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$61+ Cheap flights from Chicago (CHI) to Charleston (CHS)

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 11/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CHS
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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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

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3. Compare prices and book

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Cheapflights Tip: The best prices from Chicago to Charleston are usually found in August or July, booked 68 days in advance, depart on a Tuesday or Monday and return on a Friday

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 (CHS). 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 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$244
(Kiwi.com)

One-way from

$61
(Priceline)

Popular in

December

Cheapest in

August

Average price

$419

Good round-trip deal

$324 or less

Good one-way deal

$184 or less
Provider with most accurate pricing for Chicago (CHI)-Charleston flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Charleston flights.
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From Chicago (CHI) to Charleston
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One-way flight from Chicago (CHI) to Charleston
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($42 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Charleston.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Charleston.
Search Deals

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 3, 2025.

This Mytrip deal was found by Cheapflights users on 11/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/216:48 amORD - CHS
2 stops23h 38mSpirit Airlines
Sun 11/238:31 amCHS - ORD
1 stop5h 25mSpirit Airlines
Deal found 11/1$248
This Mytrip deal was found by Cheapflights users on 11/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/123:26 pmORD - CHS
2 stops15h 30mSpirit Airlines
Fri 11/149:02 amCHS - ORD
1 stop5h 24mSpirit Airlines
Deal found 11/2$249
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 - CHS
1 stop26h 16mMultiple Airlines
Mon 12/83:33 pmCHS - MDW
1 stop7h 25mMultiple Airlines
Deal found 11/2$250
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 11/208:45 amORD - CHS
1 stop12h 20mMultiple Airlines
Sun 1/45:11 pmCHS - ORD
2 stops46h 10mMultiple Airlines
Deal found 11/2$251
This Mytrip deal was found by Cheapflights users on 11/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/57:10 amORD - CHS
1 stop12h 44mSpirit Airlines
Sun 12/79:49 pmCHS - ORD
2 stops25h 22mSpirit Airlines
Deal found 11/2$252
This Mytrip deal was found by Cheapflights users on 11/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1510:52 amORD - CHS
2 stops20h 04mSpirit Airlines
Mon 11/177:00 amCHS - ORD
3 stops23h 32mSpirit Airlines
Deal found 11/1$255
This Trip.com deal was found by Cheapflights users on 11/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/37:00 amORD - CHS
1 stop5h 48mJetBlue
Fri 12/52:43 pmCHS - ORD
1 stop8h 09mJetBlue
Deal found 11/2$256
This Mytrip deal was found by Cheapflights users on 11/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/116:48 amORD - CHS
3 stops33h 18mSpirit Airlines
Fri 11/149:02 amCHS - ORD
1 stop5h 24mSpirit Airlines
Deal found 11/2$258
This Mytrip deal was found by Cheapflights users on 11/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/179:22 pmORD - CHS
2 stops18h 44mSpirit Airlines
Sun 11/236:13 pmCHS - ORD
1 stop15h 48mSpirit Airlines
Deal found 11/2$259
This Kiwi.com deal was found by Cheapflights users on 11/1. 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.
Tue 11/111:56 pmMDW - CHS
2 stops23h 33mMultiple Airlines
Thu 11/136:11 pmCHS - MDW
1 stop6h 44mMultiple Airlines
Deal found 11/1$259
This Mytrip deal was found by Cheapflights users on 11/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2710:12 amORD - CHS
1 stop10h 53mSpirit Airlines
Mon 12/16:13 pmCHS - ORD
3 stops29h 53mSpirit Airlines
Deal found 11/1$260
This Kiwi.com deal was found by Cheapflights users on 11/2. 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.
Mon 12/83:52 pmMDW - CHS
2 stops15h 45mMultiple Airlines
Thu 12/182:59 pmCHS - MDW
1 stop7h 59mMultiple Airlines
Deal found 11/2$260

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 3, 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 - CHS

