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$191 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 7/26. 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
0 bags
Sat 6/29
Sat 7/6

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In the last 7 days travelers have searched 42,686,544 times on KAYAK, and here is why:

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Good to know

Low season

March

High season

June

Cheapest flight

$191
Best time to beat the crowds but there is an average 51% increase in price.
Most popular time to fly and prices are also 4% 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.

See more FAQs

Prefer to fly non-stop from Alaska to Chicago?

Find which airlines fly direct from Alaska to Chicago, which days they fly and book direct flights.

Nonstop departures

Alaska to Chicago

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +80 more

ANA, Aer Lingus, +81 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +80 more

ANA, Aer Lingus, +81 more

See more direct flights

Nonstop returns

Chicago to Alaska

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +80 more

ANA, Aer Lingus, +81 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +80 more

ANA, Aer Lingus, +81 more

See more direct flights
See more direct flights

Book cheap flights from Alaska to Chicago

Recent round-trip flight deals

6/20Thu
1 stopSun Country Air
19h 06mANC-ORD
6/24Mon
1 stopSun Country Air
18h 11mORD-ANC
$384
7/24Wed
nonstopAlaska Airlines
6h 07mANC-ORD
7/28Sun
nonstopAlaska Airlines
6h 31mORD-ANC
$391
6/20Thu
nonstop
6h 17mANC-ORD
6/24Mon
1 stop
18h 11mORD-ANC
$392
8/13Tue
nonstopUnited Airlines
6h 12mANC-ORD
8/17Sat
1 stopUnited Airlines
11h 24mORD-ANC
$401
8/31Sat
1 stopDelta
10h 37mFAI-ORD
9/5Thu
1 stopDelta
10h 07mORD-FAI
$404
6/21Fri
1 stopAmerican Airlines
24h 50mANC-ORD
6/24Mon
nonstopAmerican Airlines
6h 35mORD-ANC
$406
8/31Sat
2 stopsDelta
13h 39mFAI-ORD
9/5Thu
1 stopDelta
10h 07mORD-FAI
$409
6/21Fri
2 stops
14h 15mANC-ORD
6/24Mon
1 stop
18h 11mORD-ANC
$428
6/25Tue
nonstopUnited Airlines
6h 12mANC-ORD
6/28Fri
nonstopUnited Airlines
6h 43mORD-ANC
$471
6/21Fri
nonstopAmerican Airlines
6h 15mANC-ORD
6/24Mon
nonstopAmerican Airlines
6h 35mORD-ANC
$472

Search by stops

Search by airline

Search by price

Recent one-way flight deals

7/26Fri
1 stopSun Country Air
11h 34mANC-ORD
$191
7/21Sun
nonstopAlaska Airlines
6h 17mANC-ORD
$192
6/18Tue
nonstopAmerican Airlines
6h 15mANC-ORD
$196
8/5Mon
1 stopDelta
8h 20mFAI-ORD
$202
6/23Sun
1 stopDelta
8h 54mANC-ORD
$205
6/25Tue
nonstopUnited Airlines
6h 12mANC-ORD
$235
6/24Mon
1 stopUnited Airlines
10h 15mANC-ORD
$245
7/9Tue
2 stops
29h 28mANC-ORD
$266
7/4Thu
nonstopAmerican Airlines
6h 15mANC-ORD
$276
7/9Tue
3 stops
30h 08mANC-ORD
$303

Search by stops

Search by airline

Search by price

Flights to Chicago

Return flight deals:

Chicago - Alaska

Cabin classes:

$1,780
$1,584
$1,117
$387