$159 Find Cheap Flights from Anchorage to Illinois

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 Illinois departing on 8/25. 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
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Illinois

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Anchorage to Illinois, 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 Illinois, as well as popular online travel agencies
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Cheap Flights from Anchorage to Illinois

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Chicago
Chicagononstop$318
St. Louis
St. Louis2 stops$455
Chicago
Chicagononstop$318
St. Louis
St. Louis2 stops$455

Book Cheap Anchorage to Illinois Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Anchorage to Illinois 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Anchorage to Illinois

Thu, Oct 2 - Sat, Oct 11
Alaska Airlines Logo
11:25 pm - 8:40 amANC-ORD
6h 15mnonstop
Alaska Airlines Logo
8:10 am - 12:08 pmORD-ANC
6h 58mnonstop
$318Alaska Airlines
Find Deal
Thu, Sep 18 - Sun, Sep 21
American Airlines Logo
9:53 pm - 7:17 amANC-ORD
6h 24mnonstop
American Airlines Logo
5:01 pm - 8:48 pmORD-ANC
6h 47mnonstop
$319American Airlines
Find Deal
Thu, Oct 2 - Sat, Oct 11
Hawaiian Airlines Logo
11:25 pm - 8:40 amANC-ORD
6h 15mnonstop
Hawaiian Airlines Logo
8:00 am - 3:34 pmORD-ANC
10h 34m1 stop
$328Hawaiian Airlines
Find Deal
Fri, Oct 10 - Sat, Oct 18
Delta Logo
12:30 am - 5:18 pmANC-ORD
13h 48m1 stop
Delta Logo
2:00 pm - 10:43 pmORD-ANC
11h 43m1 stop
$338Delta
Find Deal
Wed, Oct 22 - Tue, Oct 28
Delta Logo
9:45 pm - 8:55 amANC-MDW
8h 10m1 stop
Delta Logo
7:10 pm - 12:51 amMDW-ANC
8h 41m1 stop
$338Delta
Find Deal
Thu, Oct 9 - Sat, Oct 18
Alaska Airlines Logo
1:47 am - 5:01 amANC-ORD
24h 14m1 stop
Alaska Airlines Logo
8:10 am - 12:08 pmORD-ANC
6h 58mnonstop
$341Alaska Airlines
Find Deal
Thu, Oct 23 - Mon, Oct 27
United Airlines Logo
9:04 pm - 6:13 amANC-ORD
6h 09mnonstop
United Airlines Logo
4:05 pm - 7:59 pmORD-ANC
6h 54mnonstop
$361United Airlines
Find Deal
Sat, Oct 11 - Sat, Oct 18
Hawaiian Airlines Logo
11:11 pm - 8:40 amANC-ORD
6h 29mnonstop
Hawaiian Airlines Logo
8:10 am - 12:08 pmORD-ANC
6h 58mnonstop
$377Hawaiian Airlines
Find Deal
Wed, Oct 22 - Mon, Oct 27
United Airlines Logo
9:04 pm - 6:13 amANC-ORD
6h 09mnonstop
United Airlines Logo
4:05 pm - 7:59 pmORD-ANC
6h 54mnonstop
$398United Airlines
Find Deal
Thu, Aug 28 - Sun, Aug 31
 Logo
1:25 pm - 1:32 pmANC-STL
21h 07m2 stops
 Logo
2:30 pm - 12:21 pmSTL-ANC
24h 51m3 stops
Booking Insights

KAYAK's insights & trends for Anchorage to Illinois flights

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

What is the cheapest Anchorage to Illinois flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Anchorage to Illinois.

The cheapest ticket to Illinois from Anchorage found in the last 72 hours was to Chicago, at $376 round-trip. The most popular route is from Anchorage (ANC) to Chicago O'Hare Intl Airport (ORD), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $376.

Can I save money by flying with a layover from Anchorage to Illinois?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $750 on average.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Anchorage to Illinois, 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 Illinois is November, when tickets cost $395 (return) on average. On the other hand, the most expensive months are March and December, when the average cost of round-trip tickets is $649 and $642 respectively.

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

The average price of all round-trip flights from Anchorage to Illinois clicked on KAYAK for each day over the last 12 months.

For Anchorage to Illinois, Tuesday is the cheapest day to fly on average and Saturday is the most expensive. Flying from Illinois back to Anchorage, the best deals are generally found on Wednesday, with Thursday being the most expensive.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Anchorage to Illinois, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Anchorage to Illinois, you should book around 4 weeks before departure, which saves you about 50% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 17 weeks before departure.


