Cheap flights from Alaska (AK) to Chicago (CHI)

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How to find the cheapest flight from
Alaska to Chicago (CHI)

All the information you need to plan the best null to CHI flight in 2022: compare Alaska to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
What is the cheapest month to fly from Alaska to Chicago?

Due to multiple factors, expect to potentially pay more when booking in December. For low rates, August can be a great choice for travel to Chicago. Flights to Chicago from Alaska in August are about $417 on average during August, but can be found for as low as $229.

When is the cheapest time to fly from Alaska to Chicago (AK - CHI)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Alaska to Chicago as you normally would.

How far in advance should I book a flight from Alaska to Chicago?

To save on the cost of your flight from Alaska to Chicago, book at least 61 days before your planned departure. Booking around this time can save you about 160% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $617 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $871.

Cheap flights from Alaska to Chicago in January, February 2022

The best prices found for Alaska to CHI flights for January, February
16 Feb - 17 Feb
$264pp
ANC
Anchorage
Alaska Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Alaska Airlines
 
1 STOP
ANC
Anchorage
22 Feb - 27 Feb
$277pp
ANC
Anchorage
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
ANC
Anchorage
19 Feb - 26 Feb
$280pp
ANC
Anchorage
Alaska Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Alaska Airlines
 
1 STOP
ANC
Anchorage

Alaska to Chicago 2022 flight deals

Cheap flights to Chicago from Alaska found for this year
16 Feb - 17 Feb
$264pp
ANC
Anchorage
Alaska Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Alaska Airlines
 
1 STOP
ANC
Anchorage
22 Feb - 27 Feb
$277pp
ANC
Anchorage
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
ANC
Anchorage
19 Feb - 26 Feb
$280pp
ANC
Anchorage
Alaska Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Alaska Airlines
 
1 STOP
ANC
Anchorage

Non-stop flights to Chicago from Alaska

Save time with Alaska to Chicago direct flight deals
21 Apr - 25 Apr
$288pp
ANC
Anchorage
Alaska Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Alaska Airlines
Non-Stop
ANC
Anchorage
19 Apr - 20 Apr
$293pp
ANC
Anchorage
Alaska Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Alaska Airlines
Non-Stop
ANC
Anchorage
23 Apr - 25 Apr
$297pp
ANC
Anchorage
Alaska Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Alaska Airlines
Non-Stop
ANC
Anchorage

Last minute flights from Alaska to Chicago

Late deals on round-trip flights to Chicago from Alaska, departing today and this week
29 Jan - 5 Feb
$363pp
FAI
Fairbanks
Alaska Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Alaska Airlines
   
2 STOPS
FAI
Fairbanks
29 Jan - 5 Feb
$378pp
FAI
Fairbanks
Alaska Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Alaska Airlines
 
1 STOP
FAI
Fairbanks
29 Jan - 5 Feb
$391pp
FAI
Fairbanks
Multiple Airlines
     
3 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Alaska Airlines
 
1 STOP
FAI
Fairbanks

One-way flights to Chicago from Alaska

The cheapest one-way flights from Alaska to Chicago
5:13 pm - 2:20 am
United Airlines
Nonstop
6h 07m
ANC - ORD
United Airlines
$159
United
4:05 pm - 11:34 am
Multiple Airlines
3 Stops
40h 29m
ANC - ORD
Multiple Airlines
$165
Kiwi.com
3:40 pm - 4:59 am
Alaska Airlines
1 Stop
10h 19m
FAI - ORD
Alaska Airlines

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Alaska</span> to <span class="emphasized">Chicago</span> flights.

Flight FAQs

From Alaska to Chicago

Which airlines flying from Alaska to Chicago have flexible cancellations due to COVID-19?

Alaska Airlines, Delta, and United Airlines are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

Can I find flights from Alaska to Chicago for under $300 on Cheapflights?

Yes, there are multiple flights from Alaska to Chicago for under $300. The cheapest flight booked recently is on Alaska Airlines for just $264, but on average you can expect to pay $288.

Are there nonstop flights from Alaska to Chicago for under $300 on Cheapflights?

Cheapflights has at least 20 direct flights from Alaska to Chicago under $300. A good price for a nonstop flight from Alaska to Chicago is less than $377.

Are there last-minute flights available from Alaska to Chicago for under $400?

There are currently 20+ open flights from Alaska to Chicago within the next 7 days for less than $400.

What are the cheapest airlines to fly from Alaska to Chicago one-way?

The cheapest airline one-way is Alaska Airlines, with whom users have recently found tickets for as low as $121. However, be on the lookout for offers from Delta and United Airlines, as they are both options that can get you from Alaska to Chicago for a low price.

What are the most popular airlines that fly from Alaska to Chicago?

The most popular airlines flying from Alaska to Chicago are American Airlines, Alaska Airlines and Delta. Something to consider prior to booking your flight.

What are the most popular routes from Alaska to Chicago?

When deciding which route to take from Alaska to Chicago consider Anchorage - Chicago O'Hare Intl, Anchorage - Chicago Midway or Fairbanks - Chicago O'Hare Intl as they are the most popular.

What are the cheapest flights from Alaska to Chicago?

Looking for the cheapest flight from Alaska to Chicago? While on average our users pay $579, our data indicates the cheapest price to be $122. The most popular route (Anchorage - Chicago O'Hare Intl), is priced around $277.

What are the most reliable airlines from Alaska to Chicago?

Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Alaska to Chicago on time: EVA Air (67%), Qatar Airways (60%), Alaska Airlines (60%).

COVID Restrictions

View COVID Travel Restrictions for Chicago, IL

Do I need a COVID test to fly to Chicago from Alaska?

Information is based on travel restrictions for travel to Chicago within the United States

Most visitors from Alaska need to provide a negative COVID-19 test result and/or quarantine to enter Chicago.

COVID-19 testing requirements
Visitors from Alaska must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 24 hours before departing to Chicago.

Quarantine requirements
Visitors from Alaska are not required to quarantine after entering Chicago.

Do I need a test to fly back to Alaska from Chicago?

Returning to Alaska from Chicago

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 24 hours before departing to Alaska.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Alaska.

Hide COVID Travel Restrictions for Chicago, IL

Departure points for flights from Alaska to Chicago

Select to see more specific information for flights to Chicago from all departure points in Alaska.

Destination information for Chicago

Things to know before you go - useful duration and weather info for your trip from Alaska to Chicago.
Flight duration from Alaska to Chicago
6h 26m
Average temperature for January in Chicago
33.8 °F
Avg rainfall for January in Chicago
0.7 ″

Airports servicing

Bethel (BET)
Buckland (BKC)
Barrow Wiley Post/W.Rogers (BRW)
Barter Island (BTI)
Bettles (BTT)
Cold Bay (CDB)

Airports servicing Chicago

Midway (MDW)
Rockford (RFD)

Top 4 airlines flying from Alaska to Chicago

The chart below displays the airlines Cheapflights users traveling from Alaska to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Alaska Airlines
$197 $500 No cancel fee 75%
United Airlines
$198 $439 No cancel fee 69%
Delta
$206 $564 No cancel fee N/A
American Airlines
$287 $498 No cancel fee 71%
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