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.

$221 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 19 - Mon, Oct 26

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

9h 05m1 stop Seattle/Tacoma Intl

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

10h 05m1 stop Seattle/Tacoma Intl

$445Delta

Mon, Oct 5 - Sun, Oct 11

1:40 am - 4:53 pmANC Anchorage-ORD Chicago O'Hare Intl

12h 13m1 stop Seattle/Tacoma Intl

6:35 am - 1:28 pmORD Chicago O'Hare Intl-ANC Anchorage

9h 53m1 stop Seattle/Tacoma Intl

$445Delta

Sun, Oct 11 - Mon, Oct 26

1:40 am - 1:30 pmANC Anchorage-ORD Chicago O'Hare Intl

8h 50m1 stop Seattle/Tacoma Intl

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

10h 05m1 stop Seattle/Tacoma Intl

$445Delta

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

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

$471American 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

Tue, Sep 29 - Wed, Oct 14

6:07 am - 11:59 pmANC Anchorage-ORD Chicago O'Hare Intl

14h 52m1 stop Seattle/Tacoma Intl

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

10h 45m1 stop Seattle/Tacoma Intl

$481Alaska Airlines

Wed, Sep 30 - Wed, Oct 7

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

$481United Airlines

Mon, Nov 2 - Mon, Nov 9

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

12h 59m1 stop Seattle/Tacoma Intl

7:00 am - 11:45 pmORD Chicago O'Hare Intl-ANC Anchorage

19h 45m1 stop Seattle/Tacoma Intl

$483Alaska 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

Wed, Sep 9 - Wed, Sep 16

8:19 pm - 9:44 amANC Anchorage-ORD Chicago O'Hare Intl

10h 25m1 stop Newark

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

6h 54mnonstop

$549United Airlines

Wed, Sep 9 - Wed, Sep 16

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

6h 12mnonstop

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

6h 54mnonstop

$549United Airlines

Sun, Sep 6 - Mon, Sep 14

10:30 pm - 12:39 pmANC Anchorage-MDW Chicago Midway

11h 09m1 stop Detroit Metropolitan Wayne County

7:13 pm - 12:45 amMDW Chicago Midway-ANC Anchorage

8h 32m1 stop Minneapolis St Paul

$559Delta

Sun, Sep 6 - Mon, Sep 14

10:10 pm - 2:59 pmANC Anchorage-ORD Chicago O'Hare Intl

13h 49m1 stop Minneapolis St Paul

3:55 pm - 9:00 pmORD Chicago O'Hare Intl-ANC Anchorage

8h 05m1 stop Minneapolis St Paul

$559Delta

Wed, Sep 9 - Mon, Sep 14

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

10h 11m1 stop Seattle/Tacoma Intl

7:20 am - 10:45 pmORD Chicago O'Hare Intl-ANC Anchorage

18h 25m2 stops San Diego Seattle/Tacoma Intl

$576Alaska Airlines

Wed, Sep 9 - Mon, Sep 14

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

$576American Airlines

Wed, Sep 9 - Mon, Sep 14

5:09 pm - 7:21 pmANC Anchorage-ORD Chicago O'Hare Intl

23h 12m2 stops Seattle/Tacoma Intl San Diego

7:20 am - 9:39 pmORD Chicago O'Hare Intl-ANC Anchorage

17h 19m2 stops San Diego Seattle/Tacoma Intl

$581Alaska Airlines

Sun, Sep 6 - Mon, Sep 14

7:00 am - 8:30 pmANC Anchorage-ORD Chicago O'Hare Intl

10h 30m1 stop Dallas/Fort Worth

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

6h 56mnonstop

$592American Airlines

Sun, Sep 6 - Mon, Sep 14

10:25 pm - 12:15 pmANC Anchorage-MDW Chicago Midway

10h 50m2 stops Denver Intl Lambert-St Louis

10:15 am - 10:45 pmMDW Chicago Midway-ANC Anchorage

15h 30m2 stops Colorado Springs Las Vegas Harry Reid Intl

$739Southwest

Sun, Sep 6 - Sun, Sep 13

10:25 pm - 12:15 pmANC Anchorage-MDW Chicago Midway

10h 50m2 stops Denver Intl Lambert-St Louis

1:40 pm - 10:45 pmMDW Chicago Midway-ANC Anchorage

12h 05m2 stops Denver Intl Las Vegas Harry Reid Intl

$785Southwest

Useful Info

Low season	January
High season	July
Cheapest flight	$221

Best time to beat the crowds but there is an average 17% 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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$221 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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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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