Cheap flights from Anchorage to Chicago (ANC - CHI)

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The best prices from Anchorage to Chicago are usually found in August or July, booked 60 days in advance, depart on a Saturday or Thursday and return on a Monday

How to find the cheapest flight from
Anchorage (ANC) to Chicago (CHI)

All the information you need to plan the best ANC to CHI flight in 2021: compare Anchorage to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
ANC - CHI
Price
$307 - $560
CHI
Temperature
33.8 - 84.2 °F
CHI
Rainfall
0.7 - 4.3 inches

Popular in

December

High demand for flights, 26% potential price rise

Cheapest in

August

Best time to find cheap flights, 26% potential price drop

Round-trip from

$307

From Anchorage to Chicago

One-way from

$177

One-way flight from Anchorage to Chicago

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Anchorage to Chicago?

Flying to your destination on a Thursday can be more expensive, but this shouldn’t discourage you from finding affordable options to get to Chicago. Check prices with Cheapflights to find a great deal for your trip.

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

To save up to 10% on this flight, we recommend booking at least 20 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Anchorage to Chicago from $137 1-2 weeks out and tickets from $157 for flights departing within the next 72 hours.

What is the cheapest month to fly from Anchorage to Chicago?

Flights from Anchorage to Chicago lean towards being more expensive in December. Prices are generally better when you fly from Anchorage to Chicago in April, with the cheapest ticket starting at $33.

When is the cheapest time to fly from Anchorage to Chicago (ANC - CHI)?

One of the essential ways to save on airfare from Anchorage to Chicago is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight in the afternoon could potentially save you up to 29% on airfare.

Cheap flights from Anchorage to Chicago in May, June 2021

The best prices found for ANC to CHI flights for May, June
2 Jun - 7 Jun
$299pp
ANC
Anchorage
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
ANC
Anchorage
4 Jun - 11 Jun
$303pp
ANC
Anchorage
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
ANC
Anchorage
9 Jun - 13 Jun
$306pp
ANC
Anchorage
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
ANC
Anchorage

Anchorage to Chicago 2021 flight deals

Cheap flights to Chicago from Anchorage found for this year
25 Aug - 26 Aug
$297pp
ANC
Anchorage
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
ANC
Anchorage
2 Jun - 7 Jun
$299pp
ANC
Anchorage
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
ANC
Anchorage
4 Jun - 11 Jun
$303pp
ANC
Anchorage
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
ANC
Anchorage

Non-stop flights to Chicago from Anchorage

Save time with Anchorage to Chicago direct flight deals
2 Jun - 7 Jun
$299pp
ANC
Anchorage
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
ANC
Anchorage
19 Sep - 22 Sep
$313pp
ANC
Anchorage
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
ANC
Anchorage
21 Aug - 1 Sep
$319pp
ANC
Anchorage
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
ANC
Anchorage

Last minute flights from Anchorage to Chicago

Late deals on round-trip flights to Chicago from Anchorage, departing today and this week
20 May - 6 Jun
$338pp
ANC
Anchorage
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
ANC
Anchorage
22 May - 27 May
$342pp
ANC
Anchorage
Sun Country Air
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Sun Country Air
 
1 STOP
ANC
Anchorage
21 May - 6 Jun
$343pp
ANC
Anchorage
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
ANC
Anchorage

One-way flights to Chicago from Anchorage

The cheapest one-way flights from Anchorage to Chicago
4:35 pm - 7:08 pm
American Airlines
1 Stop
23h 33m
ANC - ORD
American Airlines
9:10 pm - 1:24 pm
Delta
2 Stops
13h 14m
ANC - ORD
Delta
$183
Delta
7:45 am - 3:12 pm
Sun Country Air
1 Stop
28h 27m
ANC - ORD
Sun Country Air

Related info for your journey

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

Flight FAQs

From Anchorage to Chicago

Are flight prices decreasing from Anchorage to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Anchorage and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from Anchorage to Chicago to control the spread of COVID-19?

New policies can now be found on Alaska Airlines to help keep travelers safe while flying. Airline carriers are regularly disinfecting and sanitizing their aircraft. Masks are provided and are mandatory while on board. Pre-flight testing for symptoms and antibodies, alongside socially distanced seating (for a limited time) will work towards keeping travelers safer while flying from Anchorage to Chicago. Policies will vary by airline.

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

Due to the rapidly changing circumstances due to COVID-19, airlines like Alaska Airlines, Delta, and United Airlines flying from Anchorage to Chicago have implemented new flexible cancellation policies.

What airport do you fly from for flights from Anchorage to Chicago?

Located just 4.4 mi from the city center, Anchorage is the airport most travelers will use when flying to Chicago from Anchorage. Booking flights from Anchorage (ANC) to Chicago should be relatively easy as there are 2 daily outbound flights to Chicago from 4 different airlines.

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

Yes, there are multiple flights from Anchorage to Chicago for under $300. The cheapest flight booked recently is on American Airlines for just $297, but on average you can expect to pay $315.

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

Cheapflights has at least 20 direct flights from Anchorage to Chicago under $300. A good price for a nonstop flight from Anchorage to Chicago is less than $353.

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

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

Is Anchorage weather warmer or cooler than Chicago?

You can imagine temperatures to be in the 84 °F range in July. The weather in Chicago is generally hotter than Anchorage's. As flight availability is subject to become more limited as peak season approaches it is ideal to book in a timely manner.

How long is the flight from Anchorage to Chicago?

There are many flights that can get you from Anchorage to Chicago in 5h 44m. Fly via American Airlines, United Airlines, or Alaska Airlines to get the fastest option. Generally, flights for this route are nonstop.

What are the cheapest airlines flying from Anchorage to Chicago round-trip?

Flying on American Airlines is currently your cheapest option to Chicago, with prices starting at $297. Additional round-trip tickets that might be worth considering are offered by United Airlines and Sun Country Air, with the lowest prices starting at $303 and $338, respectively. These flights start at 28% lower than the current average price 3 months from now.

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

To fly one-way, consider booking your trip with Alaska Airlines, which is currently one of the cheapest options available, starting at $139. United Airlines flights start at $146 while deals on Delta start at $148 one-way.

Destination information for Chicago

Things to know before you go - useful duration and weather info for your trip from Anchorage to Chicago.
Flight duration
6h 24m
Average temperature for May in Chicago
71.6 °F
Avg rainfall for May in Chicago
4.3 ″

Airports servicing Anchorage

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Top 4 airlines flying from Anchorage to Chicago

The chart below displays the airlines Cheapflights users traveling from Anchorage 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 $435 No cancel fee 75%
United Airlines
$198 $497 No cancel fee 69%
American Airlines
$287 $498 No cancel fee 71%
Delta
$206 $614 No cancel fee N/A
Weekly flight availability
from Anchorage to Chicago
See how many times per day planes take to the skies headed from Anchorage to Chicago.
Sunday
2 daily flights
Monday
2 daily flights
Tuesday
2 daily flights
Wednesday
2 daily flights
Thursday
2 daily flights
Friday
2 daily flights
Saturday
2 daily flights
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