Chicago

$58+ 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 4/29. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — CHI
Apr 5 — Apr 121
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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 March 31, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$132
(Mytrip)

One-way from

$63
(Mytrip)

Popular in

July

Cheapest in

February

Average price

$307

Good round-trip deal

$334 or less

Good one-way deal

$107 or less
Provider with most accurate pricing for Charleston Yeager-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Charleston Yeager-Chicago (CHI) flights.
From West Virginia to Chicago (CHI)
One-way flight from West Virginia to Chicago (CHI)
Highest demand for flights based on searches. 11% potential increase in price ($44 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($17 potential savings vs. average RT price).
Average for round-trip flights in March 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 March 31, 2025.

This Mytrip deal was found by Cheapflights users on 3/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/911:06 amPIT - ORD
1 stop21h 21mSpirit Airlines
Sun 5/115:51 amORD - PIT
1 stop26h 29mSpirit Airlines
Deal found 3/30$132
This CheapOair deal was found by Cheapflights users on 3/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/259:00 pmPIT - ORD
1 stop27h 36mFrontier
Sun 4/274:30 pmORD - PIT
1 stop26h 40mFrontier
Deal found 3/30$160
This CheapOair deal was found by Cheapflights users on 3/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/189:46 amPIT - MDW
1 stop11h 09mFrontier
Sun 4/208:00 amMDW - PIT
1 stop5h 42mFrontier
Deal found 3/30$170
This Frontier deal was found by Cheapflights users on 3/31. 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 4/88:34 pmIAD - ORD
1 stop12h 11mFrontier
Thu 4/248:11 amORD - IAD
1 stop5h 51mFrontier
Deal found 3/31$178
This Frontier deal was found by Cheapflights users on 3/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/1612:53 pmIAD - MDW
1 stop9h 40mFrontier
Fri 4/187:05 amMDW - IAD
1 stop6h 30mFrontier
Deal found 3/30$178
This JetBlue Airways deal was found by Cheapflights users on 3/31. 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 JetBlue Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/77:00 amPIT - ORD
1 stop9h 04mJetBlue
Sat 5/104:03 pmORD - PIT
1 stop6h 39mJetBlue
Deal found 3/31$189
This United Airlines deal was found by Cheapflights users on 3/31. 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 4/216:30 amIAD - ORD
Nonstop2h 11mUnited Airlines
Wed 4/238:45 amORD - IAD
Nonstop1h 59mUnited Airlines
Deal found 3/31$195
This Delta deal was found by Cheapflights users on 3/31. 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 4/231:44 pmIAD - ORD
1 stop3h 27mDelta
Tue 4/2911:15 amORD - IAD
1 stop4h 22mDelta
Deal found 3/31$197
This Delta deal was found by Cheapflights users on 3/30. 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.
Thu 5/811:26 amCRW - MDW
1 stop5h 04mDelta
Sat 5/106:00 amMDW - CRW
1 stop4h 38mDelta
Deal found 3/30$198
This Delta deal was found by Cheapflights users on 3/30. 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.
Thu 5/83:32 pmCRW - ORD
1 stop6h 48mDelta
Sat 5/105:30 amORD - CRW
1 stop5h 08mDelta
Deal found 3/30$198
This Delta deal was found by Cheapflights users on 3/31. 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 5/286:00 amIAD - MDW
1 stop3h 40mDelta
Sat 5/311:08 pmMDW - IAD
1 stop3h 29mDelta
Deal found 3/31$199
This United Airlines deal was found by Cheapflights users on 3/30. 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.
Sun 4/275:30 pmCRW - ORD
Nonstop1h 57mUnited Airlines
Sun 5/410:35 amORD - CRW
Nonstop1h 46mUnited Airlines
Deal found 3/30$206

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 March 31, 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

Fri 5/9

11:06 am-7:27 am

1 stop21h 21m

Chicago O'Hare Intl

Sun 5/11

5:51 am-9:20 am

1 stop26h 29m

$132

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Fri 4/25

9:00 pm-11:36 pm

1 stop27h 36m

Chicago O'Hare Intl

Sun 4/27

4:30 pm-8:10 pm

1 stop26h 40m

$160

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Fri 4/18

9:46 am-7:55 pm

1 stop11h 09m

Chicago Midway

Sun 4/20

8:00 am-2:42 pm

1 stop5h 42m

$170

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Tue 4/8

8:34 pm-7:45 am

1 stop12h 11m

Chicago O'Hare Intl

Thu 4/24

8:11 am-3:02 pm

1 stop5h 51m

$178

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Wed 4/16

12:53 pm-9:33 pm

1 stop9h 40m

Chicago Midway

Fri 4/18

7:05 am-2:35 pm

1 stop6h 30m

$178

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Wed 5/7

7:00 am-3:04 pm

1 stop9h 04m

Chicago O'Hare Intl

Sat 5/10

4:03 pm-11:42 pm

1 stop6h 39m

$189

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Mon 4/21

6:30 am-7:41 am

Nonstop2h 11m

Chicago O'Hare Intl

Wed 4/23

8:45 am-11:44 am

Nonstop1h 59m

$195

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Wed 4/23

1:44 pm-4:11 pm

1 stop3h 27m

Chicago O'Hare Intl

Tue 4/29

11:15 am-4:37 pm

1 stop4h 22m

$197

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

Thu 5/8

5:39 am-10:43 am

1 stop6h 04m

Chicago O'Hare Intl

Sat 5/10

11:37 am-6:16 pm

1 stop5h 39m

$198

CharlestonChicago

CRW - MDW

CRWMDW

Charleston Yeager

Thu 5/8

11:26 am-3:30 pm

1 stop5h 04m

Chicago Midway

Sat 5/10

6:00 am-11:38 am

1 stop4h 38m

$198

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/30

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 $323). 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 March 31, 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 March 31, 2025.

The most flights from USWV to CHI are scheduled on a Monday (8 on average). You will have fewer flight options on Tuesday, 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 March 31, 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.

Crew

8.6

Entertainment

7.6

Food

7.1

Comfort

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Crew

8.6

Entertainment

7.6

Food

7.1

Comfort

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
8.0
Very good

Crew

8.6

Entertainment

7.6

Food

7.1

Comfort

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Crew

8.6

Entertainment

7.6

Food

7.1

Comfort

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Crew

8.6

Entertainment

7.6

Food

7.1

Comfort

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Crew

8.6

Entertainment

7.6

Food

7.1

Comfort

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 Spirit Airlines. According to our data, you can fly for as low as $63. Users have also found prices from $79 and $90 on Frontier and United Airlines, 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 (68%), Air New Zealand (64%) 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 $129. 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 $160.

  • 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 $323). 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
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
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 March 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$178Average$280FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$190Average$259FlexibilityNo cancel feeOn-time69%
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