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 54% 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?

5 flights are operational daily from Asheville to Chicago as of July 2025. The most popular departure time for this route is 6:00AM, with 58% of flights per day taking off at noon.

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

Allegiant Air, Sun Country Air, and JetBlue 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 July 2025, there are 38 flights per week flying from Asheville to Chicago. The most common day of the week flights depart is Thu, with 26% 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 July 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.

$58 Cheap Flights from Asheville to Chicago in 2025

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 $173 to $286. The lowest price recently found on this route was $58.

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Find the cheapest flights from Asheville to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

4:21 pm - 5:02 pmAVL-MDW

1h 41mnonstop

5:35 pm - 8:09 pmMDW-AVL

1h 34mnonstop

$58Allegiant Air

Find Deal

vie., oct. 31 - vie., nov. 7

5:35 pm - 6:17 pmAVL-MDW

1h 42mnonstop

7:07 pm - 9:42 pmMDW-AVL

1h 35mnonstop

$77Allegiant Air

Find Deal

vie., ago. 15 - lun., ago. 18

8:00 am - 8:42 amAVL-MDW

1h 42mnonstop

9:32 am - 12:07 pmMDW-AVL

1h 35mnonstop

$81Allegiant Air

Find Deal

vie., ago. 22 - lun., ago. 25

8:00 am - 11:59 pmAVL-ORD

16h 59m1 stop

5:16 pm - 10:35 amORD-AVL

16h 19m1 stop

$181

Find Deal

mié., ago. 20 - dom., ago. 24

10:51 am - 5:39 pmAVL-ORD

7h 48m1 stop

6:44 pm - 8:46 amORD-AVL

13h 02m1 stop

$188

Find Deal

sáb., sep. 6 - jue., sep. 11

11:25 am - 12:29 pmAVL-ORD

2h 04mnonstop

8:00 am - 10:55 amORD-AVL

1h 55mnonstop

$207American Airlines

Find Deal

sáb., sep. 27 - mié., oct. 1

1:15 pm - 2:21 pmAVL-ORD

2h 06mnonstop

3:31 pm - 6:23 pmORD-AVL

1h 52mnonstop

$208American Airlines

Find Deal

mié., sep. 3 - dom., sep. 7

5:49 am - 9:36 amAVL-MDW

4h 47m1 stop

4:25 pm - 11:40 pmMDW-AVL

6h 15m1 stop

$227Delta

Find Deal

sáb., sep. 6 - mar., sep. 9

2:00 pm - 7:09 pmAVL-ORD

6h 09m1 stop

1:05 pm - 7:08 pmORD-AVL

5h 03m1 stop

$227Delta

Find Deal

mar., sep. 9 - mar., sep. 16

10:50 am - 12:05 pmAVL-ORD

2h 15mnonstop

7:15 am - 10:06 amORD-AVL

1h 51mnonstop

$232United Airlines

Find Deal

mié., nov. 26 - dom., nov. 30

American Airlines flights from Asheville to Chicago

Our best American Airlines deals on Asheville to Chicago flight tickets

American Airlines

Sep 27

AVL11:25 amAsheville Regional

2h 04m

ORD12:29 pmChicago O'Hare Intl

Oct 1

ORD8:00 amChicago O'Hare Intl

1h 55m

AVL10:55 amAsheville Regional

$207

Find similar

American Airlines

Sep 3

AVL1:15 pmAsheville Regional

2h 06m

ORD2:21 pmChicago O'Hare Intl

Sep 7

ORD3:31 pmChicago O'Hare Intl

1h 52m

AVL6:23 pmAsheville Regional

$208

Find similar

American Airlines

Aug 29

AVL6:43 pmAsheville Regional

2h 06m

ORD7:49 pmChicago O'Hare Intl

Aug 31

ORD8:11 amChicago O'Hare Intl

1h 48m

AVL10:59 amAsheville Regional

$209

Find similar

United Airlines flights from Asheville to Chicago

Our best United Airlines deals on Asheville to Chicago flight tickets

United Airlines

Nov 26

AVL10:50 amAsheville Regional

2h 15m

ORD12:05 pmChicago O'Hare Intl

Nov 30

ORD7:15 amChicago O'Hare Intl

1h 51m

AVL10:06 amAsheville Regional

$232

Find similar

United Airlines

Aug 7

AVL10:56 amAsheville Regional

2h 07m

ORD12:03 pmChicago O'Hare Intl

Aug 9

ORD1:55 pmChicago O'Hare Intl

2h 02m

AVL4:57 pmAsheville Regional

$342

Find similar

United Airlines

Aug 4

AVL6:30 amAsheville Regional

2h 09m

ORD7:39 amChicago O'Hare Intl

Aug 16

ORD7:25 amChicago O'Hare Intl

1h 56m

AVL10:21 amAsheville Regional

$351

Find similar

Fly from

Fly to

Route

Depart

Return

Price

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

vie. 10/31

4:21 pm-5:02 pm

Nonstop1h 41m

Chicago Midway

vie. 11/7

5:35 pm-8:09 pm

Nonstop1h 34m

$58

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

vie. 8/15

5:35 pm-6:17 pm

Nonstop1h 42m

Chicago Midway

lun. 8/18

7:07 pm-9:42 pm

Nonstop1h 35m

$77

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

vie. 8/22

8:00 am-8:42 am

Nonstop1h 42m

Chicago Midway

lun. 8/25

9:32 am-12:07 pm

Nonstop1h 35m

$81

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

mié. 8/20

8:00 am-11:59 pm

1 stop16h 59m

Chicago O'Hare Intl

dom. 8/24

5:16 pm-10:35 am

1 stop16h 19m

$181

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

sáb. 9/6

10:51 am-5:39 pm

1 stop7h 48m

Chicago O'Hare Intl

jue. 9/11

6:44 pm-8:46 am

1 stop13h 02m

$188

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

sáb. 9/27

11:25 am-12:29 pm

Nonstop2h 04m

Chicago O'Hare Intl

mié. 10/1

8:00 am-10:55 am

Nonstop1h 55m

$207

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

mié. 9/3

1:15 pm-2:21 pm

Nonstop2h 06m

Chicago O'Hare Intl

dom. 9/7

3:31 pm-6:23 pm

Nonstop1h 52m

$208

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

sáb. 9/6

5:49 am-9:36 am

1 stop4h 47m

Chicago Midway

mar. 9/9

4:25 pm-11:40 pm

1 stop6h 15m

$227

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

mar. 9/9

2:00 pm-7:09 pm

1 stop6h 09m

Chicago O'Hare Intl

mar. 9/16

1:05 pm-7:08 pm

1 stop5h 03m

$227

