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West Virginia

$46+ Cheap flights from Chicago (CHI) to West Virginia

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 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CRW
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheap flight deals from Chicago to West Virginia

Keep the following information in mind while searching for Chicago to West Virginia flight deals. Data was last updated August 14, 2025.

Round-trip from

$92
(Southwest)

One-way from

$46
(American Airlines)

Popular in

July

Cheapest in

March

Average price

$239

Good round-trip deal

$188 or less
From Chicago (CHI) to West Virginia
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One-way flight from Chicago (CHI) to West Virginia
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Highest demand for flights based on searches. 9% potential increase in price ($34 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from Chicago (CHI) to West Virginia.
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Find flight deals from Chicago to West Virginia

Cheapest flights from Chicago to West Virginia
Explore the most affordable flight options available from Chicago to West Virginia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This Southwest deal was found by Cheapflights users on 8/13. 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 9/109:00 amMDW - PIT
2 stops7h 55mSouthwest
Thu 9/116:25 amPIT - MDW
Nonstop1h 25mSouthwest
Deal found 8/13$92
This American Airlines deal was found by Cheapflights users on 8/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/49:00 amORD - PIT
Nonstop1h 47mAmerican Airlines
Mon 9/88:14 pmPIT - ORD
Nonstop1h 45mAmerican Airlines
Deal found 8/14$93
This Southwest deal was found by Cheapflights users on 8/14. 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 9/163:10 pmORD - PIT
1 stop5h 10mSouthwest
Wed 9/176:00 amPIT - ORD
1 stop6h 50mSouthwest
Deal found 8/14$97
This Southwest deal was found by Cheapflights users on 8/14. 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.
Thu 9/49:30 amMDW - PIT
2 stops7h 35mSouthwest
Mon 9/84:00 pmPIT - MDW
1 stop5h 25mSouthwest
Deal found 8/14$102
This Southwest deal was found by Cheapflights users on 8/14. 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.
Thu 9/41:30 pmORD - PIT
1 stop6h 55mSouthwest
Mon 9/85:35 amPIT - ORD
1 stop8h 10mSouthwest
Deal found 8/14$102
This Southwest deal was found by Cheapflights users on 8/14. 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.
Wed 10/81:50 pmORD - PIT
1 stop7h 30mSouthwest
Mon 10/206:00 amPIT - ORD
1 stop7h 45mSouthwest
Deal found 8/14$108
This KAYAK deal was found by Cheapflights users on 8/13. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/259:15 pmMDW - PIT
Nonstop1h 25mSouthwest
Sat 9/276:55 amPIT - MDW
Nonstop1h 25mSouthwest
Deal found 8/13$134
This KAYAK deal was found by Cheapflights users on 8/14. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/83:35 pmORD - PIT
Nonstop1h 41mUnited Airlines
Thu 9/118:46 amPIT - ORD
Nonstop1h 50mUnited Airlines
Deal found 8/14$135
This KAYAK deal was found by Cheapflights users on 8/14. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/81:15 pmMDW - PIT
Nonstop1h 25mSouthwest
Thu 9/114:15 pmPIT - MDW
Nonstop1h 25mSouthwest
Deal found 8/14$136
This United Airlines deal was found by Cheapflights users on 8/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1310:35 amORD - PIT
Nonstop1h 30mUnited Airlines
Tue 9/166:00 pmPIT - ORD
Nonstop1h 43mUnited Airlines
Deal found 8/13$137
This Southwest deal was found by Cheapflights users on 8/13. 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 9/125:25 pmMDW - PIT
Nonstop1h 20mSouthwest
Sat 9/133:45 pmPIT - MDW
Nonstop1h 25mSouthwest
Deal found 8/13$138
This United Airlines deal was found by Cheapflights users on 8/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/123:35 pmORD - PIT
Nonstop1h 41mUnited Airlines
Mon 9/157:10 pmPIT - ORD
Nonstop1h 50mUnited Airlines
Deal found 8/12$138

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to West Virginia 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 August 14, 2025.
Use the filters below to find and compare flights from Chicago to West Virginia that are best for you.

