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$79+ 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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
AVL — CHI
Dec 20 — Dec 271
Sat 12/20
Sat 12/27
1 adult, Economy
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Cheapflights Tip: The best prices from Asheville Regional to Chicago are usually found in October or August, booked 49 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 November 20, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$165
(Kiwi.com)

One-way from

$79
(Kiwi.com)

Popular in

March

Cheapest in

October

Average price

$290

Good round-trip deal

$78 or less

Good one-way deal

$110 or less
Provider with most accurate pricing for Asheville Regional-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Asheville Regional-Chicago (CHI) flights.
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From Asheville Regional to Chicago (CHI)
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One-way flight from Asheville Regional to Chicago (CHI)
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Highest demand for flights based on searches. 6% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Price to beat on a round-trip flight from Asheville Regional to Chicago (CHI).
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Price to beat on a one-way flight from Asheville Regional to Chicago (CHI).
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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 November 20, 2025.

This Booking.com deal was found by Cheapflights users on 11/18. 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.
Fri 11/216:00 pmAVL - MDW
Nonstop1h 46mAllegiant Air
Mon 11/247:36 pmMDW - AVL
Nonstop1h 33mAllegiant Air
Deal found 11/18$149
This Kiwi.com deal was found by Cheapflights users on 11/19. 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.
Tue 12/98:20 amAVL - MDW
1 stop5h 41mMultiple Airlines
Thu 12/113:10 pmMDW - AVL
1 stop29h 22mMultiple Airlines
Deal found 11/19$165
This Mytrip deal was found by Cheapflights users on 11/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/98:20 amAVL - ORD
2 stops16h 49mMultiple Airlines
Thu 12/115:00 amORD - AVL
1 stop17h 03mMultiple Airlines
Deal found 11/18$185
This Cheapflightsfares deal was found by Cheapflights users on 11/20. 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.
Wed 11/2612:35 pmAVL - MDW
Nonstop1h 46mAllegiant Air
Sun 11/303:14 pmMDW - AVL
Nonstop1h 33mAllegiant Air
Deal found 11/20$191
This Kiwi.com deal was found by Cheapflights users on 11/18. 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.
Mon 12/81:13 pmAVL - MDW
2 stops20h 33mMultiple Airlines
Thu 12/113:10 pmMDW - AVL
1 stop29h 22mMultiple Airlines
Deal found 11/18$192
This Mytrip deal was found by Cheapflights users on 11/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/512:25 pmAVL - ORD
1 stop10h 23mMultiple Airlines
Mon 1/125:15 amORD - AVL
1 stop13h 08mMultiple Airlines
Deal found 11/18$196
This Kiwi.com deal was found by Cheapflights users on 11/18. 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.
Mon 12/158:00 amAVL - ORD
1 stop17h 09mMultiple Airlines
Wed 12/174:01 pmORD - AVL
2 stops28h 38mMultiple Airlines
Deal found 11/18$198
This Mytrip deal was found by Cheapflights users on 11/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:24 pmAVL - ORD
1 stop6h 45mMultiple Airlines
Sun 12/75:00 amORD - AVL
1 stop17h 03mMultiple Airlines
Deal found 11/19$203
This Trip.com deal was found by Cheapflights users on 11/18. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/246:00 pmAVL - MDW
Nonstop1h 46mAllegiant Air
Sun 11/303:14 pmMDW - AVL
Nonstop1h 33mAllegiant Air
Deal found 11/18$206
This Mytrip deal was found by Cheapflights users on 11/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/86:22 pmAVL - ORD
2 stops20h 36mMultiple Airlines
Thu 12/115:00 amORD - AVL
1 stop17h 03mMultiple Airlines
Deal found 11/18$211
This Kiwi.com deal was found by Cheapflights users on 11/17. 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.
Sun 12/78:00 amAVL - ORD
1 stop28h 42mMultiple Airlines
Thu 12/116:15 amORD - AVL
1 stop15h 48mMultiple Airlines
Deal found 11/17$213
This Mytrip deal was found by Cheapflights users on 11/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/512:25 pmAVL - ORD
1 stop10h 23mMultiple Airlines
Mon 12/87:20 amORD - AVL
1 stop8h 17mMultiple Airlines
Deal found 11/19$217

