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$56+ Cheap flights from West Virginia to Chicago (CHI)

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 4/11. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — CHI
مارس 13 — مارس 201
ج 3/13
ج 3/20
1 adult, Economy
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Cheap flight deals from West Virginia to Chicago

Cheapest flights from West Virginia to Chicago
Explore the most affordable flight options available from West Virginia to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on فبراير 11, 2026.

This United Airlines deal was found by Cheapflights users on 2/8. 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.
س 4/188:20 am
IAD
-
ORD
Nonstop2h 18m
United Airlines
ر 4/222:25 pm
ORD
-
IAD
Nonstop2h 03m
United Airlines
Deal found 2/8$160
This Frontier deal was found by Cheapflights users on 2/9. 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.
س 4/1810:51 am
IAD
-
MDW
1 stop9h 40m
Frontier
س 4/252:20 pm
MDW
-
IAD
1 stop9h 16m
Frontier
Deal found 2/9$160
This Frontier deal was found by Cheapflights users on 2/8. 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.
ج 5/18:09 am
IAD
-
ORD
1 stop7h 08m
Frontier
ن 5/44:28 pm
ORD
-
IAD
1 stop7h 08m
Frontier
Deal found 2/8$161
This Frontier deal was found by Cheapflights users on 2/8. 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.
ج 5/19:51 am
IAD
-
MDW
1 stop10h 40m
Frontier
ن 5/42:20 pm
MDW
-
IAD
1 stop9h 16m
Frontier
Deal found 2/8$161
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
ث 3/107:00 am
IAD
-
ORD
1 stop26h 23m
Multiple Airlines
ث 3/177:17 am
ORD
-
IAD
2 stops15h 39m
Multiple Airlines
Deal found 2/9$162
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
س 5/97:05 am
IAD
-
ORD
1 stop8h 10m
Multiple Airlines
ج 5/154:28 pm
ORD
-
IAD
1 stop7h 08m
Multiple Airlines
Deal found 2/10$164
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
س 5/28:09 am
IAD
-
MDW
1 stop9h 04m
Frontier
س 5/92:20 pm
MDW
-
IAD
1 stop9h 16m
Frontier
Deal found 2/9$164
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
ن 3/25:22 pm
IAD
-
ORD
1 stop6h 17m
Frontier
خ 3/55:05 am
ORD
-
IAD
1 stop10h 38m
Frontier
Deal found 2/10$165
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
خ 3/511:22 am
IAD
-
ORD
1 stop12h 17m
Multiple Airlines
ن 3/96:51 pm
ORD
-
IAD
2 stops28h 40m
Multiple Airlines
Deal found 2/10$166
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
خ 3/511:22 am
IAD
-
ORD
1 stop12h 17m
Frontier
ن 3/94:44 pm
ORD
-
IAD
1 stop6h 47m
Frontier
Deal found 2/9$167
This Trip.com deal was found by Cheapflights users on 2/8. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ج 2/275:37 pm
IAD
-
MDW
1 stop6h 00m
Frontier
ح 3/17:30 am
MDW
-
IAD
1 stop22h 50m
Frontier
Deal found 2/8$167
This United Airlines deal was found by Cheapflights users on 2/8. 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.
س 3/145:53 pm
CRW
-
ORD
Nonstop2h 02m
United Airlines
ث 3/175:50 pm
ORD
-
CRW
Nonstop1h 42m
United Airlines
Deal found 2/8$169

Find flight deals from West Virginia to Chicago

Keep the following information in mind while searching for West Virginia to Chicago flight deals. Data was last updated فبراير 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$160
(United Airlines)

One-way from

$56
(Southwest)

Popular in

July

Cheapest in

April

Average price

$280

Good round-trip deal

$322 or less

Good one-way deal

$363 or less
Provider with most accurate pricing for Charleston Yeager-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Charleston Yeager-Chicago (CHI) flights.
Search Deals
From West Virginia to Chicago (CHI)
Search Deals
One-way flight from West Virginia to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($39 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals
Price to beat on a round-trip flight from West Virginia to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from West Virginia to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from West Virginia to Chicago 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 فبراير 11, 2026.
Use the filters below to find and compare flights from West Virginia to Chicago that are best for you.

