$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 4/7. 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
$332
Overall average: $476
Alaska Airlines
Tue 4/7Wed 4/8
ANC - ORD • 1 stop
Cheapest non-stop
$513
Typical prices: $398-$573
United Airlines
Wed 4/22Thu 4/23
ANC - ORD • Non-stop
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Flight Deals
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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

Tue, Apr 7 - Wed, Apr 8
Alaska Airlines Logo
1:30 am - 1:07 pmANC-ORD
8h 37m1 stop
Alaska Airlines Logo
3:20 pm - 12:17 amORD-ANC
11h 57m1 stop
$332Alaska Airlines
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Tue, Apr 7 - Wed, Apr 8
Hawaiian Airlines Logo
1:30 am - 1:07 pmANC-ORD
8h 37m1 stop
Hawaiian Airlines Logo
6:50 pm - 1:28 amORD-ANC
9h 38m1 stop
$340Hawaiian Airlines
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Wed, Apr 22 - Thu, Apr 23
Alaska Airlines Logo
4:30 pm - 5:00 amANC-ORD
9h 30m1 stop
Alaska Airlines Logo
7:00 am - 2:14 pmORD-ANC
10h 14m1 stop
$352Alaska Airlines
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Thu, Dec 11 - Sun, Dec 28
Delta Logo
12:30 am - 1:33 pmANC-ORD
10h 03m1 stop
Delta Logo
4:01 pm - 1:22 amORD-ANC
12h 21m1 stop
$358Delta
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Wed, Mar 25 - Sun, Mar 29
Delta Logo
9:55 pm - 6:08 pmANC-MDW
17h 13m1 stop
Delta Logo
9:20 am - 7:10 pmMDW-ANC
12h 50m1 stop
$358Delta
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Fri, Dec 5 - Tue, Dec 9
Delta Logo
1:30 am - 5:18 pmFAI-ORD
12h 48m1 stop
Delta Logo
5:40 pm - 12:18 amORD-FAI
9h 38m1 stop
$361Delta
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Thu, Dec 11 - Sun, Dec 28
Delta Logo
12:30 am - 6:27 pmANC-ORD
14h 57m2 stops
Delta Logo
4:01 pm - 1:22 amORD-ANC
12h 21m1 stop
$363Delta
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Tue, Mar 24 - Sun, Mar 29
Delta Logo
1:30 am - 6:34 pmANC-MDW
14h 04m2 stops
Delta Logo
9:20 am - 7:10 pmMDW-ANC
12h 50m1 stop
$363Delta
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Sat, Dec 6 - Sat, Dec 13
Alaska Airlines Logo
5:55 am - 4:55 pmFAI-ORD
32h 00m1 stop
Alaska Airlines Logo
8:00 am - 9:43 pmORD-FAI
16h 43m1 stop
$364Alaska Airlines
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Fri, Dec 5 - Tue, Dec 9
Delta Logo
1:30 am - 5:18 pmFAI-ORD
12h 48m1 stop
Delta Logo
10:45 am - 12:18 amORD-FAI
16h 33m2 stops
$366Delta
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Useful Info

Good to know

Low seasonJanuary
Cheapest flight$168
Best time to beat the crowds with an average 12% 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 $1,479
Business Class flights to Chicagofrom $809
Prem Econ Class flights to Chicagofrom $820
Economy Class flights to Chicagofrom $319