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

Allegiant Air and Delta are the most popular carriers operating from Asheville Regional to Chicago Midway

What airlines fly to Chicago Midway Airport?

Southwest, Delta and Allegiant Air are the top three most popular airlines that fly to Chicago Midway Airport from Asheville according to our data. Southwest is the first choice among our users, with 55% of people opting to fly with this airline when traveling to Chicago Midway Airport. Keep in mind that there are 4 different airlines that fly to Chicago Midway Airport on a routine basis, so you have a few additional options to choose from.

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?

As of October 2025, there are 2 operators available to choose from 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.

$47 Cheap Flights from Asheville to Chicago Midway Airport in 2025/26

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Find the cheapest flights from Asheville to Chicago

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Cheap round-trip flights

Enter your travel dates to find the best prices.

3:52 pm - 4:33 pmAVL-MDW

1h 41mnonstop

5:52 pm - 8:29 pmMDW-AVL

1h 37mnonstop

$90Allegiant Air

Find Deal

Mon, Oct 20 - Fri, Oct 31

4:03 pm - 4:45 pmAVL-MDW

1h 42mnonstop

5:35 pm - 8:09 pmMDW-AVL

1h 34mnonstop

$97Allegiant Air

Find Deal

Fri, Nov 7 - Fri, Nov 14

3:56 pm - 4:37 pmAVL-MDW

1h 41mnonstop

5:35 pm - 8:09 pmMDW-AVL

1h 34mnonstop

$115Allegiant Air

Find Deal

Mon, Nov 3 - Fri, Nov 7

3:06 pm - 9:12 amAVL-MDW

19h 06m1 stop

12:52 pm - 3:26 pmMDW-AVL

1h 34mnonstop

$153Multiple Airlines

Find Deal

Wed, Nov 5 - Mon, Nov 10

3:56 pm - 4:37 pmAVL-MDW

1h 41mnonstop

3:40 pm - 8:45 pmMDW-AVL

28h 05m1 stop

$157Multiple Airlines

Find Deal

Mon, Nov 3 - Thu, Nov 6

8:30 am - 10:20 pmAVL-MDW

14h 50m1 stop

5:35 pm - 8:09 pmMDW-AVL

1h 34mnonstop

$160Multiple Airlines

Find Deal

Fri, Nov 7 - Fri, Nov 14

6:23 pm - 10:14 pmAVL-MDW

4h 51m1 stop

6:00 am - 11:11 amMDW-AVL

4h 11m1 stop

$197Delta

Find Deal

Sat, Nov 8 - Tue, Nov 11

5:42 am - 9:45 amAVL-MDW

5h 03m1 stop

6:00 am - 12:58 pmMDW-AVL

5h 58m1 stop

$199Delta

Find Deal

Sat, Nov 1 - Tue, Nov 4

6:12 pm - 11:40 pmAVL-MDW

6h 28m1 stop

6:00 am - 11:11 amMDW-AVL

4h 11m1 stop

$213Delta

Find Deal

Fri, Nov 14 - Tue, Nov 18

3:56 pm - 4:37 pmAVL-MDW

1h 41mnonstop

4:33 pm - 11:56 amMDW-AVL

18h 23m1 stop

$221Allegiant Air

Find Deal

Mon, Nov 3 - Thu, Nov 6

Delta flights from Asheville to Chicago Midway Airport

Our best Delta deals on Asheville to Chicago Midway Airport flight tickets

Delta

Nov 8

AVL6:23 pmAsheville Regional

4h 51m

1 stop

MDW10:14 pmChicago Midway

Nov 11

MDW6:00 amChicago Midway

4h 11m

1 stop

AVL11:11 amAsheville Regional

$197

Find similar

Delta

Nov 1

AVL5:42 amAsheville Regional

5h 03m

1 stop

MDW9:45 amChicago Midway

Nov 4

MDW6:00 amChicago Midway

5h 58m

1 stop

AVL12:58 pmAsheville Regional

$199

Find similar

Delta

Nov 14

AVL6:12 pmAsheville Regional

6h 28m

1 stop

MDW11:40 pmChicago Midway

Nov 18

MDW6:00 amChicago Midway

4h 11m

1 stop

AVL11:11 amAsheville Regional

$213

Find similar

Allegiant Air flights from Asheville to Chicago Midway Airport

Our best Allegiant Air deals on Asheville to Chicago Midway Airport flight tickets

