$169 Find Cheap Flights from Alaska to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 6/17. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$342
Overall average: $589
Delta
Mon 1/12Sun 2/8
ANC - ORD • 1 stop
Cheapest non-stop
$610
United Airlines
Tue 3/10Sat 3/14
ANC - ORD • Non-stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Alaska to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Alaska to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Alaska to Chicago

Mon, Jan 12 - Sun, Feb 8
Delta Logo
1:20 am - 1:22 pm
ANC
-
ORD
9h 02m1 stop
Delta Logo
7:30 am - 2:05 pm
ORD
-
ANC
9h 35m1 stop
$342Delta
Tue, Jan 13 - Sun, Feb 8
Delta Logo
3:00 pm - 9:41 am
ANC
-
ORD
15h 41m2 stops
Delta Logo
7:30 am - 2:05 pm
ORD
-
ANC
9h 35m1 stop
$347Delta
Thu, Feb 12 - Mon, Feb 16
Delta Logo
9:15 pm - 11:45 am
ANC
-
ORD
11h 30m1 stop
Delta Logo
2:20 pm - 12:09 am
ORD
-
ANC
12h 49m1 stop
$350Delta
Mon, Mar 30 - Tue, Mar 31
Alaska Airlines Logo
4:00 pm - 1:07 pm
ANC
-
ORD
18h 07m1 stop
Alaska Airlines Logo
3:20 pm - 12:17 am
ORD
-
ANC
11h 57m1 stop
$352Alaska Airlines
Tue, Jan 13 - Sun, Feb 8
Delta Logo
5:55 am - 9:52 pm
ANC
-
ORD
12h 57m2 stops
Delta Logo
8:50 am - 10:18 pm
ORD
-
ANC
16h 28m2 stops
$353Delta
Wed, May 6 - Wed, May 13
Alaska Airlines Logo
1:45 am - 5:53 pm
ANC
-
ORD
13h 08m1 stop
Alaska Airlines Logo
6:00 am - 5:26 pm
ORD
-
ANC
14h 26m1 stop
$358Alaska Airlines
Mon, Jan 12 - Thu, Jan 15
Delta Logo
9:15 pm - 1:09 pm
ANC
-
MDW
12h 54m1 stop
Delta Logo
1:49 pm - 12:48 am
MDW
-
ANC
13h 59m1 stop
$358Delta
Thu, Feb 12 - Mon, Feb 16
Delta Logo
9:15 pm - 11:45 am
ANC
-
ORD
11h 30m1 stop
Delta Logo
3:59 pm - 12:09 am
ORD
-
ANC
11h 10m2 stops
$363Delta
Mon, Jan 12 - Thu, Jan 15
Delta Logo
9:15 pm - 9:08 am
ANC
-
MDW
8h 53m1 stop
Delta Logo
9:32 am - 8:44 pm
MDW
-
ANC
14h 12m2 stops
$363Delta
Tue, Jan 13 - Sun, Feb 8
Delta Logo
6:10 am - 9:05 pm
ANC
-
ORD
11h 55m2 stops
Delta Logo
8:50 am - 10:18 pm
ORD
-
ANC
16h 28m2 stops
$368Delta
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$169
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Anchorage to Chicago O'Hare Airport

FAQs for booking flights from Alaska 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.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Chesterton
Schererville
Munster
Porter
Monticello
Saint John
Griffith

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Alaska

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Chicagofrom $1,825
Business Class flights to Chicagofrom $732
Prem Econ Class flights to Chicagofrom $820
Economy Class flights to Chicagofrom $418