AVL - CHI

$58 Find Cheap Flights from Asheville to Chicago

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Asheville to Chicago departing on 10/31. 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 Chicago

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

Cheap Flights from Asheville to Chicago (AVL-CHI)

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

Recent round-trip flight deals from Asheville to Chicago

Fri, Oct 31 - Fri, Nov 7
Allegiant Air Logo
4:21 pm - 5:02 pmAVL-MDW
1h 41mnonstop
Allegiant Air Logo
5:35 pm - 8:09 pmMDW-AVL
1h 34mnonstop
$58Allegiant Air
Find Deal
Fri, Aug 15 - Mon, Aug 18
Allegiant Air Logo
5:35 pm - 6:17 pmAVL-MDW
1h 42mnonstop
Allegiant Air Logo
7:07 pm - 9:42 pmMDW-AVL
1h 35mnonstop
$77Allegiant Air
Find Deal
Fri, Aug 22 - Mon, Aug 25
Allegiant Air Logo
8:00 am - 8:42 amAVL-MDW
1h 42mnonstop
Allegiant Air Logo
9:32 am - 12:07 pmMDW-AVL
1h 35mnonstop
$81Allegiant Air
Find Deal
Wed, Aug 20 - Sun, Aug 24
 Logo
8:00 am - 11:59 pmAVL-ORD
16h 59m1 stop
 Logo
5:16 pm - 10:35 amORD-AVL
16h 19m1 stop
Sat, Sep 6 - Thu, Sep 11
 Logo
10:51 am - 5:39 pmAVL-ORD
7h 48m1 stop
 Logo
6:44 pm - 8:46 amORD-AVL
13h 02m1 stop
Sat, Sep 27 - Wed, Oct 1
American Airlines Logo
11:25 am - 12:29 pmAVL-ORD
2h 04mnonstop
American Airlines Logo
8:00 am - 10:55 amORD-AVL
1h 55mnonstop
$207American Airlines
Find Deal
Wed, Sep 3 - Sun, Sep 7
American Airlines Logo
1:15 pm - 2:21 pmAVL-ORD
2h 06mnonstop
American Airlines Logo
3:31 pm - 6:23 pmORD-AVL
1h 52mnonstop
$208American Airlines
Find Deal
Sat, Sep 6 - Tue, Sep 9
Delta Logo
5:49 am - 9:36 amAVL-MDW
4h 47m1 stop
Delta Logo
4:25 pm - 11:40 pmMDW-AVL
6h 15m1 stop
$227Delta
Find Deal
Tue, Sep 9 - Tue, Sep 16
Delta Logo
2:00 pm - 7:09 pmAVL-ORD
6h 09m1 stop
Delta Logo
1:05 pm - 7:08 pmORD-AVL
5h 03m1 stop
$227Delta
Find Deal
Wed, Nov 26 - Sun, Nov 30
United Airlines Logo
10:50 am - 12:05 pmAVL-ORD
2h 15mnonstop
United Airlines Logo
7:15 am - 10:06 amORD-AVL
1h 51mnonstop
$232United Airlines
Find Deal
Expert advice

Expert advice for your flight from Asheville to Chicago

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
United Airlines

Opt for Economy Plus for up to six inches more legroom than standard economy seats.


Download the United app for entertainment, as some aircraft lack seatback screens.

American Airlines

Consider Main Cabin Extra for early boarding and complimentary drinks on short flights.


Use American Airlines’ app for inflight entertainment, as seatback screens are being removed.

Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Booking Insights

KAYAK's insights & trends for Asheville to Chicago flights

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

What is the cheapest Asheville to Chicago flight route?

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

Our data shows that the cheapest route for a return flight from Asheville to Chicago cost $58 and was between Asheville (AVL) and Chicago Midway Airport (MDW). On average, the best prices are found if you fly this route. The average price for a return flight for this route is $58.

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

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

If you are looking for a flight deal from Asheville to Chicago, look for departures on Thursdays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Chicago, Saturday is the cheapest day to fly and Sunday is the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Asheville 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 Asheville to Chicago is October, where tickets cost $214 (return) on average. On the other hand, the most expensive months are March and May, where the average cost of round-trip tickets is $334 and $299 respectively.

