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Charleston

$173+ 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 7/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CRW
Jun 23 — Jun 301
Tue 6/23
Tue 6/30
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 May 24, 2026.

This United Airlines deal was found by Cheapflights users on 5/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/267:35 am
ORD
-
CRW
Nonstop1h 50m
United Airlines
Wed 7/111:00 am
CRW
-
ORD
Nonstop1h 58m
United Airlines
Deal found 5/23$239
This United Airlines deal was found by Cheapflights users on 5/20. 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.
Thu 8/206:10 pm
ORD
-
CRW
Nonstop1h 56m
United Airlines
Sun 8/237:00 pm
CRW
-
ORD
Nonstop2h 00m
United Airlines
Deal found 5/20$254
This United Airlines deal was found by Cheapflights users on 5/21. 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 Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1510:25 am
ORD
-
CRW
Nonstop1h 51m
United Airlines
Thu 8/201:51 pm
CRW
-
ORD
Nonstop2h 00m
United Airlines
Deal found 5/21$256
This Delta deal was found by Cheapflights users on 5/21. 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 7/1712:41 pm
MDW
-
CRW
1 stop4h 35m
Delta
Mon 7/206:00 am
CRW
-
MDW
1 stop6h 56m
Delta
Deal found 5/21$258
This Delta deal was found by Cheapflights users on 5/20. 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 12/27:10 am
ORD
-
CRW
1 stop6h 31m
Delta
Sun 12/66:40 pm
CRW
-
ORD
1 stop6h 10m
Delta
Deal found 5/20$258
This Delta deal was found by Cheapflights users on 5/20. 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.
Tue 7/76:35 am
ORD
-
CRW
1 stop6h 27m
Delta
Thu 7/166:00 am
CRW
-
ORD
2 stops8h 03m
Delta
Deal found 5/20$264
This United Airlines deal was found by Cheapflights users on 5/19. 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 6/27:35 am
ORD
-
CRW
Nonstop1h 50m
United Airlines
Mon 6/85:57 pm
CRW
-
ORD
Nonstop2h 04m
United Airlines
Deal found 5/19$269
This United Airlines deal was found by Cheapflights users on 5/19. 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 6/187:35 am
ORD
-
CRW
Nonstop1h 50m
United Airlines
Sun 6/217:00 am
CRW
-
ORD
Nonstop2h 00m
United Airlines
Deal found 5/19$270
This Delta deal was found by Cheapflights users on 5/21. 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 7/2412:41 pm
MDW
-
CRW
1 stop4h 35m
Delta
Sun 7/266:56 pm
CRW
-
MDW
1 stop4h 19m
Delta
Deal found 5/21$273
This American Airlines deal was found by Cheapflights users on 5/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/126:47 pm
ORD
-
CRW
1 stop4h 09m
American Airlines
Mon 6/158:05 pm
CRW
-
ORD
1 stop4h 53m
American Airlines
Deal found 5/23$273
This United Airlines deal was found by Cheapflights users on 5/22. 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.
Sat 6/205:50 pm
ORD
-
CRW
Nonstop1h 52m
United Airlines
Sun 6/217:00 am
CRW
-
ORD
Nonstop2h 00m
United Airlines
Deal found 5/22$285
This American Airlines deal was found by Cheapflights users on 5/19. 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.
Tue 6/22:57 pm
ORD
-
CRW
1 stop5h 59m
American Airlines
Mon 6/85:33 am
CRW
-
ORD
1 stop7h 01m
American Airlines
Deal found 5/19$288

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 May 24, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$239
(United Airlines)

One-way from

$173
(American Airlines)

Good round-trip deal

$253 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 May 24, 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

Tue 6/16

7:35 am-10:25 am

Nonstop1h 50m

Charleston Yeager

Tue 6/23

5:57 pm-7:01 pm

Nonstop2h 04m

$239

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Sat 9/5

7:00 am-9:54 am

Nonstop1h 54m

Charleston Yeager

Tue 9/8

10:29 am-11:29 am

Nonstop2h 00m

$239

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Thu 6/18

5:50 pm-8:42 pm

Nonstop1h 52m

Charleston Yeager

Thu 6/25

5:57 pm-7:01 pm

Nonstop2h 04m

$239

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Sat 6/27

7:35 am-10:25 am

Nonstop1h 50m

Charleston Yeager

Mon 6/29

5:57 pm-7:01 pm

Nonstop2h 04m

$239

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Fri 7/17

12:41 pm-6:16 pm

1 stop4h 35m

Charleston Yeager

Mon 7/20

6:00 am-11:56 am

1 stop6h 56m

$258

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Fri 7/17

12:41 pm-6:16 pm

1 stop4h 35m

Charleston Yeager

Sun 7/19

6:56 pm-10:15 pm

1 stop4h 19m

$258

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Tue 7/7

6:35 am-2:02 pm

1 stop6h 27m

Charleston Yeager

Thu 7/16

6:00 am-1:03 pm

2 stops8h 03m

$264
Quickest round-trip

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Wed 6/10

7:35 am-10:25 am

Nonstop1h 50m

Charleston Yeager

Mon 6/15

7:00 am-7:59 am

Nonstop1h 59m

$270

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Fri 6/26

3:00 pm-9:56 pm

1 stop5h 56m

Charleston Yeager

Tue 6/30

6:35 am-12:20 pm

1 stop6h 45m

$273

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Fri 7/24

12:41 pm-6:16 pm

1 stop4h 35m

Charleston Yeager

Sun 7/26

6:56 pm-10:15 pm

1 stop4h 19m

$273

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/23

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 May.
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 $127). Flying from Chicago to Charleston, West Virginia in December is currently the most expensive (average of $324). 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 May 24, 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 31% 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 May 24, 2026.

The most flights from CHI to CRW are scheduled on a Monday (7 on average). You will have fewer flight options on Saturday, 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 May 24, 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
9,749 reviews

Comfort

7.3

Entertainment

7.1

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
United Airlines
7.4
Good
9,749 reviews
United Airlines
7.4
Good
9,749 reviews

Comfort

7.3

Entertainment

7.1

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

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 50m. 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 $178. Another option worth looking into is American Airlines, starting at $198 round trip.

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

    Consider SkyWest Airlines (74%), United Airlines (74%) or Air New Zealand (50%) 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 $265 for a flight from Chicago to Charleston, West Virginia. The cheapest flight overall is $238 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 $127). Flying from Chicago to Charleston, West Virginia in December is currently the most expensive (average of $324). 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

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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 May 24, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$178Average$282FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$198Average$258FlexibilityNo cancel feeOn-time71%

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