANC Anchorage-ORD Chicago O'Hare Intl

9h 05m1 stop Seattle/Tacoma Intl

7:20 am - 8:41 pmORD Chicago O'Hare Intl-ANC Anchorage

16h 21m2 stops Los Angeles Seattle/Tacoma Intl

$517Delta

Fri, Oct 16 - Tue, Oct 20

4:05 pm - 8:53 amANC Anchorage-ORD Chicago O'Hare Intl

13h 48m2 stops Seattle/Tacoma Intl Minneapolis St Paul

7:20 am - 8:41 pmORD Chicago O'Hare Intl-ANC Anchorage

16h 21m2 stops Los Angeles Seattle/Tacoma Intl

$522Delta

Mon, Oct 19 - Thu, Oct 22

6:02 am - 11:59 pmANC Anchorage-ORD Chicago O'Hare Intl

14h 57m1 stop Seattle/Tacoma Intl

6:00 am - 8:51 pmORD Chicago O'Hare Intl-ANC Anchorage

17h 51m1 stop Seattle/Tacoma Intl

$523Alaska Airlines

Wed, Dec 9 - Thu, Jan 7

10:10 am - 11:59 pmANC Anchorage-ORD Chicago O'Hare Intl

10h 49m1 stop Seattle/Tacoma Intl

6:57 pm - 12:16 pmORD Chicago O'Hare Intl-ANC Anchorage

20h 19m1 stop Seattle/Tacoma Intl

$523Alaska Airlines

Fri, Nov 13 - Fri, Nov 27

8:14 pm - 10:05 amANC Anchorage-ORD Chicago O'Hare Intl

10h 51m1 stop Dallas/Fort Worth

6:59 am - 7:09 pmORD Chicago O'Hare Intl-ANC Anchorage

15h 10m1 stop Dallas/Fort Worth

$563American Airlines

Thu, Nov 19 - Tue, Dec 1

8:14 pm - 10:04 amANC Anchorage-ORD Chicago O'Hare Intl

10h 50m1 stop Dallas/Fort Worth

6:59 am - 7:09 pmORD Chicago O'Hare Intl-ANC Anchorage

15h 10m1 stop Dallas/Fort Worth

$608American Airlines

Recent last minute flight deals from Alaska to Chicago

Wed, Sep 23 - Tue, Sep 29

3:30 pm - 5:28 amANC Anchorage-ORD Chicago O'Hare Intl

10h 58m1 stop San Francisco

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

6h 52mnonstop

$589United Airlines

Sat, Sep 26 - Mon, Sep 28

5:09 pm - 12:07 pmANC Anchorage-ORD Chicago O'Hare Intl

15h 58m1 stop Seattle/Tacoma Intl

6:40 am - 12:47 amORD Chicago O'Hare Intl-ANC Anchorage

21h 07m2 stops Cleveland Hopkins Intl Seattle/Tacoma Intl

$598Alaska Airlines

Sat, Sep 26 - Mon, Sep 28

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

14h 50m1 stop Seattle/Tacoma Intl

6:40 am - 12:47 amORD Chicago O'Hare Intl-ANC Anchorage

21h 07m2 stops Cleveland Hopkins Intl Seattle/Tacoma Intl

$598Alaska Airlines

Wed, Sep 23 - Mon, Sep 28

8:00 am - 11:57 pmANC Anchorage-ORD Chicago O'Hare Intl

12h 57m1 stop Seattle/Tacoma Intl

12:29 pm - 12:45 amORD Chicago O'Hare Intl-ANC Anchorage

15h 16m1 stop Minneapolis St Paul

$599Delta

Sat, Sep 26 - Sun, Sep 27

6:12 am - 6:00 pmANC Anchorage-ORD Chicago O'Hare Intl

8h 48m1 stop Seattle/Tacoma Intl

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

12h 27m1 stop Seattle/Tacoma Intl

$599Delta

Tue, Sep 22 - Thu, Sep 24

8:30 am - 6:05 amFAI Fairbanks-ORD Chicago O'Hare Intl

18h 35m1 stop Seattle/Tacoma Intl

9:24 pm - 3:09 pmORD Chicago O'Hare Intl-FAI Fairbanks

20h 45m1 stop Seattle/Tacoma Intl

$610American Airlines

Sat, Sep 26 - 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

$622American Airlines

Sat, Sep 26 - Mon, Sep 28

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

6h 11mnonstop

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

6h 52mnonstop

$622United Airlines

Tue, Sep 22 - Wed, Sep 23

5:07 am - 11:59 pmANC Anchorage-ORD Chicago O'Hare Intl

15h 52m1 stop Seattle/Tacoma Intl

6:00 am - 4:06 pmORD Chicago O'Hare Intl-ANC Anchorage

13h 06m1 stop Seattle/Tacoma Intl

$629Alaska Airlines

Wed, Sep 23 - Sun, Sep 27

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

12h 26m1 stop San Francisco

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

6h 52mnonstop

$632United Airlines

Useful Info

Low season	January
High season	July
Cheapest flight	$217

Best time to beat the crowds but there is an average 11% increase in price.

Most popular time to fly with an average 14% 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

Schererville

Chesterton

Munster

Porter

Monticello

Saint John

Griffith

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$217 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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