AVL - CHI

$57 Find Cheap Flights from Asheville 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 Asheville to Chicago departing on 6/15. 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, 0 bags

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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Everything you should know

Cheapest round-trip
$157
Allegiant Air
Fri 6/5Mon 6/8
AVL - MDW • Non-stop
Cheapest one-way
$57
Allegiant Air
Mon 6/15
AVL - MDW • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
Choose Economy Plus on United for extra legroom.
Use the American Airlines’ app for entertainment.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $157 (round-trip)
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Every day
You can fly direct with American Airlines, United Airlines and Allegiant Air. Average duration is 2h 08m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest • 51% average savings
Most popular
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $263 (round-trip)
Shortest trip • 4h 13m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 24% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 53% price drop
Most popular
Good to know
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+1
+1
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Flight Deals
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Expert advice
Flight 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, Jun 5 - Mon, Jun 8
Allegiant Air Logo
2:04 pm - 2:48 pm
AVL
-
MDW
1h 44mnonstop
Allegiant Air Logo
3:38 pm - 6:17 pm
MDW
-
AVL
1h 39mnonstop
$157Allegiant Air
Mon, Jun 1 - Mon, Jun 8
Allegiant Air Logo
2:11 pm - 2:52 pm
AVL
-
MDW
1h 41mnonstop
Allegiant Air Logo
3:38 pm - 6:17 pm
MDW
-
AVL
1h 39mnonstop
$163Allegiant Air
Fri, Jul 17 - Mon, Jul 20
Allegiant Air Logo
1:56 pm - 2:38 pm
AVL
-
MDW
1h 42mnonstop
Allegiant Air Logo
3:28 pm - 6:10 pm
MDW
-
AVL
1h 42mnonstop
$177Allegiant Air
Mon, Jun 22 - Mon, Jun 29
Multiple Airlines Logo
6:46 pm - 7:30 pm
AVL
-
MDW
1h 44mnonstop
Multiple Airlines Logo
6:00 am - 10:21 pm
MDW
-
AVL
15h 21m
2 stops
$190Multiple Airlines
Mon, Jul 20 - Thu, Jul 23
Allegiant Air Logo
1:56 pm - 2:38 pm
AVL
-
MDW
1h 42mnonstop
Allegiant Air Logo
9:08 am - 11:28 pm
MDW
-
AVL
13h 20m
1 stop
$195Allegiant Air
Fri, Jun 12 - Mon, Jun 15
Multiple Airlines Logo
2:33 pm - 11:04 am
AVL
-
MDW
21h 31m
2 stops
Multiple Airlines Logo
8:20 pm - 10:59 pm
MDW
-
AVL
1h 39mnonstop
$197Multiple Airlines
Thu, Jul 2 - Fri, Jul 10
Multiple Airlines Logo
6:30 am - 10:11 pm
AVL
-
MDW
40h 41m
2 stops
Multiple Airlines Logo
3:28 pm - 6:10 pm
MDW
-
AVL
1h 42mnonstop
$200Multiple Airlines
Fri, Jul 17 - Mon, Jul 20
American Airlines Logo
7:04 pm - 8:29 pm
AVL
-
ORD
2h 25mnonstop
American Airlines Logo
9:23 pm - 12:17 am
ORD
-
AVL
1h 54mnonstop
$267American Airlines
Fri, May 29 - Mon, Jun 1
United Airlines Logo
6:48 am - 8:00 am
AVL
-
ORD
2h 12mnonstop
United Airlines Logo
6:55 am - 9:55 am
ORD
-
AVL
2h 00mnonstop
$268United Airlines
Thu, Jun 4 - Mon, Jun 8
United Airlines Logo
5:43 pm - 7:05 pm
AVL
-
ORD
2h 22mnonstop
United Airlines Logo
6:55 am - 9:55 am
ORD
-
AVL
2h 00mnonstop
$269United Airlines
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.

How much is a round-trip flight from Asheville to Chicago?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Asheville to Chicago departing in June.

What is the cheapest Asheville to Chicago flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Asheville to Chicago costs $85 on the route between Asheville (AVL) and Chicago Midway Airport (MDW). Over the past month, this route was, on average, 51% cheaper than other Asheville-Chicago routes. The most popular route is between Asheville (AVL) and Chicago O'Hare Intl Airport (ORD).

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 Fridays 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 Monday 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 August, where tickets cost $58 (return) on average. On the other hand, the most expensive months are January and April, where the average cost of round-trip tickets is $209 and $209 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 $250, 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 4 weeks before departure, which saves you about 24% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Expert advice

Expert advice for your flight from Asheville to Chicago

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

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.

Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

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.

