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$54+ 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 4/1. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — MDW
Feb 4 — Feb 111
Tue 2/4
Tue 2/11
1 adult, Economy
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Cheap flight deals from West Virginia to Midway

Discover tips and strategies to find the most affordable flight options for your journey from West Virginia (USWV) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$172
(Southwest)

One-way from

$54
(Frontier)

Popular in

July

Cheapest in

February

Average price

$264
Provider with most accurate pricing for Charleston Yeager-Chicago (CHI) flight deals.
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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. 12% potential increase in price ($46 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in January 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 January 30, 2025.

This Southwest deal was found by Cheapflights users on 1/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/225:15 pmPIT - MDW
1 stop5h 25mSouthwest
Mon 2/246:00 amMDW - PIT
1 stop3h 55mSouthwest
Deal found 1/29$172
This Delta deal was found by Cheapflights users on 1/30. 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.
Tue 3/410:28 amPIT - MDW
1 stop3h 37mDelta
Tue 3/116:00 amMDW - PIT
1 stop4h 44mDelta
Deal found 1/30$177
This CheapOair deal was found by Cheapflights users on 1/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/12:23 pmPIT - MDW
1 stop6h 28mFrontier
Sun 4/612:46 pmMDW - PIT
1 stop18h 57mFrontier
Deal found 1/29$183
This Gotogate deal was found by Cheapflights users on 1/30. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/85:41 pmIAD - MDW
1 stop5h 15mFrontier
Mon 3/172:51 pmMDW - IAD
1 stop21h 25mFrontier
Deal found 1/30$189
This Delta deal was found by Cheapflights users on 1/29. 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.
Tue 3/181:35 pmIAD - MDW
1 stop5h 27mDelta
Wed 3/199:25 amMDW - IAD
1 stop5h 58mDelta
Deal found 1/29$197
This Delta deal was found by Cheapflights users on 1/30. 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.
Fri 2/146:00 amCRW - MDW
2 stops8h 05mDelta
Tue 2/186:00 amMDW - CRW
1 stop6h 57mDelta
Deal found 1/30$239
This Mytrip deal was found by Cheapflights users on 1/29. 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.
Thu 7/1711:25 amPIT - MDW
2 stops23h 16mMultiple Airlines
Mon 7/218:03 amMDW - PIT
1 stop6h 09mMultiple Airlines
Deal found 1/29$494
This Mytrip deal was found by Cheapflights users on 1/30. 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.
Sun 8/1012:40 pmIAD - MDW
2 stops22h 01mMultiple Airlines
Thu 8/1411:43 amMDW - IAD
2 stops23h 49mMultiple Airlines
Deal found 1/30$527

Find flights from West Virginia to Midway within your budget

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 January 30, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Sat 2/22

5:15 pm-9:40 pm

1 stop5h 25m

Chicago Midway

Mon 2/24

6:00 am-10:55 am

1 stop3h 55m

$172

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Mon 2/10

10:39 am-3:43 pm

1 stop6h 04m

Chicago Midway

Wed 2/19

8:12 am-2:39 pm

1 stop5h 27m

$175

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Tue 3/4

10:28 am-1:05 pm

1 stop3h 37m

Chicago Midway

Thu 3/6

12:44 pm-6:37 pm

1 stop4h 53m

$177

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Tue 4/1

2:23 pm-7:51 pm

1 stop6h 28m

Chicago Midway

Sun 4/6

12:46 pm-8:43 am

1 stop18h 57m

$183

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Tue 3/18

1:35 pm-6:02 pm

1 stop5h 27m

Chicago Midway

Wed 3/19

9:25 am-4:23 pm

1 stop5h 58m

$197

CharlestonChicago

CRW - MDW

CRWMDW

Charleston Yeager

Fri 2/14

6:00 am-1:05 pm

2 stops8h 05m

Chicago Midway

Tue 2/18

6:00 am-1:57 pm

1 stop6h 57m

$239

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Thu 7/17

11:25 am-9:41 am

2 stops23h 16m

Chicago Midway

Mon 7/21

8:03 am-3:12 pm

1 stop6h 09m

$494

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Tue 4/1

2:23 pm-7:51 pm

1 stop6h 28m

$54

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Mon 3/3

7:55 pm-8:25 pm

Nonstop1h 30m

$69

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Wed 2/5

1:17 pm-7:06 pm

1 stop6h 49m

$87

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/30

Showing 1-10 of 17 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.

Travel insights for flights from West Virginia to Midway

Get recent, data-driven insights about flights from West Virginia to Midway including ideal travel times, pricing trends, and more.

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 January 30, 2025.
To help decide which airline to fly from West Virginia to Chicago, see what other customers have to say about Southwest, Delta and Frontier. 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
8.1
Very good
4,585 reviews

Food

7.1

Entertainment

7.7

Overall

8.1

Boarding

8.2

Crew

8.7

Comfort

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,585 reviews
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Entertainment

7.7

Overall

8.1

Boarding

8.2

Crew

8.7

Comfort

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,454 reviews
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Entertainment

7.7

Overall

8.1

Boarding

8.2

Crew

8.7

Comfort

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Frontier
6.0
Okay
3,424 reviews
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Entertainment

7.7

Overall

8.1

Boarding

8.2

Crew

8.7

Comfort

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 Frontier, which is currently one of the cheapest options available, starting at $54. Southwest flights start at $69 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
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
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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