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$49+ 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 5/19. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — MDW
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
1 adult, Economy
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Cheap 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 April 17, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$122
(Southwest)

One-way from

$49
(Southwest)

Popular in

July

Cheapest in

February

Average price

$269
Provider with most accurate pricing for Charleston Yeager-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Charleston Yeager-Chicago (CHI) flights.
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From West Virginia to Chicago Midway
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One-way flight from West Virginia to Chicago Midway
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Highest demand for flights based on searches. 8% potential increase in price ($34 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find 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 April 17, 2025.

This Southwest deal was found by Cheapflights users on 4/17. 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 5/197:40 pmPIT - MDW
1 stop4h 20mSouthwest
Tue 5/2010:35 amMDW - PIT
2 stops9h 35mSouthwest
Deal found 4/17$128
This Delta deal was found by Cheapflights users on 4/17. 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 5/86:25 amPIT - MDW
1 stop3h 15mDelta
Mon 5/121:08 pmMDW - PIT
1 stop4h 35mDelta
Deal found 4/17$177
This Frontier deal was found by Cheapflights users on 4/17. 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.
Sat 5/244:49 pmIAD - MDW
1 stop6h 13mFrontier
Wed 5/286:40 amMDW - IAD
1 stop8h 34mFrontier
Deal found 4/17$178
This Delta deal was found by Cheapflights users on 4/17. 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.
Sat 5/246:00 amIAD - MDW
1 stop3h 40mDelta
Sat 5/241:08 pmMDW - IAD
1 stop3h 29mDelta
Deal found 4/17$197
This CheapOair deal was found by Cheapflights users on 4/17. 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 6/63:49 pmPIT - MDW
1 stop5h 03mFrontier
Sat 6/78:15 pmMDW - PIT
1 stop20h 45mFrontier
Deal found 4/17$221
This Delta deal was found by Cheapflights users on 4/17. 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 6/116:00 amCRW - MDW
1 stop4h 41mDelta
Sat 6/1410:26 amMDW - CRW
1 stop4h 03mDelta
Deal found 4/17$228
This Mytrip deal was found by Cheapflights users on 4/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/53:58 pmIAD - MDW
1 stop16h 17mAllegiant Air
Sun 6/811:45 amMDW - IAD
2 stops25h 38mAllegiant Air
Deal found 4/16$293
This Mytrip deal was found by Cheapflights users on 4/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/33:53 pmIAD - MDW
1 stop16h 20mMultiple Airlines
Sun 7/611:37 amMDW - IAD
3 stops27h 38mMultiple Airlines
Deal found 4/16$390

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 April 17, 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

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Mon 5/19

7:40 pm-11:00 pm

1 stop4h 20m

Chicago Midway

Tue 5/20

10:35 am-9:10 pm

2 stops9h 35m

$128

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Thu 5/8

6:25 am-8:40 am

1 stop3h 15m

Chicago Midway

Mon 5/12

1:08 pm-6:43 pm

1 stop4h 35m

$177

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Sat 5/24

4:49 pm-10:02 pm

1 stop6h 13m

Chicago Midway

Wed 5/28

6:40 am-4:14 pm

1 stop8h 34m

$178

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Sat 5/24

6:00 am-8:40 am

1 stop3h 40m

Chicago Midway

Sat 5/24

4:15 pm-11:35 pm

1 stop6h 20m

$197

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Fri 6/6

3:49 pm-7:52 pm

1 stop5h 03m

Chicago Midway

Sat 6/7

8:15 pm-6:00 pm

1 stop20h 45m

$221

CharlestonChicago

CRW - MDW

CRWMDW

Charleston Yeager

Wed 6/11

6:00 am-9:41 am

1 stop4h 41m

Chicago Midway

Sat 6/14

10:26 am-3:29 pm

1 stop4h 03m

$228

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Thu 6/5

3:58 pm-7:15 am

1 stop16h 17m

Chicago Midway

Sun 6/8

11:45 am-2:23 pm

2 stops25h 38m

$293

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Thu 7/3

3:53 pm-7:13 am

1 stop16h 20m

Chicago Midway

Sun 7/6

11:37 am-4:15 pm

3 stops27h 38m

$390

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Thu 5/8

2:15 pm-2:45 pm

Nonstop1h 30m

$49

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Mon 5/19

3:32 pm-11:47 pm

1 stop9h 15m

$86

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

Showing 1-10 of 18 results
1
2

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

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 17, 2025.
To help decide which airline to fly from West Virginia to Chicago, see what other customers have to say about Southwest, Delta and Allegiant Air. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Overall

8.0

Food

7.1

Crew

8.6

Comfort

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,280 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Overall

8.0

Food

7.1

Crew

8.6

Comfort

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,917 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Overall

8.0

Food

7.1

Crew

8.6

Comfort

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Allegiant Air
7.3
Good
734 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Overall

8.0

Food

7.1

Crew

8.6

Comfort

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Frontier
6.0
Okay
3,281 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Overall

8.0

Food

7.1

Crew

8.6

Comfort

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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.

  • What are the cheapest airlines to fly from West Virginia to Chicago Midway Airport one-way?

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $49. Frontier flights start at $86 while deals on Delta start at $89 one-way.

  • 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.

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

    Currently, April is the cheapest month in which you can book a flight from West Virginia to Chicago Midway Airport (average of $160). Flying from West Virginia to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 West Virginia?

Book flights to West Virginia if you plan to visit one of these locations
Merrillville
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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