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$57+ 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 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CHS
feb. 7 — feb. 141
sáb. 2/7
sáb. 2/14
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 84 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 enero 8, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$292
(American Airlines)

One-way from

$57
(Cheapflightsfares)

Popular in

March

Cheapest in

August

Average price

$369

Good round-trip deal

$350 or less

Good one-way deal

$150 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. 5% potential increase in price ($21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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.
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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 enero 8, 2026.

This American Airlines deal was found by Cheapflights users on 1/7. 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.
lun. 3/238:20 amORD - CHS
Nonstop2h 14mAmerican Airlines
vie. 3/2712:25 pmCHS - ORD
Nonstop2h 30mAmerican Airlines
Deal found 1/7$292
This Cheapflightsfares deal was found by Cheapflights users on 1/7. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 2/197:00 amORD - CHS
1 stop9h 40mSpirit Airlines
dom. 2/225:00 pmCHS - ORD
1 stop8h 40mSpirit Airlines
Deal found 1/7$293
This Kiwi.com deal was found by Cheapflights users on 1/6. 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.
jue. 2/51:00 pmMDW - CHS
1 stop18h 43mMultiple Airlines
jue. 2/128:00 amCHS - MDW
2 stops15h 34mMultiple Airlines
Deal found 1/6$293
This Southwest deal was found by Cheapflights users on 1/7. 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.
mar. 2/172:45 pmMDW - CHS
Nonstop2h 00mSouthwest
vie. 2/207:30 pmCHS - MDW
Nonstop2h 15mSouthwest
Deal found 1/7$294
This Mytrip deal was found by Cheapflights users on 1/7. 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.
vie. 1/239:23 amORD - CHS
3 stops31h 13mSpirit Airlines
dom. 1/255:05 pmCHS - ORD
2 stops25h 47mSpirit Airlines
Deal found 1/7$295
This Delta deal was found by Cheapflights users on 1/7. 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. 3/235:59 pmORD - CHS
1 stop5h 17mDelta
vie. 3/272:26 pmCHS - ORD
1 stop5h 23mDelta
Deal found 1/7$296
This Delta deal was found by Cheapflights users on 1/8. 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.
sáb. 3/141:10 pmMDW - CHS
1 stop3h 39mDelta
jue. 3/196:30 amCHS - MDW
1 stop4h 26mDelta
Deal found 1/8$296
This Kiwi.com deal was found by Cheapflights users on 1/6. 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.
dom. 3/295:53 pmORD - CHS
1 stop21h 14mSpirit Airlines
mié. 4/15:02 pmCHS - ORD
1 stop7h 31mSpirit Airlines
Deal found 1/6$297
This Southwest deal was found by Cheapflights users on 1/7. 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. 2/78:20 amMDW - CHS
2 stops9h 20mSouthwest
jue. 2/127:55 amCHS - MDW
2 stops6h 25mSouthwest
Deal found 1/7$297
This American Airlines deal was found by Cheapflights users on 1/6. 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.
mié. 2/258:25 amORD - CHS
Nonstop2h 14mAmerican Airlines
dom. 3/17:21 pmCHS - ORD
1 stop6h 34mAmerican Airlines
Deal found 1/6$298
This Southwest deal was found by Cheapflights users on 1/7. 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.
vie. 2/62:45 pmMDW - CHS
Nonstop2h 00mSouthwest
mar. 2/104:50 pmCHS - MDW
1 stop6h 15mSouthwest
Deal found 1/7$298
This United Airlines deal was found by Cheapflights users on 1/8. 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.
sáb. 2/78:58 amORD - CHS
Nonstop2h 34mUnited Airlines
sáb. 2/141:11 pmCHS - ORD
Nonstop2h 43mUnited Airlines
Deal found 1/8$299

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 enero 8, 2026.
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

mar. 2/17

9:00 am-12:30 pm

Nonstop2h 30m

Charleston

vie. 2/20

10:05 am-2:20 pm

1 stop5h 15m

$298

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

vie. 2/6

8:58 am-12:32 pm

Nonstop2h 34m

Charleston

mar. 2/10

7:45 pm-11:39 pm

1 stop4h 54m

$298

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

mar. 3/24

6:04 pm-9:16 pm

Nonstop2h 12m

Charleston

sáb. 3/28

6:00 am-7:32 am

Nonstop2h 32m

$300

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

vie. 2/13

3:50 pm-6:55 pm

Nonstop2h 05m

Charleston

lun. 2/16

7:30 pm-8:45 pm

Nonstop2h 15m

$301

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

mié. 2/25

6:15 pm-9:27 pm

Nonstop2h 12m

Charleston

mar. 3/17

8:15 am-9:50 am

Nonstop2h 35m

$301

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

mié. 1/28

8:58 am-12:32 pm

Nonstop2h 34m

Charleston

mié. 2/18

5:05 pm-6:40 pm

Nonstop2h 35m

$301

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

mié. 2/18

10:35 am-1:52 pm

Nonstop2h 17m

Charleston

mar. 3/10

8:15 am-9:50 am

Nonstop2h 35m

$301

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

mié. 1/28

8:58 am-12:32 pm

Nonstop2h 34m

Charleston

jue. 2/19

10:00 am-11:35 am

Nonstop2h 35m

$302

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

lun. 2/23

9:00 am-12:30 pm

Nonstop2h 30m

Charleston

mar. 3/10

8:15 am-9:50 am

Nonstop2h 35m

$302

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

lun. 1/26

10:36 am-2:02 pm

Nonstop2h 26m

Charleston

mié. 2/4

10:15 am-11:44 am

Nonstop2h 29m

$302

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/6

Showing 1-10 of 44 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 January.
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 January 2, 2026.

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 84 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 $234). 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 enero 8, 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 6% 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 August 10, 2025.

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 enero 8, 2026.

The most flights from CHI to CHS are scheduled on a Wednesday (17 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (7 on average).

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
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 enero 8, 2026.
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
4,248 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,025 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,139 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,095 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Spirit Airlines
6.3
Okay
8,287 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 15 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 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 Spirit Airlines is currently your cheapest option to Charleston, with prices starting at $136. Additional round-trip tickets that might be worth considering are offered by Delta and American Airlines, with the lowest prices starting at $149 and $220, respectively. You may be able to fly from Chicago to Charleston for 63% 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 United Airlines, which is currently one of the cheapest options available, starting at $124. American Airlines flights start at $133 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 Emirates (80%), Envoy Air (79%) or Qatar Airways (74%) 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 $124. While the most popular route (Chicago O'Hare Intl - Charleston) can be booked for $100 on average, our data indicates $285 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 $234). 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
Isle of Palms
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 enero 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$149Average$200FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$157Average$185FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$222Average$363FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$237Average$408FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$245Average$321FlexibilityNo cancel feeOn-time63%

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