Good to know

Low seasonJanuary
Cheapest flight$159
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly with an average 11% increase in price.
Flight from Anchorage to Chicago O'Hare Airport

FAQs - booking Illinois flights

  • How does KAYAK find such low prices on flights from Anchorage to Illinois?

    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 Illinois.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Anchorage to Illinois 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 Illinois?

    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 from Anchorage to Illinois with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Anchorage to Illinois?

    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 from Anchorage to Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Illinois?

    The cheapest time of day to fly to Illinois is generally in the evening, when round-trip flights cost $331 on average. Morning departures are around 100% cheaper than evening flights, on average. The most expensive time of day to fly to Illinois is generally at night, which is peak travel time and where the average cost of a ticket is $755.

Top tips for finding cheap flights to Illinois

  • Looking for a cheap flight? 25% of our users found tickets from Anchorage to the following destinations at these prices or less: Chicago $295 one-way - $527 round-trip

Reviews of the top 5 airlines serving from Anchorage to Illinois

 
See real verified KAYAK customer reviews for airlines flying from Anchorage to Illinois. 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 Illinois? 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 10000 reviews
7.8Comfort
8.1Boarding
8.5Crew
7.1Entertainment
7.1Food
Airline reviews

I was pleasantly surprised to discover that Alaskan Airlines allows normal leg space in the economy class cabin, offers free movies and other entertainment programs via WiFi. The staff was friendly and worked hard to make this long flight enjoyable.

10.0 ExcellentAnonymous, Jul 2025ANC - DEN
Read more Alaska Airlines reviews

I was pleasantly surprised to discover that Alaskan Airlines allows normal leg space in the economy class cabin, offers free movies and other entertainment programs via WiFi. The staff was friendly and worked hard to make this long flight enjoyable.

On time would have been a hell of a lot better!!

Cancelled my flights with only 6 hours notice, then offered alternate flights that arrived 1:30 AM next day.

Flight from New Orleans to Seattle to Anchorage was delayed for 3 hours My flight from Seattle to Anchorage was not rescheduled. I had to call the airlines to tell them to get a flight from Seattle to Anchorage they finally got me a flight If I hadn’t been aware of this problem I don’t know how long I would of waited in Seattle to get a flight to Anchorage!!!!!! Return trip from Anchorage to New Orleans in Seattle to New Orleans I was at the right gate when I realized something was wrong they had changed the gate without notifying the change l finally made it on time with minutes to spare & exhausted

It was fine. 2 hour delay due to mechanical issue. I understand issues will occur, just wish instead of Capt repeatedly telling us we will be getting off the ground “momentarily” they would just be honest and either say they have no idea-or it’s going to be a few hours! All in all FAs are usually pretty nice :)

Could have service kiosks, had to find a gate with an attendant

The flight was short and smooth. The crew was friendly and courteous.

Booked a first class ticket from Anchorage to Seattle but was denied complimentary access to Alaska Lounge as our 1500 mile flight wasn’t long enough’

Way too warm for that length of flight!! If the pretzel bag gets any smaller, there won't even be any pretzels to eat!! Crew didn't talk. $99 just for an aisle seat is ludicrous!! Probably won't fly Alaska again.

Boarding for Alaska Airlines is always chaotic with many people crowding the gates. Arriving in on Alaska in Los Angeles is always interesting since there is never a gate available. So the planes are often parked all the way out on the west side of the airport while waiting for the gate to be cleared of the departing plane. This flight was no exception.

Delayed and took off even later than the scheduled delay time

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Great experience on Delta. Staff from baggage check to flight attendants were very courteous and professional. My only issue was a personal preference for pretzels instead of the chips and cookies that were offered.

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

Did not know my son and I had different seating arrangements. He was fine, but it was disappointing.

Flight was canceled, and no effort was made to help with rebooking, no hotel vouchers, no car transportation and minimal food voucher and most places for food were closed by the time the voucher was given. Waited for 3 hours for bags. Simply the worst travel experience I have ever had

Food was surprisingly good but the WiFi was not great

Check-in process at SEA was very difficult, e.g., how to check-in and finding where to go to check-in. Staff that helped me was friendly. Security process very disorganized. Stopped at gate C2A to try to get on an earlier flight and four staff didn’t acknowledge me, some of the worst customer service I’ve experienced at a gate counter.

Flight got delayed and it was very inconvenient . Had to come with another carrier. Had to spend one more night in San Francisco.

Logging into next flight was an issue as I never received a confirmation code

Alaska airlines is not what I expected Very disappointed Unfriendly Discouraging Very bad customer service, heartbroken trying to explain to them my situation.

