HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Charleston

$99+ 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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CHS
Aug 31 — Sep 71
Mon 8/31
Mon 9/7
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

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

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.
Cheapflights Tip: The best prices from Chicago to Charleston are usually found in January or August, booked 25 days in advance, depart on a Tuesday or Wednesday and return on a Friday

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 August 1, 2026.

This American Airlines deal was found by Cheapflights users on 7/30. 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 10/228:40 pm
ORD
-
CHS
Nonstop2h 19m
American Airlines
Mon 10/267:16 am
CHS
-
ORD
Nonstop2h 43m
American Airlines
Deal found 7/30$237
This Southwest deal was found by Cheapflights users on 7/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/123:05 pm
MDW
-
CHS
Nonstop2h 10m
Southwest
Sat 9/197:35 am
CHS
-
MDW
Nonstop2h 10m
Southwest
Deal found 7/28$237
This American Airlines deal was found by Cheapflights users on 7/28. 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 8/208:13 am
ORD
-
CHS
Nonstop2h 20m
American Airlines
Mon 8/247:50 pm
CHS
-
ORD
Nonstop2h 44m
American Airlines
Deal found 7/28$238
This Delta deal was found by Cheapflights users on 7/29. 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 9/166:40 am
ORD
-
CHS
1 stop5h 27m
Delta
Sat 9/194:50 pm
CHS
-
ORD
1 stop5h 06m
Delta
Deal found 7/29$240
This Delta deal was found by Cheapflights users on 7/28. 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 9/124:30 pm
MDW
-
CHS
1 stop4h 05m
Delta
Wed 9/1612:59 pm
CHS
-
MDW
1 stop6h 34m
Delta
Deal found 7/28$240
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 8/258:05 am
ORD
-
CHS
1 stop9h 09m
Multiple Airlines
Tue 9/13:13 pm
CHS
-
ORD
1 stop8h 55m
Multiple Airlines
Deal found 7/31$241
This American Airlines deal was found by Cheapflights users on 7/27. 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 9/36:57 pm
ORD
-
CHS
Nonstop2h 21m
American Airlines
Sun 9/612:23 pm
CHS
-
ORD
Nonstop2h 36m
American Airlines
Deal found 7/27$242
This Southwest deal was found by Cheapflights users on 7/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/117:35 am
MDW
-
CHS
Nonstop2h 20m
Southwest
Mon 9/146:30 pm
CHS
-
MDW
Nonstop2h 10m
Southwest
Deal found 7/27$242
This Kiwi.com deal was found by Cheapflights users on 7/31. 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.
Wed 8/265:59 pm
ORD
-
CHS
1 stop13h 39m
Multiple Airlines
Sun 9/62:53 pm
CHS
-
ORD
1 stop9h 15m
Multiple Airlines
Deal found 7/31$243
This Southwest deal was found by Cheapflights users on 7/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/286:15 pm
MDW
-
CHS
Nonstop2h 15m
Southwest
Thu 10/14:45 pm
CHS
-
MDW
1 stop4h 10m
Southwest
Deal found 7/27$243
This Kiwi.com deal was found by Cheapflights users on 7/31. 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.
Wed 8/265:59 pm
ORD
-
CHS
1 stop13h 39m
Multiple Airlines
Mon 8/312:16 pm
CHS
-
ORD
1 stop9h 52m
Multiple Airlines
Deal found 7/31$244
This Delta deal was found by Cheapflights users on 7/29. 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 10/271:23 pm
ORD
-
CHS
1 stop6h 35m
Delta
Fri 10/302:05 pm
CHS
-
ORD
1 stop6h 06m
Delta
Deal found 7/29$245

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 (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 August 1, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$237
(American Airlines)

One-way from

$99
(Kiwi.com)

Popular in

March

Cheapest in

January

Average price

$355

Good round-trip deal

$312 or less

Good one-way deal

$158 or less
Provider with most accurate pricing for Chicago (CHI)-Charleston flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Charleston flights.
Search Deals
From Chicago (CHI) to Charleston
Search Deals
One-way flight from Chicago (CHI) to Charleston
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($9 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2026
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

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 August 1, 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 - CHS