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

mié. 11/26

10:50 am-12:05 pm

Nonstop2h 15m

Chicago O'Hare Intl

dom. 11/30

7:15 am-10:06 am

Nonstop1h 51m

$232

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 $214. If you’re not able to fly to Chicago in October, then September is your next best option. Flight prices from Asheville to Chicago during September average around $216.

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 $362. 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 $766.

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 $127. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $496.

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 $313 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 $219 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 July 2025, prices for Asheville to Chicago flights are approximately 9% 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	$59
Fastest flight time	1h 39m
Direct flights	Every day
Airports in Chicago	2 airports

The best one-way flight to Chicago from Asheville in the past 72 hours is $59. The best round-trip flight deal from Asheville to Chicago found on momondo in the last 72 hours is $58.

The fastest flight from Asheville to Chicago takes 1h 39m

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 39m 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 July 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 Canadair (Bombardier) Regional Jet CRJ-550, making up 24.56% of the total bookings. Other popular models include Embraer 175 (Enhanced Winglets) with 23.79%, Embraer 175 with 23.37%, and Airbus A320-100/200 with 10.41%.
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 43% of all bookings. The subsequent popular airlines are American Airlines at 36%, Allegiant Air at 20%, 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 $62	Free Cancellation	Rating 7.2 702 reviews	Search Allegiant Air flights
American Airlines	PriceFrom $199	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $199	Free Cancellation	Rating 7.4 8,900 reviews	Search United Airlines flights
Delta	PriceFrom $228	Free Cancellation	Rating 8.0 7,981 reviews	Search Delta flights

United Airlines Flights From Asheville to Chicago
United Airlines flight deals from Asheville to Chicago start from $199 round-trip. Over the 8 United Airlines flights for this route in a normal week, average airfare is usually $333 round-trip - but some users have found much cheaper deals with momondo.
American Airlines Flights From Asheville to Chicago
Another popular option for Asheville to Chicago flights is American Airlines (7.2/10, 10,000 ratings). American Airlines flies from Asheville to Chicago around 10 times per week, with deals starting from $199 round-trip and rising to an average price of around $264.

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.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

Popular cities in the United States

Flights to New Yorkfrom $39

Flights to Los Angelesfrom $37

Flights to Miamifrom $58

Flights to Orlandofrom $54

Flights to Las Vegasfrom $35

Flights to San Franciscofrom $49

Flights to Washington, D.C.from $49

Flights to Bostonfrom $77

Flights to Atlantafrom $29

Flights to Dallasfrom $55

Flights to Seattlefrom $93

Flights to Denverfrom $49

Cheap flights from Asheville to Chicago from $58

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Asheville to Chicago departing on 10/31. 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

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Price Alerts

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Find the cheapest flights from Asheville to Chicago

Cheap round-trip flights

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Cheap last minute flights

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American Airlines flights from Asheville to Chicago

Our best American Airlines deals on Asheville to Chicago flight tickets

United Airlines flights from Asheville to Chicago

Our best United Airlines deals on Asheville to Chicago flight tickets

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

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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 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 $214. If you’re not able to fly to Chicago in October, then September is your next best option. Flight prices from Asheville to Chicago during September average around $216.

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 $127. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $496.

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 July 2025, prices for Asheville to Chicago flights are approximately 9% 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, Sun Country Air, and JetBlue 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?

5 flights are operational daily from Asheville to Chicago as of July 2025. The most popular departure time for this route is 6:00AM, with 58% of flights per day taking off at noon.

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

As of July 2025, there are 38 flights per week flying from Asheville to Chicago. The most common day of the week flights depart is Thu, with 26% 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

American 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