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Charleston

$135+ 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 8/27. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CRW
Aug 22 — Aug 291
Sat 8/22
Sat 8/29
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 July 23, 2026.

This United Airlines deal was found by Cheapflights users on 7/20. 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.
Fri 8/147:00 am
ORD
-
CRW
Nonstop1h 54m
United Airlines
Thu 8/207:02 am
CRW
-
ORD
Nonstop1h 57m
United Airlines
Deal found 7/20$239
This United Airlines deal was found by Cheapflights users on 7/22. 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 8/219:10 pm
ORD
-
CRW
Nonstop1h 49m
United Airlines
Sun 8/237:02 am
CRW
-
ORD
Nonstop1h 57m
United Airlines
Deal found 7/22$249
This United Airlines deal was found by Cheapflights users on 7/19. 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.
Fri 9/256:51 am
ORD
-
CRW
Nonstop1h 54m
United Airlines
Sun 9/276:05 pm
CRW
-
ORD
Nonstop1h 55m
United Airlines
Deal found 7/19$253
This Delta deal was found by Cheapflights users on 7/20. 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.
Fri 8/145:10 pm
MDW
-
CRW
1 stop5h 21m
Delta
Thu 8/206:46 pm
CRW
-
MDW
1 stop4h 50m
Delta
Deal found 7/20$258
This Delta deal was found by Cheapflights users on 7/20. 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 12/29:30 am
ORD
-
CRW
1 stop4h 11m
Delta
Sun 12/66:00 am
CRW
-
ORD
1 stop7h 06m
Delta
Deal found 7/20$258
This United Airlines deal was found by Cheapflights users on 7/22. 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 9/116:30 am
ORD
-
CRW
Nonstop1h 54m
United Airlines
Sun 9/136:05 pm
CRW
-
ORD
Nonstop1h 57m
United Airlines
Deal found 7/22$262
This Delta deal was found by Cheapflights users on 7/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/41:25 pm
MDW
-
CRW
2 stops9h 06m
Delta
Mon 9/76:00 am
CRW
-
MDW
1 stop6h 51m
Delta
Deal found 7/19$264
This Delta deal was found by Cheapflights users on 7/22. 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 8/2110:54 am
MDW
-
CRW
1 stop6h 12m
Delta
Sun 8/236:00 am
CRW
-
MDW
1 stop6h 51m
Delta
Deal found 7/22$268
This Delta deal was found by Cheapflights users on 7/23. 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 9/36:40 am
ORD
-
CRW
1 stop6h 30m
Delta
Sun 9/64:48 pm
CRW
-
ORD
1 stop5h 07m
Delta
Deal found 7/23$268
This American Airlines deal was found by Cheapflights users on 7/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:29 am
ORD
-
CRW
1 stop4h 32m
American Airlines
Sun 9/278:17 pm
CRW
-
ORD
1 stop4h 42m
American Airlines
Deal found 7/19$273
This Delta deal was found by Cheapflights users on 7/22. 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 8/211:59 pm
ORD
-
CRW
2 stops8h 32m
Delta
Sun 8/2311:07 am
CRW
-
ORD
1 stop6h 44m
Delta
Deal found 7/22$274
This Delta deal was found by Cheapflights users on 7/21. 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.
Thu 10/151:28 pm
MDW
-
CRW
2 stops8h 54m
Delta
Sun 10/186:00 am
CRW
-
MDW
2 stops7h 48m
Delta
Deal found 7/21$279

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 July 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$239
(United Airlines)

One-way from

$135
(Kiwi.com)

Good round-trip deal

$281 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
One-way flight from Chicago (CHI) to Charleston Yeager
Search Deals
Price to beat on a round-trip 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 July 23, 2026.
Use the filters below to find and compare flights from Chicago to Charleston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Wed 8/19

7:00 am-9:54 am

Nonstop1h 54m

Charleston Yeager

Wed 8/26

6:05 pm-7:05 pm

Nonstop2h 00m

$239

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Fri 8/14

7:00 am-9:54 am

Nonstop1h 54m

Charleston Yeager

Thu 8/20

7:02 am-7:59 am

Nonstop1h 57m

$239
Quickest round-trip

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Fri 9/18

6:30 am-9:24 am

Nonstop1h 54m

Charleston Yeager

Fri 9/25

6:05 pm-7:00 pm

Nonstop1h 55m

$239

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Fri 9/25

6:51 am-9:45 am

Nonstop1h 54m

Charleston Yeager

Sun 9/27

6:05 pm-7:03 pm

Nonstop1h 58m

$249

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Fri 9/4

10:54 am-6:06 pm

1 stop6h 12m

Charleston Yeager

Mon 9/7

6:00 am-11:51 am

1 stop6h 51m

$258

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Thu 9/3

10:54 am-6:06 pm

1 stop6h 12m

Charleston Yeager

Sun 9/6

11:07 am-3:44 pm

1 stop5h 37m

$258

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Fri 8/14

5:10 pm-11:31 pm

1 stop5h 21m

Charleston Yeager

Thu 8/20

6:46 pm-10:36 pm

1 stop4h 50m

$258

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Fri 9/25

12:39 pm-6:14 pm

1 stop4h 35m

Charleston Yeager

Sat 9/26

4:45 pm-10:44 pm

1 stop6h 59m

$258

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Thu 12/3

11:10 am-5:53 pm

1 stop5h 43m

Charleston Yeager

Sun 12/6

6:40 pm-11:50 pm

1 stop6h 10m

$258

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Thu 9/3

6:40 am-2:10 pm

1 stop6h 30m

Charleston Yeager

Sun 9/6

4:48 pm-8:55 pm

1 stop5h 07m

$258

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/21

Showing 1-10 of 33 resultsSorted by cheapest first
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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 July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Charleston, West Virginia flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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 $238). Flying from Chicago to Charleston, West Virginia in June is currently the most expensive (average of $546). 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 July 23, 2026.

One of the essential ways to save on airfare from Chicago to Charleston, West Virginia is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 33% on airfare.

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 July 23, 2026.

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).

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 July 23, 2026.
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
10,027 reviews

Entertainment

7.1

Overall

7.4

Food

6.6

Crew

8.1

Boarding

7.7

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Tim,May 2023

ORD - DLH

Didn’t have to wait long for the plane and was in the lounge through that time could relax there made it nice.
United Airlines
7.4
Good
10,027 reviews
United Airlines
7.4
Good
10,027 reviews

Entertainment

7.1

Overall

7.4

Food

6.6

Crew

8.1

Boarding

7.7

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Tim,May 2023

ORD - DLH

Didn’t have to wait long for the plane and was in the lounge through that time could relax there made it nice.

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 1 airline.

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

    Departing from Chicago to Charleston, West Virginia will take you 1h 54m. Chicago and Charleston, West Virginia are separated by a distance of 416 mi. This flight may include one or multiple stops.

  • What is the cheapest airline to fly 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 $178.

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

    Consider SkyWest Airlines (56%), United Airlines (56%) or ANA (54%) 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 $308 for a flight from Chicago to Charleston, West Virginia. The cheapest flight overall is $250 while the most popular route, (Chicago O'Hare Intl - Charleston Yeager) is currently priced at $239.

  • 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 $238). Flying from Chicago to Charleston, West Virginia in June is currently the most expensive (average of $546). 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
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Top airline flying from Chicago to Charleston

Discover the top airline 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 July 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$178Average$323FlexibilityNo cancel feeOn-time69%

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