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Charleston

$198+ Cheap flights from Chicago (CHI) to Charleston, WV (CRW)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CRW
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Chicago to Charleston

Cheapest flights from Chicago to Charleston
Explore the most affordable flight options available from Chicago to Charleston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This United Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/315:51 pmORD - CRW
Nonstop1h 45mUnited Airlines
Fri 1/27:00 amCRW - ORD
Nonstop2h 05mUnited Airlines
Deal found 12/16$269
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/317:11 amORD - CRW
1 stop4h 41mAmerican Airlines
Fri 1/27:11 amCRW - ORD
1 stop6h 29mAmerican Airlines
Deal found 12/16$378
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/315:51 pmORD - CRW
Nonstop1h 45mUnited Airlines
Sun 1/47:00 amCRW - ORD
Nonstop2h 05mUnited Airlines
Deal found 12/16$394
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Wed 12/313:26 pmORD - CRW
2 stops21h 37mMultiple Airlines
Sun 1/49:58 amCRW - ORD
1 stop23h 33mMultiple Airlines
Deal found 12/16$448
This American Airlines deal was found by Cheapflights users on 12/15. 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.
Mon 12/297:11 amORD - CRW
1 stop4h 41mAmerican Airlines
Wed 12/317:11 amCRW - ORD
1 stop6h 29mAmerican Airlines
Deal found 12/15$502
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/315:00 amORD - CRW
1 stop6h 52mAmerican Airlines
Sun 1/411:11 amCRW - ORD
1 stop5h 54mAmerican Airlines
Deal found 12/16$513
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Wed 12/316:12 amMDW - CRW
2 stops26h 06mMultiple Airlines
Sun 1/42:43 pmCRW - MDW
1 stop7h 10mMultiple Airlines
Deal found 12/16$547
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Wed 12/317:20 amORD - CRW
1 stop24h 58mMultiple Airlines
Fri 1/27:36 pmCRW - ORD
2 stops28h 09mMultiple Airlines
Deal found 12/16$576
This United Airlines deal was found by Cheapflights users on 12/15. 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 12/2910:35 amORD - CRW
Nonstop1h 47mUnited Airlines
Wed 12/311:57 pmCRW - ORD
Nonstop1h 58mUnited Airlines
Deal found 12/15$577

Find flight deals from Chicago to Charleston

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Charleston (CRW). 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 December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$198
(Delta)

Popular in

July

Cheapest in

March

Average price

$460

Good round-trip deal

$246 or less

Good one-way deal

$208 or less
Provider with most accurate pricing for Chicago (CHI)-Charleston Yeager flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Charleston Yeager flights.
Search Deals
From Chicago (CHI) to Charleston Yeager
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($42 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Charleston Yeager.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Charleston Yeager.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Charleston 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 December 18, 2025.
Use the filters below to find and compare flights from Chicago to Charleston that are best for you.

Fly from

Chicago

Fly to

Charleston

Route

Depart

Return

Price

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Wed 1/7

11:21 am-4:40 pm

1 stop4h 19m

Charleston Yeager

Sat 1/10

5:20 pm-10:07 pm

1 stop5h 47m

$198

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Tue 1/6

2:50 pm-10:39 pm

1 stop6h 49m

Charleston Yeager

Sat 1/10

5:20 pm-11:59 pm

1 stop7h 39m

$198

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Thu 3/5

5:50 pm-8:32 pm

Nonstop1h 42m

Charleston Yeager

Sun 3/8

5:53 pm-6:55 pm

Nonstop2h 02m

$208

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Thu 2/12

5:00 am-10:40 am

1 stop4h 40m

Charleston Yeager

Tue 2/17

11:44 am-6:13 pm

1 stop7h 29m

$213

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Sat 2/7

2:17 pm-5:02 pm

Nonstop1h 45m

Charleston Yeager

Wed 2/11

5:37 pm-6:39 pm

Nonstop2h 02m

$239

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Wed 1/7

2:17 pm-5:02 pm

Nonstop1h 45m

Charleston Yeager

Sat 1/10

5:37 pm-6:39 pm

Nonstop2h 02m

$239

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Fri 2/20

10:28 am-5:36 pm

1 stop6h 08m

Charleston Yeager

Fri 2/27

5:00 am-9:05 am

1 stop5h 05m

$243

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Tue 1/6

6:09 pm-8:56 pm

Nonstop1h 47m

Charleston Yeager

Sat 1/10

5:37 pm-6:39 pm

Nonstop2h 02m

$254

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Wed 1/7

5:29 pm-9:19 am

1 stop14h 50m

Charleston Yeager

Thu 1/8

2:43 pm-9:12 am

2 stops19h 29m

$255

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Wed 12/31

5:51 pm-8:36 pm

Nonstop1h 45m

Charleston Yeager

Fri 1/2

7:00 am-8:05 am

Nonstop2h 05m

$269

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 16 results
1
2

Compare providers for flights from Chicago to Charleston

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Charleston in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Charleston, West Virginia flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Charleston, West Virginia flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Charleston, West Virginia flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Charleston, West Virginia flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Charleston, West Virginia flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Charleston

