HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$56+ Cheap flights from Asheville (AVL) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/6. Fares are subject to change and may not be available on all flights or dates of travel.
AVL — CHI
oct. 30 — nov. 61
jue. 10/30
jue. 11/6
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Asheville to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Asheville Regional to Chicago are usually found in October or August, booked 68 days in advance, depart on a Friday or Thursday and return on a Monday

Cheap flight deals from Asheville to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Asheville (AVL) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated septiembre 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$86
(Booking.com)

One-way from

$56
(Trip.com)

Popular in

March

Cheapest in

October

Average price

$268

Good round-trip deal

$80 or less

Good one-way deal

$55 or less
Provider with most accurate pricing for Asheville Regional-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Asheville Regional-Chicago (CHI) flights.
Search Deals
From Asheville Regional to Chicago (CHI)
Search Deals
One-way flight from Asheville Regional to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($16 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals
Price to beat on a round-trip flight from Asheville Regional to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Asheville Regional to Chicago (CHI).
Search Deals

Find flight deals from Asheville to Chicago

Cheapest flights from Asheville to Chicago
Explore the most affordable flight options available from Asheville to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on septiembre 30, 2025.

This Booking.com deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/243:53 pmAVL - MDW
Nonstop1h 41mAllegiant Air
lun. 10/275:54 pmMDW - AVL
Nonstop1h 37mAllegiant Air
Deal found 9/28$86
This Kiwi.com deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/213:47 pmAVL - ORD
1 stop8h 58mMultiple Airlines
mar. 10/287:43 pmORD - AVL
1 stop13h 16mMultiple Airlines
Deal found 9/28$170
This Kiwi.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/144:03 pmAVL - MDW
Nonstop1h 42mMultiple Airlines
lun. 11/171:37 pmMDW - AVL
2 stops25h 40mMultiple Airlines
Deal found 9/29$174
This Kiwi.com deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/237:17 pmAVL - ORD
1 stop16h 33mMultiple Airlines
mar. 10/287:43 pmORD - AVL
1 stop13h 16mMultiple Airlines
Deal found 9/28$181
This Cheapflightsfares deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/104:03 pmAVL - MDW
Nonstop1h 41mAllegiant Air
lun. 10/135:23 pmMDW - AVL
Nonstop1h 37mAllegiant Air
Deal found 9/29$185
This Kiwi.com deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/223:57 pmAVL - ORD
1 stop8h 48mMultiple Airlines
mar. 10/287:43 pmORD - AVL
1 stop13h 16mMultiple Airlines
Deal found 9/28$188
This Kiwi.com deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/213:47 pmAVL - ORD
1 stop8h 58mMultiple Airlines
sáb. 10/257:43 pmORD - AVL
1 stop12h 17mMultiple Airlines
Deal found 9/28$190
This Kiwi.com deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/213:47 pmAVL - ORD
1 stop8h 58mMultiple Airlines
lun. 10/276:00 amORD - AVL
1 stop11h 16mMultiple Airlines
Deal found 9/28$191
This Kiwi.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/243:53 pmAVL - MDW
Nonstop1h 41mMultiple Airlines
lun. 10/2712:03 pmMDW - AVL
2 stops22h 56mMultiple Airlines
Deal found 9/29$192
This Kiwi.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/247:03 pmAVL - ORD
1 stop21h 36mMultiple Airlines
lun. 10/278:15 amORD - AVL
1 stop9h 01mMultiple Airlines
Deal found 9/29$195
This Kiwi.com deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/308:00 amAVL - ORD
1 stop10h 49mMultiple Airlines
dom. 11/25:25 amORD - AVL
1 stop17h 01mMultiple Airlines
Deal found 9/30$197
This Kiwi.com deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/213:47 pmAVL - ORD
1 stop8h 58mMultiple Airlines
dom. 10/267:43 pmORD - AVL
1 stop12h 46mMultiple Airlines
Deal found 9/28$201

Cheapflights Fare Finder

 
Customize your flight search to find flights from Asheville to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated septiembre 30, 2025.
Use the filters below to find and compare flights from Asheville to Chicago that are best for you.

Fly from

Asheville

Fly to

Chicago

Route

Depart

Return

Price

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

vie. 10/24

3:53 pm-4:34 pm

Nonstop1h 41m

Chicago Midway

lun. 10/27

5:54 pm-8:31 pm

Nonstop1h 37m

$86

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

vie. 11/14

1:09 pm-10:10 pm

1 stop10h 01m

Chicago Midway

lun. 11/17

12:52 pm-3:26 pm

Nonstop1h 34m

$185

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

vie. 10/10

4:03 pm-4:44 pm

Nonstop1h 41m

Chicago Midway

lun. 10/13

5:23 pm-8:00 pm

Nonstop1h 37m

$185

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

mié. 11/5

10:50 am-12:05 pm

Nonstop2h 15m

Chicago O'Hare Intl

sáb. 11/8

7:15 am-10:06 am

Nonstop1h 51m

$207

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

vie. 10/24

10:59 am-12:05 pm

Nonstop2h 06m

Chicago O'Hare Intl

dom. 10/26

7:15 am-10:06 am

Nonstop1h 51m

$209

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

jue. 10/23

6:55 am-8:05 am

Nonstop2h 10m

Chicago O'Hare Intl

lun. 10/27

7:15 am-10:06 am

Nonstop1h 51m

$209

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

vie. 10/31

4:21 pm-5:02 pm

Nonstop1h 41m

Chicago Midway

lun. 11/3

6:20 am-4:42 pm

2 stops9h 22m

$212

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

mar. 10/14

6:55 am-8:05 am

Nonstop2h 10m

Chicago O'Hare Intl

mar. 10/21

7:25 am-10:24 am

Nonstop1h 59m

$219

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

sáb. 11/1

5:42 am-9:45 am

1 stop5h 03m

Chicago Midway

mar. 11/4

6:00 am-12:58 pm

1 stop5h 58m

$227

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

sáb. 11/1

5:42 am-8:29 am

1 stop3h 47m

Chicago O'Hare Intl

mar. 11/4

5:20 am-9:54 am

1 stop3h 34m

$227

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/29

Showing 1-10 of 45 results
1
2
3
...
5

Compare providers for flights from Asheville to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Asheville to Chicago in September.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Asheville-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Asheville-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Asheville-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Asheville-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Asheville-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Asheville to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Asheville with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

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

Use this chart to determine the optimal time to book a round-trip flight from Asheville to Chicago. Price data was last updated on September 26, 2025.

