HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$49+ 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 6/24. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — CHI
Apr 29 — May 61
Tue 4/29
Tue 5/6
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

Keep the following information in mind while searching for West Virginia to Chicago flight deals. Data was last updated April 24, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$135
(United Airlines)

One-way from

$49
(Southwest)

Popular in

July

Cheapest in

February

Average price

$283

Good round-trip deal

$324 or less

Good one-way deal

$215 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. 9% potential increase in price ($36 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 April 2025
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

Find 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 April 24, 2025.

This United Airlines deal was found by Cheapflights users on 4/23. 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.
Mon 5/196:03 pmPIT - ORD
Nonstop1h 51mUnited Airlines
Wed 5/219:20 pmORD - PIT
Nonstop1h 42mUnited Airlines
Deal found 4/23$135
This Southwest deal was found by Cheapflights users on 4/23. 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 5/216:45 amPIT - MDW
Nonstop1h 30mSouthwest
Wed 5/286:25 pmMDW - PIT
Nonstop1h 20mSouthwest
Deal found 4/23$138
This American Airlines deal was found by Cheapflights users on 4/22. 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 5/158:00 pmPIT - ORD
Nonstop1h 49mAmerican Airlines
Mon 5/197:05 pmORD - PIT
Nonstop1h 37mAmerican Airlines
Deal found 4/22$145
This Southwest deal was found by Cheapflights users on 4/23. 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 9/166:00 amPIT - ORD
1 stop6h 50mSouthwest
Sat 9/202:55 pmORD - PIT
1 stop4h 00mSouthwest
Deal found 4/23$171
This Delta deal was found by Cheapflights users on 4/23. 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.
Thu 6/56:25 amPIT - MDW
1 stop3h 15mDelta
Mon 6/96:20 pmMDW - PIT
1 stop4h 45mDelta
Deal found 4/23$177
This Delta deal was found by Cheapflights users on 4/23. 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.
Wed 7/26:30 amPIT - ORD
1 stop4h 33mDelta
Wed 7/96:00 amORD - PIT
1 stop4h 44mDelta
Deal found 4/23$177
This United Airlines deal was found by Cheapflights users on 4/23. 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 5/3010:18 pmIAD - ORD
Nonstop2h 12mUnited Airlines
Sat 5/319:31 pmORD - IAD
Nonstop1h 59mUnited Airlines
Deal found 4/23$179
This Frontier deal was found by Cheapflights users on 4/23. 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.
Tue 5/2011:47 amIAD - ORD
1 stop5h 54mFrontier
Fri 5/305:10 amORD - IAD
1 stop9h 48mFrontier
Deal found 4/23$180
This Frontier deal was found by Cheapflights users on 4/23. 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 5/83:32 pmIAD - MDW
1 stop9h 07mFrontier
Sat 5/1010:48 amMDW - IAD
1 stop4h 46mFrontier
Deal found 4/23$180
This CheapOair deal was found by Cheapflights users on 4/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/96:14 pmPIT - ORD
1 stop6h 18mFrontier
Sun 5/114:15 pmORD - PIT
1 stop24h 09mFrontier
Deal found 4/23$181
This FlightHub deal was found by Cheapflights users on 4/23. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/75:45 pmLWB - ORD
Nonstop1h 45mContour
Fri 7/112:10 pmORD - LWB
Nonstop1h 45mContour
Deal found 4/23$188
This Delta deal was found by Cheapflights users on 4/23. 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 5/246:25 amIAD - ORD
1 stop6h 22mDelta
Sun 5/2511:23 amORD - IAD
1 stop4h 22mDelta
Deal found 4/23$197

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 April 24, 2025.
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 - ORD

