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$73+ 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 11/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CHS
Aug 22 — Aug 291
Fri 8/22
Fri 8/29
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Charleston are usually found in August or September, booked 85 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 August 17, 2025.

Round-trip from

$196
(Mytrip)

One-way from

$73
(Priceline)

Popular in

December

Cheapest in

August

Average price

$336

Good round-trip deal

$230 or less

Good one-way deal

$90 or less
From Chicago (CHI) to Charleston
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One-way flight from Chicago (CHI) to Charleston
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Highest demand for flights based on searches. 12% potential increase in price ($59 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Charleston.
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Price to beat on a one-way flight from Chicago (CHI) to Charleston.
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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 August 17, 2025.

This Mytrip deal was found by Cheapflights users on 8/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/186:44 pmORD - CHS
2 stops21h 23mSpirit Airlines
Mon 9/2210:10 amCHS - ORD
1 stop8h 29mSpirit Airlines
Deal found 8/16$196
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/116:44 pmORD - CHS
1 stop13h 21mSpirit Airlines
Mon 9/1510:10 amCHS - ORD
2 stops25h 08mSpirit Airlines
Deal found 8/16$197
This FlightHub deal was found by Cheapflights users on 8/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/182:45 pmORD - CHS
1 stop22h 45mFrontier
Sun 10/263:25 pmCHS - ORD
1 stop27h 15mFrontier
Deal found 8/17$198
This FlightHub deal was found by Cheapflights users on 8/15. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/75:59 pmORD - CHS
1 stop15h 46mSpirit Airlines
Mon 11/105:40 pmCHS - ORD
1 stop16h 43mSpirit Airlines
Deal found 8/15$200
This FlightHub deal was found by Cheapflights users on 8/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/108:22 pmORD - CHS
1 stop19h 13mMultiple Airlines
Sun 11/165:40 pmCHS - ORD
1 stop7h 02mMultiple Airlines
Deal found 8/17$201
This FlightHub deal was found by Cheapflights users on 8/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/116:44 pmORD - CHS
1 stop13h 21mSpirit Airlines
Sun 9/1412:08 pmCHS - ORD
1 stop23h 44mSpirit Airlines
Deal found 8/17$202
This FlightHub deal was found by Cheapflights users on 8/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/46:10 amORD - CHS
1 stop7h 21mMultiple Airlines
Sun 9/712:08 pmCHS - ORD
1 stop23h 44mMultiple Airlines
Deal found 8/17$203
This FlightHub deal was found by Cheapflights users on 8/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/26:44 pmORD - CHS
1 stop13h 21mSpirit Airlines
Mon 10/610:31 amCHS - ORD
1 stop8h 53mSpirit Airlines
Deal found 8/17$204
This JetBlue deal was found by Cheapflights users on 8/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/279:51 amORD - CHS
1 stop8h 46mJetBlue
Wed 10/11:02 pmCHS - ORD
1 stop6h 53mJetBlue
Deal found 8/17$205
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/227:29 pmORD - CHS
1 stop12h 57mMultiple Airlines
Mon 10/2710:31 amCHS - ORD
2 stops14h 10mMultiple Airlines
Deal found 8/16$206
This FlightHub deal was found by Cheapflights users on 8/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/237:29 pmORD - CHS
1 stop12h 57mSpirit Airlines
Thu 10/3010:31 amCHS - ORD
1 stop25h 16mSpirit Airlines
Deal found 8/16$208
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 10/157:29 pmORD - CHS
1 stop12h 57mSpirit Airlines
Sun 10/1910:31 amCHS - ORD
2 stops31h 50mSpirit Airlines
Deal found 8/17$209

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 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 - CHS

ORDCHS

Chicago O'Hare Intl

Wed 10/22

7:29 pm-9:26 am

1 stop12h 57m

Charleston

Mon 10/27

10:31 am-4:53 pm

1 stop7h 22m

$196

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

Thu 9/18

6:44 pm-5:07 pm

2 stops21h 23m

Charleston

Mon 9/22

10:10 am-5:39 pm

1 stop8h 29m

$196

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

Fri 11/7

5:59 pm-10:45 am

1 stop15h 46m

Charleston

Mon 11/10

5:40 pm-9:23 am

1 stop16h 43m

$200

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

Sun 9/14

6:10 am-2:31 pm

1 stop7h 21m

Charleston

Sun 9/21

12:08 pm-10:52 am

1 stop23h 44m

$201

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

Mon 11/10

8:22 pm-4:35 pm

1 stop19h 13m

Charleston

Sun 11/16

5:40 pm-11:42 pm

1 stop7h 02m

$201

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

Sat 9/20

5:45 pm-10:45 am

2 stops16h 00m

Charleston

Mon 9/22

10:10 am-5:39 pm

1 stop8h 29m

$201

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

Wed 10/1

6:44 pm-10:45 am

1 stop15h 01m

Charleston

Wed 10/8

7:36 pm-6:24 pm

2 stops23h 48m

$202

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

Thu 9/11

11:57 am-9:05 am

1 stop20h 08m

Charleston

Sun 9/14

12:08 pm-10:52 am

1 stop23h 44m

$202

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

Sat 9/20

10:35 am-2:07 pm

Nonstop2h 32m

Charleston

Wed 9/24

11:37 am-1:05 pm

Nonstop2h 28m

$203

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

Wed 11/12

5:59 pm-10:45 am

1 stop15h 46m

Charleston

Sun 11/16

5:40 pm-11:42 pm

1 stop7h 02m

$204

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/15

Showing 1-10 of 35 results
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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

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 August 8, 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 85 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, August is the cheapest month in which you can book a flight from Chicago to Charleston (average of $217). Flying from Chicago to Charleston in March is currently the most expensive (average of $335). 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 17, 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 in the evening, which can drop the price by up to 13% versus a flight in the afternoon.

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 Monday evenings when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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

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 17, 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
4,246 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,986 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,919 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Spirit Airlines
6.3
Okay
8,038 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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 8 inbound flights from Chicago per day. 5 airlines have flights to Charleston from Chicago on a regular basis.

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

    Flying on Spirit Airlines is currently your cheapest option to Charleston, with prices starting at $132. Additional round-trip tickets that might be worth considering are offered by Delta and American Airlines, with the lowest prices starting at $149 and $211, respectively. You may be able to fly from Chicago to Charleston for 67% 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 (94%), Alaska Airlines (85%) or United 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 $90. While the most popular route (Chicago O'Hare Intl - Charleston) can be booked for $166 on average our data indicates $378 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, August is the cheapest month in which you can book a flight from Chicago to Charleston (average of $217). Flying from Chicago to Charleston in March is currently the most expensive (average of $335). 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
Mount Pleasant
Isle of Palms
Santee
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 August 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$124Average$199FlexibilityNo cancel feeOn-time65%
DeltaCheapest$149Average$333FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$213Average$357FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$252Average$423FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$257Average$360FlexibilityNo cancel feeOn-time63%

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