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$44+ 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 6/22. Fares are subject to change and may not be available on all flights or dates of travel.
AVL — MDW
May 4 — May 111
Mon 5/4
Mon 5/11
1 adult, Economy
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Cheap 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 April 4, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/4. 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 6/82:04 pm
AVL
-
MDW
Nonstop1h 44m
Multiple Airlines
Wed 6/106:00 am
MDW
-
AVL
2 stops32h 59m
Multiple Airlines
Deal found 4/4$210
This Kiwi.com deal was found by Cheapflights users on 4/4. 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.
Thu 4/3012:57 pm
AVL
-
MDW
2 stops10h 22m
Multiple Airlines
Sun 5/38:39 am
MDW
-
AVL
1 stop6h 47m
Multiple Airlines
Deal found 4/4$211
This Kiwi.com deal was found by Cheapflights users on 3/31. 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.
Thu 4/237:15 am
AVL
-
MDW
1 stop6h 45m
Multiple Airlines
Tue 4/282:15 pm
MDW
-
AVL
2 stops21h 45m
Multiple Airlines
Deal found 3/31$212
This Kiwi.com deal was found by Cheapflights users on 4/4. 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 6/86:52 pm
AVL
-
MDW
2 stops28h 19m
Multiple Airlines
Fri 6/128:20 pm
MDW
-
AVL
Nonstop1h 39m
Multiple Airlines
Deal found 4/4$213
This Kiwi.com deal was found by Cheapflights users on 4/1. 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 7/61:56 pm
AVL
-
MDW
Nonstop1h 42m
Multiple Airlines
Tue 7/712:27 pm
MDW
-
AVL
2 stops20h 11m
Multiple Airlines
Deal found 4/1$215
This Kiwi.com deal was found by Cheapflights users on 4/3. 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 6/211:21 am
AVL
-
MDW
2 stops11h 41m
Multiple Airlines
Fri 6/53:38 pm
MDW
-
AVL
Nonstop1h 39m
Multiple Airlines
Deal found 4/3$221
This Kiwi.com deal was found by Cheapflights users on 4/4. 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 6/222:33 pm
AVL
-
MDW
2 stops32h 38m
Multiple Airlines
Fri 6/266:38 pm
MDW
-
AVL
Nonstop1h 39m
Multiple Airlines
Deal found 4/4$225
This Kiwi.com deal was found by Cheapflights users on 4/4. 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 6/82:04 pm
AVL
-
MDW
Nonstop1h 44m
Multiple Airlines
Mon 6/156:00 am
MDW
-
AVL
2 stops15h 20m
Multiple Airlines
Deal found 4/4$227
This Kiwi.com deal was found by Cheapflights users on 3/31. 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.
Thu 4/167:15 am
AVL
-
MDW
1 stop6h 45m
Multiple Airlines
Sat 4/189:14 am
MDW
-
AVL
1 stop25h 10m
Multiple Airlines
Deal found 3/31$231

Find 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 April 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$210
(Kiwi.com)

One-way from

$44
(Kiwi.com)

Popular in

January

Cheapest in

October

Average price

$279
Provider with most accurate pricing for Asheville Regional-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Asheville Regional-Chicago Midway flights.
Search Deals
From Asheville Regional to Chicago Midway
Search Deals
One-way flight from Asheville Regional to Chicago Midway
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($54 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

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 April 4, 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

Tue 6/2

3:29 pm-9:09 pm

1 stop6h 40m

Chicago Midway

Sat 6/6

5:30 pm-11:39 pm

1 stop5h 09m

$287

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Fri 6/5

1:08 pm-5:56 pm

1 stop5h 48m

Chicago Midway

Tue 6/9

6:05 am-11:10 am

1 stop4h 05m

$288

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Thu 8/13

5:40 am-9:50 am

1 stop5h 10m

Chicago Midway

Sat 8/15

6:00 am-10:42 am

1 stop3h 42m

$288

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Thu 8/27

6:15 pm-9:46 pm

1 stop4h 31m

Chicago Midway

Sun 8/30

6:00 am-1:31 pm

1 stop6h 31m

$289
Quickest round-trip

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Fri 9/4

6:15 pm-9:46 pm

1 stop4h 31m

Chicago Midway

Mon 9/7

6:00 am-10:42 am

1 stop3h 42m

$289

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Wed 4/29

6:06 pm-10:28 pm

1 stop5h 22m

Chicago Midway

Wed 5/6

6:00 am-1:42 pm

1 stop6h 42m

$300

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Thu 4/16

6:06 pm-10:28 pm

1 stop5h 22m

Chicago Midway

Sat 4/25

6:00 am-1:42 pm

1 stop6h 42m

$309

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Sat 6/6

1:08 pm-5:56 pm

1 stop5h 48m

Chicago Midway

Mon 6/8

6:05 am-11:10 am

1 stop4h 05m

$309
Cheapest one-way

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Thu 4/30

12:14 pm-10:28 am

1 stop23h 14m

$112

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

Mon 4/13

7:30 am-1:00 pm

3 stops54h 30m

$161

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Showing 1-10 of 19 resultsSorted by cheapest first
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 April.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Asheville-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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 $60). Flying from Asheville to Chicago Midway Airport in March is currently the most expensive (average of $246). 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 April 4, 2026.

It’s optimal to fly from Asheville to Chicago Midway Airport in the afternoon. By choosing this option you can save up to 53% 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 April 4, 2026.
Peruse reviews from past customers who have flown with 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.
Allegiant Air
7.3
Good
707 reviews

Comfort

6.9

Entertainment

5.5

Overall

7.3

Boarding

7.6

Crew

8.1

Food

5.9

Reviews

1 / 20
4.0
Okay

Michael,Feb 2026

PIE - IND

I appreciate the low cost but the seating is ridiculous. So packed it feels dangerous. Actually it was so bad today, I'm going to look for another airline next time I fly.
Allegiant Air
7.3
Good
707 reviews
Allegiant Air
7.3
Good
707 reviews

Comfort

6.9

Entertainment

5.5

Overall

7.3

Boarding

7.6

Crew

8.1

Food

5.9

Reviews

1 / 20
4.0
Okay

Michael,Feb 2026

PIE - IND

I appreciate the low cost but the seating is ridiculous. So packed it feels dangerous. Actually it was so bad today, I'm going to look for another airline next time I fly.

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 1 airline. 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 40m. Delta provides one of the quickest options available for as low as $287. The distance between Asheville and Chicago Midway Airport is about 520 mi.

  • What is the cheapest airline to fly 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.

  • 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 $60). Flying from Asheville to Chicago Midway Airport in March is currently the most expensive (average of $246). 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
Merrillville
Hammond
Porter
Benton Harbor

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Asheville to Midway

Discover the top airline 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 April 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$58Average$85FlexibilityNo cancel feeOn-time88%

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