PITORD

Pittsburgh

Mon 5/19

6:03 pm-6:54 pm

Nonstop1h 51m

Chicago O'Hare Intl

Wed 5/21

9:20 pm-12:02 am

Nonstop1h 42m

$135

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Wed 5/21

7:20 pm-7:50 pm

Nonstop1h 30m

Chicago Midway

Wed 5/28

6:25 pm-8:45 pm

Nonstop1h 20m

$138

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Thu 5/15

8:00 pm-8:49 pm

Nonstop1h 49m

Chicago O'Hare Intl

Mon 5/19

7:05 pm-9:42 pm

Nonstop1h 37m

$145

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Fri 5/16

6:14 pm-11:32 pm

1 stop6h 18m

Chicago O'Hare Intl

Sun 5/18

4:15 pm-5:24 pm

1 stop24h 09m

$161

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Thu 6/5

6:25 am-8:40 am

1 stop3h 15m

Chicago Midway

Mon 6/9

6:20 pm-12:05 am

1 stop4h 45m

$177

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Thu 6/5

6:25 am-9:51 am

1 stop4h 26m

Chicago O'Hare Intl

Mon 6/9

5:39 pm-11:46 pm

1 stop5h 07m

$177

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Wed 5/28

10:18 pm-11:30 pm

Nonstop2h 12m

Chicago O'Hare Intl

Sat 5/31

11:23 am-2:28 pm

Nonstop2h 05m

$179

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Tue 5/20

11:47 am-4:41 pm

1 stop5h 54m

Chicago O'Hare Intl

Fri 5/30

5:10 am-3:58 pm

1 stop9h 48m

$180

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Thu 5/8

3:32 pm-11:39 pm

1 stop9h 07m

Chicago Midway

Sat 5/10

10:48 am-4:34 pm

1 stop4h 46m

$180

LewisburgChicago

LWB - ORD

LWBORD

Lewisburg Greenbrier Valley

Mon 7/7

5:45 pm-6:30 pm

Nonstop1h 45m

Chicago O'Hare Intl

Fri 7/11

2:10 pm-4:55 pm

Nonstop1h 45m

$188

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

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, August is the cheapest month in which you can book a flight from West Virginia to Chicago (average of $245). Flying from West Virginia to Chicago in March is currently the most expensive (average of $321). 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 April 24, 2025.

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

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 April 24, 2025.

The most flights from USWV to CHI 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).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated April 24, 2025.
Read reviews from past customers who have flown Southwest, Delta and United Airlines from West Virginia to Chicago. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,920 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,685 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
JetBlue
7.3
Good
2,924 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Allegiant Air
7.3
Good
734 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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.

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

    For one-way options, check prices for Southwest. According to our data, you can fly for as low as $49. Users have also found prices from $51 and $80 on United Airlines and Frontier, respectively.

  • 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 (71%), Air New Zealand (66%) or SkyWest Airlines (63%) 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 $150. On average you can expect to pay $594. The most popular route, (Washington, D.C. Dulles Intl - Chicago O'Hare Intl), can usually be booked for $161.

  • 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, August is the cheapest month in which you can book a flight from West Virginia to Chicago (average of $245). Flying from West Virginia to Chicago in March is currently the most expensive (average of $321). 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 West Virginia?

Book flights to West Virginia if you plan to visit one of these locations
Merrillville
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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.
John F Kennedy Intl to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
Dallas/Fort Worth to O'Hare Intl flights
Newark to O'Hare Intl flights
Los Angeles to O'Hare Intl flights
Newark to Midway flights
San Francisco to O'Hare Intl flights
John F Kennedy Intl to Midway flights
Boston to O'Hare Intl flights
Dallas/Fort Worth to Midway flights
Philadelphia to O'Hare Intl flights
Seattle to O'Hare Intl flights
Reagan-National to O'Hare Intl flights
Dulles Intl to O'Hare Intl flights
Denver to O'Hare Intl flights
Ontario to O'Hare Intl flights
San Francisco to Midway flights
Baltimore to O'Hare Intl flights
Raleigh to O'Hare Intl flights
Sky Harbor Intl to O'Hare Intl flights
Santa Ana to O'Hare Intl flights
LaGuardia to Midway flights
Dulles Intl to Midway flights
Atlanta to O'Hare Intl flights
Hobby to O'Hare Intl flights
San Diego to O'Hare Intl flights
Atlanta to Midway flights
Portland to O'Hare Intl flights
Burbank to O'Hare Intl flights
George Bush Intcntl to O'Hare Intl flights
Orlando to O'Hare Intl flights
Austin to O'Hare Intl flights
Charlotte to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
Hartford to O'Hare Intl flights
Minneapolis to O'Hare Intl flights
Miami to O'Hare Intl flights
Reagan-National to Midway flights
Oakland to O'Hare Intl flights
San Jose to O'Hare Intl flights
Los Angeles to Midway flights
Tampa to O'Hare Intl flights
Newark to St. Louis flights
Philadelphia to Midway flights
Cleveland to O'Hare Intl flights
Minneapolis to Midway flights
Baltimore to Midway flights
Hobby to Midway flights
John F Kennedy Intl to St. Louis flights
Seattle 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 April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$178Average$280FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$190Average$262FlexibilityNo cancel feeOn-time69%

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.