ORDCHS

Chicago O'Hare Intl

Sat 10/24

8:50 am-3:00 pm

1 stop5h 10m

Charleston

Tue 10/27

7:52 pm-11:39 pm

1 stop4h 47m

$240

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Sat 9/12

11:45 am-7:25 pm

2 stops6h 40m

Charleston

Tue 9/15

8:10 am-11:35 am

1 stop4h 25m

$245

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Sat 9/5

6:05 am-1:52 pm

1 stop6h 47m

Charleston

Sun 9/6

12:59 pm-4:59 pm

1 stop5h 00m

$257

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Sat 9/12

11:45 am-7:25 pm

2 stops6h 40m

Charleston

Sat 9/19

4:35 pm-7:20 pm

1 stop3h 45m

$262

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Fri 9/11

6:15 pm-9:30 pm

Nonstop2h 15m

Charleston

Mon 9/14

5:20 pm-10:00 pm

1 stop5h 40m

$268

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

Mon 10/19

10:39 am-2:04 pm

Nonstop2h 25m

Charleston

Thu 10/22

11:27 am-1:00 pm

Nonstop2h 33m

$279
Quickest round-trip

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Mon 9/14

6:15 pm-9:30 pm

Nonstop2h 15m

Charleston

Mon 9/21

6:30 pm-7:40 pm

Nonstop2h 10m

$279

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

Thu 9/24

6:10 pm-9:33 pm

Nonstop2h 23m

Charleston

Mon 9/28

7:53 pm-11:32 pm

1 stop4h 39m

$289

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Tue 9/15

12:45 pm-7:20 pm

1 stop5h 35m

Charleston

Tue 9/22

7:35 am-8:45 am

Nonstop2h 10m

$289

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Sat 8/29

3:05 pm-6:10 pm

Nonstop2h 05m

Charleston

Wed 9/2

1:25 pm-6:45 pm

1 stop6h 20m

$289

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 43 resultsSorted by cheapest first
1
2
3
...
5

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 August.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 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 flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Charleston flight deals on Cheapflights vs. FlightHub >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 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 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?

Currently, September is the cheapest month in which you can book a flight from Chicago to Charleston (average of $363). Flying from Chicago to Charleston in April is currently the most expensive (average of $418). 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 August 1, 2026.

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 17% versus a flight in the evening.

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 August 1, 2026.

The most flights from CHI to CHS are scheduled on a Thursday (21 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (9 on average).

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

Airfare is below average for this route at the moment.
Chicago to Charleston flights typically cost between $291 and $457 in October.
The cheapest round-trip price found within the last 5 days was $237 on American Airlines (Oct 22-Oct 27).

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

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 24 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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 July 25, 2026.

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. Thursday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

The best insider tips for Chicago to Charleston flights

AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago to Charleston trip
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD, MDW and CHS

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 August 1, 2026.
Read reviews from past customers who have flown Southwest,United Airlines, andAmerican 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
4,229 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Southwest
8.0
Very good
4,229 reviews
Southwest
8.0
Very good
4,229 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
United Airlines
7.4
Good
10,062 reviews
Southwest
8.0
Very good
4,229 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
American Airlines
7.1
Good
11,845 reviews
Southwest
8.0
Very good
4,229 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore 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 14 inbound flights from Chicago per day. 3 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 05m. The distance between Chicago and Charleston is about 745 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 Southwest is currently your cheapest option to Charleston, with prices starting at $245. Additional round-trip tickets that might be worth considering are offered by United Airlines and American Airlines, with the lowest prices starting at $249 and $250, respectively. You may be able to fly from Chicago to Charleston for 35% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Chicago to Charleston one-way?

    To fly one-way, consider booking your trip with American Airlines, which is currently one of the cheapest options available, starting at $118. United Airlines flights start at $124 while deals on Southwest start at $160 one-way.

  • 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 ANA (79%), Air Canada (79%) or Air New Zealand (79%) 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 $118. While the most popular route (Chicago O'Hare Intl - Charleston) can be booked for $203 on average, our data indicates $351 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, September is the cheapest month in which you can book a flight from Chicago to Charleston (average of $363). Flying from Chicago to Charleston in April is currently the most expensive (average of $418). 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
Santee
Summerville
Walterboro
Mount Pleasant
Goose Creek
Edisto Beach

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Charleston

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Charlotte flights
O'Hare Intl to Charleston flights
O'Hare Intl to Myrtle Beach flights
O'Hare Intl to Savannah flights
O'Hare Intl to Greenville flights
Midway to Charlotte flights
Midway to Myrtle Beach flights
Midway to Charleston flights
O'Hare Intl to Columbia flights
St. Louis to Charlotte flights
Midway to Greenville flights
O'Hare Intl to Hilton Head Island flights
Moline to Charlotte flights
Midway to Savannah flights
St. Louis to Myrtle Beach flights
St. Louis to Charleston flights
Peoria to Charlotte flights
Midway to Columbia flights
St. Louis to Savannah flights
Moline to Savannah flights
O'Hare Intl to Augusta flights
Peoria to Charleston flights
Moline to Charleston flights
St. Louis to Greenville flights
Midway to Augusta flights
Moline to Myrtle Beach flights
St. Louis to Hilton Head Island flights
Peoria to Myrtle Beach flights
Peoria to Savannah flights
St. Louis to Columbia flights
Bloomington to Columbia flights
Evansville to Savannah flights
Bloomington to Savannah flights
Moline to Greenville flights
Bloomington to Charleston flights
Moline to Columbia flights
Bloomington to Charlotte flights
Peoria to Columbia flights
Peoria to Greenville flights
Evansville to Charlotte flights
Springfield to Myrtle Beach flights
Bloomington to Myrtle Beach flights
St. Louis to Augusta flights
Evansville to Charleston flights
Springfield to Savannah flights
O'Hare Intl to Florence flights
Peoria to Hilton Head Island flights
Champaign to Augusta flights

Top 3 airlines flying from Chicago to Charleston

Discover the top 3 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 August 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$245Average$406FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$249Average$402FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$250Average$371FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.