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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 4/2. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — MDW
Mar 8 — Mar 151
Sat 3/8
Sat 3/15
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 March 3, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$152
(Southwest)

One-way from

$49
(Southwest)

Popular in

July

Cheapest in

February

Average price

$245
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. 9% potential increase in price ($37 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 March 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 March 3, 2025.

This Southwest deal was found by Cheapflights users on 3/2. 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.
Fri 3/286:45 amPIT - MDW
Nonstop1h 30mSouthwest
Tue 4/15:40 amMDW - PIT
1 stop6h 05mSouthwest
Deal found 3/2$152
This CheapOair deal was found by Cheapflights users on 3/3. 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.
Thu 4/33:42 pmPIT - MDW
1 stop6h 58mFrontier
Tue 4/84:40 pmMDW - PIT
1 stop17h 08mFrontier
Deal found 3/3$160
This CheapOair deal was found by Cheapflights users on 3/2. 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 4/85:54 pmIAD - MDW
1 stop6h 30mFrontier
Thu 4/1012:46 pmMDW - IAD
1 stop20h 14mFrontier
Deal found 3/2$160
This Delta deal was found by Cheapflights users on 3/3. 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 4/226:25 amPIT - MDW
1 stop3h 15mDelta
Mon 4/285:59 pmMDW - PIT
1 stop4h 04mDelta
Deal found 3/3$177
This Delta deal was found by Cheapflights users on 3/2. 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 3/186:00 amIAD - MDW
1 stop3h 45mDelta
Wed 4/169:20 amMDW - IAD
1 stop6h 19mDelta
Deal found 3/2$197
This Mytrip deal was found by Cheapflights users on 3/2. 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 6/123:58 pmIAD - MDW
1 stop16h 17mMultiple Airlines
Sun 6/158:50 amMDW - IAD
2 stops32h 25mMultiple Airlines
Deal found 3/2$301
This Delta deal was found by Cheapflights users on 3/2. 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 3/811:37 amCRW - MDW
1 stop4h 16mDelta
Tue 3/114:59 pmMDW - CRW
1 stop4h 42mDelta
Deal found 3/2$313
This Mytrip deal was found by Cheapflights users on 3/1. 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.
Tue 3/49:15 amPIT - MDW
1 stop9h 20mAllegiant Air
Fri 3/78:40 amMDW - PIT
2 stops37h 53mAllegiant Air
Deal found 3/1$492
This Mytrip deal was found by Cheapflights users on 3/3. 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 3/66:00 amPIT - MDW
1 stop12h 36mMultiple Airlines
Mon 3/1010:54 amMDW - PIT
3 stops33h 35mMultiple Airlines
Deal found 3/3$520

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 March 3, 2025.

Fly from

West Virginia

Fly to

Midway

Route

Depart

Return

Price

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Fri 3/28

6:45 am-7:15 am

Nonstop1h 30m

Chicago Midway

Mon 3/31

7:15 am-12:00 pm

1 stop3h 45m

$152

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Thu 4/3

3:42 pm-9:40 pm

1 stop6h 58m

Chicago Midway

Tue 4/8

4:40 pm-10:48 am

1 stop17h 08m

$160

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Tue 4/8

5:54 pm-11:24 pm

1 stop6h 30m

Chicago Midway

Thu 4/10

12:46 pm-10:00 am

1 stop20h 14m

$160

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Tue 4/22

6:25 am-8:40 am

1 stop3h 15m

Chicago Midway

Tue 4/22

5:59 pm-11:03 pm

1 stop4h 04m

$177

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Tue 3/18

6:00 am-8:45 am

1 stop3h 45m

Chicago Midway

Wed 4/16

9:20 am-4:39 pm

1 stop6h 19m

$197

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Thu 6/12

3:58 pm-7:15 am

1 stop16h 17m

Chicago Midway

Sun 6/15

8:50 am-6:15 pm

2 stops32h 25m

$301

CharlestonChicago

CRW - MDW

CRWMDW

Charleston Yeager

Sat 5/31

5:30 pm-9:28 pm

1 stop4h 58m

Chicago Midway

Wed 6/4

12:48 pm-6:19 pm

1 stop4h 31m

$383

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Thu 8/14

9:12 pm-2:04 pm

2 stops17h 52m

Chicago Midway

Sun 8/17

11:43 am-12:32 pm

2 stops23h 49m

$415

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Thu 3/6

6:00 am-5:36 pm

1 stop12h 36m

Chicago Midway

Mon 3/10

10:54 am-9:29 pm

3 stops33h 35m

$520

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Wed 4/2

6:45 am-7:15 am

Nonstop1h 30m

$49

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/3

Showing 1-10 of 18 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 March 3, 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
8.1
Very good
4,333 reviews

Entertainment

7.6

Food

7.1

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

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
8.1
Very good
4,333 reviews
Southwest
8.1
Very good
4,333 reviews

Entertainment

7.6

Food

7.1

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

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
8,068 reviews
Southwest
8.1
Very good
4,333 reviews

Entertainment

7.6

Food

7.1

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

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
752 reviews
Southwest
8.1
Very good
4,333 reviews

Entertainment

7.6

Food

7.1

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

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
3,318 reviews
Southwest
8.1
Very good
4,333 reviews

Entertainment

7.6

Food

7.1

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

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 $75 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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