HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Charleston

$124+ Cheap flights from Chicago (CHI) to Charleston, WV (CRW)

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 12/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CRW
Dec 5 — Dec 121
Fri 12/5
Fri 12/12
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Charleston 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.

Find 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 November 5, 2025.

This United Airlines deal was found by Cheapflights users on 11/3. 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 11/2710:43 amORD - CRW
Nonstop1h 41mUnited Airlines
Mon 12/15:45 pmCRW - ORD
Nonstop1h 56mUnited Airlines
Deal found 11/3$179
This American Airlines deal was found by Cheapflights users on 11/5. 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 12/45:00 amORD - CRW
1 stop6h 37mAmerican Airlines
Thu 12/116:00 amCRW - ORD
1 stop5h 55mAmerican Airlines
Deal found 11/5$198
This United Airlines deal was found by Cheapflights users on 11/3. 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 11/1910:43 amORD - CRW
Nonstop1h 41mUnited Airlines
Sun 11/235:45 pmCRW - ORD
Nonstop1h 56mUnited Airlines
Deal found 11/3$209
This American Airlines deal was found by Cheapflights users on 11/3. 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.
Tue 11/1810:29 amORD - CRW
1 stop7h 06mAmerican Airlines
Sat 11/228:06 amCRW - ORD
1 stop5h 50mAmerican Airlines
Deal found 11/3$228
This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
Thu 12/47:44 amMDW - CRW
1 stop5h 19mMultiple Airlines
Thu 12/112:43 pmCRW - MDW
1 stop8h 15mMultiple Airlines
Deal found 11/4$232
This United Airlines deal was found by Cheapflights users on 11/4. 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 11/2510:43 amORD - CRW
Nonstop1h 41mUnited Airlines
Tue 12/27:00 amCRW - ORD
Nonstop1h 58mUnited Airlines
Deal found 11/4$239
This Delta deal was found by Cheapflights users on 11/4. 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.
Tue 11/255:23 amORD - CRW
1 stop4h 15mDelta
Tue 12/26:50 pmCRW - ORD
1 stop4h 53mDelta
Deal found 11/4$243
This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
Thu 12/41:34 pmORD - CRW
1 stop28h 22mMultiple Airlines
Thu 12/112:43 pmCRW - ORD
2 stops10h 26mMultiple Airlines
Deal found 11/4$248
This American Airlines deal was found by Cheapflights users on 11/4. 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 11/154:08 pmORD - CRW
1 stop4h 37mAmerican Airlines
Sat 11/227:51 pmCRW - ORD
1 stop4h 49mAmerican Airlines
Deal found 11/4$258
This United Airlines deal was found by Cheapflights users on 11/5. 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 12/42:10 pmORD - CRW
Nonstop1h 45mUnited Airlines
Thu 12/117:00 amCRW - ORD
Nonstop1h 58mUnited Airlines
Deal found 11/5$284
This Delta deal was found by Cheapflights users on 11/4. 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 11/146:45 amORD - CRW
1 stop7h 24mDelta
Sun 11/166:52 pmCRW - ORD
1 stop6h 09mDelta
Deal found 11/4$288
This United Airlines deal was found by Cheapflights users on 11/3. 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 11/2410:43 amORD - CRW
Nonstop1h 41mUnited Airlines
Fri 11/285:45 pmCRW - ORD
Nonstop1h 56mUnited Airlines
Deal found 11/3$298

Cheap 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 November 5, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$179
(United Airlines)

One-way from

$124
(United Airlines)

Popular in

July

Cheapest in

March

Average price

$330
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
One-way flight from Chicago (CHI) to Charleston Yeager
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($54 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 November 2025
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 November 5, 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

