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$67+ Cheap flights from West Virginia 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 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — MDW
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from West Virginia to Midway

Cheapest flights from West Virginia to Midway
Explore the most affordable flight options available from West Virginia to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Delta deal was found by Cheapflights users on 12/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:20 amPIT - MDW
1 stop3h 29mDelta
Tue 1/66:14 pmMDW - PIT
1 stop4h 28mDelta
Deal found 12/16$206
This Expedia deal was found by Cheapflights users on 12/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/309:58 pmIAD - MDW
1 stop25h 00mFrontier
Thu 1/16:12 amMDW - IAD
1 stop11h 04mFrontier
Deal found 12/15$213
This Delta deal was found by Cheapflights users on 12/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:00 amIAD - MDW
1 stop3h 49mDelta
Tue 1/66:14 pmMDW - IAD
1 stop3h 52mDelta
Deal found 12/15$247
This Delta deal was found by Cheapflights users on 12/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:20 amPIT - MDW
1 stop3h 29mDelta
Wed 12/315:59 pmMDW - PIT
1 stop4h 37mDelta
Deal found 12/14$255
This Frontier deal was found by Cheapflights users on 12/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:05 amIAD - MDW
1 stop8h 16mFrontier
Mon 1/56:12 amMDW - IAD
1 stop11h 04mFrontier
Deal found 12/14$263
This Southwest deal was found by Cheapflights users on 12/14. 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.
Wed 12/246:40 amPIT - MDW
Nonstop1h 40mSouthwest
Wed 12/311:30 pmMDW - PIT
Nonstop1h 20mSouthwest
Deal found 12/14$265
This CheapOair deal was found by Cheapflights users on 12/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/299:58 pmIAD - MDW
1 stop25h 00mFrontier
Thu 1/16:12 amMDW - IAD
1 stop11h 04mFrontier
Deal found 12/15$265
This Priceline deal was found by Cheapflights users on 12/14. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:05 amIAD - MDW
1 stop8h 16mFrontier
Mon 1/58:15 amMDW - IAD
1 stop9h 01mFrontier
Deal found 12/14$268
This Orbitz deal was found by Cheapflights users on 12/14. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:05 amIAD - MDW
1 stop8h 16mFrontier
Wed 12/316:12 amMDW - IAD
1 stop10h 35mFrontier
Deal found 12/14$283
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:05 amIAD - MDW
1 stop17h 07mFrontier
Thu 1/16:12 amMDW - IAD
1 stop11h 04mFrontier
Deal found 12/15$292
This Frontier deal was found by Cheapflights users on 12/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:05 amIAD - MDW
1 stop8h 16mFrontier
Thu 1/16:12 amMDW - IAD
1 stop11h 04mFrontier
Deal found 12/14$293
This Delta deal was found by Cheapflights users on 12/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:00 amIAD - MDW
1 stop3h 49mDelta
Mon 1/55:31 pmMDW - IAD
1 stop5h 06mDelta
Deal found 12/15$306

Find flight deals from West Virginia to Midway

Keep the following information in mind while searching for West Virginia to Midway flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$162
(Expedia)

One-way from

$67
(Southwest)

Popular in

July

Cheapest in

February

Average price

$299
Provider with most accurate pricing for Charleston Yeager-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Charleston Yeager-Chicago (CHI) flights.
Search Deals
From West Virginia to Chicago Midway
Search Deals
One-way flight from West Virginia to Chicago Midway
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($36 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from West Virginia 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 December 18, 2025.
Use the filters below to find and compare flights from West Virginia to Chicago Midway Airport that are best for you.

Fly from

West Virginia

Fly to

Midway

Route

Depart

Return

Price

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Thu 1/29

5:37 pm-10:19 pm

1 stop5h 42m

Chicago Midway

Thu 2/5

6:20 am-4:28 pm

1 stop9h 08m

$163

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Sat 1/10

6:35 am-7:25 am

Nonstop1h 50m

Chicago Midway

Mon 1/12

5:40 pm-8:00 pm

Nonstop1h 20m

$171

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Thu 1/22

12:20 pm-12:50 pm

Nonstop1h 30m

Chicago Midway

Mon 1/26

1:25 pm-3:45 pm

Nonstop1h 20m

$171

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Sat 1/17

3:55 pm-7:00 pm

1 stop4h 05m

Chicago Midway

Tue 1/20

9:55 am-3:40 pm

1 stop4h 45m

$172

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Mon 2/2

6:10 am-1:55 pm

2 stops8h 45m

Chicago Midway

Tue 2/10

6:50 am-12:10 pm

1 stop4h 20m

$177

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Thu 2/5

7:25 am-12:50 pm

1 stop6h 25m

Chicago Midway

Mon 2/9

9:45 am-12:10 pm

Nonstop1h 25m

$181

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Thu 1/29

12:20 pm-12:50 pm

Nonstop1h 30m

Chicago Midway

Mon 2/2

1:25 pm-8:45 pm

2 stops6h 20m

$186

CharlestonChicago

CRW - MDW

CRWMDW

Charleston Yeager

Sat 1/17

5:20 pm-10:07 pm

1 stop5h 47m

Chicago Midway

Tue 1/20

10:48 am-5:53 pm

1 stop6h 05m

$198

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Sat 1/31

6:00 am-8:52 am

1 stop3h 52m

Chicago Midway

Sat 2/7

10:53 am-5:00 pm

1 stop5h 07m

$251

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Wed 1/7

6:00 am-8:52 am

1 stop3h 52m

Chicago Midway

Sat 1/10

9:32 am-4:46 pm

1 stop6h 14m

$251

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 44 results
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Best time to book a flight from West Virginia to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from West Virginia 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 West Virginia to Chicago Midway Airport
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 West Virginia to Midway. 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 West Virginia to Chicago Midway Airport?

    There are many flights that can get you from West Virginia to Chicago Midway Airport in 1h 50m. Fly via Frontier, Southwest, or Delta to get the fastest option. The distance from West Virginia to Chicago Midway Airport is about 400 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    The most popular route from West Virginia to Chicago Midway Airport is Washington, D.C. Dulles Intl - Chicago Midway. You may also consider Pittsburgh - Chicago Midway or Charleston Yeager - Chicago Midway.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from West Virginia 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.

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

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Alternative routes for West Virginia to Midway

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