AVL - CHI

$75 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 6/8. 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
$209
Overall average: $309
Multiple Airlines
Wed 4/22Sat 4/25
AVL - ORD • 1 stop
Cheapest non-stop
$219
Allegiant Air
Fri 7/3Mon 7/6
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 $219 (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 11m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest • 40% average savings
Most popular
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $263 (round-trip)
Shortest trip • 4h 09m (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 23% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 25% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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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

Wed, Apr 22 - Sat, Apr 25
Multiple Airlines Logo
5:03 pm - 12:24 am
AVL
-
ORD
8h 21m
1 stop
Multiple Airlines Logo
7:15 pm - 11:16 pm
ORD
-
AVL
27h 01m
1 stop
$209Multiple Airlines
Thu, Apr 16 - Tue, Apr 21
Multiple Airlines Logo
4:40 pm - 12:24 am
AVL
-
ORD
8h 44m
1 stop
Multiple Airlines Logo
1:27 pm - 11:00 am
ORD
-
AVL
20h 33m
1 stop
$210Multiple Airlines
Wed, May 6 - Mon, May 11
Multiple Airlines Logo
6:33 pm - 12:27 am
AVL
-
ORD
6h 54m
1 stop
Multiple Airlines Logo
5:05 am - 10:19 pm
ORD
-
AVL
16h 14m
1 stop
$211Multiple Airlines
Thu, Apr 9 - Wed, Apr 15
Multiple Airlines Logo
12:57 pm - 11:36 pm
AVL
-
ORD
11h 39m
1 stop
Multiple Airlines Logo
7:15 pm - 10:33 pm
ORD
-
AVL
26h 18m
1 stop
$212Multiple Airlines
Wed, May 6 - Sun, May 10
Multiple Airlines Logo
6:33 pm - 12:27 am
AVL
-
ORD
6h 54m
1 stop
Multiple Airlines Logo
3:05 pm - 11:16 pm
ORD
-
AVL
7h 11m
1 stop
$213Multiple Airlines
Fri, Apr 17 - Tue, Apr 21
Multiple Airlines Logo
12:14 pm - 10:54 pm
AVL
-
ORD
11h 40m
1 stop
Multiple Airlines Logo
1:27 pm - 11:00 am
ORD
-
AVL
20h 33m
1 stop
$214Multiple Airlines
Thu, Apr 9 - Mon, Apr 20
Multiple Airlines Logo
12:57 pm - 11:36 pm
AVL
-
ORD
11h 39m
1 stop
Multiple Airlines Logo
1:27 pm - 10:19 pm
ORD
-
AVL
7h 52m
1 stop
$215Multiple Airlines
Mon, Mar 30 - Tue, Mar 31
Multiple Airlines Logo
11:34 am - 10:36 am
AVL
-
ORD
24h 02m
1 stop
Multiple Airlines Logo
6:10 pm - 6:28 pm
ORD
-
AVL
23h 18m
1 stop
$216Multiple Airlines
Thu, Jun 4 - Fri, Jun 5
Allegiant Air Logo
6:30 am - 1:56 pm
AVL
-
MDW
8h 26m
2 stops
Allegiant Air Logo
3:38 pm - 6:17 pm
MDW
-
AVL
1h 39mnonstop
$253Allegiant Air
Thu, Jun 4 - Mon, Jun 8
Allegiant Air Logo
6:30 am - 1:56 pm
AVL
-
MDW
8h 26m
2 stops
Allegiant Air Logo
3:38 pm - 6:17 pm
MDW
-
AVL
1h 39mnonstop
$263Allegiant Air
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 April.

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 $97 on the route between Asheville (AVL) and Chicago Midway Airport (MDW). Over the past month, this route was, on average, 40% 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 February, where the average cost of round-trip tickets is $348 and $347 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 $245, 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 23% 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
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$75
Best time to beat the crowds but there is an average 24% increase in price.
Most popular time to fly and prices are also 25% 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

  • 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 $75 for a one-way ticket and $209 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 $303 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 $98 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 $237 or less one-way and $225 or less round-trip.

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,Allegiant Air

American Airlines,United 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

American Airlines,United Airlines,Allegiant Air

American Airlines,United 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

American Airlines,United Airlines,Allegiant Air

American Airlines,United 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

American Airlines,United Airlines,Allegiant Air

American Airlines,United 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 9459 reviews
7.3Comfort
8.1Crew
7.1Entertainment
6.6Food
7.7Boarding
Airline reviews

Economy plus was so cramped I could not use my laptop. It was beyond bad.

4.0 OkayBryan, Mar 2026
MCO - ORD
Read more United Airlines reviews

Economy plus was so cramped I could not use my laptop. It was beyond bad.

Wonderful. Quick boarding. Early departure and we arrived 30 minutes early at our destination. Unfortunately, when you arrive early, there is still a departing aircraft at our gate. We had to park for 30 minutes until the gate was clear. So our early arrival was not really early at the gate. Otherwise it was a quick and smooth flight. Appreciated the efficiency.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

United Airlines is my preferred airlines and I am thankful for Gary who also help support me on the phone to switch my flight literally last min.

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.

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.

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.

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!!

As a first class customer, there was no power the entire flight which limited my ability to work. I find this unacceptable. The first 11 rows on the left side of the plan were out. I was only offered the option to charge my phone which was not the issue because my laptop was out of power. I asked if there was anything that can be done for me, and the answer was, "no". I was not offered any type of compensation for this AA problem which caused me unnecessary stress due to inability to address business issues on an already challenging travel day. Flight attendants tried to reset the power once but that was the extent of their support. Very disappointing for the lack of expected services on a flight. Please contact me with customer focused response to this complaint.

There was no inflight service. Once we landed we were delayed to find a gate for an hour and a half which was 1/2 the total time in the air.

The chicken wrap was tiny ($13 for what looked like a 1/3 of a normal wrap?) and disgusting.

It was good experience this time. The flight was on time.

There was a delay with the plan which cause the flight to leave later and once arrived in Chicago there was another delay and some passengers missed their connecting flights

The gate agent had a really bad attitude and refused to help me get on the standby list. She just handed me a card and said I needed to call a number. I asked her to help with the AA app on my phone and she just shrugged and said she didnt know. After a few phone calls, I eventually just went to a different gate agent on the other side of the terminal and got the help I needed.

Overall, my last three trips on American Airlines have all been either delayed or "rescheduled" due to mechanical issues. At least on delay caused me to miss two possible connecting flights each later than the first. My last option for my last connection required the assistance of the onsite service desk (O'Hare Airport). The wait time for the service desk was such that it jeopardized getting booked on the last connecting flight available for the night. Suffice it to say, my latest experiences with American Airlines have caused me extensive loss of productive business and personal time and can therefore be classified as significantly less than satisfactory.

Waiting for gate in RDU for more than 20mins is crazy.

American Airlines was great and worked very hard to change my ticket so I could get an earlier, direct flight back to Dallas. However, I was informed that Kayak made mistakes with my itinerary and classified my ticket as desiring to be on the earlier flight instead of taking the necessary step of calling AA to get me on the standby list. This ended up keeping me from being added to the standby list and delayed me getting home by 6 hours. I am happy to discuss this further with Kayak so they can correct their procedures so this won't happen again.

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

Information on your arrival and departure airports