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West Virginia

$56+ 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 11/24. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CRW
Nov 18 — Nov 251
Tue 11/18
Tue 11/25
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 October 19, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$117
(Priceline)

One-way from

$49
(American Airlines)

Popular in

July

Cheapest in

March

Average price

$297

Good round-trip deal

$207 or less
Provider with most accurate pricing for Chicago (CHI)-Charleston Yeager flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Charleston Yeager flights.
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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. 13% potential increase in price ($49 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in October 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 October 19, 2025.

This Priceline deal was found by Cheapflights users on 10/19. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1210:52 amORD - PIT
1 stop9h 19mSpirit Airlines
Wed 11/1910:15 amPIT - ORD
1 stop11h 12mSpirit Airlines
Deal found 10/19$117
This Mytrip deal was found by Cheapflights users on 10/17. 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.
Fri 10/315:05 amORD - PIT
1 stop11h 41mSpirit Airlines
Mon 11/312:14 pmPIT - ORD
1 stop13h 13mSpirit Airlines
Deal found 10/17$129
This Kiwi.com deal was found by Cheapflights users on 10/17. 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.
Tue 11/41:56 pmMDW - IAD
1 stop5h 24mFrontier
Thu 11/65:34 pmIAD - MDW
1 stop5h 29mFrontier
Deal found 10/17$137
This Kiwi.com deal was found by Cheapflights users on 10/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/246:05 amMDW - IAD
1 stop10h 41mFrontier
Fri 11/286:55 amIAD - MDW
1 stop8h 45mFrontier
Deal found 10/16$138
This Kiwi.com deal was found by Cheapflights users on 10/18. 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.
Sun 12/712:09 pmORD - IAD
1 stop7h 15mMultiple Airlines
Tue 12/99:00 amIAD - ORD
1 stop7h 12mMultiple Airlines
Deal found 10/18$138
This Kiwi.com deal was found by Cheapflights users on 10/17. 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.
Tue 11/412:37 pmORD - IAD
1 stop6h 43mFrontier
Thu 11/66:00 amIAD - ORD
1 stop9h 13mFrontier
Deal found 10/17$139
This Priceline deal was found by Cheapflights users on 10/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/111:55 amORD - PIT
1 stop10h 21mSpirit Airlines
Wed 11/510:15 amPIT - ORD
1 stop11h 12mSpirit Airlines
Deal found 10/17$141
This Kiwi.com deal was found by Cheapflights users on 10/17. 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.
Mon 11/171:37 pmMDW - IAD
1 stop9h 34mFrontier
Thu 12/45:45 amIAD - MDW
1 stop13h 19mFrontier
Deal found 10/17$142
This Mytrip deal was found by Cheapflights users on 10/19. 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.
Fri 10/311:37 pmMDW - IAD
1 stop8h 52mFrontier
Sat 11/18:36 pmIAD - MDW
1 stop14h 36mFrontier
Deal found 10/19$144
This Frontier deal was found by Cheapflights users on 10/19. 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.
Wed 11/1212:37 pmORD - IAD
1 stop6h 43mFrontier
Thu 11/136:00 amIAD - ORD
1 stop5h 41mFrontier
Deal found 10/19$144
This Kiwi.com deal was found by Cheapflights users on 10/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/141:37 pmMDW - IAD
1 stop9h 34mFrontier
Sun 11/1610:54 pmIAD - MDW
1 stop26h 36mFrontier
Deal found 10/16$145
This Frontier deal was found by Cheapflights users on 10/18. 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.
Fri 10/315:11 amORD - IAD
1 stop10h 23mFrontier
Mon 11/36:18 pmIAD - ORD
1 stop6h 53mFrontier
Deal found 10/18$145

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 October 19, 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

