How many flights depart from Asheville to Chicago on average per day?

9 flights are operational daily from Asheville to Chicago as of November 2025. The most popular departure time for this route is 5:00PM, with 57% of flights per day taking off at noon.

What airlines fly to Chicago?

American Airlines, United Airlines and Frontier are the top three most popular airlines that fly to Chicago from Asheville according to our data. American Airlines is the first choice among our users, with 55% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 7 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Asheville Regional to Chicago?

Allegiant Air and American Airlines are the most popular carriers operating from Asheville Regional to Chicago

How many flights depart from Asheville to Chicago on average per week?

As of November 2025, there are 67 flights per week flying from Asheville to Chicago. The most common day of the week flights depart is Fri, with 16% of flights taking off on this day.

When did momondo last update prices for flights from Asheville Regional Airport to Chicago?

Prices for flights from Asheville Regional Airport to Chicago are refreshed on a daily basis.

How many operators does momondo search for flights from Asheville Regional Airport to Chicago?

As of November 2025, there are 4 operators available to choose from for flights from Asheville Regional Airport to Chicago.

How old do you have to be to fly from Asheville Regional Airport to Chicago?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Asheville Regional Airport to Chicago.

What documentation or ID do you need to fly to Chicago?

The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$49 Cheap Flights from Asheville to Chicago in 2025/26

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Asheville to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:00 pm - 6:46 pmAVL-MDW

