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

Delta is the most popular carrier operating from Asheville Regional to Chicago

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

As of February 2026, there are 14 flights per week flying from Asheville to Chicago. The most common day of the week flights depart is Tue, with 50% of flights taking off on this day.

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.

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

2 flights are operational daily from Asheville to Chicago as of February 2026. The most popular departure time for this route is 10:00AM, with 62% of flights per day taking off at noon.

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 February 2026, there are 3 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.

$83 Cheap Flights from Asheville to Chicago in 2026

Q: What is the typical price of a round-trip flight between Asheville and Chicago?

Prices are currently low for flights on this route. Typical prices usually range from $209 to $378. The lowest price recently found on this route was $119.

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Find the cheapest flights from Asheville to Chicago

Round-trip

One-way

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Enter your travel dates to find the best prices.

2:04 pm - 2:48 pm

AVL

MDW

1h 44mnonstop

3:38 pm - 6:17 pm

MDW

AVL

1h 39mnonstop

$119Allegiant Air

Fri, Jun 5 - Mon, Jun 8

2:04 pm - 2:48 pm

AVL

MDW

1h 44mnonstop

8:20 pm - 10:59 pm

MDW

AVL

1h 39mnonstop

$124Allegiant Air

Fri, Jun 5 - Fri, Jun 12

2:11 pm - 2:52 pm

AVL

MDW

1h 41mnonstop

8:20 pm - 10:59 pm

MDW

AVL

1h 39mnonstop

$133Allegiant Air

Mon, Jun 1 - Fri, Jun 12

12:14 pm - 10:57 pm

AVL

ORD

11h 43m

1 stop

1:27 pm - 10:19 pm

ORD

AVL

7h 52m

1 stop

$181Multiple Airlines

Fri, Apr 17 - Mon, Apr 20

7:10 am - 11:43 am

AVL

ORD

29h 33m

1 stop

1:27 pm - 10:19 pm

ORD

AVL

7h 52m

1 stop

$192Multiple Airlines

Fri, May 1 - Mon, May 4

12:14 pm - 10:57 pm

AVL

ORD

11h 43m

1 stop

1:27 pm - 10:19 pm

ORD

AVL

7h 52m

1 stop

$193Multiple Airlines

Fri, Apr 24 - Mon, Apr 27

6:45 am - 7:55 am

AVL

ORD

2h 10mnonstop

10:30 am - 1:27 pm

ORD

AVL

1h 57mnonstop

$209United Airlines

Fri, Mar 27 - Sun, Mar 29

11:27 am - 12:33 pm

AVL

ORD

2h 06mnonstop

8:10 am - 10:57 am

ORD

AVL

1h 47mnonstop

$219American Airlines

Wed, Aug 5 - Wed, Aug 12

5:56 pm - 10:28 pm

AVL

MDW

5h 32m

1 stop

6:00 am - 11:03 am

MDW

AVL

4h 03m

1 stop

$229Delta

Mon, Apr 13 - Sun, Apr 19

7:14 pm - 10:31 pm

AVL

MDW

4h 17m

1 stop

5:21 pm - 10:33 pm

MDW

AVL

4h 12m

1 stop

$239Delta

Fri, Apr 10 - Fri, Apr 17

American Airlines flights from Asheville to Chicago

Our best American Airlines deals on Asheville to Chicago flight tickets

American Airlines

Aug 5

AVL11:27 amAsheville Regional

2h 06m

ORD12:33 pmChicago O'Hare Intl

Aug 12

ORD8:10 amChicago O'Hare Intl

1h 47m

AVL10:57 amAsheville Regional

$219

American Airlines

Apr 3

AVL4:43 pmAsheville Regional

2h 11m

ORD5:54 pmChicago O'Hare Intl

Apr 6

ORD1:19 pmChicago O'Hare Intl

1h 54m

AVL4:13 pmAsheville Regional

$248

American Airlines

Feb 20

AVL11:25 amAsheville Regional

2h 03m

ORD12:28 pmChicago O'Hare Intl

Feb 23

ORD1:12 pmChicago O'Hare Intl

1h 54m

AVL4:06 pmAsheville Regional

$249

United Airlines flights from Asheville to Chicago

Our best United Airlines deals on Asheville to Chicago flight tickets

United Airlines

Mar 27

AVL6:45 amAsheville Regional

2h 10m

ORD7:55 amChicago O'Hare Intl

Mar 29

ORD10:30 amChicago O'Hare Intl

1h 57m

AVL1:27 pmAsheville Regional

$209

United Airlines

Jun 5

AVL6:48 amAsheville Regional

2h 12m

ORD8:00 amChicago O'Hare Intl

Jun 8

ORD7:00 amChicago O'Hare Intl

2h 00m

AVL10:00 amAsheville Regional

$232

United Airlines

Jun 12

AVL6:48 amAsheville Regional

2h 12m

ORD8:00 amChicago O'Hare Intl

Jun 14

ORD7:00 amChicago O'Hare Intl

2h 00m

AVL10:00 amAsheville Regional

$245

Fly from

Fly to

Route

Depart

Return

Price

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Fri 6/5

2:04 pm-2:48 pm

Nonstop1h 44m

Chicago Midway

Mon 6/8

3:38 pm-6:17 pm

Nonstop1h 39m

$119

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Fri 6/5

2:04 pm-2:48 pm

Nonstop1h 44m

Chicago Midway

Fri 6/12

8:20 pm-10:59 pm

Nonstop1h 39m

$124

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Mon 6/1

2:11 pm-2:52 pm

Nonstop1h 41m

Chicago Midway

Fri 6/12

8:20 pm-10:59 pm

Nonstop1h 39m

$133

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

Fri 4/17

12:14 pm-10:57 pm

1 stop11h 43m

Chicago O'Hare Intl

Mon 4/20

1:27 pm-10:19 pm

1 stop7h 52m

$181

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

Fri 5/1

7:10 am-11:43 am

1 stop29h 33m

Chicago O'Hare Intl

Mon 5/4

1:27 pm-10:19 pm

1 stop7h 52m

$192

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

Fri 4/24

12:14 pm-10:57 pm

1 stop11h 43m

Chicago O'Hare Intl

Mon 4/27

1:27 pm-10:19 pm

1 stop7h 52m

$193

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

Fri 3/27

6:45 am-7:55 am

Nonstop2h 10m

Chicago O'Hare Intl

Sun 3/29

10:30 am-1:27 pm

Nonstop1h 57m

$209

