HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Midway

$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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — MDW
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from West Virginia to Midway with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 September 16, 2025.

Round-trip from

$97
(Southwest)

One-way from

$49
(Southwest)

Popular in

December

Cheapest in

February

Average price

$369
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. 15% potential increase in price ($61 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

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 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.
Tue 10/146:20 amPIT - MDW
Nonstop1h 30mSouthwest
Tue 10/211:25 pmMDW - PIT
Nonstop1h 20mSouthwest
Deal found 9/14$97
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.
Tue 10/144:00 pmPIT - MDW
Nonstop1h 25mSouthwest
Wed 10/157:55 amMDW - PIT
1 stop3h 30mSouthwest
Deal found 9/15$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.
Wed 10/156:45 pmPIT - MDW
Nonstop1h 30mSouthwest
Sat 10/186:30 amMDW - PIT
1 stop7h 40mSouthwest
Deal found 9/15$113
This SmartFares 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/184:22 pmIAD - MDW
1 stop7h 25mFrontier
Mon 10/209:44 amMDW - IAD
1 stop4h 55mFrontier
Deal found 9/15$138
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.
Wed 10/159:00 amIAD - MDW
1 stop5h 38mFrontier
Tue 10/218:05 amMDW - IAD
1 stop10h 41mFrontier
Deal found 9/14$140
This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/254:22 pmIAD - MDW
1 stop7h 25mFrontier
Mon 10/2712:03 pmMDW - IAD
1 stop10h 19mFrontier
Deal found 9/14$143
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/251:55 pmIAD - MDW
1 stop10h 25mFrontier
Fri 9/266:20 amMDW - IAD
1 stop5h 35mFrontier
Deal found 9/14$144
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.
Sat 9/277:14 pmIAD - MDW
1 stop15h 04mFrontier
Mon 9/296:21 amMDW - IAD
1 stop12h 48mFrontier
Deal found 9/14$145
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 9/256:10 amIAD - MDW
1 stop10h 48mFrontier
Mon 9/295:15 pmMDW - IAD
1 stop6h 00mFrontier
Deal found 9/15$148
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.
Wed 9/249:15 amIAD - MDW
1 stop7h 43mFrontier
Sat 9/2710:51 amMDW - IAD
1 stop6h 33mFrontier
Deal found 9/15$149
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 9/251:55 pmIAD - MDW
1 stop10h 25mFrontier
Sun 9/286:20 amMDW - IAD
1 stop5h 35mFrontier
Deal found 9/15$150
This Trip.com deal was found by Cheapflights users on 9/16. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/239:15 amIAD - MDW
1 stop7h 43mFrontier
Thu 9/254:56 pmMDW - IAD
1 stop6h 19mFrontier
Deal found 9/16$152

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 September 16, 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

Tue 10/14

6:20 am-6:50 am

Nonstop1h 30m

Chicago Midway

Tue 10/21

1:25 pm-3:45 pm

Nonstop1h 20m

$97

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Sat 11/8

6:45 am-7:25 am

Nonstop1h 40m

Chicago Midway

Thu 11/13

9:40 am-12:05 pm

Nonstop1h 25m

$97

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Thu 10/30

8:10 pm-8:40 pm

Nonstop1h 30m

Chicago Midway

Sat 11/1

9:40 am-4:00 pm

1 stop5h 20m

$107

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Sat 10/25

4:35 pm-5:00 pm

Nonstop1h 25m

Chicago Midway

Tue 10/28

6:10 am-12:25 pm

1 stop5h 15m

$107

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Tue 10/14

6:10 am-2:25 pm

2 stops9h 15m

Chicago Midway

Thu 10/16

6:40 pm-9:00 pm

Nonstop1h 20m

$112

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Mon 9/29

1:55 pm-11:20 pm

1 stop10h 25m

Chicago Midway

Mon 10/6

8:19 am-6:24 pm

1 stop9h 05m

$144

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Fri 9/26

7:14 pm-9:51 am

1 stop15h 37m

Chicago Midway

Mon 9/29

6:21 am-8:09 pm

1 stop12h 48m

$144

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Thu 10/9

4:30 pm-4:55 pm

Nonstop1h 25m

Chicago Midway

Mon 10/13

9:30 am-11:55 am

Nonstop1h 25m

$158

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Sat 11/1

8:36 pm-10:12 am

1 stop14h 36m

Chicago Midway

Mon 11/3

1:37 pm-12:11 am

1 stop9h 34m

$160

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Thu 10/9

8:02 pm-4:20 pm

1 stop21h 18m

Chicago Midway

Mon 10/13

9:00 am-6:45 pm

1 stop8h 45m

$169

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 44 results
1
2
3
...
5

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 30m. Fly via Southwest or Frontier 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.

  • 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 Chicago Midway Airport?

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for West Virginia to Midway

See prices for flight routes from nearby airports that may be better suited for you.
LaGuardia to O'Hare Intl flights
John F Kennedy Intl to O'Hare Intl flights
Newark to O'Hare Intl flights
Dallas/Fort Worth to O'Hare Intl flights
Los Angeles to O'Hare Intl flights
San Francisco to O'Hare Intl flights
Seattle to O'Hare Intl flights
Reagan-National to O'Hare Intl flights
Philadelphia to O'Hare Intl flights
Baltimore to O'Hare Intl flights
Dallas/Fort Worth to Midway flights
Boston to O'Hare Intl flights
Atlanta to O'Hare Intl flights
Dulles Intl to O'Hare Intl flights
Denver to O'Hare Intl flights
Ontario to O'Hare Intl flights
John F Kennedy Intl to Midway flights
Santa Ana to O'Hare Intl flights
Baltimore to Midway flights
LaGuardia to Midway flights
Atlanta to Midway flights
Newark to Midway flights
Los Angeles to Midway flights
Dulles Intl to Midway flights
Sky Harbor Intl to O'Hare Intl flights
Austin to O'Hare Intl flights
San Francisco to Midway flights
Raleigh to O'Hare Intl flights
Charlotte to O'Hare Intl flights
Philadelphia to Midway flights
Minneapolis to O'Hare Intl flights
Hobby to Midway flights
Portland to O'Hare Intl flights
Burbank to O'Hare Intl flights
Hobby to O'Hare Intl flights
Providence to O'Hare Intl flights
Seattle to Midway flights
Reagan-National to Midway flights
Miami to O'Hare Intl flights
Hartford to O'Hare Intl flights
Denver to Midway flights
Cleveland to O'Hare Intl flights
Love Field to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
George Bush Intcntl to O'Hare Intl flights
San Jose to O'Hare Intl flights
Minneapolis to Midway flights
San Diego to O'Hare Intl flights
Boston to Midway flights
Orlando to O'Hare Intl flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.