Can I save money by flying with a layover from Asheville to Chicago?

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.

No, with an average price for the route of $507, prices are generally cheapest when you fly direct.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Asheville to Chicago, 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 Asheville to Chicago, you should book around 5 weeks before departure, which saves you about 21% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 26 weeks before departure.

Good to know

Low seasonMarch
Cheapest flight$58
Best time to beat the crowds but there is an average 26% increase in price.
Most popular time to fly and prices are also 8% lower on average.
Flight from Asheville to Chicago Midway Airport

When to book flights from Asheville to Chicago

Are your dates flexible? Find out the best times to travel from Asheville 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 Asheville to Chicago

  • Can I access car rental services at MDW airport?

    Yes. MDW airport offers reliable car rental services to its passengers. There are car rental offices outside the terminal which you can access by a shuttle bus that leaves outside the baggage reclaim area. These offices are operated by Alamo, National, Dollar, Corporate Rent A Car, Hertz and Budget.

  • Does ORD airport have interesting features?

    Yes. ORD airport hosts an Aeroponic Garden where you can learn about aeroponic vertical farming technology. You will see Aeroponic Tower, Aeroponic Herb Garden, Aeroponc Flower Garden and a Japanese-Inspired Water Garden. A USPS post office is also located in the Terminal 2 Arrivals area. The terminal also has a replica dinosaur skeleton and interesting art exhibits.

  • How can I get to AVL airport from downtown Asheville?

    Arriving from Hwy 28 and Walhalla, turn left onto Post Office St. Traveling south on Post Office Street and take the second right toward Airport Rd. Take the first right and follow the signs for ramp A. If arriving from Hendersonville, take 14W to I-26 East towards U.S. 20E North, turn left at U.S. 20E North at exit 9A, and proceed towards Asheville .

  • Which baby care facilities are available at AVL airport?

    There are family-friendly facilities available at the airport. These include nursing rooms and baby-changing facilities. Nursing rooms are located on the lower level of ramp A and in Terminal B near gate 1. Baby changing facilities are located near gate 3 on the upper level of ramp A and in terminal B near gate 2.

  • What is the cheapest flight from Asheville to Chicago?

    In the last 3 days, the lowest price for a flight from Asheville to Chicago was $59 for a one-way ticket and $58 for a round-trip.

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

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

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

    Asheville is served by only 1 airport and there are 2 airports in Chicago. You will leave Asheville from Asheville Regional 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 Asheville to Chicago?

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

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

    The Canadair (Bombardier) Regional Jet CRJ-550 is the aircraft model that flies most regularly on the Asheville to Chicago flight route.

  • Which airline alliances offer flights from Asheville to Chicago?

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

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

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

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

    The two airlines most popular with KAYAK users for flights from Asheville to Chicago are Delta and United Airlines. With an average price for the route of $238 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $292 and an overall rating of 7.4.

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

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

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

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

KAYAK’s top tips for finding a cheap flight from Asheville to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $157 or less one-way and $199 or less round-trip.
  • Asheville Regional Airport (AVL) has parking facilities accessible to travelers. For short stays, use the hourly lot located opposite the terminal. This lot has E.V. charging stations for electric vehicles. The daily parking lot found far from the terminal offers extended stay services and a shuttle bus transfers passengers from the car park to the terminal. There is also a garage connected to the main terminal building.
  • Differntly-abled travelers will be glad to fly out through AVL airport as they will access convenient specialized facilities. It offers wheelchairs and additional assistance through the airlines. Ramps, TDD telephones, braille signage, adapted toilets and lifts throughout the airport. Wheelchair-accessible restrooms and washrooms are available in the terminal building. Audible paging is also available for travelers.
  • Midway Airport (MDW) in Chicago provides pet-friendly facilities for traveling animals. It has an outdoor pet relief area with a grassy area, complimentary waste bags and water fountains found at the north end outside the terminal building. There is also an indoor pet relief area with benches and kennels for carrying the pets in the concessions area.
  • Family travelers with kids should opt to land at O’Hare International Airport (ORD) as it offers convenient family facilities. It has a children's Museum where you can take your kids for a memorable downtime at the airport in Terminal 2. There is also a children's play area near gate M12 of Terminal 5 designated for children to have fun.
  • ORD airport hosts multiple lounges designated for passengers. U.S. military members landing at the airport should consider using USO Lounge on the mezzanine level of Terminal 2 as it is designated for military members only. Other lounges are; United Polaris Lounge near gate C18 of Terminal 1, Delta Sky Club in Terminal 2, SAS Lounge of Terminal 5 and Swiss International Lounge of Terminal 5 next to gate M8.

