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$137+ 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 7/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CHS
May 18 — May 251
Sun 5/18
Sun 5/25
1 adult, Economy
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Find cheap flights from Chicago to Charleston with Cheapflights

1. Tell us where you want to go

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2. Select your favorite providers

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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 May 13, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$270
(Mytrip)

One-way from

$137
(American Airlines)

Popular in

December

Cheapest in

August

Average price

$412

Good round-trip deal

$285 or less

Good one-way deal

$173 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
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Highest demand for flights based on searches. 12% potential increase in price ($56 potential increase over avg. RT price).
Search Deals
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 May 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 May 13, 2025.

This Mytrip deal was found by Cheapflights users on 5/12. 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 6/109:14 pmORD - CHS
2 stops24h 43mSpirit Airlines
Sat 6/149:42 amCHS - ORD
1 stop15h 03mSpirit Airlines
Deal found 5/12$269
This United Airlines deal was found by Cheapflights users on 5/12. 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.
Sat 5/316:14 pmORD - CHS
Nonstop2h 18mUnited Airlines
Wed 6/411:30 amCHS - ORD
Nonstop2h 31mUnited Airlines
Deal found 5/12$279
This Southwest deal was found by Cheapflights users on 5/12. 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.
Tue 6/101:00 pmMDW - CHS
Nonstop2h 05mSouthwest
Sat 6/145:45 amCHS - MDW
Nonstop2h 10mSouthwest
Deal found 5/12$279
This Delta deal was found by Cheapflights users on 5/12. 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 6/2811:00 amORD - CHS
1 stop4h 07mDelta
Tue 7/16:16 pmCHS - ORD
1 stop6h 43mDelta
Deal found 5/12$286
This Delta deal was found by Cheapflights users on 5/12. 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 6/289:24 amMDW - CHS
1 stop5h 43mDelta
Wed 7/26:16 pmCHS - MDW
1 stop4h 29mDelta
Deal found 5/12$286
This Mytrip deal was found by Cheapflights users on 5/12. 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 6/912:45 pmORD - CHS
2 stops18h 43mMultiple Airlines
Thu 6/127:03 amCHS - ORD
1 stop24h 34mMultiple Airlines
Deal found 5/12$296
This American Airlines deal was found by Cheapflights users on 5/12. 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.
Sun 8/319:20 amORD - CHS
1 stop5h 17mAmerican Airlines
Thu 9/412:54 pmCHS - ORD
1 stop3h 58mAmerican Airlines
Deal found 5/12$298
This Mytrip deal was found by Cheapflights users on 5/12. 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 6/68:05 amMDW - CHS
2 stops22h 59mMultiple Airlines
Sun 6/89:43 amCHS - MDW
2 stops35h 03mMultiple Airlines
Deal found 5/12$316
This Southwest deal was found by Cheapflights users on 5/12. 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.
Thu 8/141:50 pmORD - CHS
1 stop7h 10mSouthwest
Sun 8/176:50 amCHS - ORD
1 stop6h 00mSouthwest
Deal found 5/12$346

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 May 13, 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

Thu 6/5

5:05 am-1:08 pm

2 stops31h 03m

Charleston

Sun 6/8

9:43 am-11:50 am

3 stops27h 07m

$270

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

Fri 10/17

6:20 am-2:36 pm

1 stop7h 16m

Charleston

Mon 10/20

7:26 pm-2:34 pm

1 stop20h 08m

$274

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

Sat 6/28

5:00 am-11:55 am

1 stop5h 55m

Charleston

Wed 7/2

7:22 am-8:55 am

Nonstop2h 33m

$276

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

Sat 5/31

7:30 am-10:56 am

Nonstop2h 26m

Charleston

Wed 6/4

11:30 am-1:01 pm

Nonstop2h 31m

$279

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Tue 6/10

1:00 pm-4:05 pm

Nonstop2h 05m

Charleston

Sat 6/14

5:45 am-6:55 am

Nonstop2h 10m

$279

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

Sat 6/28

11:00 am-4:07 pm

1 stop4h 07m

Charleston

Tue 7/1

6:16 pm-11:59 pm

1 stop6h 43m

$286

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Sat 6/28

9:24 am-4:07 pm

1 stop5h 43m

Charleston

Wed 7/2

6:16 pm-9:45 pm

1 stop4h 29m

$286

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Fri 6/6

8:05 am-8:04 am

2 stops22h 59m

Charleston

Sun 6/8

9:43 am-7:46 pm

2 stops35h 03m

$316

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

Sat 5/31

1:30 pm-9:15 pm

1 stop6h 45m

Charleston

Wed 6/4

6:30 am-9:30 pm

2 stops16h 00m

$345

ChicagoCharleston

ORD - CHS

ORDCHS

Chicago O'Hare Intl

Sat 7/5

5:00 am-11:57 am

1 stop5h 57m

$137

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/12

Showing 1-10 of 24 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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy2 starsTrust 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 Mytrip to be most consistent on Cheapflights vs. Mytrip Users can find the same prices on Chicago-Charleston flight deals on Cheapflights vs. Mytrip >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 Mytrip the most. Mytrip 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 May 9, 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 May 13, 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 15% 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 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 May 13, 2025.

The most flights from CHI to CHS are scheduled on a Monday (19 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (13 on average).

Rainfall in Charleston by month

Plan your trip to Charleston by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Charleston ranges from 2.4 - 7.2 inches per month. August is typically the wettest month, when rainfall can reach 7.2 in. November is typically the driest time to visit Charleston when rainfall is around 2.4 in.

Temperature in Charleston by month

Plan your trip to Charleston by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Charleston, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 48.2 F).

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 May 13, 2025.
To help decide which airline to fly from Chicago to Charleston, see what other customers have to say about Alaska Airlines, Southwest and Delta. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,290 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,950 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Avelo Airlines
7.5
Good
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,724 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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.

  • 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 $270. Additional round-trip tickets that might be worth considering are offered by American Airlines and United Airlines, with the lowest prices starting at $276 and $279, respectively. You may be able to fly from Chicago to Charleston for 33% 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 $137. Delta flights start at $137 while deals on JetBlue start at $138 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 (96%), American Airlines (85%) or Envoy Air (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 $126. While the most popular route (Chicago O'Hare Intl - Charleston) can be booked for $192 on average our data indicates $393 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 May 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$101Average$181FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$228Average$406FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$246Average$372FlexibilityNo cancel feeOn-time71%
DeltaCheapest$256Average$368FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$257Average$362FlexibilityNo cancel feeOn-time63%

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