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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 8/28. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — MDW
ago. 5 — ago. 121
mar. 8/5
mar. 8/12
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 julio 31, 2025.

Round-trip from

$94
(Southwest)

One-way from

$49
(Southwest)

Popular in

July

Cheapest in

February

Average price

$510
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. 7% potential increase in price ($29 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in July 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 julio 31, 2025.

This Southwest deal was found by Cheapflights users on 7/31. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/236:55 amPIT - MDW
Nonstop1h 25mSouthwest
lun. 8/259:30 amMDW - PIT
Nonstop1h 25mSouthwest
Deal found 7/31$94
This Mytrip deal was found by Cheapflights users on 7/29. 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.
lun. 8/181:22 pmIAD - MDW
1 stop5h 55mAllegiant Air
vie. 8/229:32 amMDW - IAD
1 stop4h 51mAllegiant Air
Deal found 7/29$174
This Delta deal was found by Cheapflights users on 7/29. 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.
sáb. 9/66:20 amPIT - MDW
1 stop3h 15mDelta
sáb. 9/66:17 pmMDW - PIT
1 stop4h 05mDelta
Deal found 7/29$177
This Mytrip deal was found by Cheapflights users on 7/30. 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.
sáb. 9/137:14 pmIAD - MDW
1 stop15h 04mFrontier
sáb. 9/2010:51 amMDW - IAD
1 stop6h 33mFrontier
Deal found 7/30$177
This Frontier deal was found by Cheapflights users on 7/30. 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.
vie. 8/83:49 pmPIT - MDW
1 stop9h 02mFrontier
sáb. 8/99:12 pmMDW - PIT
1 stop10h 59mFrontier
Deal found 7/30$188
This Delta deal was found by Cheapflights users on 7/29. 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.
sáb. 8/305:25 pmIAD - MDW
1 stop4h 47mDelta
mar. 9/29:30 amMDW - IAD
1 stop12h 56mDelta
Deal found 7/29$227
This Delta deal was found by Cheapflights users on 7/30. 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.
mar. 8/196:40 amCRW - MDW
1 stop6h 08mDelta
jue. 8/2112:43 pmMDW - CRW
1 stop4h 31mDelta
Deal found 7/30$532

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 julio 31, 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

sáb. 8/23

6:55 am-7:20 am

Nonstop1h 25m

Chicago Midway

lun. 8/25

1:15 pm-3:40 pm

Nonstop1h 25m

$94

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

lun. 8/18

1:22 pm-6:17 pm

1 stop5h 55m

Chicago Midway

vie. 8/22

9:32 am-3:23 pm

1 stop4h 51m

$174

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

sáb. 9/6

6:20 am-8:35 am

1 stop3h 15m

Chicago Midway

sáb. 9/6

6:17 pm-11:22 pm

1 stop4h 05m

$177

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

sáb. 9/13

7:14 pm-9:18 am

1 stop15h 04m

Chicago Midway

sáb. 9/20

10:51 am-6:24 pm

1 stop6h 33m

$177

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

vie. 8/8

3:49 pm-11:51 pm

1 stop9h 02m

Chicago Midway

sáb. 8/9

9:12 pm-9:11 am

1 stop10h 59m

$188

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

sáb. 8/30

5:25 pm-9:12 pm

1 stop4h 47m

Chicago Midway

mar. 9/2

9:30 am-11:26 pm

1 stop12h 56m

$227

CharlestonChicago

CRW - MDW

CRWMDW

Charleston Yeager

mar. 8/19

6:40 am-11:48 am

1 stop6h 08m

Chicago Midway

jue. 8/21

12:43 pm-6:14 pm

1 stop4h 31m

$532

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

jue. 8/28

4:15 pm-4:40 pm

Nonstop1h 25m

$49

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

mar. 8/5

6:10 am-10:40 am

1 stop5h 30m

$83

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

mié. 8/27

10:25 am-12:28 pm

1 stop3h 03m

$89

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 16 results
1
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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.

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 julio 31, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and Allegiant Air from West Virginia to Chicago Midway Airport by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Allegiant Air
7.2
Good
702 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Frontier
5.9
Fair
3,239 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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 $83 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 Chicago Midway Airport?

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

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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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