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Cheap flights from Asheville to Chicago from $61

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 7/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Asheville to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Allegiant Air Logo
2:15 pm - 2:59 pm
AVL
-
MDW
1h 44mnonstop
Allegiant Air Logo
3:49 pm - 6:31 pm
MDW
-
AVL
1h 42mnonstop
$158Allegiant Air
Fri, Aug 14 - Mon, Aug 17
Allegiant Air Logo
2:15 pm - 2:59 pm
AVL
-
MDW
1h 44mnonstop
Allegiant Air Logo
3:49 pm - 6:31 pm
MDW
-
AVL
1h 42mnonstop
$165Allegiant Air
Mon, Aug 10 - Mon, Aug 17
Allegiant Air Logo
2:15 pm - 2:59 pm
AVL
-
MDW
1h 44mnonstop
Allegiant Air Logo
3:49 pm - 6:31 pm
MDW
-
AVL
1h 42mnonstop
$167Allegiant Air
Mon, Aug 10 - Fri, Aug 14
Allegiant Air Logo
2:15 pm - 2:59 pm
AVL
-
MDW
1h 44mnonstop
Allegiant Air Logo
3:49 pm - 6:31 pm
MDW
-
AVL
1h 42mnonstop
$169Allegiant Air
Fri, Aug 7 - Fri, Aug 14
Allegiant Air Logo
2:15 pm - 2:59 pm
AVL
-
MDW
1h 44mnonstop
Allegiant Air Logo
3:49 pm - 6:31 pm
MDW
-
AVL
1h 42mnonstop
$171Allegiant Air
Fri, Aug 7 - Mon, Aug 10
Allegiant Air Logo
1:56 pm - 2:38 pm
AVL
-
MDW
1h 42mnonstop
Allegiant Air Logo
3:49 pm - 6:31 pm
MDW
-
AVL
1h 42mnonstop
$186Allegiant Air
Mon, Aug 3 - Fri, Aug 7
Allegiant Air Logo
2:15 pm - 2:59 pm
AVL
-
MDW
1h 44mnonstop
Allegiant Air Logo
3:49 pm - 6:31 pm
MDW
-
AVL
1h 42mnonstop
$188Allegiant Air
Mon, Aug 10 - Mon, Aug 17
Allegiant Air Logo
1:56 pm - 2:38 pm
AVL
-
MDW
1h 42mnonstop
Allegiant Air Logo
3:28 pm - 6:10 pm
MDW
-
AVL
1h 42mnonstop
$191Allegiant Air
Fri, Jul 31 - Mon, Aug 3
Allegiant Air Logo
1:56 pm - 2:38 pm
AVL
-
MDW
1h 42mnonstop
Allegiant Air Logo
3:49 pm - 6:31 pm
MDW
-
AVL
1h 42mnonstop
$204Allegiant Air
Mon, Aug 3 - Mon, Aug 10
Allegiant Air Logo
1:56 pm - 2:38 pm
AVL
-
MDW
1h 42mnonstop
Allegiant Air Logo
3:28 pm - 6:10 pm
MDW
-
AVL
1h 42mnonstop
$212Allegiant Air
Fri, Jul 31 - Mon, Aug 3

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Delta flights from Asheville to Chicago Midway Airport

Our best Delta deals on Asheville to Chicago Midway Airport flight tickets
Delta
Sep 11
AVL7:16 pmAsheville Regional
4h 29m
1 stop
MDW10:45 pmChicago Midway
Sep 13
MDW6:05 amChicago Midway
3h 59m
1 stop
AVL11:04 amAsheville Regional
$289
Delta
Sep 26
AVL11:49 amAsheville Regional
4h 36m
1 stop
MDW3:25 pmChicago Midway
Sep 27
MDW6:05 amChicago Midway
3h 38m
1 stop
AVL10:43 amAsheville Regional
$298
Delta
Aug 21
AVL5:15 pmAsheville Regional
6h 21m
1 stop
MDW10:36 pmChicago Midway
Aug 31
MDW6:05 amChicago Midway
4h 03m
1 stop
AVL11:08 amAsheville Regional
$299

