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Charleston

$174+ 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 11/27. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CRW
Dec 19 — Dec 261
Fri 12/19
Fri 12/26
1 adult, Economy
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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 19, 2025.

This United Airlines deal was found by Cheapflights users on 11/18. 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.
Fri 12/125:51 pmORD - CRW
Nonstop1h 41mUnited Airlines
Sat 12/135:30 pmCRW - ORD
Nonstop1h 56mUnited Airlines
Deal found 11/18$179
This Delta deal was found by Cheapflights users on 11/18. 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 12/126:45 amORD - CRW
1 stop7h 22mDelta
Sun 12/146:50 pmCRW - ORD
1 stop6h 11mDelta
Deal found 11/18$198
This United Airlines deal was found by Cheapflights users on 11/17. 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 12/65:51 pmORD - CRW
Nonstop1h 41mUnited Airlines
Sun 12/75:30 pmCRW - ORD
Nonstop1h 56mUnited Airlines
Deal found 11/17$209
This Delta deal was found by Cheapflights users on 11/18. 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 12/115:13 pmMDW - CRW
1 stop4h 36mDelta
Sun 12/146:50 pmCRW - MDW
1 stop5h 57mDelta
Deal found 11/18$213
This American Airlines deal was found by Cheapflights users on 11/18. 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 12/47:10 amORD - CRW
1 stop4h 27mAmerican Airlines
Mon 12/812:26 pmCRW - ORD
1 stop6h 36mAmerican Airlines
Deal found 11/18$228
This United Airlines deal was found by Cheapflights users on 11/18. 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 12/112:10 pmORD - CRW
Nonstop1h 45mUnited Airlines
Sat 12/135:30 pmCRW - ORD
Nonstop1h 56mUnited Airlines
Deal found 11/18$239
This Delta deal was found by Cheapflights users on 11/18. 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.
Sat 12/139:49 amORD - CRW
1 stop4h 18mDelta
Sun 12/146:50 pmCRW - ORD
1 stop6h 11mDelta
Deal found 11/18$243
This Kiwi.com deal was found by Cheapflights users on 11/18. 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 12/42:18 pmORD - CRW
1 stop27h 38mMultiple Airlines
Mon 12/87:36 pmCRW - ORD
2 stops20h 36mMultiple Airlines
Deal found 11/18$244
This Kiwi.com deal was found by Cheapflights users on 11/18. 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
Mon 12/87:36 pmCRW - MDW
2 stops38h 10mMultiple Airlines
Deal found 11/18$246
This Delta deal was found by Cheapflights users on 11/17. 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 12/25:13 pmMDW - CRW
1 stop4h 36mDelta
Sat 12/66:00 amCRW - MDW
1 stop4h 54mDelta
Deal found 11/17$258
This American Airlines deal was found by Cheapflights users on 11/18. 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 12/117:10 amORD - CRW
1 stop4h 27mAmerican Airlines
Sun 12/146:00 amCRW - ORD
1 stop5h 57mAmerican Airlines
Deal found 11/18$258
This United Airlines deal was found by Cheapflights users on 11/19. 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.
Thu 11/2710:43 amORD - CRW
Nonstop1h 41mUnited Airlines
Sat 11/299:05 pmCRW - ORD
Nonstop1h 56mUnited Airlines
Deal found 11/19$269

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 19, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$179
(United Airlines)

One-way from

$174
(Kiwi.com)

Popular in

July

Cheapest in

March

Average price

$319
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. 13% potential increase in price ($50 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% 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 19, 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

Fri 12/12

6:45 am-3:07 pm

1 stop7h 22m

Charleston Yeager

Sun 12/14

6:50 pm-12:01 am

1 stop6h 11m

$198

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Fri 12/12

3:52 pm-9:53 pm

1 stop5h 01m

Charleston Yeager

Sat 12/13

11:17 am-4:10 pm

1 stop5h 53m

$198

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Sat 12/6

5:51 pm-8:32 pm

Nonstop1h 41m

Charleston Yeager

Sun 12/7

5:30 pm-6:26 pm

Nonstop1h 56m

$209

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Thu 12/11

5:13 pm-10:49 pm

1 stop4h 36m

Charleston Yeager

Sun 12/14

6:50 pm-11:47 pm

1 stop5h 57m

$213

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Thu 12/4

7:10 am-12:37 pm

1 stop4h 27m

Charleston Yeager

Mon 12/8

12:26 pm-6:02 pm

1 stop6h 36m

$228

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Sat 12/6

9:49 am-3:07 pm

1 stop4h 18m

Charleston Yeager

Sun 12/7

6:50 pm-12:01 am

1 stop6h 11m

$228

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Thu 12/11

2:10 pm-4:55 pm

Nonstop1h 45m

Charleston Yeager

Sun 12/14

7:00 am-7:58 am

Nonstop1h 58m

$239

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Sat 12/13

5:51 pm-8:32 pm

Nonstop1h 41m

Charleston Yeager

Sun 12/14

7:00 am-7:58 am

Nonstop1h 58m

$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

4:00 pm-10:15 pm

1 stop5h 15m

Charleston Yeager

Fri 2/27

11:14 am-4:10 pm

1 stop5h 56m

$243

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/18

Showing 1-10 of 32 results
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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, 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 November 19, 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 19, 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).

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 19, 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
9,025 reviews

Entertainment

7.1

Food

6.6

Comfort

7.3

Overall

7.4

Boarding

7.7

Crew

8.1

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
9,025 reviews
United Airlines
7.4
Good
9,025 reviews

Entertainment

7.1

Food

6.6

Comfort

7.3

Overall

7.4

Boarding

7.7

Crew

8.1

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 43% 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 ANA (80%), Air New Zealand (72%) or SkyWest Airlines (72%) 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, 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 November 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$184Average$321FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$198Average$233FlexibilityNo cancel feeOn-time71%

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