Find flights
Deals
Insights
When to book
FAQs & Tips
Direct Flights
Airlines

ANC - CHI

$191 Find cheap flights from Anchorage 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 from Anchorage to Chicago departing on 7/21. 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
Wed 7/10
Wed 7/17

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 42,898,604 times on KAYAK, and here is why:

Save 21% 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.

Bundle and saveSave money when you bundle your flight + hotel.

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

 
These are the cheapest deals for flights from Anchorage to Chicago currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Anchorage to Chicago

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Anchorage to Chicago.

Recent one-way flight deals from Anchorage to Chicago

Only flying one-way? Below are some of the best one-way flight deals from Anchorage to Chicago found on KAYAK recently.

Recent last minute flight deals from Anchorage to Chicago

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from Anchorage to Chicago.

Recent direct flight deals from Anchorage to Chicago

The latest deals for direct flights from Anchorage to Chicago so you can sit back and relax without the need for a layover.

Cheap bus & train deals from Anchorage to Chicago

Find recent round-trip train or bus tickets from Anchorage to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
1:30 pm - 11:29 amANC-ORD
18h 59m1 stop
8:05 pm - 12:20 pmORD-ANC
19h 15m1 stop
$384Sun Country Air
Find Deal
Mon, Jul 15 - Wed, Jul 24
9:33 pm - 6:40 amANC-ORD
6h 07mnonstop
12:59 am - 4:30 amORD-ANC
6h 31mnonstop
$391Alaska Airlines
Find Deal
Sun, Jun 30 - Fri, Jul 5
8:50 pm - 5:35 pmANC-ORD
17h 45m1 stop
12:59 am - 4:30 amORD-ANC
6h 31mnonstop
Wed, Jul 3 - Sat, Jul 6
6:00 am - 6:38 pmANC-MDW
9h 38m1 stop
7:20 pm - 12:43 amMDW-ANC
8h 23m1 stop
$410Delta
Find Deal
Fri, Aug 23 - Tue, Aug 27
6:00 am - 6:38 pmANC-MDW
9h 38m1 stop
9:33 am - 8:22 pmMDW-ANC
13h 49m2 stops
$415Delta
Find Deal
Fri, Aug 23 - Tue, Aug 27
8:55 pm - 11:29 amANC-ORD
11h 34m1 stop
12:59 am - 4:30 amORD-ANC
6h 31mnonstop
Mon, Jul 15 - Tue, Jul 23
11:59 pm - 9:11 amANC-ORD
6h 12mnonstop
4:14 pm - 7:57 pmORD-ANC
6h 43mnonstop
$469United Airlines
Find Deal
Sun, Jun 30 - Sat, Jul 6
11:59 pm - 9:11 amANC-ORD
6h 12mnonstop
4:14 pm - 7:57 pmORD-ANC
6h 43mnonstop
$471United Airlines
Find Deal
Sun, Jul 7 - Sun, Jul 14
10:00 pm - 7:15 amANC-ORD
6h 15mnonstop
5:15 pm - 8:50 pmORD-ANC
6h 35mnonstop
$606American Airlines
Find Deal
Fri, Jun 21 - Mon, Jun 24
1:31 am - 5:29 pmANC-ORD
12h 58m1 stop
5:07 pm - 8:51 pmORD-ANC
6h 44mnonstop
$1,193American Airlines
Find Deal
Thu, Aug 22 - Tue, Aug 27
11:55 pm - 9:00 amANC-ORD
6h 05mnonstop
$191Alaska Airlines
Find Deal
Sun, Jul 21
8:50 pm - 5:35 pmANC-ORD
17h 45m1 stop
$192Sun Country Air
Find Deal
Wed, Jul 3
6:02 am - 11:59 pmANC-ORD
14h 57m1 stop
$205Delta
Find Deal
Tue, Sep 10
6:00 am - 6:38 pmANC-MDW
9h 38m1 stop
$205Delta
Find Deal
Sat, Sep 7
11:59 pm - 9:08 amANC-ORD
6h 09mnonstop
$213United Airlines
Find Deal