Fly from

West Virginia

Fly to

Chicago

Route

Depart

Return

Price

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

س 3/14

5:53 pm-6:55 pm

Nonstop2h 02m

Chicago O'Hare Intl

ث 3/17

5:50 pm-8:32 pm

Nonstop1h 42m

$169

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

خ 4/23

7:10 pm-8:11 pm

Nonstop2h 01m

Chicago O'Hare Intl

س 4/25

6:10 pm-8:55 pm

Nonstop1h 45m

$169

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

ث 3/10

5:53 pm-6:55 pm

Nonstop2h 02m

Chicago O'Hare Intl

ث 3/17

5:50 pm-8:32 pm

Nonstop1h 42m

$169

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

س 4/18

6:00 am-12:15 pm

2 stops7h 15m

Chicago Midway

ث 4/21

7:50 am-10:15 am

Nonstop1h 25m

$174

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

س 3/21

8:30 am-9:00 am

Nonstop1h 30m

Chicago Midway

ث 3/24

7:50 am-10:15 am

Nonstop1h 25m

$175

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

خ 5/14

8:00 pm-8:30 pm

Nonstop1h 30m

Chicago Midway

ث 5/19

6:20 pm-8:45 pm

Nonstop1h 25m

$175

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

س 3/7

10:31 pm-11:44 pm

Nonstop2h 13m

Chicago O'Hare Intl

س 3/14

5:45 pm-8:37 pm

Nonstop1h 52m

$175

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

ث 4/14

6:00 am-9:56 am

1 stop4h 56m

Chicago Midway

ث 4/14

5:21 pm-12:31 am

1 stop6h 10m

$177

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

س 2/28

10:30 pm-11:43 pm

Nonstop2h 13m

Chicago O'Hare Intl

ث 3/3

1:02 pm-4:05 pm

Nonstop2h 03m

$177

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

ث 2/24

6:45 am-7:50 am

Nonstop2h 05m

Chicago O'Hare Intl

س 2/28

5:56 pm-8:38 pm

Nonstop1h 42m

$179

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/8

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

Have a flexible travel schedule? Discover the best time to fly to Chicago 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.

Cheapflights Insights

Everything you need to know about your flight from West Virginia to Chicago

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

Currently, February is the cheapest month in which you can book a flight from West Virginia to Chicago (average of $145). Flying from West Virginia to Chicago in January is currently the most expensive (average of $490). 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 WV to CHI?

Find hourly flight availability from West Virginia to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated فبراير 11, 2026.

When flying from West Virginia to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 38% versus a flight at noon.

Related info for your journey

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

    United Airlines, Southwest, and Delta can get you from West Virginia to Chicago in just under 2h 02m. Your travel time can differ by up to 5h 23m. Airlines will cover a distance of 416 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 West Virginia to Chicago?

    When deciding which route to take from West Virginia to Chicago consider Washington, D.C. Dulles Intl - Chicago O'Hare Intl, Washington, D.C. Dulles Intl - Chicago Midway or Pittsburgh - Chicago O'Hare Intl as they are the most popular.

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

    No one likes to see their flight delayed. When booking a flight from West Virginia to Chicago consider choosing Emirates (63%), ANA (62%) or SkyWest Airlines (53%) as they are the most reliable in getting you off to your destination on time.

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

    The cheapest flight price from West Virginia to Chicago is $235. On average you can expect to pay $494. The most popular route, (Washington, D.C. Dulles Intl - Chicago O'Hare Intl), can usually be booked for $157.

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

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

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

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

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

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

    Currently, February is the cheapest month in which you can book a flight from West Virginia to Chicago (average of $145). Flying from West Virginia to Chicago in January is currently the most expensive (average of $490). 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 Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for West Virginia to Chicago

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

Discover the top 2 airlines that operate flights from West Virginia to Chicago. 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 فبراير 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$145Average$294FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$218Average$218FlexibilityNo cancel feeOn-time71%

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