Fly from

Chicago

Fly to

West Virginia

Route

Depart

Return

Price

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Mon 9/15

7:30 am-5:00 pm

2 stops8h 30m

Pittsburgh

Mon 9/15

7:00 pm-7:25 pm

Nonstop1h 25m

$92

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Wed 9/17

9:00 am-5:55 pm

2 stops7h 55m

Pittsburgh

Thu 9/18

7:00 pm-7:25 pm

Nonstop1h 25m

$92

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Wed 9/10

9:00 am-5:55 pm

2 stops7h 55m

Pittsburgh

Thu 9/11

6:25 am-6:50 am

Nonstop1h 25m

$92

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Thu 9/11

11:10 am-6:05 pm

2 stops5h 55m

Pittsburgh

Mon 9/15

7:00 pm-7:25 pm

Nonstop1h 25m

$92

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

Sat 9/6

2:55 pm-7:55 pm

1 stop4h 00m

Pittsburgh

Tue 9/9

6:00 am-11:50 am

1 stop6h 50m

$97

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

Tue 10/28

3:10 pm-9:30 pm

1 stop5h 20m

Pittsburgh

Tue 11/4

6:05 am-12:15 pm

1 stop7h 10m

$97

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

Tue 9/16

3:10 pm-9:20 pm

1 stop5h 10m

Pittsburgh

Wed 9/17

6:00 am-11:50 am

1 stop6h 50m

$97

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

Wed 9/10

7:30 am-3:15 pm

1 stop6h 45m

Pittsburgh

Thu 9/11

12:45 pm-4:25 pm

1 stop4h 40m

$97

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Thu 9/4

5:40 am-12:00 pm

1 stop5h 20m

Pittsburgh

Mon 9/8

1:30 pm-7:50 pm

2 stops7h 20m

$102

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Thu 9/18

6:30 am-11:00 am

1 stop3h 30m

Pittsburgh

Mon 9/22

5:00 pm-10:50 pm

2 stops6h 50m

$102

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Showing 1-10 of 60 results
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Best time to book a flight from Chicago to West Virginia

Have a flexible travel schedule? Discover the best time to fly to West Virginia from Chicago 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 Chicago to West Virginia

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

Currently, January is the cheapest month in which you can book a flight from Chicago to West Virginia (average of $304). Flying from Chicago to West Virginia in December is currently the most expensive (average of $444). 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.

What is the cheapest time of day to fly from CHI to WV?

Find hourly flight availability from Chicago to West Virginia. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 14, 2025.

When flying from Chicago to West Virginia, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing West Virginia

Get insights into the airlines that provide service to West Virginia. 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 West Virginia. Reviews last updated August 14, 2025.
Read through reviews of airlines operating flights from Chicago to West Virginia, such as United Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,916 reviews

Crew

8.1

Boarding

7.7

Food

6.6

Overall

7.4

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
8,916 reviews
United Airlines
7.4
Good
8,916 reviews

Crew

8.1

Boarding

7.7

Food

6.6

Overall

7.4

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Related info for your journey

Find useful and relevant information for your journey from Chicago to West Virginia. 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 Chicago to West Virginia one-way?

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $46. Users have also found prices from $49 and $73 on Southwest and Frontier, respectively.

  • What are the most popular routes from Chicago to West Virginia?

    While some choose either Chicago Midway - Washington, D.C. Dulles Intl or Chicago O'Hare Intl - Pittsburgh, Chicago O'Hare Intl - Washington, D.C. Dulles Intl is the most popular route from Chicago to West Virginia.

  • What are the most reliable airlines from Chicago to West Virginia?

    Before booking your flight to West Virginia from Chicago, check out the most reliable airlines to get you to your destination on time: SkyWest Airlines (75%), United Airlines (75%), ANA( 69%).

  • What are the cheapest flights from Chicago to West Virginia?

    On average you can expect to pay $334 for a flight from Chicago to West Virginia. The cheapest flight overall is $184 while the most popular route, (Chicago O'Hare Intl - Washington, D.C. Dulles Intl) is currently priced at $143.

  • Can I find deals for flights from Chicago to West Virginia that include hotel bookings?

    Yes. In addition to deals on Chicago to West Virginia flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to West Virginia?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to West Virginia.

  • Can I find deals for business class flights from Chicago to West Virginia?

    Yes. Cheapflights offers flight deals from Chicago to West Virginia 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 Chicago to West Virginia?

    Currently, January is the cheapest month in which you can book a flight from Chicago to West Virginia (average of $304). Flying from Chicago to West Virginia in December is currently the most expensive (average of $444). 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

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Alternative routes for Chicago to West Virginia

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Chicago to West Virginia

Discover the top 2 airlines that operate flights from Chicago to West Virginia. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$179Average$262FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$198Average$313FlexibilityNo cancel feeOn-time71%

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