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 November 20, 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 - ORD

AVLORD

Asheville Regional

Fri 12/5

12:25 pm-9:48 pm

1 stop10h 23m

Chicago O'Hare Intl

Mon 1/12

5:15 am-7:23 pm

1 stop13h 08m

$196

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

Sat 1/17

10:20 am-11:38 am

Nonstop2h 18m

Chicago O'Hare Intl

Sun 1/18

7:45 am-10:44 am

Nonstop1h 59m

$208

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Tue 12/9

8:20 am-1:01 pm

1 stop5h 41m

Chicago Midway

Thu 12/11

7:23 pm-10:59 am

2 stops38h 36m

$209

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

Fri 1/23

11:55 am-1:13 pm

Nonstop2h 18m

Chicago O'Hare Intl

Sun 1/25

6:06 pm-9:03 pm

Nonstop1h 57m

$209

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

Fri 12/5

12:25 pm-9:48 pm

1 stop10h 23m

Chicago O'Hare Intl

Mon 12/8

7:20 am-4:37 pm

1 stop8h 17m

$217

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

Sat 1/24

6:41 pm-11:22 am

1 stop17h 41m

Chicago O'Hare Intl

Mon 1/26

5:15 am-7:23 pm

1 stop13h 08m

$217

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

Fri 1/16

6:15 pm-11:59 pm

1 stop6h 44m

Chicago O'Hare Intl

Sun 1/18

5:30 am-11:59 am

1 stop5h 29m

$228

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Fri 1/23

11:51 am-5:29 pm

1 stop6h 38m

Chicago Midway

Sun 1/25

6:00 am-11:04 am

1 stop4h 04m

$229

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Fri 1/9

6:15 pm-10:07 pm

1 stop4h 52m

Chicago Midway

Sun 1/11

6:45 am-1:37 pm

1 stop5h 52m

$229

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

Sat 12/6

6:45 am-7:57 am

Nonstop2h 12m

Chicago O'Hare Intl

Fri 1/9

7:45 am-10:44 am

Nonstop1h 59m

$229

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 39 results
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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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Asheville-Chicago flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 November 14, 2025.

Booking 49 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, February is the cheapest month in which you can book a flight from Asheville to Chicago (average of $57). Flying from Asheville to Chicago in April is currently the most expensive (average of $126). 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 November 20, 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 evening tend to be the most expensive. A flight in the afternoon could potentially save you up to 16% 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 November 20, 2025.

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

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 November 20, 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
7.9
Good
8,004 reviews

Boarding

8.1

Comfort

7.9

Overall

7.9

Crew

8.5

Food

7.3

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,004 reviews
Delta
7.9
Good
8,004 reviews

Boarding

8.1

Comfort

7.9

Overall

7.9

Crew

8.5

Food

7.3

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,025 reviews
Delta
7.9
Good
8,004 reviews

Boarding

8.1

Comfort

7.9

Overall

7.9

Crew

8.5

Food

7.3

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,046 reviews
Delta
7.9
Good
8,004 reviews

Boarding

8.1

Comfort

7.9

Overall

7.9

Crew

8.5

Food

7.3

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Allegiant Air
7.2
Good
700 reviews
Delta
7.9
Good
8,004 reviews

Boarding

8.1

Comfort

7.9

Overall

7.9

Crew

8.5

Food

7.3

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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 10 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 2h 18m. Fly via United Airlines or Delta to get the fastest option. Asheville and Chicago are separated by a distance of 536 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 $208, 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 Qatar Airways (82%), SkyWest Airlines (78%) and Avianca (74%).

  • 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 $171 on average, our data indicates $663 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, February is the cheapest month in which you can book a flight from Asheville to Chicago (average of $57). Flying from Asheville to Chicago in April is currently the most expensive (average of $126). 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
Lansing
Hammond
Porter
Benton Harbor
Merrillville

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Alternative routes for Asheville to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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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 November 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$58Average$84FlexibilityNo cancel feeOn-time88%
American AirlinesCheapest$207Average$267FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$208Average$330FlexibilityNo cancel feeOn-time69%
DeltaCheapest$228Average$298FlexibilityNo cancel feeOn-timeN/A

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