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$100+ Cheap flights from Asheville (AVL) to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/16. Fares are subject to change and may not be available on all flights or dates of travel.
AVL — MDW
Dec 20 — Dec 271
Sat 12/20
Sat 12/27
1 adult, Economy
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Cheap flight deals from Asheville to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Asheville (AVL) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 20, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$165
(Kiwi.com)

One-way from

$100
(Kiwi.com)

Popular in

February

Cheapest in

July

Average price

$270

Good round-trip deal

$78 or less

Good one-way deal

$110 or less
Provider with most accurate pricing for Asheville Regional-Chicago Midway flight deals.
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Provider most trusted by Cheapflights users for Asheville Regional-Chicago Midway flights.
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From Asheville Regional to Chicago Midway
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One-way flight from Asheville Regional to Chicago Midway
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Highest demand for flights based on searches. 45% potential increase in price ($229 potential increase over avg. RT price).
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Cheapest flight prices on average. 13% potential price decrease ($31 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Price to beat on a round-trip flight from Asheville Regional to Chicago Midway.
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Price to beat on a one-way flight from Asheville Regional to Chicago Midway.
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Find flight deals from Asheville to Midway

Cheapest flights from Asheville to Midway
Explore the most affordable flight options available from Asheville to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2025.

This Booking.com deal was found by Cheapflights users on 11/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/216:00 pmAVL - MDW
Nonstop1h 46mAllegiant Air
Mon 11/247:36 pmMDW - AVL
Nonstop1h 33mAllegiant Air
Deal found 11/18$149
This Kiwi.com deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/98:20 amAVL - MDW
1 stop5h 41mMultiple Airlines
Thu 12/113:10 pmMDW - AVL
1 stop29h 22mMultiple Airlines
Deal found 11/19$165
This Kiwi.com deal was found by Cheapflights users on 11/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/81:13 pmAVL - MDW
2 stops20h 33mMultiple Airlines
Thu 12/113:10 pmMDW - AVL
1 stop29h 22mMultiple Airlines
Deal found 11/18$192
This Kiwi.com deal was found by Cheapflights users on 11/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2612:35 pmAVL - MDW
Nonstop1h 46mAllegiant Air
Sun 11/303:14 pmMDW - AVL
Nonstop1h 33mAllegiant Air
Deal found 11/18$197
This Trip.com deal was found by Cheapflights users on 11/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/246:00 pmAVL - MDW
Nonstop1h 46mAllegiant Air
Sun 11/303:14 pmMDW - AVL
Nonstop1h 33mAllegiant Air
Deal found 11/18$206
This Kiwi.com deal was found by Cheapflights users on 11/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2112:25 pmAVL - MDW
1 stop12h 04mMultiple Airlines
Mon 11/247:36 pmMDW - AVL
Nonstop1h 33mMultiple Airlines
Deal found 11/18$249

Cheapflights Fare Finder

 
Customize your flight search to find flights from Asheville to Midway 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, Cheapflights users made 2,558,603 searches. Data last updated November 20, 2025.
Use the filters below to find and compare flights from Asheville to Chicago Midway Airport that are best for you.