Sun, Sep 15
6:05 am - 10:05 amANC-ORD
25h 00m1 stop
$215American Airlines
Find Deal
Mon, Aug 26
11:59 pm - 9:08 amANC-ORD
6h 09mnonstop
$235United Airlines
Find Deal
Sun, Sep 1
1:35 pm - 11:17 pmANC-ORD
30h 42m3 stops
Mon, Aug 26
8:55 pm - 8:58 pmANC-ORD
21h 03m2 stops
Mon, Jul 29
9:46 pm - 7:01 amANC-ORD
6h 15mnonstop
$338American Airlines
Find Deal
Wed, Jul 31
1:11 pm - 7:06 pmANC-ORD
26h 55m1 stop
8:11 pm - 10:49 amORD-ANC
17h 38m1 stop
$484Sun Country Air
Find Deal
Thu, Jun 13 - Fri, Jun 21
12:16 pm - 5:42 pmANC-ORD
26h 26m1 stop
8:05 pm - 12:20 pmORD-ANC
19h 15m1 stop
$501Sun Country Air
Find Deal
Wed, Jun 12 - Thu, Jun 20
12:30 am - 12:13 pmANC-ORD
8h 43m1 stop
12:59 am - 4:30 amORD-ANC
6h 31mnonstop
$526Alaska Airlines
Find Deal
Sat, Jun 15 - Thu, Jul 18
11:42 pm - 8:50 amANC-ORD
6h 08mnonstop
8:05 pm - 12:20 pmORD-ANC
19h 15m1 stop
Wed, Jun 12 - Thu, Jun 20
12:30 am - 12:13 pmANC-ORD
8h 43m1 stop
6:20 pm - 11:40 pmORD-ANC
32h 20m1 stop
$594Alaska Airlines
Find Deal
Sat, Jun 15 - Fri, Jul 19
11:55 pm - 9:00 amANC-ORD
6h 05mnonstop
8:05 pm - 12:20 pmORD-ANC
19h 15m1 stop
Thu, Jun 13 - Thu, Jun 20
6:00 am - 4:57 pmANC-ORD
7h 57m1 stop
2:10 pm - 1:32 amORD-ANC
14h 22m1 stop
$623Delta
Find Deal
Tue, Jun 11 - Tue, Jun 18
6:05 am - 7:40 pmANC-ORD
10h 35m2 stops
2:10 pm - 11:50 pmORD-ANC
12h 40m1 stop
$628Delta
Find Deal
Tue, Jun 11 - Tue, Jun 18
10:00 pm - 7:15 amANC-ORD
6h 15mnonstop
5:15 pm - 8:50 pmORD-ANC
6h 35mnonstop
$666American Airlines
Find Deal
Tue, Jun 11 - Tue, Jun 18
6:05 am - 7:19 pmANC-ORD
10h 14m1 stop
8:40 pm - 6:52 pmORD-ANC
25h 12m1 stop
$809American Airlines
Find Deal
Sat, Jun 15 - Sat, Jun 15
9:33 pm - 6:40 amANC-ORD
6h 07mnonstop
12:59 am - 4:30 amORD-ANC
6h 31mnonstop
$391Alaska Airlines
Find Deal
Sun, Jun 30 - Fri, Jul 5
11:55 pm - 9:00 amANC-ORD
6h 05mnonstop
12:59 am - 4:30 amORD-ANC
6h 31mnonstop
$415Alaska Airlines
Find Deal
Thu, Aug 1 - Tue, Aug 6
11:55 pm - 9:00 amANC-ORD
6h 05mnonstop
10:30 am - 2:10 pmORD-ANC
6h 40mnonstop
$439Alaska Airlines
Find Deal
Thu, Aug 1 - Sun, Aug 4
11:55 pm - 9:00 amANC-ORD
6h 05mnonstop
10:30 am - 2:10 pmORD-ANC
6h 40mnonstop
$445Alaska Airlines
Find Deal
Sat, Aug 10 - Sat, Aug 17
11:59 pm - 9:11 amANC-ORD
6h 12mnonstop
4:14 pm - 7:57 pmORD-ANC
6h 43mnonstop
$469United Airlines
Find Deal
Sun, Jun 30 - Sat, Jul 6
11:59 pm - 9:11 amANC-ORD
6h 12mnonstop
4:14 pm - 7:57 pmORD-ANC
6h 43mnonstop
$471United Airlines
Find Deal
Sun, Jul 7 - Sun, Jul 14
11:59 pm - 9:11 amANC-ORD
6h 12mnonstop
4:14 pm - 7:57 pmORD-ANC
6h 43mnonstop
$475United Airlines
Find Deal
Fri, Aug 2 - Sun, Aug 4
11:55 pm - 9:00 amANC-ORD
6h 05mnonstop
10:30 am - 2:10 pmORD-ANC
6h 40mnonstop
$485Alaska Airlines
Find Deal
Mon, Jul 15 - Wed, Jul 24
11:55 pm - 9:00 amANC-ORD
6h 05mnonstop
10:30 am - 2:10 pmORD-ANC
6h 40mnonstop
$499Alaska Airlines
Find Deal
Sat, Jul 6 - Mon, Jul 15
10:00 pm - 7:15 amANC-ORD
6h 15mnonstop
5:15 pm - 8:50 pmORD-ANC
6h 35mnonstop
$606American Airlines
Find Deal
Fri, Jun 21 - Mon, Jun 24

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 $207 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 $363.

