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West Virginia

$69+ 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 5/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CRW
Jun 3 — Jun 101
Wed 6/3
Wed 6/10
1 adult, Economy
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Cheap 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 May 4, 2026.

This Southwest deal was found by Cheapflights users on 5/2. 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.
Thu 5/282:40 pm
ORD
-
PIT
2 stops7h 30m
Southwest
Wed 6/36:25 am
PIT
-
ORD
1 stop7h 25m
Southwest
Deal found 5/2$182
This Southwest deal was found by Cheapflights users on 4/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/236:10 am
MDW
-
PIT
1 stop4h 20m
Southwest
Mon 5/251:35 pm
PIT
-
MDW
Nonstop1h 30m
Southwest
Deal found 4/30$187
This Southwest deal was found by Cheapflights users on 5/4. 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.
Mon 5/255:40 pm
MDW
-
PIT
1 stop3h 35m
Southwest
Wed 5/276:25 am
PIT
-
MDW
2 stops9h 30m
Southwest
Deal found 5/4$188
This United Airlines deal was found by Cheapflights users on 5/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/164:41 pm
ORD
-
CKB
Nonstop1h 48m
United Airlines
Sun 7/192:25 pm
CKB
-
ORD
Nonstop1h 54m
United Airlines
Deal found 5/2$194
This Kiwi.com deal was found by Cheapflights users on 5/4. 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.
Thu 5/285:11 pm
ORD
-
PIT
1 stop26h 28m
Multiple Airlines
Mon 6/16:00 am
PIT
-
ORD
2 stops26h 55m
Multiple Airlines
Deal found 5/4$196
This Delta deal was found by Cheapflights users on 4/30. 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.
Sat 5/235:10 pm
MDW
-
PIT
1 stop6h 35m
Delta
Mon 5/256:40 am
PIT
-
MDW
1 stop7h 39m
Delta
Deal found 4/30$197
This Delta deal was found by Cheapflights users on 4/30. 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.
Sat 5/237:00 am
ORD
-
PIT
1 stop3h 41m
Delta
Mon 5/2511:10 am
PIT
-
ORD
1 stop4h 47m
Delta
Deal found 4/30$197
This Southwest deal was found by Cheapflights users on 5/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/27:50 am
MDW
-
PIT
2 stops8h 30m
Southwest
Thu 6/48:10 pm
PIT
-
MDW
Nonstop1h 30m
Southwest
Deal found 5/1$198
This American Airlines deal was found by Cheapflights users on 4/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/266:59 pm
ORD
-
PIT
Nonstop1h 50m
American Airlines
Thu 5/281:48 pm
PIT
-
ORD
1 stop4h 52m
American Airlines
Deal found 4/30$202
This American Airlines deal was found by Cheapflights users on 5/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/2612:35 pm
ORD
-
PIT
Nonstop1h 34m
American Airlines
Wed 5/276:04 pm
PIT
-
ORD
1 stop4h 30m
American Airlines
Deal found 5/2$203
This United Airlines deal was found by Cheapflights users on 4/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/212:40 pm
ORD
-
PIT
Nonstop1h 43m
United Airlines
Wed 6/34:10 pm
PIT
-
ORD
Nonstop1h 51m
United Airlines
Deal found 4/30$207
This Southwest deal was found by Cheapflights users on 5/4. 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 5/287:50 am
MDW
-
PIT
1 stop4h 05m
Southwest
Mon 6/110:05 am
PIT
-
MDW
2 stops11h 00m
Southwest
Deal found 5/4$208

Find 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 May 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$182
(Southwest)

One-way from

$69
(Southwest)

Good round-trip deal

$194 or less

Good one-way deal

$273 or less
Provider with most accurate pricing for Chicago (CHI)-Charleston Yeager flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Charleston Yeager flights.
Search Deals
From Chicago (CHI) to West Virginia
Search Deals
One-way flight from Chicago (CHI) to West Virginia
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to West Virginia.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to West Virginia.
Search Deals

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 May 4, 2026.
Use the filters below to find and compare flights from Chicago to West Virginia that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Sat 5/30

