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Cheap flights from Asheville to Chicago from $112

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 12/12. 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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0 bags

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Find the cheapest flights from Asheville to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
8:20 am - 1:01 pmAVL-MDW
5h 41m1 stop
Multiple Airlines Logo
4:21 pm - 1:35 pmMDW-AVL
20h 14m1 stop
$180Multiple Airlines
Find Deal
Tue, Dec 9 - Sun, Jan 11
Multiple Airlines Logo
8:20 am - 1:01 pmAVL-MDW
5h 41m1 stop
Multiple Airlines Logo
12:41 pm - 12:12 pmMDW-AVL
22h 31m2 stops
$214Multiple Airlines
Find Deal
Tue, Dec 9 - Sun, Jan 11
Delta Logo
8:13 am - 12:02 pmAVL-MDW
4h 49m1 stop
Delta Logo
6:30 am - 11:35 amMDW-AVL
4h 05m1 stop
$227Delta
Find Deal
Wed, Mar 11 - Tue, Mar 17
Delta Logo
6:00 am - 11:59 amAVL-MDW
6h 59m1 stop
Delta Logo
6:00 am - 1:46 pmMDW-AVL
6h 46m1 stop
$228Delta
Find Deal
Thu, Feb 26 - Sat, Feb 28
Delta Logo
6:15 pm - 10:07 pmAVL-MDW
4h 52m1 stop
Delta Logo
6:45 am - 1:37 pmMDW-AVL
5h 52m1 stop
$229Delta
Find Deal
Thu, Jan 8 - Sun, Jan 11
Multiple Airlines Logo
12:25 pm - 9:58 pmAVL-MDW
10h 33m1 stop
Multiple Airlines Logo
6:12 am - 5:25 pmMDW-AVL
34h 13m2 stops
$242Multiple Airlines
Find Deal
Mon, Dec 22 - Thu, Dec 25
Delta Logo
12:20 pm - 3:25 pmAVL-MDW
4h 05m1 stop
Delta Logo
6:30 am - 1:18 pmMDW-AVL
5h 48m1 stop
$248Delta
Find Deal
Sat, Mar 21 - Mon, Mar 23
Multiple Airlines Logo
8:20 am - 1:01 pmAVL-MDW
5h 41m1 stop
Multiple Airlines Logo
8:15 am - 10:40 pmMDW-AVL
13h 25m2 stops
$249Multiple Airlines
Find Deal
Tue, Dec 16 - Sat, Dec 20
Multiple Airlines Logo
8:20 am - 1:01 pmAVL-MDW
5h 41m1 stop
Multiple Airlines Logo
8:15 am - 10:40 pmMDW-AVL
13h 25m2 stops
$250Multiple Airlines
Find Deal
Tue, Dec 16 - Sat, Dec 20
Multiple Airlines Logo
12:25 pm - 9:58 pmAVL-MDW
10h 33m1 stop
Multiple Airlines Logo
6:12 am - 5:25 pmMDW-AVL
34h 13m2 stops
$251Multiple Airlines
Find Deal
Mon, Dec 22 - Thu, Dec 25

Delta flights from Asheville to Chicago Midway Airport

Our best Delta deals on Asheville to Chicago Midway Airport flight tickets
Delta
Mar 11
AVL8:13 amAsheville Regional
4h 49m
1 stop
MDW12:02 pmChicago Midway
Mar 18
MDW6:30 amChicago Midway
4h 05m
1 stop
AVL11:35 amAsheville Regional
$227
Find similar
Delta
Feb 26
AVL6:00 amAsheville Regional
6h 59m
1 stop
MDW11:59 amChicago Midway
Feb 28
MDW6:00 amChicago Midway
6h 46m
1 stop
AVL1:46 pmAsheville Regional
$228
Find similar
Delta
Jan 8
AVL6:15 pmAsheville Regional
4h 52m
1 stop
MDW10:07 pmChicago Midway
Jan 11
MDW6:45 amChicago Midway
5h 52m
1 stop
AVL1:37 pmAsheville Regional
$229
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Asheville to Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated November 26, 2025.
Use the filters below to find and compare flights from Asheville to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Tue 12/9

