HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$57+ 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — CHI
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from West Virginia to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 January 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/2311:41 am
IAD
-
ORD
1 stop11h 58m
Frontier
Fri 2/274:42 pm
ORD
-
IAD
1 stop15h 52m
Frontier
Deal found 1/27$148
This Frontier deal was found by Cheapflights users on 1/27. 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.
Mon 2/2311:41 am
IAD
-
MDW
1 stop9h 06m
Frontier
Thu 2/266:25 am
MDW
-
IAD
1 stop9h 18m
Frontier
Deal found 1/27$148
This Frontier deal was found by Cheapflights users on 1/27. 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.
Mon 2/235:22 pm
IAD
-
ORD
1 stop6h 17m
Frontier
Mon 3/25:05 am
ORD
-
IAD
1 stop10h 03m
Frontier
Deal found 1/27$149
This Frontier deal was found by Cheapflights users on 1/27. 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.
Mon 2/235:22 pm
IAD
-
MDW
1 stop6h 07m
Frontier
Mon 3/26:00 am
MDW
-
IAD
1 stop9h 08m
Frontier
Deal found 1/27$149
This Frontier deal was found by Cheapflights users on 1/28. 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.
Thu 2/2611:22 am
IAD
-
MDW
1 stop5h 54m
Frontier
Mon 3/26:00 am
MDW
-
IAD
1 stop9h 08m
Frontier
Deal found 1/28$150
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/235:22 pm
IAD
-
ORD
1 stop6h 17m
Multiple Airlines
Fri 2/279:18 am
ORD
-
IAD
1 stop7h 49m
Multiple Airlines
Deal found 1/28$151
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 2/2611:22 am
IAD
-
MDW
1 stop5h 54m
Frontier
Sun 3/19:04 pm
MDW
-
IAD
1 stop12h 36m
Frontier
Deal found 1/29$151
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
Sat 2/2110:29 am
IAD
-
ORD
1 stop13h 10m
Multiple Airlines
Wed 2/258:16 pm
ORD
-
IAD
2 stops19h 27m
Multiple Airlines
Deal found 1/28$152
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 3/96:20 am
IAD
-
ORD
1 stop17h 19m
Frontier
Tue 3/179:28 am
ORD
-
IAD
1 stop13h 28m
Frontier
Deal found 1/29$153
This Kiwi.com deal was found by Cheapflights users on 1/29. 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.
Sat 3/75:05 am
IAD
-
ORD
1 stop7h 11m
Frontier
Sat 3/74:44 pm
ORD
-
IAD
1 stop6h 47m
Frontier
Deal found 1/29$155
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 2/2611:22 am
IAD
-
MDW
1 stop5h 54m
Frontier
Thu 3/57:30 am
MDW
-
IAD
1 stop8h 13m
Frontier
Deal found 1/29$155
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/235:22 pm
IAD
-
ORD
1 stop18h 29m
Frontier
Sat 2/284:42 pm
ORD
-
IAD
1 stop16h 48m
Frontier
Deal found 1/27$156

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$148
(Kiwi.com)

One-way from

$57
(Super.com)

Popular in

July

Cheapest in

February

Average price

$312

Good round-trip deal

$331 or less

Good one-way deal

$297 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. 15% potential increase in price ($58 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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 January 29, 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

