Chicago

$82+ 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 10/8. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — CHI
Jun 17 — Jun 241
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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 June 12, 2025.

Round-trip from

$158
(Mytrip)

One-way from

$82
(Booking.com)

Popular in

July

Cheapest in

February

Average price

$320

Good round-trip deal

$162 or less

Good one-way deal

$254 or less
From West Virginia to Chicago (CHI)
One-way flight from West Virginia to Chicago (CHI)
Highest demand for flights based on searches. 9% potential increase in price ($38 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).
Average for round-trip flights in June 2025
Price to beat on a round-trip flight from West Virginia to Chicago (CHI).
Price to beat on a one-way flight from West Virginia to Chicago (CHI).

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 June 12, 2025.

This Mytrip deal was found by Cheapflights users on 6/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/36:00 pmLWB - ORD
Nonstop1h 45mContour
Sun 7/62:10 pmORD - LWB
Nonstop1h 45mContour
Deal found 6/10$158
This United Airlines deal was found by Cheapflights users on 6/12. 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 8/285:10 pmIAD - ORD
Nonstop2h 15mUnited Airlines
Sun 8/3110:43 amORD - IAD
Nonstop2h 06mUnited Airlines
Deal found 6/12$168
This Southwest deal was found by Cheapflights users on 6/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/87:00 pmPIT - MDW
Nonstop1h 25mSouthwest
Tue 8/123:20 pmMDW - PIT
Nonstop1h 20mSouthwest
Deal found 6/9$177
This American Airlines deal was found by Cheapflights users on 6/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/88:38 pmPIT - ORD
Nonstop1h 46mAmerican Airlines
Tue 8/126:39 pmORD - PIT
Nonstop1h 44mAmerican Airlines
Deal found 6/9$177
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Sat 7/191:55 pmCRW - ORD
Nonstop1h 54mUnited Airlines
Wed 7/232:00 pmORD - CRW
Nonstop1h 45mUnited Airlines
Deal found 6/11$183
This Mytrip deal was found by Cheapflights users on 6/11. 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.
Sun 6/296:52 pmPIT - ORD
1 stop21h 41mMultiple Airlines
Thu 7/39:28 pmORD - PIT
1 stop10h 48mMultiple Airlines
Deal found 6/11$186
This FlightHub deal was found by Cheapflights users on 6/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/176:10 amIAD - MDW
1 stop5h 31mFrontier
Wed 6/1811:39 amMDW - IAD
1 stop11h 25mFrontier
Deal found 6/10$186
This American Airlines deal was found by Cheapflights users on 6/11. 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.
Sat 6/145:41 amCRW - ORD
1 stop6h 00mAmerican Airlines
Sun 6/155:29 amORD - CRW
1 stop3h 57mAmerican Airlines
Deal found 6/11$188
This Mytrip deal was found by Cheapflights users on 6/12. 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.
Sat 6/2810:33 amPIT - ORD
1 stop21h 04mSpirit Airlines
Wed 7/29:28 pmORD - PIT
1 stop10h 48mSpirit Airlines
Deal found 6/12$189
This Mytrip deal was found by Cheapflights users on 6/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/253:37 pmPIT - RFD
1 stop17h 35mAllegiant Air
Sun 7/279:21 amRFD - PIT
1 stop12h 23mAllegiant Air
Deal found 6/10$192
This Southwest deal was found by Cheapflights users on 6/11. 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 8/117:30 amPIT - ORD
1 stop8h 50mSouthwest
Fri 8/151:30 pmORD - PIT
1 stop6h 55mSouthwest
Deal found 6/11$195
This Delta deal was found by Cheapflights users on 6/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/136:00 amIAD - ORD
1 stop5h 20mDelta
Tue 8/197:15 amORD - IAD
1 stop3h 17mDelta
Deal found 6/10$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 June 12, 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

LewisburgChicago

LWB - ORD

LWBORD

Lewisburg Greenbrier Valley

Thu 7/3

6:00 pm-6:45 pm

Nonstop1h 45m

Chicago O'Hare Intl

Sun 7/6

2:10 pm-4:55 pm

Nonstop1h 45m

$158

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Thu 8/28

5:10 pm-6:25 pm

Nonstop2h 15m

Chicago O'Hare Intl

Sun 8/31

10:43 am-1:49 pm

Nonstop2h 06m

$168

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Fri 8/8

7:00 pm-7:25 pm

Nonstop1h 25m

Chicago Midway

Tue 8/12

3:20 pm-5:40 pm

Nonstop1h 20m

$177

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Fri 8/8

8:38 pm-9:24 pm

Nonstop1h 46m

Chicago O'Hare Intl

Tue 8/12

6:39 pm-9:23 pm

Nonstop1h 44m

$177

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

Sat 7/19

1:55 pm-2:49 pm

Nonstop1h 54m

Chicago O'Hare Intl

Wed 7/23

2:00 pm-4:45 pm

Nonstop1h 45m

$183

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Sun 6/29

6:52 pm-3:33 pm

1 stop21h 41m

Chicago O'Hare Intl

Thu 7/3

9:28 pm-9:16 am

1 stop10h 48m

$186

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Wed 8/27

9:30 am-2:01 pm

1 stop5h 31m

Chicago Midway

Sat 8/30

10:51 am-8:48 pm

1 stop8h 57m

$186

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

Mon 7/7

5:30 am-11:50 am

1 stop7h 20m

Chicago O'Hare Intl

Thu 7/10

5:15 am-10:30 am

1 stop4h 15m

$188

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Sat 6/28

10:33 am-6:37 am

1 stop21h 04m

Chicago O'Hare Intl

Wed 7/2

9:28 pm-9:16 am

1 stop10h 48m

$189

PittsburghChicago

PIT - RFD

PITRFD

Pittsburgh

Fri 7/25

3:37 pm-8:12 am

1 stop17h 35m

Chicago Greater Rockford

Sun 7/27

9:21 am-10:44 pm

1 stop12h 23m

$192

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 59 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, 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 June 12, 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 June 12, 2025.

The most flights from USWV to CHI are scheduled on a Monday (8 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (6 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 June 12, 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.

Overall

8.0

Entertainment

7.6

Comfort

8.0

Food

7.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Overall

8.0

Entertainment

7.6

Comfort

8.0

Food

7.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
8.0
Very good

Overall

8.0

Entertainment

7.6

Comfort

8.0

Food

7.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Overall

8.0

Entertainment

7.6

Comfort

8.0

Food

7.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Overall

8.0

Entertainment

7.6

Comfort

8.0

Food

7.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Overall

8.0

Entertainment

7.6

Comfort

8.0

Food

7.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 Contour. According to our data, you can fly for as low as $82. Users have also found prices from $88 and $88 on Frontier and Allegiant Air, respectively.

  • What are the most popular routes from West Virginia to Chicago?

  • 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 (86%), SkyWest Airlines (83%) or United Airlines (83%) 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 $1,157. 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, 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
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

Browse thousands of different options on Cheapflights for your next trip

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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.

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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$178Average$273FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$179Average$261FlexibilityNo cancel feeOn-time69%

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