AVL - CHI

$83 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 2/27. 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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41 299 237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$120
Typical prices: $212-$243
Allegiant Air
Fri 6/5Mon 6/8
AVL - MDW • Non-stop
Cheapest one-way
$83
Typical prices: $184-$351
Multiple Airlines
Fri 2/27
AVL - ORD • 1 stop
Our travelers' advice
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
Allegiant Air
Cheapest • from $120 (round-trip)
United Airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
AVL
-
MDW
Cheapest • 28% average savings
AVL
-
ORD
Most popular
Insights
Insights
Insights
Insights
When to book
4 weeks
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 10% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
October
Cheapest • 24% price drop
October
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
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
$120Allegiant Air
Fri, Jun 19 - Mon, Jun 22
Allegiant Air Logo
6:46 pm - 7:30 pm
AVL
-
MDW
1h 44mnonstop
Allegiant Air Logo
8:20 pm - 10:59 pm
MDW
-
AVL
1h 39mnonstop
$162Allegiant Air
Thu, Mar 5 - Sun, Mar 8
Multiple Airlines Logo
11:05 am - 7:11 pm
AVL
-
ORD
9h 06m
1 stop
Multiple Airlines Logo
8:16 pm - 11:29 pm
ORD
-
AVL
26h 13m
1 stop
$173Multiple Airlines
Thu, Feb 26 - Sun, Mar 1
Multiple Airlines Logo
7:25 am - 6:29 pm
AVL
-
ORD
12h 04m
1 stop
Multiple Airlines Logo
8:16 pm - 11:36 pm
ORD
-
AVL
26h 20m
1 stop
$175Multiple Airlines
Wed, Mar 4 - Mon, Mar 9
Multiple Airlines Logo
4:18 pm - 11:47 pm
AVL
-
ORD
8h 29m
1 stop
Multiple Airlines Logo
7:00 am - 11:29 pm
ORD
-
AVL
15h 29m
1 stop
$176Multiple Airlines
Thu, Mar 5 - Mon, Mar 9
Multiple Airlines Logo
11:05 am - 9:13 pm
AVL
-
ORD
11h 08m
1 stop
Multiple Airlines Logo
7:00 am - 11:29 pm
ORD
-
AVL
15h 29m
1 stop
$181Multiple Airlines
Thu, Mar 5 - Sun, Mar 8
Multiple Airlines Logo
11:05 am - 11:05 pm
AVL
-
ORD
13h 00m
1 stop
Multiple Airlines Logo
8:16 pm - 11:29 pm
ORD
-
AVL
26h 13m
1 stop
$183Multiple Airlines
Thu, Mar 5 - Sun, Mar 8
Delta Logo
6:55 pm - 10:31 pm
AVL
-
MDW
4h 36m
1 stop
Delta Logo
6:00 am - 1:18 pm
MDW
-
AVL
6h 18m
1 stop
$229Delta
Sat, Apr 11 - Sun, Apr 19
Delta Logo
5:40 am - 9:56 am
AVL
-
MDW
5h 16m
1 stop
Delta Logo
12:53 pm - 8:41 pm
MDW
-
AVL
6h 48m
1 stop
$249Delta
Fri, Feb 20 - Sun, Feb 22
Delta Logo
2:23 pm - 5:45 pm
AVL
-
MDW
4h 22m
1 stop
Delta Logo
6:00 am - 1:36 pm
MDW
-
AVL
6h 36m
1 stop
$269Delta
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?

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

The cheapest return flight from Asheville to Chicago costs $127 on the route between Asheville (AVL) and Chicago Midway Airport (MDW). Over the past month, this route was, on average, 28% 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 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 $209 (return) on average. On the other hand, the most expensive months are January and March, where the average cost of round-trip tickets is $355 and $333 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.

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 $249 on average.

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 10% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 21 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
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.

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.

Good to know

Low seasonSeptember
Cheapest flight$83
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly and prices are also 25% lower on average.
Flight from Asheville to Chicago O'Hare 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 $83 for a one-way ticket and $120 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 American Airlines?

    The two airlines most popular with KAYAK users for flights from Asheville to Chicago are United Airlines and American Airlines. With an average price for the route of $312 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $279 and an overall rating of 7.2.

  • 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 $228 or less one-way and $318 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

American Airlines, United Airlines

American Airlines, United Airlines

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

American Airlines, United Airlines

American Airlines, United Airlines

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

American Airlines, United Airlines

American Airlines, United Airlines

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

American Airlines, United Airlines

American Airlines, United Airlines

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 9236 reviews
7.3Comfort
7.1Entertainment
8.1Crew
7.7Boarding
6.6Food
Airline reviews

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

4.0 OkaySean, Jan 2026
BOS - ORD
Read more United Airlines reviews

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

They did the one thing that really matters - got to Chicago early.

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Very bad! They kept delaying my flight and wouldn’t do anything about it

Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.

Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

Little warm on the plane and delayed for an hour

So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

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

My 90 year old father flew with me. He needed wheel chair assistance and is nearly deaf. The staff was amazing with him.

It was fine. Nobody was outstandingly friendly but no one was rude and everything was smooth . The captain thanked us for flying but no one greeted me as I walked on the plane or as I exited which is the least they could do lol

Clean, friendly, roomy. But check-in from the phone link was terrible. Repeated attempts wouldn’t save at the final step. Just kept spinning! It was very frustrating. Finally, I used the app (vs website link) to check-in which worked very smoothly on the first attempt.

Check in on the web portal was cumbersome! After several attempts I finally got the boarding pass.

Excellent flight and even arrived 23 min early. No entertainment , or wi fi on board, but I downloaded a couple of movies beforehand which kept me entertained. Really like flying Allegiant airlines.

WE were delayed about an hour and never any communications from the employees working the gate. We also were moved to a total of three gates.

I love how they show love to their customers and care about them too.

I liked how when I got on board how fast we ended up taking off but what I truly disliked was how uncomfortable the seats were. There was truly never a time that I could ever get comfortable during both of my flights. The seats could get away during shorter flights but flights 3 hour plus makes it hard to enjoy.

The crew was great and the flight was very smooth. Can’t really judge food since I did not get any because it costs money. The seat was comfortable for what we bought. Thanks!

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

Information on your arrival and departure airports