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Fri 11/7

1:37 pm-12:11 am

1 stop9h 34m

Washington, D.C. Dulles Intl

Sun 11/9

10:54 pm-12:30 am

1 stop26h 36m

$144

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Fri 12/5

6:15 am-4:24 pm

1 stop9h 09m

Washington, D.C. Dulles Intl

Sun 12/7

5:26 pm-10:12 pm

1 stop5h 46m

$144

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Fri 10/31

6:20 am-4:34 pm

1 stop9h 14m

Washington, D.C. Dulles Intl

Sun 11/2

10:54 pm-12:30 am

1 stop26h 36m

$144

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 12/4

7:47 pm-4:24 pm

1 stop19h 37m

Washington, D.C. Dulles Intl

Mon 12/8

6:58 pm-9:17 am

1 stop15h 19m

$154

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Sat 11/15

9:45 am-12:10 pm

Nonstop1h 25m

Pittsburgh

Mon 11/24

6:15 am-6:55 am

Nonstop1h 40m

$155

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Sat 1/17

5:59 pm-10:41 pm

1 stop3h 42m

Pittsburgh

Sun 1/18

2:05 pm-6:34 pm

1 stop5h 29m

$157

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

Sat 1/17

1:30 pm-9:26 pm

1 stop6h 56m

Pittsburgh

Sun 1/18

1:50 pm-7:44 pm

1 stop6h 54m

$157

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Sat 11/15

9:45 am-12:10 pm

Nonstop1h 25m

Pittsburgh

Tue 11/18

2:00 pm-2:30 pm

Nonstop1h 30m

$158

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Sat 11/15

9:45 am-12:10 pm

Nonstop1h 25m

Pittsburgh

Mon 11/17

7:10 pm-10:35 pm

1 stop4h 25m

$168

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

Fri 10/31

5:25 am-6:06 pm

1 stop11h 41m

Pittsburgh

Mon 11/3

10:15 am-11:14 am

2 stops25h 59m

$178

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/18

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, October is the cheapest month in which you can book a flight from Chicago to West Virginia (average of $179). Flying from Chicago to West Virginia in September is currently the most expensive (average of $328). 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 October 19, 2025.

It’s optimal to fly from Chicago to West Virginia in the evening. By choosing this option you can save up to 24% on the cost of your flight, compared to a flight in the morning.

What is the cheapest day to fly from Chicago to West Virginia?

Use this chart to determine the cheapest time to fly round-trip from Chicago to West Virginia. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to West Virginia flight should consider departing on Monday at noon when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to West Virginia

Explore weekly flight availability from Chicago to West Virginia. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated October 19, 2025.

The most flights from CHI to USWV are scheduled on a Monday (8 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (8 on average).

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 October 19, 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
8,994 reviews

Comfort

7.3

Overall

7.4

Food

6.6

Crew

8.1

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.
United Airlines
7.4
Good
8,994 reviews
United Airlines
7.4
Good
8,994 reviews

Comfort

7.3

Overall

7.4

Food

6.6

Crew

8.1

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.

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.

  • How long is the flight from Chicago to West Virginia?

    Frontier, Southwest, and Delta can get you from Chicago to West Virginia in just under 1h 25m. Your travel time can differ by up to 8h 09m. Airlines will cover a distance of 400 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Chicago to West Virginia one-way?

    For one-way options, check prices for Southwest. According to our data, you can fly for as low as $56. Users have also found prices from $75 and $76 on Frontier and United Airlines, 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: ANA (75%), Air New Zealand (69%), SkyWest Airlines( 66%).

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

    On average you can expect to pay $439 for a flight from Chicago to West Virginia. The cheapest flight overall is $179 while the most popular route, (Chicago O'Hare Intl - Washington, D.C. Dulles Intl) is currently priced at $144.

  • 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, October is the cheapest month in which you can book a flight from Chicago to West Virginia (average of $179). Flying from Chicago to West Virginia in September is currently the most expensive (average of $328). 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.

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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 October 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$179Average$277FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$198Average$313FlexibilityNo cancel feeOn-time71%

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