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$55+ 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 4/8. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — CHI
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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Cheap flight deals from West Virginia to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from West Virginia (USWV) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$177
(Delta)

One-way from

$55
(Frontier)

Good round-trip deal

$210 or less

Good one-way deal

$290 or less
From West Virginia to Chicago (CHI)
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One-way flight from West Virginia to Chicago (CHI)
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Price to beat on a round-trip flight from West Virginia to Chicago (CHI).
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Price to beat on a one-way flight from West Virginia to Chicago (CHI).
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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 January 21, 2025.

This CheapOair deal was found by Cheapflights users on 1/20. 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.
Thu 3/611:41 amPIT - ORD
1 stop21h 03mSpirit Airlines
Mon 3/107:42 pmORD - PIT
1 stop21h 34mSpirit Airlines
Deal found 1/20$176
This Delta deal was found by Cheapflights users on 1/21. 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 4/236:05 pmPIT - MDW
1 stop5h 24mDelta
Mon 4/284:59 pmMDW - PIT
1 stop6h 14mDelta
Deal found 1/21$177
This Delta deal was found by Cheapflights users on 1/21. 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 4/232:30 pmPIT - ORD
1 stop7h 44mDelta
Mon 4/284:56 pmORD - PIT
1 stop5h 08mDelta
Deal found 1/21$177
This United Airlines deal was found by Cheapflights users on 1/20. 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.
Tue 3/258:20 amIAD - ORD
Nonstop2h 18mUnited Airlines
Thu 3/274:05 pmORD - IAD
Nonstop1h 52mUnited Airlines
Deal found 1/20$177
This United Airlines deal was found by Cheapflights users on 1/19. 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.
Tue 2/185:30 pmCRW - ORD
Nonstop1h 56mUnited Airlines
Wed 2/262:10 pmORD - CRW
Nonstop1h 34mUnited Airlines
Deal found 1/19$179
This CheapOair deal was found by Cheapflights users on 1/20. 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 2/148:36 pmPIT - ORD
1 stop13h 39mMultiple Airlines
Sun 2/165:45 amORD - PIT
1 stop13h 44mMultiple Airlines
Deal found 1/20$189
This CheapOair deal was found by Cheapflights users on 1/19. 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.
Thu 4/39:26 amIAD - MDW
1 stop9h 05mFrontier
Mon 4/71:31 pmMDW - IAD
1 stop17h 09mFrontier
Deal found 1/19$190
This KAYAK deal was found by Cheapflights users on 1/21. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/176:00 amIAD - ORD
1 stop4h 16mDelta
Thu 2/2011:15 amORD - IAD
1 stop5h 49mDelta
Deal found 1/21$194
This United deal was found by Cheapflights users on 1/21. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/237:00 amPIT - ORD
Nonstop1h 43mUnited Airlines
Mon 4/289:05 pmORD - PIT
Nonstop1h 39mUnited Airlines
Deal found 1/21$197
This Delta deal was found by Cheapflights users on 1/20. 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 4/96:00 amIAD - MDW
1 stop3h 43mDelta
Wed 4/236:00 amMDW - IAD
1 stop4h 24mDelta
Deal found 1/20$197
This Mytrip deal was found by Cheapflights users on 1/21. 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.
Mon 2/38:15 amIAD - ORD
1 stop15h 01mFrontier
Wed 2/198:33 amORD - IAD
1 stop5h 06mFrontier
Deal found 1/21$198
This Delta deal was found by Cheapflights users on 1/21. 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.
Fri 2/215:50 pmCRW - MDW
1 stop5h 30mDelta
Tue 2/2510:57 amMDW - CRW
1 stop5h 13mDelta
Deal found 1/21$198

Find flights from West Virginia to Chicago within your budget

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 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Wed 4/23

6:05 pm-10:29 pm

1 stop5h 24m

Chicago Midway

Mon 4/28

4:59 pm-12:13 am

1 stop6h 14m

$177

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Thu 3/13

8:20 am-9:34 am

Nonstop2h 14m

Chicago O'Hare Intl

Tue 3/18

1:00 pm-3:56 pm

Nonstop1h 56m

$177

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Wed 4/23

2:30 pm-9:14 pm

1 stop7h 44m

Chicago O'Hare Intl

Mon 4/28

4:56 pm-11:04 pm

1 stop5h 08m

$177

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

Tue 2/18

5:30 pm-6:26 pm

Nonstop1h 56m

Chicago O'Hare Intl

Wed 2/26

2:10 pm-4:44 pm

Nonstop1h 34m

$179

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Fri 2/21

6:03 pm-7:29 pm

1 stop26h 26m

Chicago Midway

Fri 2/28

2:41 pm-2:14 pm

1 stop22h 33m

$180

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Fri 2/14

8:36 pm-9:15 am

1 stop13h 39m

Chicago O'Hare Intl

Mon 2/17

5:15 am-1:40 pm

1 stop7h 25m

$188

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Sat 2/1

9:17 pm-9:34 am

1 stop13h 17m

Chicago O'Hare Intl

Sat 2/8

5:50 am-8:12 pm

1 stop13h 22m

$190

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Wed 4/23

7:00 am-7:43 am

Nonstop1h 43m

Chicago O'Hare Intl

Mon 4/28

9:05 pm-11:44 pm

Nonstop1h 39m

$197

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Tue 4/15

1:26 pm-6:04 pm

1 stop5h 38m

Chicago O'Hare Intl

Wed 4/23

4:56 pm-10:48 pm

1 stop4h 52m

$197

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Wed 4/9

6:00 am-8:43 am

1 stop3h 43m

Chicago Midway

Wed 4/23

6:00 am-11:24 am

1 stop4h 24m

$197

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 54 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.

Travel insights for flights from West Virginia to Chicago

Get recent, data-driven insights about flights from West Virginia to Chicago including ideal travel times, pricing trends, and more.

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 $320). 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 21, 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 January 21, 2025.

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).

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 January 21, 2025.
Read reviews from past customers who have flown Delta, United Airlines and Spirit 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
8.1
Very good
4,662 reviews

Food

7.2

Boarding

8.2

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,662 reviews
Southwest
8.1
Very good
4,662 reviews

Food

7.2

Boarding

8.2

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,521 reviews
Southwest
8.1
Very good
4,662 reviews

Food

7.2

Boarding

8.2

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,201 reviews
Southwest
8.1
Very good
4,662 reviews

Food

7.2

Boarding

8.2

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,985 reviews
Southwest
8.1
Very good
4,662 reviews

Food

7.2

Boarding

8.2

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Allegiant Air
7.4
Good
801 reviews
Southwest
8.1
Very good
4,662 reviews

Food

7.2

Boarding

8.2

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 Frontier. According to our data, you can fly for as low as $55. Users have also found prices from $69 and $69 on Southwest and American Airlines, 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 Emirates (77%), ANA (74%) or SkyWest Airlines (72%) 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 $195. On average you can expect to pay $521. The most popular route, (Washington, D.C. Dulles Intl - Chicago O'Hare Intl), can usually be booked for $176.

  • 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 $320). 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

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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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$174Average$300FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$188Average$256FlexibilityNo cancel feeOn-time69%
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