Fly from

Asheville

Fly to

Midway

Route

Depart

Return

Price

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Tue 12/9

8:20 am-1:01 pm

1 stop5h 41m

Chicago Midway

Thu 12/11

7:23 pm-10:59 am

2 stops38h 36m

$209

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Fri 1/23

11:51 am-5:29 pm

1 stop6h 38m

Chicago Midway

Sun 1/25

6:00 am-11:04 am

1 stop4h 04m

$229

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Fri 1/9

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

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

Fri 1/23

6:15 pm-10:22 pm

1 stop5h 07m

Chicago Midway

Mon 1/26

12:48 pm-5:23 pm

1 stop3h 35m

$229

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Thu 12/4

6:13 pm-11:47 pm

1 stop6h 34m

Chicago Midway

Sun 12/7

6:00 am-1:13 pm

1 stop6h 13m

$269

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Tue 3/10

7:45 am-12:01 pm

1 stop5h 16m

Chicago Midway

Wed 3/11

6:00 am-11:00 am

1 stop4h 00m

$287

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Wed 1/7

6:00 am-10:27 am

1 stop5h 27m

Chicago Midway

Fri 1/9

5:31 pm-10:29 pm

1 stop3h 58m

$287

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Tue 1/6

6:15 pm-10:07 pm

1 stop4h 52m

Chicago Midway

Thu 1/8

6:45 am-1:37 pm

1 stop5h 52m

$287

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Wed 1/7

1:00 pm-4:29 pm

1 stop4h 29m

Chicago Midway

Thu 1/8

6:45 am-1:37 pm

1 stop5h 52m

$287

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/18

Showing 1-10 of 20 results
1
2

Compare providers for flights from Asheville to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Asheville to Midway in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Asheville-Chicago Midway Airport flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Asheville-Chicago Midway Airport flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Asheville-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Asheville-Chicago Midway Airport flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Asheville-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Asheville to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Asheville with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Asheville to Chicago Midway Airport

What is the cheapest month to book a flight from Asheville to Chicago Midway Airport?

Currently, August is the cheapest month in which you can book a flight from Asheville to Chicago Midway Airport (average of $58). Flying from Asheville to Chicago Midway Airport in December is currently the most expensive (average of $182). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from AVL to MDW?

Find hourly flight availability from Asheville to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 20, 2025.

It’s optimal to fly from Asheville to Chicago Midway Airport in the afternoon. By choosing this option you can save up to 61% on the cost of your flight, compared to a flight at noon.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated November 20, 2025.
Peruse reviews from past customers who have flown with Delta and Allegiant Air from Asheville to Chicago Midway Airport to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,002 reviews

Food

7.3

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,002 reviews
Delta
7.9
Good
8,002 reviews

Food

7.3

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Allegiant Air
7.2
Good
700 reviews
Delta
7.9
Good
8,002 reviews

Food

7.3

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Asheville to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Asheville to Chicago Midway?

    Most people fly from Asheville Regional (AVL) if they book a flight from Asheville to Chicago Midway. On average, Asheville Regional has 0 outbound flights to Chicago Midway per day from 2 airlines. Asheville Regional is conveniently located just 10.9 mi from Asheville’s city center.

  • How long is the flight from Asheville to Chicago Midway Airport?

    A quick flight from Asheville to Chicago Midway Airport can take about 6h 38m. Delta provides one of the quickest options available for as low as $229. The distance between Asheville and Chicago Midway Airport is about 520 mi.

  • What are the cheapest airlines flying from Asheville to Chicago Midway Airport round-trip?

    Currently priced at $58, Allegiant Air will fly you from Asheville to Chicago Midway Airport and back. In addition to Allegiant Air, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on Delta for as low as $228. These flights start at 78% lower than the current average price 3 months from now.

  • What are the cheapest flights from Asheville to Chicago Midway Airport?

    Looking at all options, your cheapest flight can be booked for $52. While the most popular route (Asheville Regional - Chicago Midway) can be booked for $149 on average, our data indicates $96 when flying from Asheville to Chicago Midway Airport.

  • Can I find deals for flights from Asheville to Midway that include hotel bookings?

    Yes. In addition to deals on Asheville to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Asheville to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Asheville to Midway.

  • Can I find deals for business class flights from Asheville to Midway?

    Yes. Cheapflights offers flight deals from Asheville to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Asheville to Chicago Midway Airport?

    Currently, August is the cheapest month in which you can book a flight from Asheville to Chicago Midway Airport (average of $58). Flying from Asheville to Chicago Midway Airport in December is currently the most expensive (average of $182). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Lansing
Hammond
Porter
Benton Harbor
Merrillville

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Top 2 airlines flying from Asheville to Midway

Discover the top 2 airlines that operate flights from Asheville to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$58Average$84FlexibilityNo cancel feeOn-time88%
DeltaCheapest$228Average$298FlexibilityNo cancel feeOn-timeN/A

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