1h 46mnonstop

7:36 pm - 10:09 pmMDW-AVL

1h 33mnonstop

$97Allegiant Air

Find Deal

Fri, Nov 21 - Mon, Nov 24

12:25 pm - 11:29 pmAVL-MDW

12h 04m1 stop

7:36 pm - 10:09 pmMDW-AVL

1h 33mnonstop

$185Multiple Airlines

Find Deal

Fri, Nov 21 - Mon, Nov 24

6:00 am - 7:31 pmAVL-MDW

14h 31m2 stops

7:36 pm - 10:09 pmMDW-AVL

1h 33mnonstop

$186Multiple Airlines

Find Deal

Fri, Nov 21 - Mon, Nov 24

6:22 pm - 11:08 amAVL-ORD

17h 46m1 stop

7:10 am - 11:12 pmORD-AVL

15h 02m1 stop

$188Multiple Airlines

Find Deal

Mon, Dec 8 - Mon, Dec 15

12:20 pm - 1:32 pmAVL-ORD

2h 12mnonstop

8:50 am - 11:44 amORD-AVL

1h 54mnonstop

$208United Airlines

Find Deal

Sat, Dec 6 - Sat, Dec 13

5:25 pm - 6:44 pmAVL-ORD

2h 19mnonstop

5:50 pm - 8:38 pmORD-AVL

1h 48mnonstop

$209United Airlines

Find Deal

Fri, Dec 5 - Fri, Dec 12

6:19 am - 11:27 amAVL-ORD

6h 08m1 stop

5:30 am - 12:15 pmORD-AVL

5h 45m1 stop

$227Delta

Find Deal

Tue, Dec 30 - Sat, Jan 3

1:57 pm - 4:39 pmAVL-MDW

3h 42m1 stop

6:00 am - 11:11 amMDW-AVL

4h 11m1 stop

$228Delta

Find Deal

Thu, Nov 27 - Mon, Dec 1

7:25 pm - 12:12 amAVL-ORD

5h 47m1 stop

8:01 am - 10:55 amORD-AVL

1h 54mnonstop

$257American Airlines

Find Deal

Tue, Dec 2 - Sat, Dec 6

6:25 pm - 7:50 pmAVL-ORD

2h 25mnonstop

5:00 am - 10:46 amORD-AVL

4h 46m1 stop

$259American Airlines

Find Deal

Fri, Nov 21 - Sun, Nov 23

United Airlines flights from Asheville to Chicago

Our best United Airlines deals on Asheville to Chicago flight tickets

United Airlines

Dec 6

AVL12:20 pmAsheville Regional

2h 12m

ORD1:32 pmChicago O'Hare Intl

Dec 13

ORD8:50 amChicago O'Hare Intl

1h 54m

AVL11:44 amAsheville Regional

$208

Find similar

United Airlines

Dec 5

AVL5:25 pmAsheville Regional

2h 19m

ORD6:44 pmChicago O'Hare Intl

Dec 12

ORD5:50 pmChicago O'Hare Intl

1h 48m

AVL8:38 pmAsheville Regional

$209

Find similar

United Airlines

Nov 21

AVL10:50 amAsheville Regional

2h 15m

ORD12:05 pmChicago O'Hare Intl

Nov 23

ORD7:15 amChicago O'Hare Intl

1h 51m

AVL10:06 amAsheville Regional

$249

Find similar

Delta flights from Asheville to Chicago

Our best Delta deals on Asheville to Chicago flight tickets

Delta

Dec 30

AVL6:19 amAsheville Regional

6h 08m

1 stop

ORD11:27 amChicago O'Hare Intl

Jan 3

ORD5:30 amChicago O'Hare Intl

5h 45m

1 stop

AVL12:15 pmAsheville Regional

$227

Find similar

Delta

Nov 27

AVL3:52 pmAsheville Regional

4h 00m

1 stop

ORD6:52 pmChicago O'Hare Intl

Dec 1

ORD9:51 amChicago O'Hare Intl

4h 12m

1 stop

AVL3:03 pmAsheville Regional

$228

Find similar

Delta

Dec 2

AVL6:13 pmAsheville Regional

5h 30m

1 stop

ORD10:43 pmChicago O'Hare Intl

Dec 6

ORD5:30 amChicago O'Hare Intl

6h 43m

1 stop

AVL1:13 pmAsheville Regional

$229

Find similar

Fly from

Fly to

Route

Depart

Return

Price

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Fri 11/21

6:00 pm-6:46 pm

Nonstop1h 46m

Chicago Midway

Mon 11/24

7:36 pm-10:09 pm

Nonstop1h 33m

$97

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Fri 11/21

12:25 pm-11:29 pm

1 stop12h 04m

Chicago Midway

Mon 11/24

7:36 pm-10:09 pm

Nonstop1h 33m

$185

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Fri 11/21

6:00 am-7:31 pm

2 stops14h 31m

Chicago Midway

Mon 11/24

7:36 pm-10:09 pm

Nonstop1h 33m

$186

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

Mon 12/8

6:22 pm-11:08 am

1 stop17h 46m

Chicago O'Hare Intl

Mon 12/15

7:10 am-11:12 pm

1 stop15h 02m

$188

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

Sat 12/6

12:20 pm-1:32 pm

Nonstop2h 12m

Chicago O'Hare Intl

Sat 12/13

8:50 am-11:44 am

Nonstop1h 54m

$208

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

Fri 12/5

5:25 pm-6:44 pm

Nonstop2h 19m

Chicago O'Hare Intl

Fri 12/12

5:50 pm-8:38 pm

Nonstop1h 48m

$209

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

Tue 12/30

6:19 am-11:27 am

1 stop6h 08m

Chicago O'Hare Intl

Sat 1/3

5:30 am-12:15 pm

1 stop5h 45m

$227

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Thu 11/27

1:57 pm-4:39 pm

1 stop3h 42m

Chicago Midway

Mon 12/1

6:00 am-11:11 am

1 stop4h 11m

$228

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

Tue 12/2

7:25 pm-12:12 am

1 stop5h 47m

Chicago O'Hare Intl

Sat 12/6

8:01 am-10:55 am

Nonstop1h 54m

$257

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

Fri 11/21

6:25 pm-7:50 pm

Nonstop2h 25m

Chicago O'Hare Intl

Sun 11/23

5:00 am-10:46 am

1 stop4h 46m

$259

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Asheville to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Chicago?

The month of October is, on average, the cheapest month to fly to Chicago from Asheville, with most prices found around $229. If you’re not able to fly to Chicago in October, then August is your next best option. Flight prices from Asheville to Chicago during August average around $231.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $357. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Asheville to Chicago for around $746.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Asheville to Chicago during this time can be as low as $129. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $482.

What is the cheapest Asheville Regional to Chicago flight route?

Fly from Asheville Regional to Chicago Midway for the best Asheville Regional - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Asheville when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $308 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Asheville for as low as $203 on momondo.

What cabin class options are available on Asheville Regional to Chicago flights?

There are 4 cabin classes available to choose from on Asheville Regional to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Asheville to Chicago flights?

No. A direct flight is the cheapest option for a flight between Asheville to Chicago.

How have Asheville to Chicago flight prices changed over time?

As of November 2025, prices for Asheville to Chicago flights are approximately 42% cheaper when compared to flights at the same time last year.

When to book flights from Asheville to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Asheville to Chicago according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Asheville to Chicago (AVL to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Asheville to Chicago

Best Price Found	$110
Fastest flight time	1h 42m
Direct flights	Every day
Airports in Chicago	2 airports

The best one-way flight to Chicago from Asheville in the past 72 hours is $110. The best round-trip flight deal from Asheville to Chicago found on momondo in the last 72 hours is $78.

The fastest flight from Asheville to Chicago takes 1h 42m

Direct flights go from Asheville to Chicago every day.

There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

Search flight deals

How far is Asheville Regional to Chicago by plane?
Asheville Regional and Chicago are 512.4 mi apart from one another. 1h 46m is a normal flight duration for this route.
When did momondo last update prices for flights from Asheville Regional Airport to Chicago?
Prices for flights from Asheville Regional Airport to Chicago are refreshed on a daily basis.
How many operators does momondo search for flights from Asheville Regional Airport to Chicago?
As of November 2025, there are 4 operators available to choose from for flights from Asheville Regional Airport to Chicago.
How old do you have to be to fly from Asheville Regional Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Asheville Regional Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Asheville to Chicago?
Based on momondo bookings for flights between Asheville and Chicago, the leading plane model is Embraer 175 (Enhanced Winglets), making up 24.50% of the total bookings. Other popular models include Embraer 170 with 22.82%, Canadair (Bombardier) Regional Jet CRJ-550 with 21.63%, and Embraer 175 with 9.82%.
What is the most popular airline from Asheville to Chicago?
momondo data reveals that the most frequently booked airline on the route from Asheville to Chicago is United Airlines, representing 45% of all bookings. The subsequent popular airlines are American Airlines at 36%, Allegiant Air at 17%, and Delta at 2%.

