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.

$261 CHEAP FLIGHTS from Alaska to Chicago

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Cheap Flights from Alaska to Chicago

Cheap flights from Alaska to Chicago with top airlines, updated regularly. Compare round-trip, one-way, direct and last-minute deals.

Round-trip

One-way

Last minute

Direct

Sun, Feb 21 - Tue, Mar 9

1:30 am - 1:09 pmANC Anchorage-ORD Chicago O'Hare Intl

8h 39m1 stop Portland

3:09 pm - 10:40 pmORD Chicago O'Hare Intl-ANC Anchorage

10h 31m1 stop Seattle/Tacoma Intl

$504Alaska Airlines

Mon, Feb 22 - Tue, Mar 9

7:15 am - 11:59 pmANC Anchorage-ORD Chicago O'Hare Intl

13h 44m1 stop Seattle/Tacoma Intl

6:00 am - 7:10 pmORD Chicago O'Hare Intl-ANC Anchorage

16h 10m1 stop Seattle/Tacoma Intl

$507Alaska Airlines

Tue, Nov 17 - Fri, Nov 20

10:08 pm - 2:55 pmANC Anchorage-ORD Chicago O'Hare Intl

13h 47m1 stop Minneapolis St Paul

5:55 pm - 1:39 amORD Chicago O'Hare Intl-ANC Anchorage

10h 44m1 stop Seattle/Tacoma Intl

$523Delta

Thu, Feb 25 - Mon, Mar 1

9:55 pm - 11:51 amANC Anchorage-MDW Chicago Midway

10h 56m1 stop Minneapolis St Paul

9:55 am - 9:03 pmMDW Chicago Midway-ANC Anchorage

14h 08m1 stop Minneapolis St Paul

$523Delta

Wed, Jan 27 - Mon, Feb 22

4:00 pm - 2:21 pmANC Anchorage-ORD Chicago O'Hare Intl

19h 21m1 stop Seattle/Tacoma Intl

8:00 am - 8:39 pmORD Chicago O'Hare Intl-ANC Anchorage

15h 39m1 stop Seattle/Tacoma Intl

$523Alaska Airlines

Tue, Nov 17 - Fri, Nov 20

2:21 pm - 7:49 amANC Anchorage-ORD Chicago O'Hare Intl

14h 28m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County

12:58 pm - 1:39 amORD Chicago O'Hare Intl-ANC Anchorage

15h 41m1 stop Seattle/Tacoma Intl

$528Delta

Fri, Feb 5 - Sat, Feb 6

8:31 pm - 5:59 amANC Anchorage-ORD Chicago O'Hare Intl

6h 28mnonstop

8:50 am - 11:15 pmORD Chicago O'Hare Intl-ANC Anchorage

17h 25m2 stops Minneapolis St Paul Denver Intl

$546United Airlines

Thu, Feb 25 - Mon, Mar 1

8:44 pm - 6:02 amANC Anchorage-ORD Chicago O'Hare Intl

6h 18mnonstop

3:35 pm - 7:15 pmORD Chicago O'Hare Intl-ANC Anchorage

6h 40mnonstop

$583United Airlines

Thu, Nov 5 - Tue, Nov 10

12:13 pm - 5:35 amFAI Fairbanks-ORD Chicago O'Hare Intl

14h 22m1 stop Seattle/Tacoma Intl

11:30 am - 9:37 pmORD Chicago O'Hare Intl-FAI Fairbanks

13h 07m1 stop Seattle/Tacoma Intl

$630American Airlines

Tue, Nov 3 - Sat, Nov 7

8:14 pm - 11:02 amANC Anchorage-ORD Chicago O'Hare Intl

11h 48m1 stop Dallas/Fort Worth

8:30 am - 7:09 pmORD Chicago O'Hare Intl-ANC Anchorage

13h 39m1 stop Dallas/Fort Worth

$642American Airlines

Wed, Oct 21 - Thu, Oct 22

6:02 am - 6:20 pmANC Anchorage-ORD Chicago O'Hare Intl

9h 18m1 stop Seattle/Tacoma Intl

7:16 pm - 12:31 pmORD Chicago O'Hare Intl-ANC Anchorage

20h 15m1 stop Seattle/Tacoma Intl

$599Alaska Airlines

Tue, Oct 20 - Mon, Oct 26

1:31 am - 4:50 pmANC Anchorage-ORD Chicago O'Hare Intl

12h 19m1 stop Seattle/Tacoma Intl

5:46 pm - 12:48 amORD Chicago O'Hare Intl-ANC Anchorage

10h 02m1 stop Seattle/Tacoma Intl

$599Alaska Airlines

Tue, Oct 20 - Mon, Oct 26

1:31 am - 6:53 pmANC Anchorage-ORD Chicago O'Hare Intl

14h 22m2 stops Seattle/Tacoma Intl San Diego

5:46 pm - 12:48 amORD Chicago O'Hare Intl-ANC Anchorage

10h 02m1 stop Seattle/Tacoma Intl

$604Alaska Airlines

Wed, Oct 21 - Thu, Oct 22

4:05 pm - 8:44 amANC Anchorage-MDW Chicago Midway

13h 39m2 stops Seattle/Tacoma Intl Minneapolis St Paul

1:27 pm - 12:35 amMDW Chicago Midway-ANC Anchorage

14h 08m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl

$629Delta

Sun, Oct 25 - Wed, Oct 28

11:59 pm - 2:55 pmANC Anchorage-ORD Chicago O'Hare Intl

11h 56m1 stop Denver Intl

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

7h 04mnonstop

$632United Airlines

Sun, Oct 25 - Wed, Oct 28

10:09 pm - 8:44 amANC Anchorage-MDW Chicago Midway

7h 35m1 stop Minneapolis St Paul

12:27 pm - 8:59 pmMDW Chicago Midway-ANC Anchorage

11h 32m1 stop Minneapolis St Paul

$642Delta

Sun, Oct 25 - Wed, Oct 28

10:09 pm - 8:44 amANC Anchorage-MDW Chicago Midway

7h 35m1 stop Minneapolis St Paul

9:29 am - 8:59 pmMDW Chicago Midway-ANC Anchorage

14h 30m2 stops Detroit Metropolitan Wayne County Minneapolis St Paul

$647Delta

Thu, Oct 22 - Thu, Oct 29

4:06 pm - 6:05 amFAI Fairbanks-ORD Chicago O'Hare Intl

10h 59m1 stop Seattle/Tacoma Intl

6:49 am - 9:36 pmORD Chicago O'Hare Intl-FAI Fairbanks

17h 47m1 stop Seattle/Tacoma Intl

$650American Airlines

Fri, Oct 23 - Sat, Oct 24

11:45 pm - 11:27 amANC Anchorage-ORD Chicago O'Hare Intl

8h 42m1 stop Denver Intl

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

6h 52mnonstop

$704United Airlines

Thu, Oct 22 - Sun, Oct 25

8:02 am - 9:29 pmANC Anchorage-ORD Chicago O'Hare Intl

10h 27m1 stop Seattle/Tacoma Intl

11:34 am - 9:48 pmORD Chicago O'Hare Intl-ANC Anchorage

13h 14m1 stop Seattle/Tacoma Intl

$875American Airlines

Low season	January
High season	July
Cheapest flight	$261

Best time to beat the crowds but there is an average 6% increase in price.

Most popular time to fly with an average 9% 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.