Allegiant Air

Oct 20

AVL3:52 pmAsheville Regional

1h 41m

MDW4:33 pmChicago Midway

Oct 31

MDW5:52 pmChicago Midway

1h 37m

AVL8:29 pmAsheville Regional

$90

Find similar

Allegiant Air

Nov 7

AVL4:03 pmAsheville Regional

1h 42m

MDW4:45 pmChicago Midway

Nov 14

MDW5:35 pmChicago Midway

1h 34m

AVL8:09 pmAsheville Regional

$97

Find similar

Allegiant Air

Nov 3

AVL3:56 pmAsheville Regional

1h 41m

MDW4:37 pmChicago Midway

Nov 7

MDW5:35 pmChicago Midway

1h 34m

AVL8:09 pmAsheville Regional

$115

Find similar

momondo Fare Finder

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

Mon 10/20

3:52 pm-4:33 pm

Nonstop1h 41m

Chicago Midway

Fri 10/31

5:52 pm-8:29 pm

Nonstop1h 37m

$90

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Fri 11/7

4:03 pm-4:45 pm

Nonstop1h 42m

Chicago Midway

Fri 11/14

5:35 pm-8:09 pm

Nonstop1h 34m

$97

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Mon 11/3

3:56 pm-4:37 pm

Nonstop1h 41m

Chicago Midway

Fri 11/7

5:35 pm-8:09 pm

Nonstop1h 34m

$115

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Wed 11/5

3:06 pm-9:12 am

1 stop19h 06m

Chicago Midway

Mon 11/10

12:52 pm-3:26 pm

Nonstop1h 34m

$153

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Mon 11/3

3:56 pm-4:37 pm

Nonstop1h 41m

Chicago Midway

Thu 11/6

3:40 pm-8:45 pm

1 stop28h 05m

$157

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Fri 11/7

8:30 am-10:20 pm

1 stop14h 50m

Chicago Midway

Fri 11/14

5:35 pm-8:09 pm

Nonstop1h 34m

$160

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Sat 11/8

6:23 pm-10:14 pm

1 stop4h 51m

Chicago Midway

Tue 11/11

6:00 am-11:11 am

1 stop4h 11m

$197

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Sat 11/1

5:42 am-9:45 am

1 stop5h 03m

Chicago Midway

Tue 11/4

6:00 am-12:58 pm

1 stop5h 58m

$199

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Fri 11/14

6:12 pm-11:40 pm

1 stop6h 28m

Chicago Midway

Tue 11/18

6:00 am-11:11 am

1 stop4h 11m

$213

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Mon 11/3

3:56 pm-4:37 pm

Nonstop1h 41m

Chicago Midway

Thu 11/6

4:33 pm-11:56 am

1 stop18h 23m

$221

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 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

Prices

Airlines

Other information

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, Monday 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 $111.

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 $90 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	$55
Fastest flight time	1h 41m
Direct flights	Mon, Tue, Thu and Sat

The best one-way flight to Chicago Midway Airport from Asheville in the past 72 hours is $55. The best round-trip flight deal from Asheville to Chicago Midway Airport found on momondo in the last 72 hours is $80.

The fastest flight from Asheville to Chicago Midway Airport takes 1h 41m

Direct flights go from Asheville to Chicago Midway Airport on Monday, Tuesday, Thursday and Saturday. The only airline offering direct flights is Allegiant Air.

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 1h 41m.
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?
As of October 2025, there are 2 operators available to choose from 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?
momondo data reveals that the most frequently booked plane model on the route from Asheville to Chicago Midway Airport is Embraer 175 (Enhanced Winglets), representing 17.87% of all bookings. The subsequent popular models are Canadair (Bombardier) Regional Jet CRJ-550 at 17.53%, Embraer 170 at 14.09%, and Airbus A320-100/200 at 13.06%.
What is the most popular airline from Asheville to Chicago Midway Airport?
Based on momondo bookings for flights between Asheville and Chicago Midway Airport, the leading airline is Allegiant Air, making up 75% of the total bookings. Other popular airlines include Delta with 25%.

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 Air	PriceFrom $58	Free Cancellation	Rating 7.2 697 reviews		Search Allegiant Air flights
Delta	PriceFrom $228	Free Cancellation	Rating 7.9 7,970 reviews		Search Delta flights

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.

An easier way to manage your Chicago Midway Airport trip

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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 11/14. 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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Delta flights from Asheville to Chicago Midway Airport

Our best Delta deals on Asheville to Chicago Midway Airport flight tickets

Allegiant Air flights from Asheville to Chicago Midway Airport

Our best Allegiant Air deals on Asheville to Chicago Midway Airport flight tickets

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

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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?

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

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

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.

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

Allegiant Air and Delta are the most popular carriers operating from Asheville Regional to Chicago Midway

What airlines fly to Chicago Midway Airport?

When to book flights from Asheville to Chicago Midway Airport

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

Fastest flight time

Direct flights

How far is Asheville Regional to Chicago Midway by plane?

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

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?

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

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

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 Midway Airport 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 Chicago

Popular cities in the United States

Popular flights according to clicks in the last 7 days on momondo