I could not check in ahead of time. Kayak did not give me a proper confirmation number to check in.

I loved flying Hawaiian Air! We didn’t pay to sit together, but we were able to anyway. They had usb charging ports and even outlets in some seats. They served a hot sandwich that was not very good, but we were still pleasantly surprised. The staff was very nice. The seats really made my booty hurt but maybe I’m just not used to sitting so long. Also, the AC was really cold even though I was wearing pants, a hoodie, and a light blanket.

A second drink service on a 6 hour flight would have been helpful.

The steward staff was particularly friendly and helpful. They smiled a lot and seemed anxious to be sure we enjoyed the flight.

Everything was good for the price I paid. Crew was very nice.

The worst flight experience I've ever had. Our flight was delayed 14 whole hours because the flight crew never showed up. We had to wait in a two hour line to get our new boarding passes, we were told we had no other option but to fly at 10pm (we didn't depart until 11:45pm). Everyone had to contact their hotels and car rental places, workplaces, etc. since we lost an entire day's worth of travel. The crew showed up at 10:15, which was past the time we were supposed to board. They were laughing and being completely smug when they boarded, and they took another hour to board us onto our flight. The flight crew never came to check in on us, we were quickly given one drink and sandwich and they turned off the lights and were negligent the rest of the trip. My mom asked three attendants for a seat belt extender, they never brought one. I was dehydrated and never received another drink. They were very rude and unfriendly, we had been up since 4am the morning of our flight and didn't land in our destination until 2am the next day (5am local time). This was unacceptable service and treatment, these flights are not cheap and we were inconvenienced out of an entire day of travel. This was 100% avoidable and was the fault of Hawaiian Airlines, and their crews inability to show up to work on time.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Overall it was good. I missed my connection but I was put on another flight.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

Couldn’t get the door on the plane to close leading to a nearly 2 hour delay. But, hey at least they didn’t cancel the flight.

The flight was fine and the crew awesome. The problem is ORD and AA. Computers went down, ORD fell apart and a 40 min flight turned into a 3 hour trip. Guess the answer is to not try and fly to ORD after noon. But, as I said, crew was awesome and did everything they could to lesson the flight time.

The flight was fine but the 8 hour delay in Chicago was awful - 5 gate changes and repeated delays without an explanation. No vouchers. Nothing.

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

Not sure the logic of the boarding in Groups. I was loaded first on the aisle. Then the guy in the middle. Then the guy by the window. Constantly holding up the other people boarding behind them with us blocking the aisle and this happened in most of the other rows

To start, I’d like to say that every American Airline personnel I interacted with on the ground, especially flight crew, was very friendly and did their best to help me out. Despite this, however, my experience with the airline was an entire mess. The 7:19 PM flight was heavily delayed due to weather, and pushed to 10:30 AM the next morning. Because of this, I had to spend the night inside of the airport. At some point later in the night, I got an email saying that the flight had been canceled. I called the support number, and the representative on the other line told me that the flight was still on and that I didn’t need to rebook. The next morning, no one came to the gate to open the door for the crew until almost 11 AM. By this time the flight crew had been waiting for over an hour, and they had called management to get someone to open the door for them multiple times. Around 11:30, the gate screen had changed to a different flight. I ended up buying a last minute ticket with Southwest airline just to get to Chicago, because the next flight with American wasn’t until 7:19 pm that day. Now, earlier that morning my suitcase had been sent ahead of me to ORD. I went to baggage claim to ask them if I could have my suitcase forwarded to where I was staying. The representative at SDF baggage claim said they could and put the claim in for me. As I was going back through TSA, I got an email that the airline had found my suitcase, but the next step was to send it BACK to SDF. I called the airline support number again, and I made it clear that my suitcase needed to stay in Chicago and to not come back to SDF. The representative told me that they would hold my suitcase at ORD and that it wasn’t going to be forwarded anywhere. Once I got there, I found that they had loaded my suitcase onto a plane to send it back to SDF. Thankfully, I had gotten to the baggage claim counter in time for them to put in a request to bring my suitcase back up. My refund with the airline is processing already, but because of this entire experience and miscommunication at every turn of the way, I will not book with American Airlines in the future.

The plane was late and then sat on the runway for almost 45 minutes before taking off.

Crew professional. Easy bag drop off. On time. Good entertainment.

Everything was great. Boarding, early departure, early arrival, and deplaning were smooth. Smooth flight.

Everything you need to know for your flight from Anchorage to Illinois

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