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Thu 11/27

10:43 am-1:24 pm

Nonstop1h 41m

Charleston Yeager

Mon 12/1

5:45 pm-6:41 pm

Nonstop1h 56m

$179

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Thu 12/4

5:00 am-12:37 pm

1 stop6h 37m

Charleston Yeager

Thu 12/11

6:00 am-10:55 am

1 stop5h 55m

$198

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Wed 11/19

10:43 am-1:24 pm

Nonstop1h 41m

Charleston Yeager

Sun 11/23

5:45 pm-6:41 pm

Nonstop1h 56m

$209

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Sat 3/7

4:13 pm-9:34 pm

1 stop4h 21m

Charleston Yeager

Tue 3/10

3:25 pm-9:46 pm

1 stop7h 21m

$213

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Tue 11/25

5:23 am-10:38 am

1 stop4h 15m

Charleston Yeager

Tue 12/2

6:50 pm-10:43 pm

1 stop4h 53m

$228

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Wed 11/19

5:23 am-10:38 am

1 stop4h 15m

Charleston Yeager

Sun 11/23

3:49 pm-9:56 pm

1 stop7h 07m

$228

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Thu 12/4

7:44 am-2:03 pm

1 stop5h 19m

Charleston Yeager

Thu 12/11

2:43 pm-9:58 pm

1 stop8h 15m

$232

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Tue 11/25

10:43 am-1:24 pm

Nonstop1h 41m

Charleston Yeager

Tue 12/2

7:00 am-7:58 am

Nonstop1h 58m

$239

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Thu 12/4

1:34 pm-6:56 pm

1 stop28h 22m

Charleston Yeager

Thu 12/11

2:43 pm-12:09 am

2 stops10h 26m

$248

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Sat 11/15

4:08 pm-9:45 pm

1 stop4h 37m

Charleston Yeager

Sat 11/22

7:51 pm-11:40 pm

1 stop4h 49m

$258

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

Showing 1-10 of 26 results
1
2
3

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 November.
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, October is the cheapest month in which you can book a flight from Chicago to Charleston, West Virginia (average of $179). 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 November 5, 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 November 5, 2025.

The most flights from CHI to CRW are scheduled on a Monday (6 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (6 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 November 5, 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
9,002 reviews

Entertainment

7.1

Crew

8.1

Comfort

7.3

Boarding

7.7

Food

6.6

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
9,002 reviews
United Airlines
7.4
Good
9,002 reviews

Entertainment

7.1

Crew

8.1

Comfort

7.3

Boarding

7.7

Food

6.6

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

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 6 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 41m. 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 $184. Another option worth looking into is American Airlines, starting at $198 round trip. United Airlines is priced at 42% lower than the current average price of a flight leaving 3 months from now.

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

    To fly one-way, consider booking your trip with United Airlines, which is currently one of the cheapest options available, starting at $124. American Airlines flights start at $173 while deals on Delta start at $218 one-way.

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

    Consider ANA (78%), Air New Zealand (70%) or SkyWest Airlines (65%) when booking your flight. These represent the most reliable airlines when flying from Chicago to Charleston, West Virginia.

  • 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, October is the cheapest month in which you can book a flight from Chicago to Charleston, West Virginia (average of $179). 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

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 Chicago to Charleston

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Dulles Intl flights
Midway to Dulles Intl flights
O'Hare Intl to Pittsburgh flights
St. Louis to Dulles Intl flights
Midway to Pittsburgh flights
St. Louis to Pittsburgh flights
Moline to Dulles Intl flights
Evansville to Dulles Intl flights
O'Hare Intl to Charleston flights
Peoria to Dulles Intl flights
Moline to Pittsburgh flights
Peoria to Pittsburgh flights
Bloomington to Dulles Intl flights
Springfield to Dulles Intl flights
St. Louis to Charleston flights
Midway to Charleston flights
Champaign to Dulles Intl flights
O'Hare Intl to Huntington flights
O'Hare Intl to Lewisburg flights
Dubuque to Pittsburgh flights
O'Hare Intl to Clarksburg flights
Moline to Clarksburg flights
St. Louis to Lewisburg flights

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 November 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$184Average$321FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$198Average$233FlexibilityNo cancel feeOn-time71%

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.