Allegiant Air flights from Asheville to Chicago Midway Airport

Our best Allegiant Air deals on Asheville to Chicago Midway Airport flight tickets
Allegiant Air
Jul 20
AVL1:56 pmAsheville Regional
1h 42m
MDW2:38 pmChicago Midway
Jul 24
MDW3:28 pmChicago Midway
1h 42m
AVL6:10 pmAsheville Regional
$156
Allegiant Air
Aug 14
AVL2:15 pmAsheville Regional
1h 44m
MDW2:59 pmChicago Midway
Aug 17
MDW3:49 pmChicago Midway
1h 42m
AVL6:31 pmAsheville Regional
$158
Allegiant Air
Jul 20
AVL1:56 pmAsheville Regional
1h 42m
MDW2:38 pmChicago Midway
Jul 24
MDW3:28 pmChicago Midway
1h 42m
AVL6:10 pmAsheville Regional
$163

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 July 16, 2026.
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

Cheapest round-trip

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Fri 8/14

2:15 pm-2:59 pm

Nonstop1h 44m

Chicago Midway

Mon 8/17

3:49 pm-6:31 pm

Nonstop1h 42m

$158

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Mon 8/10

2:15 pm-2:59 pm

Nonstop1h 44m

Chicago Midway

Mon 8/17

3:49 pm-6:31 pm

Nonstop1h 42m

$165

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Mon 8/10

2:15 pm-2:59 pm

Nonstop1h 44m

Chicago Midway

Fri 8/14

3:49 pm-6:31 pm

Nonstop1h 42m

$167

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Fri 8/7

2:15 pm-2:59 pm

Nonstop1h 44m

Chicago Midway

Fri 8/14

3:49 pm-6:31 pm

Nonstop1h 42m

$169

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Fri 8/7

2:15 pm-2:59 pm

Nonstop1h 44m

Chicago Midway

Mon 8/10

3:49 pm-6:31 pm

Nonstop1h 42m

$171
Quickest round-trip

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Mon 8/3

1:56 pm-2:38 pm

Nonstop1h 42m

Chicago Midway

Fri 8/7

3:49 pm-6:31 pm

Nonstop1h 42m

$186

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Mon 8/10

2:15 pm-2:59 pm

Nonstop1h 44m

Chicago Midway

Mon 8/17

3:49 pm-6:31 pm

Nonstop1h 42m

$188

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Fri 7/31

1:56 pm-2:38 pm

Nonstop1h 42m

Chicago Midway

Mon 8/3

3:28 pm-6:10 pm

Nonstop1h 42m

$191

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Mon 8/3

1:56 pm-2:38 pm

Nonstop1h 42m

Chicago Midway

Mon 8/10

3:49 pm-6:31 pm

Nonstop1h 42m

$204

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Fri 7/31

1:56 pm-2:38 pm

Nonstop1h 42m

Chicago Midway

Mon 8/3

3:28 pm-6:10 pm

Nonstop1h 42m

$212

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 day to depart on your flight to Chicago Midway Airport?

According to our data, Monday is the cheapest day to fly to Chicago Midway Airport from Asheville. The lowest ticket price found for a Monday departure recently was $109. 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, Saturday 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 $370.

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 $93 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $150. 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 to Chicago Midway Airport flights?

There is only 1 cabin class available to choose from on Asheville to Chicago Midway Airport 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 Midway Airport flights?

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

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

$88

Fastest flight time

1h 42m

Direct flights

Tue and Sat
The best one-way flight to Chicago Midway Airport from Asheville in the past 72 hours is $88. The best round-trip flight deal from Asheville to Chicago Midway Airport found on momondo in the last 72 hours is $146.
The fastest flight from Asheville to Chicago Midway Airport takes 1h 42m
Direct flights go from Asheville to Chicago Midway Airport on Tuesday and Saturday. The only airline offering direct flights is Allegiant Air.
Search flight deals

Frequently asked questions about flying from Asheville to Chicago Midway Airport

  • 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 42m.

  • 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 $78Free CancellationRating
7.3
681 reviews
Search Allegiant Air flights
DeltaPriceFrom $169Free CancellationRating
7.8
8,472 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
Portage
Benton Harbor
Saint Joseph
Lansing
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
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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