Have a flexible travel schedule? Discover the best time to fly to Charleston from Chicago 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 Chicago to Charleston

What is the cheapest month to book a flight from Chicago to Charleston, West Virginia?

Currently, April is the cheapest month in which you can book a flight from Chicago to Charleston, West Virginia (average of $178). Flying from Chicago to Charleston, West Virginia in September is currently the most expensive (average of $328). 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 CHI to CRW?

Find hourly flight availability from Chicago to Charleston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

When flying from Chicago to Charleston, West Virginia, 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 Chicago to Charleston, West Virginia

Explore weekly flight availability from Chicago to Charleston. 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 December 18, 2025.

The most flights from CHI to CRW are scheduled on a Monday (7 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (7 on average).

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

Reviews of airlines servicing Charleston

Get insights into the airlines that provide service to Charleston. 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 Charleston. Reviews last updated December 18, 2025.
Read through reviews of airlines operating flights from Chicago to Charleston, such as United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,091 reviews

Entertainment

7.1

Boarding

7.7

Overall

7.4

Food

6.6

Crew

8.1

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

BOS - EWR

Seems like every United flight has a delay and it’s always someone else’s fault. Step up and take some accountability
United Airlines
7.4
Good
9,091 reviews
United Airlines
7.4
Good
9,091 reviews

Entertainment

7.1

Boarding

7.7

Overall

7.4

Food

6.6

Crew

8.1

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

BOS - EWR

Seems like every United flight has a delay and it’s always someone else’s fault. Step up and take some accountability

Related info for your journey

Find useful and relevant information for your journey from Chicago to Charleston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Charleston from Chicago?

    Located just 2.7 mi from the city center, Charleston Yeager is the airport most travelers will use when flying to Charleston from Chicago. Booking flights from Chicago to Yeager (CRW) should be relatively easy as there are 7 daily inbound flights from Chicago from 2 different airlines.

  • How long is the flight from Chicago to Charleston, West Virginia?

    Departing from Chicago to Charleston, West Virginia will take you 1h 42m. Chicago and Charleston, West Virginia are separated by a distance of 416 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Chicago to Charleston, West Virginia round-trip?

    Flying on United Airlines is currently your cheapest option to Charleston, West Virginia, with prices starting at $179. Another option worth looking into is American Airlines, starting at $198 round trip. United Airlines is priced at 46% lower than the current average price of a flight leaving 3 months from now.

  • What are the most reliable airlines from Chicago to Charleston, West Virginia?

    Consider Air New Zealand (60%), ANA (55%) or SkyWest Airlines (46%) when booking your flight. These represent the most reliable airlines when flying from Chicago to Charleston, West Virginia.

  • What are the cheapest flights from Chicago to Charleston, West Virginia?

    On average you can expect to pay $325 for a flight from Chicago to Charleston, West Virginia. The cheapest flight overall is $142 while the most popular route, (Chicago O'Hare Intl - Charleston Yeager) is currently priced at $269.

  • Can I find deals for flights from Chicago to Charleston that include hotel bookings?

    Yes. In addition to deals on Chicago to Charleston flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Charleston?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Charleston.

  • Can I find deals for business class flights from Chicago to Charleston?

    Yes. Cheapflights offers flight deals from Chicago to Charleston 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 Chicago to Charleston, West Virginia?

    Currently, April is the cheapest month in which you can book a flight from Chicago to Charleston, West Virginia (average of $178). Flying from Chicago to Charleston, West Virginia in September is currently the most expensive (average of $328). 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 Charleston?

Book flights to Charleston if you plan to visit one of these locations
Cross Lanes

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Alternative routes for Chicago to Charleston

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Chicago to Charleston

Discover the top 2 airlines that operate flights from Chicago to Charleston. 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$179Average$320FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$198Average$258FlexibilityNo cancel feeOn-time71%

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