ORDCHS

Chicago O'Hare Intl

Wed 11/12

3:26 pm-7:56 am

2 stops15h 30m

Charleston

Fri 11/14

9:02 am-1:26 pm

1 stop5h 24m

$249

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

Mon 11/17

9:22 pm-5:06 pm

2 stops18h 44m

Charleston

Sun 11/23

6:13 pm-9:01 am

1 stop15h 48m

$259

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

Tue 11/11

2:31 pm-5:06 pm

1 stop25h 35m

Charleston

Fri 11/14

7:00 am-6:34 pm

2 stops12h 34m

$289

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

Mon 12/8

8:31 pm-11:58 pm

Nonstop2h 27m

Charleston

Thu 12/18

12:17 pm-2:03 pm

Nonstop2h 46m

$291

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

Thu 12/25

1:22 pm-8:39 pm

1 stop6h 17m

Charleston

Wed 12/31

2:41 pm-7:38 pm

1 stop5h 57m

$299

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

Tue 12/2

9:55 am-1:17 pm

Nonstop2h 22m

Charleston

Sat 12/6

12:58 pm-5:58 pm

1 stop6h 00m

$299

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

Tue 1/13

5:33 am-12:07 pm

1 stop5h 34m

Charleston

Tue 1/27

3:03 pm-8:47 pm

1 stop6h 44m

$319

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

Fri 12/26

7:10 am-10:35 am

Nonstop2h 25m

Charleston

Wed 12/31

6:05 am-7:34 am

Nonstop2h 29m

$324

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Mon 12/8

12:25 pm-6:40 pm

1 stop5h 15m

Charleston

Thu 12/18

7:15 pm-8:30 pm

Nonstop2h 15m

$329

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

Sat 12/20

4:38 pm-1:10 pm

1 stop19h 32m

Charleston

Sun 12/28

10:18 pm-11:14 am

1 stop13h 56m

$343

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

Showing 1-10 of 40 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
PricelinePrice Accuracy1 starTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*1 star

*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 flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Charleston flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Charleston flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Charleston 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 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

How far ahead should I book a flight from Chicago to Charleston?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Charleston. Price data was last updated on October 31, 2025.

The price you pay for your flight from Chicago to Charleston may vary depending on when you book. For the best chance of a lower fare, look to book 68 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago to Charleston?

Currently, May is the cheapest month in which you can book a flight from Chicago to Charleston (average of $46). Flying from Chicago to Charleston in December is currently the most expensive (average of $253). 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 CHS?

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 3, 2025.

When flying from Chicago to Charleston, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 7% versus a flight in the morning.

What is the cheapest day to fly from Chicago to Charleston?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Charleston. Price data was last updated on October 27, 2024.

Travelers seeking maximum savings on their Chicago to Charleston flight should consider departing on Sunday at noon when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Charleston

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 3, 2025.

The most flights from CHI to CHS are scheduled on a Thursday (21 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (12 on average).

How much does it cost to fly round-trip from Chicago to Charleston?

The best insider tips for Chicago to Charleston flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago to Charleston trip
Airports
ORD

For a quick snack, grab some Garrett Popcorn near gate B8, a Chicago favorite, before your flight.

Read more about ORDby Ramsey Qubein
MDW

Use the mobile system to order food directly to your gate, saving time for Southwest's open seating.

Read more about MDWby Ramsey Qubein
CHS

Rideshare services are a convenient option from CHS, offering frequency and in-app tracking to your destination.

Read more about CHSby Ramsey Qubein
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD, MDW and CHS

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more

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 3, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Chicago to Charleston. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
8,002 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,997 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,038 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,115 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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?

    For a flight from Chicago to Charleston, you will be flying into Charleston. Charleston (CHS) is just 10.2 mi from the center of the city. Charleston is the only Charleston airport and it handles 19 inbound flights from Chicago per day. 5 airlines have flights to Charleston from Chicago on a regular basis.

  • How long is the flight from Chicago to Charleston?

    Departing from Chicago to Charleston will take you 2h 27m. The distance between Chicago and Charleston is about 760 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Chicago to Charleston round-trip?

    Flying on Delta is currently your cheapest option to Charleston, with prices starting at $149. Additional round-trip tickets that might be worth considering are offered by Spirit Airlines and American Airlines, with the lowest prices starting at $157 and $222, respectively. You may be able to fly from Chicago to Charleston for 62% less than the average price by searching for these airlines.

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

    No one likes to see their flight delayed. When booking a flight from Chicago to Charleston consider choosing Republic Airways (89%), Qatar Airways (88%) or Alaska Airlines (84%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago to Charleston?

    Looking at all options, your cheapest flight can be booked for $87. While the most popular route (Chicago O'Hare Intl - Charleston) can be booked for $108 on average, our data indicates $438 when flying from Chicago to Charleston.

  • 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?

    Currently, May is the cheapest month in which you can book a flight from Chicago to Charleston (average of $46). Flying from Chicago to Charleston in December is currently the most expensive (average of $253). 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
North Charleston
Summerville
Walterboro
Isle of Palms
Santee
Mount Pleasant
Edisto Beach

Browse thousands of different options on Cheapflights for your next trip

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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 5 airlines flying from Chicago to Charleston

Discover the top 5 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 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$149Average$263FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$157Average$203FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$221Average$363FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$245Average$359FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$252Average$418FlexibilityNo cancel feeOn-time69%

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