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 $301 on average. On the other hand, the most expensive months are February and December, where the average cost of tickets is $710 and $635 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 Alaska Airlines ($191) and Sun Country Air ($192). The cheapest round-trip tickets were found on Sun Country Air ($384) and Alaska Airlines ($391).

Which airlines fly most frequently between Anchorage and Chicago?

Alaska Airlines connects Anchorage to Chicago with up to 2 flights per day. United Airlines also offers 2 flights per day, while American Airlines follows with 1 flight 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 5 nonstop flights that take off from Anchorage and land in Chicago, with an average flight time of 6h 10m. The most common departure time is 9:00 pm and most flights take off in the evening. Each week, there are 35 flights and there are the same amount of flights each day 5.

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 05m, 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 8:50 pm and will be landing in Chicago at 6:02 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

March

High season

June

Cheapest flight

$191
Best time to beat the crowds but there is an average 15% increase in price.
Most popular time to fly and prices are also 15% lower on average.
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 $191 for a one-way ticket and $384 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, Delta, and American Airlines 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 $485 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 $415 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 $299 or less one-way and $639 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

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

Air Canada, Alaska 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

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

Air Canada, Alaska Airlines, +5 more

Sunday

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

Air Canada, Alaska 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 9254 reviews
8.2Boarding
7.3Entertainment
8.6Crew
7.3Food
7.9Comfort
Airline reviews

The queue before check-in was long and slow moving due to too few desks being open. THEN, WHEN WE FINALLY REACHED THE CHECK-IN DESK WE WERE CHARGED US$70 FOR 2 BAGS. What rubbed salt into the wound was the incredible number of large bags in people’s “carry on”.

6.0 GoodAnonymous, Jun 2024ANC - SEA
Read more about Alaska Airlines reviews

The queue before check-in was long and slow moving due to too few desks being open. THEN, WHEN WE FINALLY REACHED THE CHECK-IN DESK WE WERE CHARGED US$70 FOR 2 BAGS. What rubbed salt into the wound was the incredible number of large bags in people’s “carry on”.

Plane was very cold, but other than that, it was a perfect flight

My baggage did not with me , which upset the item that were inside as gifts . Well over 24 hours .

The airline itself was extremely comfortable and the staff were wonderful. The communication was excellent amongst the pilots and flight attendants and the passengers. I was throughly impressed by the cleaning crew that came on the plane immediately to ready it for the next flight. I have flown a bunch of times post Covid pandemic and have never seen this! I gave the “okay” rating for the food and entertainment because I didn’t order food and there wasn’t entertainment offered through the plane (only your personal devices).

The flight itself went well, except it left 1.5 hours late, and about 10 of us missed our Alaska Airlines connection by minutes; they wouldn't hold the plane, even though our arrival delay was caused by Alaska. No gluten-free options among the snacks; you had to order meals separately, but there was no consideration for food sensitivities. NO TELEVISION on a flight from Washington, DC to Seattle or from Seattle to Anchorage. I didn't know that ANY airlines offering cross-country flights didn't have screens for entertainment. This alone is a "never again" for me.

Full flight where I had another passenger sitting in middle seat who said that he had lost 250 lbs from 500. The stewardess on exiting the flight advise me that I was going to receive a refund. I thought she was talking about another passenger. The stewardess saw that to make him comfortable I had lifted the armrest and flew for 5 hours to Seattle from Reagan DCA with a portion of his body on my seat. I survived. I flight to remember!!!!

1309 on May had some very bumpy segments that seem to take too long to get to smoother air. My initial flight out of GRR was delayed and missed connections. Sure glad I made a different one in ORD so I could be in Anchorage.

Great first time experience for me. The gate agent at the Anchorage location was so helpful. Definitely will be booking more on Alaska.

It was warm on the plane. Perhaps the people who were coughing quite often should be encouraged to wear a mask?! It was a long 4 hours.

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.

3 hours late and all they have is was a $12 meal voucher. That’s not even enough to cover fast food.

Among the poorest flights I’ve had with Delta in a while. Entertainment system failed completely on a 7.5 hr flight. Crew seemed distracted and not the normal friendly crew. Flight overbooked it seemed… very crowded.