6:36 pm-10:22 pm

1 stop2h 46m

Pittsburgh

Sat 6/6

6:30 am-8:43 am

1 stop3h 13m

$197

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Sat 5/23

5:10 pm-12:45 am

1 stop6h 35m

Pittsburgh

Mon 5/25

6:40 am-1:19 pm

1 stop7h 39m

$197

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

Sat 5/30

7:00 am-11:41 am

1 stop3h 41m

Pittsburgh

Sat 5/30

5:10 pm-9:20 pm

1 stop5h 10m

$197

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

Mon 5/25

5:19 pm-10:38 pm

1 stop4h 19m

Pittsburgh

Thu 5/28

4:45 pm-9:53 pm

1 stop6h 08m

$197

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

Thu 5/28

7:05 am-3:29 pm

1 stop7h 24m

Pittsburgh

Mon 6/1

7:50 pm-11:59 pm

1 stop5h 09m

$197

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

Thu 5/28

2:40 pm-11:10 pm

2 stops7h 30m

Pittsburgh

Mon 6/1

5:55 am-12:50 pm

1 stop7h 55m

$208

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

Tue 5/26

7:07 am-3:34 pm

1 stop7h 27m

Pittsburgh

Thu 5/28

1:00 pm-6:05 pm

1 stop6h 05m

$208
Quickest round-trip

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Thu 5/28

7:40 am-10:00 am

Nonstop1h 20m

Pittsburgh

Mon 6/1

1:35 pm-2:05 pm

Nonstop1h 30m

$212

ChicagoLewisburg

ORD - LWB

ORDLWB

Chicago O'Hare Intl

Fri 5/22

3:08 pm-6:03 pm

Nonstop1h 55m

Lewisburg Greenbrier Valley

Sun 5/24

4:26 pm-5:33 pm

Nonstop2h 07m

$214

ChicagoLewisburg

ORD - LWB

ORDLWB

Chicago O'Hare Intl

Fri 5/29

3:08 pm-6:03 pm

Nonstop1h 55m

Lewisburg Greenbrier Valley

Sun 5/31

4:26 pm-5:33 pm

Nonstop2h 07m

$214

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 60 resultsSorted by cheapest first
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6

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, April is the cheapest month in which you can book a flight from Chicago to West Virginia (average of $127). Flying from Chicago to West Virginia in December is currently the most expensive (average of $324). 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 May 4, 2026.

It’s optimal to fly from Chicago to West Virginia in the afternoon. By choosing this option you can save up to 15% 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 May 2, 2026.

Travelers seeking maximum savings on their Chicago to West Virginia flight should consider departing on Tuesday at noon when fares are most often at their lowest. Sunday at noon 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 May 4, 2026.

The most flights from CHI to USWV are scheduled on a Friday (11 on average). You will have fewer flight options on Tuesday, 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 May 4, 2026.
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
9,680 reviews

Entertainment

7.1

Crew

8.1

Boarding

7.7

Food

6.6

Overall

7.4

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.
United Airlines
7.4
Good
9,680 reviews
United Airlines
7.4
Good
9,680 reviews

Entertainment

7.1

Crew

8.1

Boarding

7.7

Food

6.6

Overall

7.4

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.

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?

    Delta, Southwest, and American Airlines can get you from Chicago to West Virginia in just under 1h 55m. Your travel time can differ by up to 5h 35m. Airlines will cover a distance of 488 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 (78%), United Airlines (78%), ANA( 46%).

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

    On average you can expect to pay $286 for a flight from Chicago to West Virginia. The cheapest flight overall is $198 while the most popular route, (Chicago O'Hare Intl - Washington, D.C. Dulles Intl) is currently priced at $177.

  • 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, April is the cheapest month in which you can book a flight from Chicago to West Virginia (average of $127). Flying from Chicago to West Virginia in December is currently the most expensive (average of $324). 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 3 airlines flying from Chicago to West Virginia

Discover the top 3 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 May 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
ContourCheapest$169Average$181FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$178Average$286FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$198Average$258FlexibilityNo cancel feeOn-time71%

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