Best airlines flying from Asheville to Chicago

Compare and see reviews for airlines that fly from Asheville to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Allegiant Air	PriceFrom $58	Free Cancellation	Rating 7.2 698 reviews	Search Allegiant Air flights
American Airlines	PriceFrom $207	Free Cancellation	Rating 7.2 11,050 reviews	Search American Airlines flights
United Airlines	PriceFrom $208	Free Cancellation	Rating 7.4 9,012 reviews	Search United Airlines flights
Delta	PriceFrom $228	Free Cancellation	Rating 7.9 8,002 reviews	Search Delta flights

United Airlines Flights From Asheville to Chicago
United Airlines flight deals from Asheville to Chicago start from $208 round-trip. Over the 21 United Airlines flights for this route in a normal week, average airfare is usually $330 round-trip - but some users have found much cheaper deals with momondo.
Allegiant Air Flights From Asheville to Chicago
Another popular option for Asheville to Chicago flights is Allegiant Air (7.2/10, 698 ratings). Allegiant Air flies from Asheville to Chicago around 1 time per week, with deals starting from $58 round-trip and rising to an average price of around $84.

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Crown Point

Munster

Chesterton

Monticello

Porter

Griffith

Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Asheville to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Asheville to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Asheville to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Asheville with this policy.

How can momondo help me find flights from Asheville to Chicago?

Once all potential Asheville to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Asheville to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Asheville. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Start using Trips

Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

1 adult

Tue 12/9

Tue 12/16

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Cheap flights from Asheville to Chicago from $49

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Asheville to Chicago departing on 11/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Asheville to Chicago

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

United Airlines flights from Asheville to Chicago

Our best United Airlines deals on Asheville to Chicago flight tickets

Delta flights from Asheville to Chicago

Our best Delta deals on Asheville to Chicago flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Asheville to Chicago that are best for you.

See travel insights to Chicago from

How to get the cheapest flight ticket from Asheville to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

The month of October is, on average, the cheapest month to fly to Chicago from Asheville, with most prices found around $229. If you’re not able to fly to Chicago in October, then August is your next best option. Flight prices from Asheville to Chicago during August average around $231.

What is the cheapest day to depart on your flight to Chicago?

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Asheville to Chicago during this time can be as low as $129. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $482.

What is the cheapest Asheville Regional to Chicago flight route?

Fly from Asheville Regional to Chicago Midway for the best Asheville Regional - Chicago flight prices

How far in advance should I book a flight to Chicago?

What cabin class options are available on Asheville Regional to Chicago flights?

There are 4 cabin classes available to choose from on Asheville Regional to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Asheville to Chicago flights?

No. A direct flight is the cheapest option for a flight between Asheville to Chicago.

How have Asheville to Chicago flight prices changed over time?

As of November 2025, prices for Asheville to Chicago flights are approximately 42% cheaper when compared to flights at the same time last year.

What is the cheapest airline that flies from Asheville Regional to Chicago?

Allegiant Air and American Airlines are the most popular carriers operating from Asheville Regional to Chicago

What airlines fly to Chicago?

How many flights depart from Asheville to Chicago on average per day?

9 flights are operational daily from Asheville to Chicago as of November 2025. The most popular departure time for this route is 5:00PM, with 57% of flights per day taking off at noon.

How many flights depart from Asheville to Chicago on average per week?

As of November 2025, there are 67 flights per week flying from Asheville to Chicago. The most common day of the week flights depart is Fri, with 16% of flights taking off on this day.

When to book flights from Asheville to Chicago

Cheap Asheville to Chicago (AVL to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Asheville to Chicago

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

How far is Asheville Regional to Chicago by plane?

When did momondo last update prices for flights from Asheville Regional Airport to Chicago?

How many operators does momondo search for flights from Asheville Regional Airport to Chicago?

How old do you have to be to fly from Asheville Regional Airport to Chicago?

What documentation or ID do you need to fly to Chicago?

What is the most popular plane model from Asheville to Chicago?

What is the most popular airline from Asheville to Chicago?

Best airlines flying from Asheville to Chicago

Compare and see reviews for airlines that fly from Asheville to Chicago with momondo

United Airlines Flights From Asheville to Chicago

Allegiant Air Flights From Asheville to Chicago

Traveling to a place near Chicago?

Why use momondo?

Why should I use momondo to find a flight deal from Asheville to Chicago?

Can I find flights from Asheville to Chicago with flexible booking policies on momondo?

How can momondo help me find flights from Asheville to Chicago?

I’m not ready to book a flight from Asheville to Chicago right now. Can momondo alert me if prices change?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago