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ANC - CHI

Find cheap flights from Anchorage to Chicago from $165

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Anchorage to Chicago departing on 6/2. 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
Sun 6/2
Sun 6/9

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Anchorage to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Anchorage to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 43,693,958 times on KAYAK, and here is why:

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

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

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

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Cheap flight deals from Anchorage to Chicago (ANC-CHI)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Anchorage 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 and deals for you by selecting your travel dates.
Choose your dates
11:15 pm - 8:50 amANC-ORD
6h 35mnonstop
12:45 am - 4:12 amORD-ANC
6h 27mnonstop
$335Alaska Airlines
Find Deal
Thu, May 23 - Wed, May 29
11:15 pm - 8:50 amANC-ORD
6h 35mnonstop
6:00 am - 12:59 amORD-ANC
21h 59m2 stops
$341Alaska Airlines
Find Deal
Fri, May 24 - Thu, May 30
10:40 am - 11:58 pmANC-ORD
10h 18m1 stop
6:50 pm - 1:32 amORD-ANC
9h 42m1 stop
$382Delta
Find Deal
Tue, Jun 11 - Tue, Jun 18
9:44 pm - 7:20 amANC-ORD
6h 36mnonstop
9:00 pm - 12:11 pmORD-ANC
18h 11m1 stop
Thu, May 23 - Thu, May 30
1:52 pm - 7:06 pmANC-ORD
26h 14m1 stop
8:05 pm - 12:20 pmORD-ANC
19h 15m1 stop
$388Sun Country Air
Find Deal
Sun, Jun 16 - Thu, Jun 20
1:20 am - 6:25 pmANC-ORD
14h 05m2 stops
1:25 pm - 1:32 amORD-ANC
15h 07m2 stops
$392Delta
Find Deal
Mon, Jun 10 - Tue, Jun 18
8:57 pm - 6:09 amANC-ORD
6h 12mnonstop
4:07 pm - 7:48 pmORD-ANC
6h 41mnonstop
$401United Airlines
Find Deal
Tue, Oct 8 - Sat, Oct 12
11:55 pm - 11:19 amANC-ORD
8h 24m1 stop
4:07 pm - 7:48 pmORD-ANC
6h 41mnonstop
$411United Airlines
Find Deal
Tue, Oct 8 - Sat, Oct 12
11:15 pm - 8:50 amANC-ORD
6h 35mnonstop
8:00 pm - 10:41 amORD-ANC
17h 41m1 stop
Wed, May 29 - Sun, Jun 2
1:35 pm - 7:06 pmANC-ORD
26h 31m1 stop
8:25 pm - 10:49 amORD-ANC
17h 24m1 stop
$506Sun Country Air
Find Deal
Sun, Jun 23 - Fri, Jun 28

Flights from Anchorage to Chicago - Travel Insights & Trends

Get data-powered insights and trends into flights from Anchorage to Chicago to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Anchorage to Chicago flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from Anchorage to Chicago.
Our data shows that the cheapest route for a one-way flight from Anchorage to Chicago cost $208 and was between Anchorage and Chicago O'Hare Intl Airport. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $257.

What’s the cheapest day of the week to fly from Anchorage to Chicago?

The average price of all flights from Anchorage to Chicago clicked on KAYAK for each day over the last 12 months.
Your flight ticket price will generally be cheaper if you fly to Chicago on a Sunday and more expensive on a Saturday. On your return trip to Anchorage, you should consider flying back on a Tuesday, and avoid Saturdays for better deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Anchorage to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Anchorage to Chicago is October, where tickets cost $322 on average. On the other hand, the most expensive months are May and March, where the average cost of tickets is $630 and $622 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Anchorage to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Anchorage to Chicago, you should book around 1 day before departure. For the absolute cheapest price, our data suggests you should book 43 days before departure.

Which airlines provide the cheapest flights from Anchorage to Chicago?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The best deals for a one-way ticket found by KAYAK users over the last 3 days were on Sun Country Air ($165) and Alaska Airlines ($167). The cheapest round-trip tickets were found on Alaska Airlines ($335) and Delta ($382).

