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$69+ 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 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CHS
jul. 7 — jul. 141
lun. 7/7
lun. 7/14
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Charleston are usually found in August or September, booked 68 days in advance, depart on a Tuesday or Saturday 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 julio 2, 2025.

Round-trip from

$262
(American Airlines)

One-way from

$69
(Priceline)

Popular in

December

Cheapest in

August

Average price

$367

Good round-trip deal

$271 or less

Good one-way deal

$170 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 ($56 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 July 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 julio 2, 2025.

This American Airlines deal was found by Cheapflights users on 7/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 7/318:24 pmORD - CHS
Nonstop2h 35mAmerican Airlines
mié. 8/65:10 pmCHS - ORD
Nonstop2h 36mAmerican Airlines
Deal found 7/1$262
This United Airlines deal was found by Cheapflights users on 7/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/16:15 pmORD - CHS
Nonstop2h 18mUnited Airlines
mié. 8/63:54 pmCHS - ORD
Nonstop2h 39mUnited Airlines
Deal found 7/1$263
This Southwest deal was found by Cheapflights users on 7/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/257:35 pmMDW - CHS
Nonstop2h 05mSouthwest
dom. 9/288:40 amCHS - MDW
Nonstop2h 10mSouthwest
Deal found 7/1$263
This Justfly.com deal was found by Cheapflights users on 6/30. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/1811:45 amORD - CHS
1 stop6h 20mSpirit Airlines
dom. 9/218:10 pmCHS - ORD
1 stop15h 30mSpirit Airlines
Deal found 6/30$264
This Delta deal was found by Cheapflights users on 6/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/151:35 pmORD - CHS
1 stop7h 29mDelta
dom. 10/195:30 amCHS - ORD
1 stop4h 04mDelta
Deal found 6/30$270
This Delta deal was found by Cheapflights users on 6/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/116:42 pmMDW - CHS
1 stop4h 09mDelta
dom. 8/178:00 amCHS - MDW
1 stop4h 48mDelta
Deal found 6/30$270
This Mytrip deal was found by Cheapflights users on 7/1. 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.
sáb. 7/265:05 amORD - CHS
1 stop14h 48mMultiple Airlines
mié. 7/307:00 amCHS - ORD
1 stop16h 32mMultiple Airlines
Deal found 7/1$278
This Southwest deal was found by Cheapflights users on 7/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/97:30 amORD - CHS
2 stops9h 35mSouthwest
mar. 8/128:35 amCHS - ORD
2 stops13h 55mSouthwest
Deal found 7/1$280

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 julio 2, 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

jue. 9/4

7:15 am-10:40 am

Nonstop2h 25m

Charleston

lun. 9/8

7:45 pm-11:15 pm

1 stop4h 30m

$261

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

jue. 7/31

8:24 pm-11:59 pm

Nonstop2h 35m

Charleston

mié. 8/6

5:10 pm-6:46 pm

Nonstop2h 36m

$262

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

jue. 9/25

7:35 pm-10:40 pm

Nonstop2h 05m

Charleston

dom. 9/28

8:40 am-9:50 am

Nonstop2h 10m

$263

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

jue. 9/18

11:45 am-7:05 pm

1 stop6h 20m

Charleston

dom. 9/21

8:10 pm-10:40 am

1 stop15h 30m

$264

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

lun. 8/11

6:42 pm-11:51 pm

1 stop4h 09m

Charleston

dom. 8/17

8:00 am-11:48 am

1 stop4h 48m

$270

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

sáb. 7/26

5:05 am-8:53 pm

1 stop14h 48m

Charleston

mié. 7/30

7:00 am-10:32 pm

1 stop16h 32m

$278

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

sáb. 8/9

7:30 am-6:05 pm

2 stops9h 35m

Charleston

mar. 8/12

8:35 am-9:30 pm

2 stops13h 55m

$280

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

sáb. 7/26

2:00 pm-9:54 pm

1 stop6h 54m

Charleston

sáb. 8/2

7:10 am-10:16 am

1 stop4h 06m

$295

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

jue. 9/11

6:10 am-2:31 pm

1 stop7h 21m

$69

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

jue. 9/4

8:15 am-2:31 pm

1 stop5h 16m

$69

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

Showing 1-10 of 19 results
1
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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 June 27, 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, 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 julio 2, 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 Saturday at noon when fares are most often at their lowest. Thursday afternoons 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 julio 2, 2025.

The most flights from CHI to CHS are scheduled on a Monday (18 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 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 julio 2, 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
4,272 reviews

Food

7.0

Boarding

8.2

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,272 reviews
Southwest
8.0
Very good
4,272 reviews

Food

7.0

Boarding

8.2

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,975 reviews
Southwest
8.0
Very good
4,272 reviews

Food

7.0

Boarding

8.2

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,861 reviews
Southwest
8.0
Very good
4,272 reviews

Food

7.0

Boarding

8.2

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,272 reviews

Food

7.0

Boarding

8.2

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Allegiant Air
7.2
Good
709 reviews
Southwest
8.0
Very good
4,272 reviews

Food

7.0

Boarding

8.2

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 9 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 American Airlines is currently your cheapest option to Charleston, with prices starting at $262. Additional round-trip tickets that might be worth considering are offered by United Airlines and Southwest, with the lowest prices starting at $263 and $263, 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 Frontier, which is currently one of the cheapest options available, starting at $69. American Airlines flights start at $91 while deals on Southwest start at $91 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 Republic Airways (100%), United Airlines (89%) or Air Canada (88%) 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 $107. While the most popular route (Chicago O'Hare Intl - Charleston) can be booked for $181 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, 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 Chicago?

Book flights to Chicago if you plan to visit one of these locations
North Charleston
Summerville
Walterboro
Mount Pleasant
Isle of Palms
Folly Beach
Santee
Edisto Beach

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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 julio 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$124Average$198FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$234Average$366FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$257Average$363FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$258Average$418FlexibilityNo cancel feeOn-time69%
DeltaCheapest$290Average$358FlexibilityNo cancel feeOn-timeN/A

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