Booking 51 days in advance of your planned departure date is, on average, the best time to get cheap flights from Asheville to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Asheville to Chicago?

Currently, August is the cheapest month in which you can book a flight from Asheville to Chicago (average of $245). Flying from Asheville to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from AVL to CHI?

Find hourly flight availability from Asheville to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated septiembre 30, 2025.

One of the essential ways to save on airfare from Asheville to Chicago is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 74% on airfare.

Weekly flight availability from Asheville to Chicago

Explore weekly flight availability from Asheville to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated septiembre 30, 2025.

The most flights from AVL to CHI are scheduled on a Monday (10 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (3 on average).

How much does it cost to fly round-trip from Asheville to Chicago?

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated septiembre 30, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American Airlines from Asheville to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,964 reviews

Overall

8.0

Entertainment

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,964 reviews
Delta
8.0
Very good
7,964 reviews

Overall

8.0

Entertainment

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,931 reviews
Delta
8.0
Very good
7,964 reviews

Overall

8.0

Entertainment

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,964 reviews

Overall

8.0

Entertainment

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Allegiant Air
7.2
Good
699 reviews
Delta
8.0
Very good
7,964 reviews

Overall

8.0

Entertainment

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Asheville to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Asheville to Chicago?

    If you book a flight to Chicago from Asheville, you will be flying from Asheville Regional, which is the city’s only airport. Asheville Regional (AVL) is located 10.9 mi from the center of Asheville. There are 7 flights from Asheville Regional to Chicago per day from 4 different airlines.

  • How long is the flight from Asheville to Chicago?

    There are many flights that can get you from Asheville to Chicago in 1h 41m. Fly via Allegiant Air, United Airlines, or Delta to get the fastest option. Asheville and Chicago are separated by a distance of 520 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Asheville to Chicago round-trip?

    Flying on Allegiant Air is currently your cheapest option to Chicago, with prices starting at $58. Additional round-trip tickets that might be worth considering are offered by American Airlines and United Airlines, with the lowest prices starting at $207 and $209, respectively. You may be able to fly from Asheville to Chicago for 78% less than the average price by searching for these airlines.

  • What are the most reliable airlines from Asheville to Chicago?

    The top 3 most reliable airlines when flying from Asheville to Chicago are Avianca (87%), Qatar Airways (68%) and Air New Zealand (68%).

  • What are the cheapest flights from Asheville to Chicago?

    Looking at all options, your cheapest flight can be booked for $133. While the most popular route (Asheville Regional - Chicago O'Hare Intl) can be booked for $207 on average, our data indicates $972 when flying from Asheville to Chicago.

  • Can I find deals for flights from Asheville to Chicago that include hotel bookings?

    Yes. In addition to deals on Asheville to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Asheville to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Asheville to Chicago.

  • Can I find deals for business class flights from Asheville to Chicago?

    Yes. Cheapflights offers flight deals from Asheville to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Asheville to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Asheville to Chicago (average of $245). Flying from Asheville to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Asheville to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Charlotte to O'Hare Intl flights
Raleigh to O'Hare Intl flights
Raleigh to St. Louis flights
Greensboro to O'Hare Intl flights
Norfolk to O'Hare Intl flights
Knoxville to O'Hare Intl flights
Charlotte to Midway flights
Raleigh to Midway flights
Charlotte to St. Louis flights
Asheville to O'Hare Intl flights
Knoxville to Midway flights
Norfolk to Midway flights
Greensboro to Midway flights
Myrtle Beach to O'Hare Intl flights
Norfolk to St. Louis flights
Wilmington to O'Hare Intl flights
Fayetteville to O'Hare Intl flights
Knoxville to St. Louis flights
Greensboro to St. Louis flights
Myrtle Beach to Midway flights
Asheville to Midway flights
Myrtle Beach to St. Louis flights
Raleigh to Moline flights
Raleigh to Peoria flights
Norfolk to Evansville flights
Blountville to O'Hare Intl flights
Charlotte to Moline flights
Myrtle Beach to Moline flights
Asheville to St. Louis flights
Wilmington to St. Louis flights
Charlotte to Peoria flights
New Bern to O'Hare Intl flights
New Bern to Moline flights
Wilmington to Midway flights
Jacksonville to O'Hare Intl flights
Blountville to Midway flights
Fayetteville to Midway flights
Greensboro to Moline flights
Charlotte to Evansville flights
Raleigh to Rockford flights
Norfolk to Moline flights
Asheville to Peoria flights
Knoxville to Peoria flights
Greensboro to Peoria flights
Charlotte to Bloomington flights
Charlotte to Champaign flights
New Bern to St. Louis flights

Top 4 airlines flying from Asheville to Chicago

Discover the top 4 airlines that operate flights from Asheville to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated septiembre 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$58Average$91FlexibilityNo cancel feeOn-time88%
American AirlinesCheapest$207Average$270FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$209Average$337FlexibilityNo cancel feeOn-time69%
DeltaCheapest$228Average$334FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.