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Charleston

$99+ 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 10/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CRW
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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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 September 17, 2025.

Round-trip from

$179
(United Airlines)

One-way from

$99
(Delta)

Popular in

July

Cheapest in

March

Average price

$339

Good round-trip deal

$236 or less

Good one-way deal

$303 or less
From Chicago (CHI) to Charleston Yeager
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One-way flight from Chicago (CHI) to Charleston Yeager
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Highest demand for flights based on searches. 11% potential increase in price ($43 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Charleston Yeager.
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Price to beat on a one-way flight from Chicago (CHI) to Charleston Yeager.
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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 September 17, 2025.

This United Airlines deal was found by Cheapflights users on 9/16. 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.
Fri 10/106:31 pmORD - CRW
Nonstop1h 55mUnited Airlines
Tue 10/147:00 amCRW - ORD
Nonstop1h 54mUnited Airlines
Deal found 9/16$179
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Thu 10/22:10 pmORD - CRW
Nonstop1h 47mUnited Airlines
Mon 10/62:00 pmCRW - ORD
Nonstop1h 54mUnited Airlines
Deal found 9/16$189
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Wed 10/155:20 amORD - CRW
1 stop4h 30mAmerican Airlines
Wed 10/227:11 pmCRW - ORD
1 stop4h 43mAmerican Airlines
Deal found 9/15$198
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Fri 10/106:31 pmORD - CRW
Nonstop1h 55mUnited Airlines
Mon 10/132:00 pmCRW - ORD
Nonstop1h 54mUnited Airlines
Deal found 9/16$201
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/15:00 pmORD - CRW
1 stop4h 31mAmerican Airlines
Wed 10/87:11 pmCRW - ORD
1 stop4h 43mAmerican Airlines
Deal found 9/16$203
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Thu 10/25:00 amORD - CRW
1 stop4h 25mAmerican Airlines
Mon 10/68:05 pmCRW - ORD
1 stop4h 48mAmerican Airlines
Deal found 9/16$208
This lol.travel deal was found by Cheapflights users on 9/16. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/106:31 pmORD - CRW
Nonstop1h 55mUnited Airlines
Sun 10/127:00 amCRW - ORD
Nonstop1h 54mUnited Airlines
Deal found 9/16$233
This United Airlines deal was found by Cheapflights users on 9/14. 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
Sun 11/309:05 pmCRW - ORD
Nonstop1h 56mUnited Airlines
Deal found 9/14$236
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Tue 9/2310:40 amORD - CRW
Nonstop1h 45mUnited Airlines
Sat 9/275:38 pmCRW - ORD
Nonstop1h 52mUnited Airlines
Deal found 9/15$239
This United Airlines deal was found by Cheapflights users on 9/16. 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 10/110:40 amORD - CRW
Nonstop1h 45mUnited Airlines
Wed 10/85:35 pmCRW - ORD
Nonstop1h 59mUnited Airlines
Deal found 9/16$244
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Tue 9/3010:40 amORD - CRW
Nonstop1h 45mUnited Airlines
Sat 10/45:38 pmCRW - ORD
Nonstop1h 52mUnited Airlines
Deal found 9/15$249
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Tue 9/235:00 amORD - CRW
1 stop6h 09mAmerican Airlines
Sat 9/276:17 amCRW - ORD
1 stop6h 45mAmerican Airlines
Deal found 9/15$258

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 September 17, 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

Wed 10/15

10:40 am-1:25 pm

Nonstop1h 45m

Charleston Yeager

Wed 10/22

5:35 pm-6:34 pm

Nonstop1h 59m

$179

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Fri 10/10

6:31 pm-9:26 pm

Nonstop1h 55m

Charleston Yeager

Sun 10/12

2:00 pm-2:54 pm

Nonstop1h 54m

$179

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Fri 10/10

6:31 pm-9:26 pm

Nonstop1h 55m

Charleston Yeager

Tue 10/14

7:00 am-7:54 am

Nonstop1h 54m

$179

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Thu 10/2

2:10 pm-4:57 pm

Nonstop1h 47m

Charleston Yeager

Mon 10/6

2:00 pm-2:54 pm

Nonstop1h 54m

$189

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Fri 10/3

6:31 pm-9:26 pm

Nonstop1h 55m

Charleston Yeager

Sat 10/4

5:38 pm-6:30 pm

Nonstop1h 52m

$189

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Fri 10/10

6:31 pm-9:26 pm

Nonstop1h 55m

Charleston Yeager

Mon 10/13

2:00 pm-2:54 pm

Nonstop1h 54m

$201

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Sat 10/4

5:08 pm-11:15 pm

1 stop5h 07m

Charleston Yeager

Sat 10/11

4:03 pm-9:24 pm

1 stop6h 21m

$203

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Fri 10/3

5:00 pm-10:31 pm

1 stop4h 31m

Charleston Yeager

Sat 10/4

12:40 pm-3:57 pm

1 stop4h 17m

$208

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Thu 10/2

5:00 am-10:25 am

1 stop4h 25m

Charleston Yeager

Mon 10/6

8:05 pm-11:53 pm

1 stop4h 48m

$208

ChicagoCharleston

ORD - CRW

ORDCRW

Chicago O'Hare Intl

Mon 11/24

10:43 am-1:24 pm

Nonstop1h 41m

Charleston Yeager

Sun 11/30

9:05 pm-10:01 pm

Nonstop1h 56m

$236

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 33 results
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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, January is the cheapest month in which you can book a flight from Chicago to Charleston, West Virginia (average of $304). Flying from Chicago to Charleston, West Virginia in December is currently the most expensive (average of $446). 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 September 17, 2025.

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 at noon tend to be the most expensive. A flight in the morning could potentially save you up to 11% 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 September 17, 2025.

The most flights from CHI to CRW are scheduled on a Monday (8 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 September 17, 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
8,926 reviews

Comfort

7.3

Entertainment

7.1

Food

6.6

Overall

7.4

Crew

8.1

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Julia,Sep 2025

BUF - DEN

The staff were amazing, from check in to boarding and on the flight. The range of entertainment options were really good as well.
United Airlines
7.4
Good
8,926 reviews
United Airlines
7.4
Good
8,926 reviews

Comfort

7.3

Entertainment

7.1

Food

6.6

Overall

7.4

Crew

8.1

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Julia,Sep 2025

BUF - DEN

The staff were amazing, from check in to boarding and on the flight. The range of entertainment options were really good as well.

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 45m. 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 $192. Another option worth looking into is American Airlines, starting at $198 round trip. United Airlines is priced at 41% 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 SkyWest Airlines (65%), United Airlines (65%) or ANA (64%) 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 $336 for a flight from Chicago to Charleston, West Virginia. The cheapest flight overall is $209 while the most popular route, (Chicago O'Hare Intl - Charleston Yeager) is currently priced at $179.

  • 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, January is the cheapest month in which you can book a flight from Chicago to Charleston, West Virginia (average of $304). Flying from Chicago to Charleston, West Virginia in December is currently the most expensive (average of $446). 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$192Average$313FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$198Average$233FlexibilityNo cancel feeOn-time71%

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