Good to know

Low seasonFebruary
Cheapest flight$57
Best time to beat the crowds but there is an average 21% increase in price.
Most popular time to fly and prices are also 7% 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 $57 for a one-way ticket and $157 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?

    Star Alliance, and oneworld 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, United Airlines or Allegiant Air?

    The two airlines most popular with KAYAK users for flights from Asheville to Chicago are United Airlines and Allegiant Air. With an average price for the route of $313 and an overall rating of 7.4, United Airlines is the most popular choice. Allegiant Air is also a great choice for the route, with an average price of $100 and an overall rating of 7.3.

  • 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 $185 or less one-way and $233 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 3 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.
7.4
United AirlinesOverall score based on 9690 reviews
6.6Food
7.7Boarding
7.3Comfort
8.1Crew
7.1Entertainment
Airline reviews

O’hsre taxi and deboarding took 40 minutes. Needed 20 minutes extra time between connecting flights to avoid running through terminal.

6.0 GoodAnonymous, May 2026
DEN - ORD
Read more United Airlines reviews

O’hsre taxi and deboarding took 40 minutes. Needed 20 minutes extra time between connecting flights to avoid running through terminal.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

The flight was significantly delayed. The inbound flight from EWR was delayed departing because of mechanical problems. My original departure from CLT was 5:28 pm but due to the delay of the inbound flight, after arrival, deplaning, cleaning, boarding, we did not push back from the gate until 9:00 pm. Once in the air, the flight was smooth and what was originally supposed to be an arrival in ORD at 7:30 pm local time turned out to be 9:35 pm.

The flight I was supposed to be on was supposed to take off at 1:50 from State College. It was delayed over and over and over again until somehow I had to rebook on a flight that was supposed to have left State College at 8 am that morning but didn't end up taking off until almost 6 pm. Not only was this completely unacceptable, the "token from United" was a 15 dollar meal voucher that has to be used by today. I would personally like some miles added to my account for this inconvenience. I was in transit for 8 hours from the time I arrive at State College Aiport to when I got home. I was supposed to be home at 3 pm and I returned at 8 pm. Unacceptable. I have not been on an on Time united flight in nearly 5 years.

newer aircraft, ability to connect my headset via blue tooth for entertainment.

Very comfortable flight, snacks and drinks were good, good communication from crew. Could have used a little more information on timing of boarding for group 5

Great flight. Got to watch a movie. Smooth flight and early arrival at ORD.

It was better than excellent. The staff in Mason City were great. The young woman that pushed my wheelchair did more than could be expected of her. She came from India 17 years ago. I don't remember her name.

Flight was delayed. Crew was good but hot coffee was not available.

Great. No choice for n/a. No food or entertainment options

No food is available without purchasing it and there is no in-flight entertainment. Both of these are OK because we got an inexpensive flight from Allegiant and, otherwise, our experience was excellent.

just had water and there was plenty of leg & seat room. But then i don't weight 220#s!!

Not totally their fault- screaming kids that had zero parent intervention.

It was cold on the flight. The crew was very pleasant. I didn't order any food. We were delayed due to Captain waiting on maintenance log. He kept us informed though. The flight itself was smooth. I would definitely fly with Allegiant again!

I had a fantastic experience with Allegiant. I had wheelchair assistance and they helped me find my luggage and brought me to my car. Even loaded my luggage. Wonderful service!! Thank you Allegiant!

Superb. Staff great. Great flight. As with other airlines, seating too tight and restrictive.

There is not one likable thing about this airline. It’s starts with the deceptive pricing and continues through the whole flight. The worst staff I’ve ever experienced way over priced bags absolutely no food or drink (unacceptable and you should be embarrassed) the seats are cramped and uncomfortable there is no entertainment there is nothing about this trash airline that constitutes any amount of money. It’s worse than spirit and way more expensive it is disgraceful. Do not travel with Allegiant I repeat do not bother no matter what they say the price is it is never ever going to be the right choice I’m mind blown at how awful the entire experience was I’m embarrassed that I chose so poorly I cannot reiterate enough how beyond horrible this company and its staff are, not one person on this flight or at the airport is qualified to sweep up trash on a city sidewalk they should certainly never be given any job that requires a brain or manners or communication with human beings, what a disgrace to the human race. Your criminal chiselers and should be put out to pasture

Great flight. Friendly staff. Free snacks and drinks would be nice. I would love fewer taxes and fees added on.

It was good, the staff was great, and the food, was as usual, tea and biscuit. Bathroom was clean, and the plane was clean as well.

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

Crew at the gate was very crabby and not at all polite. The plane was very hot the entire flight. And the seat cushion was very worn out.

The staff are very, very professional. It's what flying should feel like.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

Delays with no explanation. It could have been handled better.

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

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

Information on your arrival and departure airports