$168 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 4/24. 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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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, Mar 30 - Sat, Apr 4
United Airlines Logo
9:04 pm - 6:20 am
ANC
-
ORD
6h 16mnonstop
United Airlines Logo
4:03 pm - 7:48 pm
ORD
-
ANC
6h 45mnonstop
$357United Airlines
Thu, Apr 30 - Wed, May 6
Alaska Airlines Logo
3:59 pm - 11:59 pm
FAI
-
ORD
29h 00m
1 stop
Alaska Airlines Logo
6:00 am - 12:58 pm
ORD
-
FAI
9h 58m
1 stop
$361Alaska Airlines
Sat, May 16 - Tue, May 19
Alaska Airlines Logo
12:07 pm - 1:14 pm
ANC
-
ORD
22h 07m
1 stop
Alaska Airlines Logo
9:00 am - 12:46 am
ORD
-
ANC
18h 46m
2 stops
$366Alaska Airlines
Mon, Mar 30 - Fri, Apr 3
United Airlines Logo
11:47 pm - 11:23 am
ANC
-
ORD
8h 36m
1 stop
United Airlines Logo
4:03 pm - 7:48 pm
ORD
-
ANC
6h 45mnonstop
$367United Airlines
Sun, Jun 7 - Mon, Jun 15
Alaska Airlines Logo
11:23 pm - 8:40 am
ANC
-
ORD
6h 17mnonstop
Alaska Airlines Logo
12:59 am - 4:44 am
ORD
-
ANC
6h 45mnonstop
$369Alaska Airlines
Mon, Apr 13 - Wed, Apr 15
Alaska Airlines Logo
3:53 pm - 6:39 am
FAI
-
ORD
11h 46m
1 stop
Alaska Airlines Logo
6:00 am - 12:46 pm
ORD
-
FAI
9h 46m
1 stop
$369Alaska Airlines
Mon, Mar 30 - Sun, Apr 5
Multiple Airlines Logo
9:21 am - 6:39 am
ANC
-
ORD
18h 18m
1 stop
Multiple Airlines Logo
6:00 am - 12:41 pm
ORD
-
ANC
9h 41m
1 stop
$370Multiple Airlines
Thu, Apr 16 - Fri, Apr 17
United Airlines Logo
8:50 pm - 6:05 am
ANC
-
ORD
6h 15mnonstop
United Airlines Logo
4:03 pm - 7:48 pm
ORD
-
ANC
6h 45mnonstop
$372United Airlines
Thu, May 7 - Wed, May 13
Delta Logo
9:59 pm - 8:36 am
ANC
-
ORD
7h 37m
1 stop
Delta Logo
3:47 pm - 12:31 am
ORD
-
ANC
11h 44m
1 stop
$377Delta
Thu, May 7 - Wed, May 13
Delta Logo
6:00 am - 5:56 pm
ANC
-
MDW
8h 56m
1 stop
Delta Logo
1:59 pm - 12:31 am
MDW
-
ANC
13h 32m
1 stop
$377Delta
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Good to know

Low seasonJanuary
Cheapest flight$168
Best time to beat the crowds but there is an average 5% increase in price.
Most popular time to fly with an average 33% 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
Griffith
Saint John

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.