$173 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 9/9. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Useful Info
Flights 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

Thu, Oct 2 - Sat, Oct 11
Hawaiian Airlines Logo
11:25 pm - 8:40 amANC-ORD
6h 15mnonstop
Hawaiian Airlines Logo
8:10 am - 12:08 pmORD-ANC
6h 58mnonstop
$352Hawaiian Airlines
Find Deal
Fri, Oct 10 - Sat, Oct 18
Alaska Airlines Logo
11:16 pm - 8:45 amANC-ORD
6h 29mnonstop
Alaska Airlines Logo
8:10 am - 12:08 pmORD-ANC
6h 58mnonstop
$358Alaska Airlines
Find Deal
Thu, Oct 2 - Sat, Oct 11
Hawaiian Airlines Logo
11:25 pm - 8:40 amANC-ORD
6h 15mnonstop
Hawaiian Airlines Logo
6:00 am - 2:15 pmORD-ANC
11h 15m1 stop
$362Hawaiian Airlines
Find Deal
Fri, Aug 29 - Mon, Sep 1
United Airlines Logo
11:59 pm - 9:08 amANC-ORD
6h 09mnonstop
United Airlines Logo
4:00 pm - 7:47 pmORD-ANC
6h 47mnonstop
$367United Airlines
Find Deal
Thu, Sep 4 - Sun, Sep 7
Alaska Airlines Logo
11:25 pm - 8:40 amANC-ORD
6h 15mnonstop
Alaska Airlines Logo
10:00 am - 6:47 pmORD-ANC
11h 47m1 stop
$368Alaska Airlines
Find Deal
Thu, Oct 9 - Sat, Oct 18
Alaska Airlines Logo
1:47 am - 5:01 amANC-ORD
24h 14m1 stop
Alaska Airlines Logo
8:10 am - 12:08 pmORD-ANC
6h 58mnonstop
$371Alaska Airlines
Find Deal
Thu, Oct 2 - Sat, Oct 11
Alaska Airlines Logo
11:25 pm - 8:40 amANC-ORD
6h 15mnonstop
Alaska Airlines Logo
2:04 pm - 12:49 amORD-ANC
13h 45m2 stops
$372Alaska Airlines
Find Deal
Wed, Sep 3 - Fri, Sep 12
United Airlines Logo
11:23 pm - 1:11 pmFAI-ORD
10h 48m2 stops
United Airlines Logo
4:15 pm - 7:48 pmORD-FAI
6h 33mnonstop
$374United Airlines
Find Deal
Thu, Sep 4 - Sun, Sep 7
Delta Logo
10:30 pm - 12:28 pmANC-MDW
10h 58m1 stop
Delta Logo
7:17 pm - 1:35 amMDW-ANC
9h 18m1 stop
$378Delta
Find Deal
Tue, Sep 2 - Thu, Sep 11
Delta Logo
1:50 am - 5:30 pmFAI-ORD
12h 40m2 stops
Delta Logo
7:10 am - 2:08 pmORD-FAI
9h 58m1 stop
$381Delta
Find Deal
Useful Info

Good to know

Low seasonJanuary
High seasonJuly
Cheapest flight$173
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 0% lower on average.
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.

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.

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.