8:20 am-1:01 pm

1 stop5h 41m

Chicago Midway

Sun 1/11

4:21 pm-1:35 pm

1 stop20h 14m

$180

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Tue 12/9

8:20 am-1:01 pm

1 stop5h 41m

Chicago Midway

Sun 1/11

12:41 pm-12:12 pm

2 stops22h 31m

$214

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Wed 3/11

8:13 am-12:02 pm

1 stop4h 49m

Chicago Midway

Tue 3/17

6:30 am-11:35 am

1 stop4h 05m

$227

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Thu 2/26

6:00 am-11:59 am

1 stop6h 59m

Chicago Midway

Sat 2/28

6:00 am-1:46 pm

1 stop6h 46m

$228

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Thu 1/8

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 - MDW

AVLMDW

Asheville Regional

Mon 12/22

12:25 pm-9:58 pm

1 stop10h 33m

Chicago Midway

Thu 12/25

6:12 am-5:25 pm

2 stops34h 13m

$242

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Sat 3/21

12:20 pm-3:25 pm

1 stop4h 05m

Chicago Midway

Mon 3/23

6:30 am-1:18 pm

1 stop5h 48m

$248

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Tue 12/16

8:20 am-1:01 pm

1 stop5h 41m

Chicago Midway

Sat 12/20

8:15 am-10:40 pm

2 stops13h 25m

$249

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Tue 12/16

8:20 am-1:01 pm

1 stop5h 41m

Chicago Midway

Sat 12/20

8:15 am-10:40 pm

2 stops13h 25m

$250

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Mon 12/22

12:25 pm-9:58 pm

1 stop10h 33m

Chicago Midway

Thu 12/25

6:12 am-5:25 pm

2 stops34h 13m

$251

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Asheville to Chicago Midway Airport

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 Midway Airport?

The month of July is, on average, the cheapest month to fly to Chicago Midway Airport from Asheville, with most prices found around $62. If you are unable to visit Chicago Midway Airport during the month of July, then departing from Asheville during the month October is also very affordable. Most momondo users find prices during this month for around $84.

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

According to our data, Thursday is the cheapest day to fly to Chicago Midway Airport from Asheville. The lowest ticket price found for a Thursday departure recently was $60. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Wednesday is the most expensive day to depart from Asheville because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $191.

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

Flying to Chicago Midway Airport from Asheville in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $88 when looking at flights departing in the afternoon. Try not to purchase tickets in the evening because they tend to be around $127. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Asheville Regional to Chicago Midway flight route?

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

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

There is only 1 cabin class available to choose from on Asheville Regional to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

When to book flights from Asheville to Chicago Midway Airport

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

Cheap Asheville to Chicago Midway Airport (AVL to MDW) flight deals and tips

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

Best Price Found

$82

Fastest flight time

1h 46m

Direct flights

None
The best flight deal from Asheville to Chicago Midway Airport found on momondo in the last 72 hours is $82
The fastest flight from Asheville to Chicago Midway Airport takes 1h 46m
There are no direct flights from Asheville to Chicago Midway Airport. There are no popular flight routes from Asheville to Chicago Midway Airport.
Search flight deals

  • How far is Asheville Regional to Chicago Midway by plane?

    The distance between Asheville Regional and Chicago Midway is about 510.7 mi. A reasonable flight in good conditions will take 3h 40m.

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

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

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Asheville Regional Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

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

  • What is the most popular airline from Asheville to Chicago Midway Airport?

Best airlines flying from Asheville to Chicago Midway Airport

Compare and see reviews for airlines that fly from Asheville to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
Allegiant AirPriceFrom $58Free CancellationRating
7.2
700 reviews
Search Allegiant Air flights
DeltaPriceFrom $228Free CancellationRating
7.9
8,003 reviews
Search Delta flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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 collates all your flight options in one place and lets you filter them to find the perfect flight from Asheville to Chicago. momondo saves you time and could save you money on your trip.

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

Yes. momondo allows you to filter the results for Asheville to Chicago flights to just show those with flexible booking policies.

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

Once you have performed a search for Asheville to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Asheville and alert you when they change.

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