If I can, I always fly Delta. I’ve found their service to always be reliable and pleasant.

You could have not cancelled the flight (AA, which I will be flying from now on) left for BOS despite the fictitious weather issues (that no one in my Boston family could see). You could have rebooked my direct flight to another direct flight instead of sending me though JFK, the worst US airport after O’Hara You could have rebooked me on a Main Cabin seat (like the one I paid for in my original ticket instead of putting me a the last row on JFK->BOS leg, pocketing the difference in ticket price But I do not really care whether you will ever do that in a future because in a future neither I nor anyone from my company (unless they pay out of pocket) nor an of my clients and partners (if they heed my advice) will ever be caught dead on any of Delta flights

Really bad baggage handling. Had my Rimowa bag badly damaged at the latches.

It was pretty good I was worried with the short Layover that I might not catch my connection but the gate was there

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

There was plenty of overhead room but half of the passengers were told they had to check their carryon bags. My partner and I checked in as early as possible and our seats were split across the aisle.

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

It is a modern tragedy that any airline expects you to travel for 14 hours in such discomfort and that the only way to add comfort is exorbitant prices. I was in pain by the time we landed. Shameful.

After the morning frenzy of 35 min wait through CLT security at 4;30 AM, it was nice to have a smooth pleasant boarding experience. This 6:30 AM flight was not full. We were able to get seated swiftly and took off promptly. Nice touch they distributed the old fashioned headsets with 8 mm jacks. Snacks were decent and arrival was uneventful.

I had a great flight. Everything went smoothly and the flight arrived early.

The flight and boarding were easy peasy. I was traveling with my 4-year-old, so a smooth boarding experience was especially appreciated. My only piece of feedback is really about where our gate was in O'Hare. They've shoved four gates into a tiny corner of the B terminal and there isn't early enough room or seating for everyone. Not United's problem, but did dent the overall experience.

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

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.
7/21Sun
nonstopAlaska Airlines
6h 05mANC-ORD
$191
7/3Wed
1 stopSun Country Air
17h 45mANC-ORD
$192
9/10Tue
1 stopDelta
14h 57mANC-ORD
$205
9/7Sat
1 stopDelta
9h 38mANC-MDW
$205
9/15Sun
nonstopUnited Airlines
6h 09mANC-ORD
$213
8/26Mon
1 stopAmerican Airlines
25h 00mANC-ORD
$215
9/1Sun
nonstopUnited Airlines
6h 09mANC-ORD
$235
8/26Mon
3 stops
30h 42mANC-ORD
$269
7/29Mon
2 stops
21h 03mANC-ORD
$277
7/31Wed
nonstopAmerican Airlines
6h 15mANC-ORD
$338

Search by stops

Search by airline

Search by price

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.
6/13Thu
multi-stopSun Country Air
26h 55mANC-ORD
6/21Fri
multi-stopSun Country Air
17h 38mORD-ANC
$484
6/12Wed
multi-stopSun Country Air
26h 26mANC-ORD
6/20Thu
multi-stopSun Country Air
19h 15mORD-ANC
$501
6/15Sat
multi-stopAlaska Airlines
8h 43mANC-ORD
7/18Thu
nonstopAlaska Airlines
6h 31mORD-ANC
$526
6/12Wed
nonstop
6h 08mANC-ORD
6/20Thu
multi-stop
19h 15mORD-ANC
$570
6/15Sat
multi-stopAlaska Airlines
8h 43mANC-ORD
7/19Fri
multi-stopAlaska Airlines
32h 20mORD-ANC
$594
6/13Thu
nonstop
6h 05mANC-ORD
6/20Thu
multi-stop
19h 15mORD-ANC
$596
6/11Tue
multi-stopDelta
7h 57mANC-ORD
6/18Tue
multi-stopDelta
14h 22mORD-ANC
$623
6/11Tue
multi-stopDelta
10h 35mANC-ORD
6/18Tue
multi-stopDelta
12h 40mORD-ANC
$628
6/11Tue
nonstopAmerican Airlines
6h 15mANC-ORD
6/18Tue
nonstopAmerican Airlines
6h 35mORD-ANC
$666
6/15Sat
multi-stopAmerican Airlines
10h 14mANC-ORD
6/15Sat
multi-stopAmerican Airlines
25h 12mORD-ANC
$809

Search by stops

Search by airline

Search by price

Anchorage - Chicago Flights

Departure:

Anchorage (ANC)United States

Return flight deals:

Chicago - Anchorage

Cabin classes:

$1,776
$3,978
$1,153
$363