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

Wed 8/5

11:27 am-12:33 pm

Nonstop2h 06m

Chicago O'Hare Intl

Wed 8/12

8:10 am-10:57 am

Nonstop1h 47m

$219

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Mon 4/13

5:56 pm-10:28 pm

1 stop5h 32m

Chicago Midway

Sun 4/19

6:00 am-11:03 am

1 stop4h 03m

$229

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Fri 4/10

7:14 pm-10:31 pm

1 stop4h 17m

Chicago Midway

Fri 4/17

5:21 pm-10:33 pm

1 stop4h 12m

$239

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 typical price of a round-trip flight between Asheville and Chicago?

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 $209. 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 $351. 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 $761.

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 at noon. Flights from Asheville to Chicago during this time can be as low as $377. In contrast, the most expensive time of day to depart to Chicago is in the evening when prices are around $498.

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 $301 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 $179 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 February 2026, prices for Asheville to Chicago flights are approximately 46% more expensive 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	$258
Fastest flight time	1h 42m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Asheville in the past 72 hours is $258. The best round-trip flight deal from Asheville to Chicago found on momondo in the last 72 hours is $345.

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

Direct flights go from Asheville to Chicago every day.

There are 3 airports in Chicago. From Asheville there are direct flights to 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 42m 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 February 2026, there are 3 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 Canadair (Bombardier) Regional Jet CRJ-550, making up 28.11% of the total bookings. Other popular models include Embraer 170 with 20.54%, Embraer 175 (Enhanced Winglets) with 20.00%, and Embraer 175 with 12.07%.
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 American Airlines, representing 43% of all bookings. The subsequent popular airlines are United Airlines at 42% and Allegiant Air at 16%.

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 7.2 711 reviews	Search Allegiant Air flights
American Airlines	PriceFrom $207	Free Cancellation	Rating 7.2 11,260 reviews	Search American Airlines flights
United Airlines	PriceFrom $208	Free Cancellation	Rating 7.4 9,267 reviews	Search United Airlines flights

United Airlines Flights From Asheville to Chicago
United Airlines flight deals from Asheville to Chicago start from $208 round-trip. Over the 6 United Airlines flights for this route in a normal week, average airfare is usually $326 round-trip - but some users have found much cheaper deals with momondo.

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Munster

Crown Point

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.

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Cheap flights from Asheville to Chicago from $88

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 3/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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American Airlines flights from Asheville to Chicago

Our best American Airlines deals on Asheville to Chicago flight tickets

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Our best United Airlines deals on Asheville to Chicago flight tickets

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See travel insights to Chicago from

How to get the cheapest flight ticket from Asheville to Chicago

What is the typical price of a round-trip flight between Asheville and Chicago?

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 $209. 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 at noon. Flights from Asheville to Chicago during this time can be as low as $377. In contrast, the most expensive time of day to depart to Chicago is in the evening when prices are around $498.

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 February 2026, prices for Asheville to Chicago flights are approximately 46% more expensive when compared to flights at the same time last year.

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

Delta is the most popular carrier operating from Asheville Regional to Chicago

What airlines fly to Chicago?

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

2 flights are operational daily from Asheville to Chicago as of February 2026. The most popular departure time for this route is 10:00AM, with 62% of flights per day taking off at noon.

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

As of February 2026, there are 14 flights per week flying from Asheville to Chicago. The most common day of the week flights depart is Tue, with 50% 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

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

Fly your favorite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

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