Which airlines fly most frequently between Anchorage and Chicago?

In normal times, United Airlines flies from Anchorage to Chicago up to 4 times per day, Alaska Airlines up to 2 times per day, and American Airlines 1 time per day.

Which airlines fly non-stop between Anchorage and Chicago?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Anchorage to Chicago.
There are 3 airlines that fly nonstop from Anchorage to Chicago. They are: Alaska Airlines, American Airlines and United Airlines. The cheapest price of all airlines flying this route was found with Alaska Airlines at $186 for a one-way flight. On average, the best prices for this route can be found at American Airlines.

How many flights are there between Anchorage and Chicago per day?

Each day, there are between 7 and 9 nonstop flights that take off from Anchorage and land in Chicago, with an average flight time of 6h 21m. The most common departure time is 11:00 pm and most flights take off at night, while the most flights land at Chicago O'Hare Intl Airport. Each week, there are 56 flights. The most frequent day of departure is Thursday, when 16% of all weekly flights depart. The fewest flights depart on a Sunday.

Which cabin class options are there for flights between Anchorage and Chicago?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 4 cabin class options for the route. These are First, Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Anchorage to Chicago take?

The average nonstop flight takes 6h 07m, covering a distance of 2,851 miles.

What’s the earliest departure time from Anchorage to Chicago?

Early birds can take the earliest flight from Anchorage at 12:20 am and will be landing in Chicago at 9:37 am.

What’s the latest departure time from Anchorage to Chicago?

If you prefer to fly at night, the latest flight from Anchorage to Chicago jets off at 11:59 pm and lands at 9:11 am.

Good to know

Low season

February

High season

June

Cheapest flight

$165
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly with an average 9% increase in price.
Flight from Anchorage to Chicago O'Hare Airport

When to book flights from Anchorage to Chicago

Are your dates flexible? Find out the best times to travel from Anchorage to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Anchorage to Chicago

  • What is the cheapest flight from Anchorage to Chicago?

    In the last 3 days, the lowest price for a flight from Anchorage to Chicago was $165 for a one-way ticket and $335 for a round-trip.

  • Do I need a passport to fly between Anchorage and Chicago?

    No

  • Which airports will I be using when flying from Anchorage to Chicago?

    Anchorage is served by only 1 airport and there are 2 airports in Chicago. You will leave Anchorage from Anchorage and you will be arriving in Chicago at one of these airports: Chicago Midway or Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from Anchorage to Chicago?

    Alaska Airlines, American Airlines, and Delta offer inflight Wi-Fi service on the Anchorage to Chicago flight route.

  • Which aircraft models fly most regularly from Anchorage to Chicago?

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Anchorage to Chicago flight route.

  • Which airline alliances offer flights from Anchorage to Chicago?

    oneworld, and Star Alliance are the airline alliances operating flights between Anchorage and Chicago, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Anchorage to Chicago?

    There are nonstop flights from Anchorage to Chicago on a daily basis.

  • Which is the best airline for flights from Anchorage to Chicago, Alaska Airlines or Delta?

    The two airlines most popular with KAYAK users for flights from Anchorage to Chicago are Alaska Airlines and Delta. With an average price for the route of $507 and an overall rating of 8.0, Alaska Airlines is the most popular choice. Delta is also a great choice for the route, with an average price of $416 and an overall rating of 8.0.

  • How does KAYAK find such low prices on flights from Anchorage 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 Anchorage to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Anchorage to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Anchorage 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 Anchorage 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 Anchorage with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Anchorage 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 Anchorage up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from Anchorage to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $329 or less one-way and $599 or less round-trip.

Prefer to fly non-stop from Anchorage to Chicago?

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

Nonstop departures

Anchorage to Chicago

Monday

Air Canada, Alaska Airlines, American Airlines, +3 more

Air Canada, Alaska Airlines, +4 more

Tuesday

Air Canada, Alaska Airlines, American Airlines, +3 more

Air Canada, Alaska Airlines, +4 more

Wednesday

Air Canada, Alaska Airlines, American Airlines, +3 more

Air Canada, Alaska Airlines, +4 more

Thursday

Air Canada, Alaska Airlines, American Airlines, +3 more

Air Canada, Alaska Airlines, +4 more

Friday

Air Canada, Alaska Airlines, American Airlines, +3 more

Air Canada, Alaska Airlines, +4 more

Saturday

Air Canada, Alaska Airlines, American Airlines, +3 more

Air Canada, Alaska Airlines, +4 more

Sunday

Air Canada, Alaska Airlines, American Airlines, +3 more

Air Canada, Alaska Airlines, +4 more

See more direct flights

Nonstop returns

Chicago to Anchorage

Monday

Alaska Airlines, American Airlines, British Airways, +4 more

Alaska Airlines, American Airlines, +5 more

Tuesday

Air Canada, Alaska Airlines, American Airlines, +4 more

Air Canada, Alaska Airlines, +5 more

Wednesday

Air Canada, Alaska Airlines, American Airlines, +4 more

Air Canada, Alaska Airlines, +5 more

Thursday

Air Canada, Alaska Airlines, American Airlines, +4 more

Air Canada, Alaska Airlines, +5 more

Friday

Air Canada, Alaska Airlines, American Airlines, +4 more

Air Canada, Alaska Airlines, +5 more

Saturday

Alaska Airlines, American Airlines, British Airways, +4 more

Alaska Airlines, American Airlines, +5 more

Sunday

Alaska Airlines, American Airlines, British Airways, +4 more

Alaska Airlines, American Airlines, +5 more

See more direct flights
See more direct flights

Top 3 airlines serving from Anchorage to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Anchorage to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Anchorage to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
Alaska AirlinesOverall score based on 9128 reviews
7.3Entertainment
8.2Boarding
8.6Crew
7.9Comfort
7.3Food
Airline reviews

It was a great experience, although our seat was taken and we did not want to be rude and ask the person to move. Flight Attendants need to make sure that people should be in their assign sitting that are paid for. Other then that, we had a great flying experience with Alaska Airlines.

8.0 ExcellentKakada, Apr 2024ANC - SEA
Read more about Alaska Airlines reviews

It was a great experience, although our seat was taken and we did not want to be rude and ask the person to move. Flight Attendants need to make sure that people should be in their assign sitting that are paid for. Other then that, we had a great flying experience with Alaska Airlines.

I usually choose Alaska Airlines over any other airline. They try the hardest to make flying a great experience.

Staff being friendly would have help since the flight was delayed, again. Folks answered questions but no one seemed happy to be working today and if showed.

Quick easy boarding. Airport was unprepared for early landing and we were waiting in the plane for 20 minutes before getting a gate.

I thought every thing was good with the acceptation of the long layover between Seattle and the Tampa trip.

4 out of 4 flights cancelled or delayed. 5th trip with similar experience

Due to delayed flight, we missed our connecting flight as well as had to wait for 11 hours for next availaible flight. Not good experience

I had never flown Alaska before but I definitely will again . Their app is great and the staff was nice , the plane was clean and comfortable . I've been trying to think of something to complain about but I honestly cannot think of anything . And Alaska itself - wow! Such beauty everywhere out there

Multiple delays and when we landed zero help getting to and making connecting flight.

entertainment (use your own hardware) was difficult and I don't like tiny tiny screens for movies. "we're locking the bathrooms" messge came as they locked them. how about a warning, e.g. we will lock bathrooms in 15 on our final approach...

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

From Atlanta to Cabo I would have hoped on a plane that size I would have been able to breathe and wiggle my feet a little! The leg room in that plane is non existent and I am only 5”4’. And the air vent either wasn’t working very well or just could not blow air from the ceiling to the seat area as I was suffocating through the entire flight! And please don’t say I would have been more comfortable in first class because I cannot afford those rates and have always travelled Main Cabin without issues !

The pilots were good. Disappointing when planes don't have electrical ports

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

I had a wonderful experience flying with delta. The gentleman taking care of us on our flight was so nice, accommodating, and attentive. He always was smiling and giving pins to the kids which made me smile. The flight was quick too and without turbulence. Thank you for the great flying experience.

Delta is one of the best airlines I have flown

Made the Atlanta to Pittsburgh trip many times, with Delta no issues

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

Boarding was friendly and quick. While the plane model was older with no live tv, the entertainment was full of movies and tv shows. All food was available. Pilots were very communicative with status of the flight. Flight landed on time.

The Palm Springs to Chicago O’Hare was on Time and Palm Springs airport is easier navigate. As our connection was only an approximately 50 minutes, we asked staff for insights for the Chicago airport in terms of transferring into the other terminal from which our flight left, and they were unhelpful. However, the United App was very helpful in terms of notifications and even providing directions. The Chicago to Detroit flight was significantly delayed which we all know does happen. However, there were very few updates or notifications as to why this was happening when we would actually arrive. It took nearly 30 minutes for bags to make it to baggage claim. We arrived nearly 1 hour late on a 40 minute flight.

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

The flight was delayed by 4 hours !!!!! It was very uncomfortable , and they told us only one our before departure

Book cheap flights from Anchorage to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Anchorage to Chicago found on KAYAK in the last 72 hours.
6/2Sun
1 stopSun Country Air
25h 03mANC-ORD
$165
6/2Sun
nonstopAlaska Airlines
6h 36mANC-ORD
$167
6/7Fri
1 stopDelta
9h 36mANC-MDW
$167
6/24Mon
1 stopDelta
8h 54mANC-ORD
$205
9/22Sun
nonstopUnited Airlines
6h 09mANC-ORD
$240
6/7Fri
3 stops
31h 05mANC-ORD
$275
5/21Tue
nonstopAmerican Airlines
6h 15mANC-ORD
$284
8/7Wed
nonstopUnited Airlines
6h 12mANC-ORD
$285
6/24Mon
3 stops
26h 49mANC-ORD
$325
7/24Wed
nonstopAmerican Airlines
6h 15mANC-ORD
$379

Search by stops

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Last minute flights from Anchorage to Chicago

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Anchorage to Chicago that are departing in the next 10 days.
5/8Wed
nonstopAlaska Airlines
6h 25mANC-ORD
5/22Wed
nonstopAlaska Airlines
6h 30mORD-ANC
$579
5/8Wed
multi-stopAlaska Airlines
24h 10mANC-ORD
5/12Sun
nonstopAlaska Airlines
6h 40mORD-ANC
$595
5/8Wed
multi-stopAlaska Airlines
24h 10mANC-ORD
5/12Sun
multi-stopAlaska Airlines
12h 55mORD-ANC
$609
5/8Wed
nonstopAlaska Airlines
6h 25mANC-ORD
5/22Wed
multi-stopAlaska Airlines
14h 00mORD-ANC
$614
5/7Tue
multi-stopAlaska Airlines
9h 18mANC-ORD
5/21Tue
nonstopAlaska Airlines
6h 27mORD-ANC
$615
5/8Wed
nonstopAlaska Airlines
6h 25mANC-ORD
5/22Wed
multi-stopAlaska Airlines
14h 30mORD-ANC
$623
5/7Tue
multi-stopDelta
8h 48mANC-ORD
5/22Wed
multi-stopDelta
12h 52mORD-ANC
$649
5/7Tue
multi-stopDelta
13h 38mANC-ORD
5/22Wed
multi-stopDelta
12h 52mORD-ANC
$654
5/7Tue
nonstopUnited Airlines
6h 17mANC-ORD
5/22Wed
nonstopUnited Airlines
6h 34mORD-ANC
$720
5/8Wed
multi-stopDelta
8h 48mANC-ORD
5/12Sun
multi-stopDelta
7h 52mORD-ANC
$739

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Anchorage - Chicago Flights

Departure:

Anchorage (ANC)United States

Return flight deals:

Chicago - Anchorage

Cabin classes:

$1,286
$1,306
$1,201
$257