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.

$219 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

Tue, Jan 12 - Sat, Jan 16

8:40 pm - 6:10 amANC Anchorage-ORD Chicago O'Hare Intl

6h 30mnonstop

3:35 pm - 7:38 pmORD Chicago O'Hare Intl-ANC Anchorage

7h 03mnonstop

$439United Airlines

Tue, Dec 15 - Wed, Dec 23

8:45 pm - 5:59 amANC Anchorage-ORD Chicago O'Hare Intl

6h 14mnonstop

3:30 pm - 7:23 pmORD Chicago O'Hare Intl-ANC Anchorage

6h 53mnonstop

$439United Airlines

Tue, Oct 20 - Tue, Oct 27

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

$439United Airlines

Tue, Nov 10 - Tue, Nov 17

12:04 pm - 5:40 amANC Anchorage-ORD Chicago O'Hare Intl

14h 36m1 stop Seattle/Tacoma Intl

7:00 am - 4:25 pmORD Chicago O'Hare Intl-ANC Anchorage

12h 25m1 stop Seattle/Tacoma Intl

$442Alaska Airlines

Tue, Nov 10 - Tue, Nov 17

8:00 am - 11:59 pmANC Anchorage-ORD Chicago O'Hare Intl

12h 59m1 stop Seattle/Tacoma Intl

3:59 pm - 12:52 amORD Chicago O'Hare Intl-ANC Anchorage

11h 53m1 stop Seattle/Tacoma Intl

$444Alaska Airlines

Fri, Oct 23 - Sat, Oct 31

1:50 am - 2:00 pmFAI Fairbanks-ORD Chicago O'Hare Intl

9h 10m1 stop Seattle/Tacoma Intl

4:00 pm - 12:45 amORD Chicago O'Hare Intl-FAI Fairbanks

11h 45m1 stop Seattle/Tacoma Intl

$458Delta

Fri, Oct 16 - Sat, Oct 24

1:40 am - 2:00 pmANC Anchorage-ORD Chicago O'Hare Intl

9h 20m1 stop Seattle/Tacoma Intl

6:30 am - 6:57 pmORD Chicago O'Hare Intl-ANC Anchorage

15h 27m1 stop Atlanta Hartsfield-Jackson

$459Delta

Sat, Oct 17 - Sat, Oct 24

5:04 pm - 2:53 pmANC Anchorage-ORD Chicago O'Hare Intl

18h 49m1 stop Seattle/Tacoma Intl

7:00 am - 2:45 pmORD Chicago O'Hare Intl-ANC Anchorage

10h 45m1 stop Seattle/Tacoma Intl

$459Alaska Airlines

Mon, Nov 30 - Thu, Dec 10

2:31 am - 4:49 pmJNU Juneau Intl-ORD Chicago O'Hare Intl

11h 18m1 stop Seattle/Tacoma Intl

12:54 pm - 9:31 pmORD Chicago O'Hare Intl-JNU Juneau Intl

11h 37m1 stop Seattle/Tacoma Intl

$574American Airlines

Sun, Dec 20 - Mon, Dec 28

8:15 pm - 12:35 pmANC Anchorage-ORD Chicago O'Hare Intl

13h 20m1 stop Dallas/Fort Worth

8:05 am - 7:07 pmORD Chicago O'Hare Intl-ANC Anchorage

14h 02m1 stop Dallas/Fort Worth

$698American Airlines

Recent last minute flight deals from Alaska to Chicago

Tue, Sep 29 - Wed, Oct 14

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

6h 31mnonstop

8:10 am - 7:17 pmORD Chicago O'Hare Intl-ANC Anchorage

14h 07m1 stop Dallas/Fort Worth

$519American Airlines

Mon, Sep 28 - Wed, Oct 14

1:32 am - 1:29 pmANC Anchorage-ORD Chicago O'Hare Intl

8h 57m1 stop Seattle/Tacoma Intl

6:35 am - 3:09 pmORD Chicago O'Hare Intl-ANC Anchorage

11h 34m1 stop Seattle/Tacoma Intl

$529Delta

Mon, Sep 28 - Wed, Oct 14

1:32 am - 1:29 pmANC Anchorage-ORD Chicago O'Hare Intl

8h 57m1 stop Seattle/Tacoma Intl

5:30 pm - 12:35 amORD Chicago O'Hare Intl-ANC Anchorage

10h 05m1 stop Seattle/Tacoma Intl

$529Delta

Tue, Sep 29 - Wed, Oct 14

6:12 am - 9:33 pmANC Anchorage-ORD Chicago O'Hare Intl

12h 21m2 stops Seattle/Tacoma Intl Minneapolis St Paul

12:50 pm - 12:35 amORD Chicago O'Hare Intl-ANC Anchorage

14h 45m1 stop Seattle/Tacoma Intl

$534Delta

Mon, Sep 28 - Wed, Oct 14

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

14h 22m2 stops Seattle/Tacoma Intl San Diego

7:20 am - 8:51 pmORD Chicago O'Hare Intl-ANC Anchorage

16h 31m2 stops San Diego Seattle/Tacoma Intl

$559Alaska Airlines

Tue, Sep 29 - Wed, Oct 14

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

6h 31mnonstop

8:10 am - 7:17 pmORD Chicago O'Hare Intl-ANC Anchorage

14h 07m1 stop Dallas/Fort Worth

$589American Airlines

Tue, Sep 29 - Wed, Oct 14

8:07 am - 11:59 pmANC Anchorage-ORD Chicago O'Hare Intl

12h 52m1 stop Seattle/Tacoma Intl

2:14 pm - 12:36 amORD Chicago O'Hare Intl-ANC Anchorage

13h 22m1 stop Portland

$599Alaska Airlines

Sat, Oct 3 - Thu, Oct 8

2:52 pm - 7:25 amFAI Fairbanks-ORD Chicago O'Hare Intl

13h 33m1 stop Anchorage

5:25 pm - 1:37 amORD Chicago O'Hare Intl-FAI Fairbanks

11h 12m1 stop Seattle/Tacoma Intl

$609American Airlines

Fri, Oct 2 - Mon, Oct 5

11:45 pm - 11:28 amANC Anchorage-ORD Chicago O'Hare Intl

8h 43m1 stop Denver Intl

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

6h 52mnonstop

$632United Airlines

Fri, Oct 2 - Mon, Oct 5

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

$654United Airlines

Useful Info

Low season	January
High season	July
Cheapest flight	$219

Best time to beat the crowds but there is an average 10% increase in price.

Most popular time to fly with an average 13% 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

Munster

Chesterton

Porter

Monticello

Saint John

Griffith

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$219 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?

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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