Prefer to fly direct from Asheville to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Asheville Regional to Chicago.
Find which airlines fly direct from Asheville Regional Airport to Chicago, which days they fly and book direct flights.

Direct departures

Asheville Regional to Chicago

Monday

Allegiant Air, American Airlines, United Airlines

Allegiant Air, American Airlines, +1 more

Tuesday

American Airlines, United Airlines

American Airlines, United Airlines

Wednesday

American Airlines, United Airlines

American Airlines, United Airlines

Thursday

American Airlines, United Airlines

American Airlines, United Airlines

Friday

Allegiant Air, American Airlines, United Airlines

Allegiant Air, American Airlines, +1 more

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

Sunday

American Airlines, United Airlines

American Airlines, United Airlines

See more direct flights

Direct returns

Chicago to Asheville Regional

Monday

Allegiant Air, American Airlines, United Airlines

Allegiant Air, American Airlines, +1 more

Tuesday

American Airlines, United Airlines

American Airlines, United Airlines

Wednesday

American Airlines, United Airlines

American Airlines, United Airlines

Thursday

American Airlines, United Airlines

American Airlines, United Airlines

Friday

Allegiant Air, American Airlines, United Airlines

Allegiant Air, American Airlines, +1 more

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

Sunday

American Airlines, United Airlines

American Airlines, United Airlines

See more direct flights

Reviews of the top 4 airlines serving from Asheville to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Asheville 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 Asheville 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
DeltaOverall score based on 7980 reviews
8.5Crew
7.3Food
8.2Boarding
7.9Comfort
7.9Entertainment
Airline reviews

Delayed and took off even later than the scheduled delay time

8.0 ExcellentAnonymous, Jul 2025DTW - SEA
Read more Delta reviews

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

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.

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

There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.

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.

It was canceled. The flight wasn’t rescheduled, everyone had to figure out their own new arrangements. They said we would get refunded our original fare and receive an additional $150. We received links for $100 only and they expired before we could activate them.

The plane had originated in Las Vegas at 6:30 in the morning and flew to Moline where we boarded. The flight left around 12:30 PM and there were no boxed snacks available and many of the alcoholic beverages were unavailable. I would find it hard to believe that that many of the passengers coming from Las Vegas at 6:30 in the morning, drank and ate that much of the items. I can only come to the conclusion that someone failed to stock the plane for the round-trip. This is a huge revenue failure for the airline and disappointment for the passengers. The flight crew did not seem happy to be there and did not engage with passengers. Allegiant you can do better.

They did not let my husband on the plane with our service animal at the last minute. Do NOT fly this airline with a service animal!

Tight! Seats are not designed for those of us who wear extra-large clothes.

The non-stop flight from Grand Rapids was excellent. I neither expected or needed a budget flight and Allegiant made the trip easy and for an affordable price, Arriving at the Mesa Airport (AZA) is a delight compared to the international airport. For our return flight, we were able to arrive 75 minutes before the flight, return the rental car, check our bag and make it to the gate in plenty of time. That would never happen at most airports.

Easiest flights I’ve ever taken. Plane was comfortable without overly crowded seating.

Terrible. Still have not received the refund from them. They sent it to some account that I don't even know. Spoke with costumer service and they are unable to help.

I didn’t like it at all. I miss my second flight because of the delay on Allegiant Air now I m stuck in MCO.

Good, but a bit late on take off after loading. Don't like charging for carry ons!

First time flying with them and will definitely fly again in the future. Crew was so nice and friendly, fought was seamless. They are simple planes, no entertainment, but it’s fine for a short flight or if you have personal devices Rates are competitive, and they did so well with keeping the flight on time after a tropical storm, where other airlines had delays and cancellations.

Everything you need to know for your flight from Asheville to Chicago

Information on your arrival and departure airports

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