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$49+ Cheap flights from Midway (MDW) to West Virginia

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 10/21. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CRW
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap flight deals from Midway to West Virginia

Keep the following information in mind while searching for Midway to West Virginia flight deals. Data was last updated September 16, 2025.

Round-trip from

$107
(Southwest)

One-way from

$49
(Southwest)

Popular in

July

Cheapest in

March

Average price

$339
From Chicago Midway to West Virginia
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One-way flight from Chicago Midway to West Virginia
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Highest demand for flights based on searches. 11% potential increase in price ($43 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Midway to West Virginia

Cheapest flights from Midway to West Virginia
Explore the most affordable flight options available from Midway to West Virginia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/166:40 pmMDW - PIT
Nonstop1h 20mSouthwest
Mon 10/205:50 pmPIT - MDW
1 stop7h 05mSouthwest
Deal found 9/14$107
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/279:55 pmMDW - PIT
Nonstop1h 20mSouthwest
Thu 10/305:10 amPIT - MDW
2 stops8h 55mSouthwest
Deal found 9/15$112
This CheapOair deal was found by Cheapflights users on 9/13. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/39:48 amMDW - IAD
1 stop7h 31mFrontier
Mon 10/66:10 amIAD - MDW
1 stop11h 15mFrontier
Deal found 9/13$143
This Flightnetwork deal was found by Cheapflights users on 9/14. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1811:31 amMDW - IAD
1 stop8h 22mFrontier
Mon 10/204:45 pmIAD - MDW
1 stop8h 01mFrontier
Deal found 9/14$144
This Flightnetwork deal was found by Cheapflights users on 9/14. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/249:00 amMDW - IAD
1 stop9h 55mFrontier
Thu 9/251:55 pmIAD - MDW
1 stop10h 25mFrontier
Deal found 9/14$145
This Booking.com deal was found by Cheapflights users on 9/13. 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.
Thu 10/24:56 pmMDW - IAD
1 stop5h 43mFrontier
Sun 10/57:14 pmIAD - MDW
1 stop13h 09mFrontier
Deal found 9/13$146
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Sun 12/76:00 amMDW - IAD
1 stop5h 49mFrontier
Wed 12/108:00 amIAD - MDW
1 stop14h 32mFrontier
Deal found 9/14$147
This Booking.com deal was found by Cheapflights users on 9/15. 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.
Thu 9/256:20 amMDW - IAD
1 stop5h 35mFrontier
Mon 9/296:10 amIAD - MDW
1 stop10h 50mFrontier
Deal found 9/15$149
This Flightnetwork deal was found by Cheapflights users on 9/14. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/256:20 amMDW - IAD
1 stop5h 35mFrontier
Thu 9/258:59 pmIAD - MDW
1 stop16h 45mFrontier
Deal found 9/14$150
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Sat 10/2511:31 amMDW - IAD
1 stop8h 22mFrontier
Fri 10/315:34 pmIAD - MDW
1 stop5h 11mFrontier
Deal found 9/14$152
This Booking.com deal was found by Cheapflights users on 9/14. 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.
Thu 9/254:56 pmMDW - IAD
1 stop6h 19mFrontier
Sun 9/287:14 pmIAD - MDW
1 stop13h 09mFrontier
Deal found 9/14$154
This Trip.com deal was found by Cheapflights users on 9/14. 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.
Thu 10/26:20 amMDW - IAD
1 stop5h 35mFrontier
Mon 10/66:10 amIAD - MDW
1 stop11h 15mFrontier
Deal found 9/14$156

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to West Virginia 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 September 16, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to West Virginia that are best for you.

Fly from

Midway

Fly to

West Virginia

Route

Depart

Return

Price

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Mon 10/27

1:30 pm-3:50 pm

Nonstop1h 20m

Pittsburgh

Thu 10/30

6:00 pm-10:20 pm

1 stop5h 20m

$107

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Sat 12/13

6:25 am-1:35 pm

1 stop6h 10m

Pittsburgh

Mon 12/15

1:55 pm-2:25 pm

Nonstop1h 30m

$107

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Fri 10/3

5:15 pm-11:39 pm

1 stop5h 24m

Washington, D.C. Dulles Intl

Wed 10/8

9:00 am-1:38 pm

1 stop5h 38m

$143

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Sat 10/4

11:21 am-6:29 pm

1 stop6h 08m

Washington, D.C. Dulles Intl

Mon 10/6

1:55 pm-11:41 pm

1 stop10h 46m

$143

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Fri 10/3

5:15 pm-11:39 pm

1 stop5h 24m

Washington, D.C. Dulles Intl

Sat 10/4

7:14 pm-9:18 am

1 stop15h 04m

$143

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Fri 10/17

5:28 pm-8:53 pm

1 stop26h 25m

Washington, D.C. Dulles Intl

Mon 10/20

4:45 pm-11:46 pm

1 stop8h 01m

$143

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Fri 10/31

1:37 pm-11:29 pm

1 stop8h 52m

Washington, D.C. Dulles Intl

Sun 11/2

8:36 pm-8:32 am

1 stop12h 56m

$143

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Sun 11/16

1:37 pm-12:11 am

1 stop9h 34m

Washington, D.C. Dulles Intl

Wed 11/19

8:40 am-12:41 pm

1 stop5h 01m

$143

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Mon 11/3

6:20 am-5:23 pm

1 stop10h 03m

Washington, D.C. Dulles Intl

Wed 11/5

8:40 am-12:41 pm

1 stop5h 01m

$143

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Fri 9/26

6:21 am-8:09 pm

1 stop12h 48m

Washington, D.C. Dulles Intl

Tue 9/30

9:15 am-3:58 pm

1 stop7h 43m

$143

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Showing 1-10 of 50 results
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Best time to book a flight from Midway to West Virginia

Have a flexible travel schedule? Discover the best time to fly to West Virginia from Midway 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 Chicago Midway Airport to West Virginia
No data available for this route at this time. Please check back soon.

Related info for your journey

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

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

    Southwest, Frontier, and Delta can get you from Chicago Midway Airport to West Virginia in just under 1h 20m. Your travel time can differ by up to 4h 04m. Chicago Midway Airport and West Virginia are separated by a distance of 400 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Chicago Midway Airport to West Virginia?

    When deciding which route to take from Chicago Midway Airport to West Virginia consider Chicago Midway - Washington, D.C. Dulles Intl, Chicago Midway - Pittsburgh or Chicago Midway - Charleston Yeager as they are the most popular.

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

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

  • How can I find direct flights from Midway to West Virginia?

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

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

    Yes. Cheapflights offers flight deals from Midway to West Virginia 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 Chicago Midway Airport to West Virginia?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to West Virginia (average of $304). Flying from Chicago Midway Airport to West Virginia in December is currently the most expensive (average of $446). 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

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Alternative routes for Midway to West Virginia

See prices for flight routes from nearby airports that may be better suited for you.
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