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Tue 4/7

12:30 pm-7:45 pm

2 stops8h 15m

Chicago Midway

Wed 4/8

12:45 pm-3:10 pm

Nonstop1h 25m

$172

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Mon 3/23

7:00 am-7:53 am

Nonstop1h 53m

Chicago O'Hare Intl

Tue 3/24

2:15 pm-4:50 pm

Nonstop1h 35m

$175

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Tue 3/3

6:25 am-12:15 pm

1 stop6h 50m

Chicago O'Hare Intl

Tue 3/3

1:45 pm-8:45 pm

1 stop6h 00m

$177

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

Tue 3/17

6:45 am-7:50 am

Nonstop2h 05m

Chicago O'Hare Intl

Wed 3/25

5:50 pm-8:32 pm

Nonstop1h 42m

$179

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Mon 2/23

6:55 pm-7:30 pm

Nonstop1h 35m

Chicago Midway

Wed 2/25

1:50 pm-8:50 pm

1 stop6h 00m

$185

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Tue 2/24

6:25 am-2:20 pm

2 stops8h 55m

Chicago Midway

Tue 3/3

1:25 pm-8:45 pm

2 stops6h 20m

$187

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Wed 3/11

6:15 am-4:25 pm

2 stops11h 10m

Chicago Midway

Mon 3/30

7:00 pm-9:25 pm

Nonstop1h 25m

$190

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Wed 4/1

7:00 am-7:49 am

Nonstop1h 49m

Chicago O'Hare Intl

Mon 4/6

7:08 am-9:48 am

Nonstop1h 40m

$193

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Tue 2/24

7:00 am-7:52 am

Nonstop1h 52m

Chicago O'Hare Intl

Thu 2/26

7:15 am-9:46 am

Nonstop1h 31m

$193

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Wed 3/18

5:48 pm-6:40 pm

Nonstop1h 52m

Chicago O'Hare Intl

Tue 3/31

6:15 pm-8:58 pm

Nonstop1h 43m

$193

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 60 results
1
2
3
...
6

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 $155). Flying from West Virginia to Chicago in November is currently the most expensive (average of $279). 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 January 29, 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 evening, which can drop the price by up to 74% versus a flight at noon.

Weekly flight availability from West Virginia to Chicago

Explore weekly flight availability from West Virginia to Chicago. 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 January 29, 2026.

The most flights from USWV to CHI are scheduled on a Monday (5 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (5 on average).

How much does it cost to fly round-trip from West Virginia to Chicago?

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?

    Southwest, United Airlines, and American Airlines can get you from West Virginia to Chicago in just under 1h 53m. Your travel time can differ by up to 6h 22m. Airlines will cover a distance of 411 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 ANA (66%), Emirates (66%) or Air New Zealand (54%) 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 $208. On average you can expect to pay $692. The most popular route, (Washington, D.C. Dulles Intl - Chicago O'Hare Intl), can usually be booked for $197.

  • 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 $155). Flying from West Virginia to Chicago in November is currently the most expensive (average of $279). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for West Virginia to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Dallas/Fort Worth to O'Hare Intl flights
John F Kennedy Intl to O'Hare Intl flights
Los Angeles to O'Hare Intl flights
Newark to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
Baltimore to O'Hare Intl flights
Reagan-National to O'Hare Intl flights
San Francisco to O'Hare Intl flights
Dulles Intl to O'Hare Intl flights
Atlanta to O'Hare Intl flights
Seattle to O'Hare Intl flights
Boston to O'Hare Intl flights
Denver to O'Hare Intl flights
Sky Harbor Intl to O'Hare Intl flights
Philadelphia to O'Hare Intl flights
Dallas/Fort Worth to Midway flights
John F Kennedy Intl to Midway flights
Minneapolis to O'Hare Intl flights
Newark to Midway flights
Austin to O'Hare Intl flights
Dulles Intl to Midway flights
Santa Ana to O'Hare Intl flights
Ontario to O'Hare Intl flights
Atlanta to Midway flights
Charlotte to O'Hare Intl flights
Los Angeles to Midway flights
Raleigh to O'Hare Intl flights
Baltimore to Midway flights
Newark to St. Louis flights
Reagan-National to Midway flights
San Diego to O'Hare Intl flights
Minneapolis to Midway flights
Sky Harbor Intl to Midway flights
Orlando to O'Hare Intl flights
George Bush Intcntl to O'Hare Intl flights
Hobby to Midway flights
Hartford to O'Hare Intl flights
Hobby to O'Hare Intl flights
Tampa to O'Hare Intl flights
LaGuardia to Midway flights
Love Field to O'Hare Intl flights
Philadelphia to Midway flights
Sacramento to O'Hare Intl flights
Kansas City to O'Hare Intl flights
Boston to Midway flights
Miami to O'Hare Intl flights
Cleveland to O'Hare Intl flights
Portland to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
Orlando to Midway flights

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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$145Average$297FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$218Average$218FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
©2026 Cheapflights