How many flights from Chicago to Charleston are non-stop?

In the trailing 90 days, approximately 42.9% of flights from Chicago to Charleston were non-stop. For flights that include stopovers, the median number of stops was 2. Travelers prioritizing direct routes should be aware of this distribution when planning their journey.

How long does it take to fly from Chicago to Charleston?

The typical direct flight from Chicago to Charleston has a duration of 2 hours and 23 minutes, covering a distance of 1224 kilometers. Flights with one stop generally take longer, with a median duration of 5 hours and 50 minutes. Travelers should factor in these times when planning their itinerary, especially if considering connecting flights.

How often do cheap flights from Chicago to Charleston come up?

Historically, cheap flights from Chicago to Charleston come up with regular frequency. This route is classified as having a consistent availability of deals. Travelers can typically find favorable prices when planning their trips.

Flights From Chicago

To Charleston

Cheap Flights from Chicago to Charleston

Browse current best options from Chicago. Become a member to unlock all deals and get alerts when new deals appear.

Deals from

Chicago

RatePunk searches hundreds of travel sites at once for deals on flights to Charleston

Prices updated 1 day ago

461 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated Sep 14, 2026.)

Today’s best flight deals from Chicago to Charleston

Explore current cheapest deals departing from Chicago to Charleston

2026-10-20 – 2026-10-24
CHI - Charleston
68% AI deal score
$318
$245
Round trip
2026-11-07 – 2026-11-11
CHI - Charleston
50% AI deal score
$295
$256
Round trip
2026-11-09 – 2026-11-11
CHI - Charleston
50% AI deal score
$295
$257
Round trip
2026-10-31 – 2026-11-11
CHI - Charleston
45% AI deal score
$251
$260
Round trip
2026-10-29 – 2026-11-11
CHI - Charleston
44% AI deal score
$248
$262
Round trip
2026-11-05 – 2026-11-11
CHI - Charleston
47% AI deal score
$279
$266
Round trip
2026-10-26 – 2026-11-11
CHI - Charleston
44% AI deal score
$242
$268
Round trip
2026-10-19 – 2026-11-11
CHI - Charleston
44% AI deal score
$236
$272
Round trip
2026-10-31 – 2026-11-04
CHI - Charleston
48% AI deal score
$295
$272
Round trip
2026-10-02 – 2026-10-06
CHI - Charleston
48% AI deal score
$307
$275
Round trip

Chicago to Charleston: Overview

Insights for flights from Chicago to Charleston

Flights from Chicago to Charleston typically range from $317–$728, with a median fare of $369. Right now, fares are above the typical level, and about 5% of recent fares were considered a good price. New deals show up several times a week, making it beneficial to monitor prices for cheap flights from Chicago to Charleston.

When looking for the cheapest time to fly from Chicago to Charleston, November stands out with a median fare of just $162. Other cost-effective months include January, with a median fare of $287, and February, where the median fare is $313.

For direct flights from Chicago to Charleston, 42.9% of recent itineraries were non-stop. This indicates a mixed availability of direct options. For itineraries that include connections, the typical number of stopovers is 2.

A typical journey from Chicago to Charleston takes approximately 2h 23m, including connections. While the non-stop flight time is also 2h 23m, connecting flights can extend the travel duration significantly, with a median connecting journey time of 20h 6m.

The route from Chicago to Charleston covers a distance of 1224 kilometers, classifying it as a short-haul flight. This distance typically means a relatively quick travel experience, especially for direct flights.

How much is a round trip from Chicago to Charleston

Regular price: $195 - $384

Prices are currently within the regular range for flights from Chicago to Charleston.

The regular price range for flights from Chicago to Charleston is between $195 and $384. The current lowest deal is $218 with Frontier Airlines, for travel from Oct 20-Nov 11.

now $218

Low $195

High $384

The cheapest time to fly from Chicago to Charleston

The cheapest month to fly from Chicago to Charleston is November, with a median price of $175. The most expensive month is May, with a median price of $764. Prices are generally lower from January to December.

November

Cheapest

Flights from $175

May

Most Expensive

Flights from $764

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Chicago to Charleston

United Airlines

Last-minute flights going from Chicago to Charleston

Wed, Sep 16

⌛ Last-Minute

MDW - Charleston

Chicago (MDW) - Charleston (CHS)

Southwest Airlines

$609

$505

One-way

Sat, Sep 19

⌛ Last-Minute

ORD - Charleston

Chicago (ORD) - Charleston (CHS)

Frontier Airlines

$516

$476

One-way

Wed, Sep 23

⌛ Last-Minute

ORD - Charleston

Chicago (ORD) - Charleston (CHS)

Frontier Airlines

$351

$319

One-way

Sat, Sep 26

⌛ Last-Minute

ORD - Charleston

Chicago (ORD) - Charleston (CHS)

Frontier Airlines

$356

$355

One-way

Mon, Sep 28

⌛ Last-Minute

MDW - Charleston

Chicago (MDW) - Charleston (CHS)

Frontier Airlines

$634

$304

One-way

Thu, Oct 1

⌛ Last-Minute

ORD - Charleston

Chicago (ORD) - Charleston (CHS)

American Airlines

$164

$318

One-way

Biggest price drops on these dates for flights from Chicago to Charleston

2 nights

Sep 28 - Sep 30

$603 → $306

49%

2 nights

Sep 14 - Sep 16

$607 → $509

16%

1 night

Sep 16 - Sep 17

$583 → $508

13%

3 nights

Sep 14 - Sep 17

$598 → $526

12%

Popular Airports to fly from Chicago to Charleston

Chicago - Charleston route insights

💸 Price insights

Recent fares are above the typical level

Recent fares for Chicago to Charleston are above the typical level at $218.

📅 Best time to fly

November is historically cheapest at $162

Historically, November is the cheapest month to fly from Chicago to Charleston at $162.

⏱️ Flight duration

Direct flights take 2h 23m

Direct flights from Chicago to Charleston typically take 2 hours and 23 minutes.

✈️ Airlines & availability

42.9% of recent flights are direct

Historically, 42.9% of recent flights from Chicago to Charleston have been direct.

🏆 Airline highlight

Frontier Airlines offers a recent deal

Frontier Airlines recently offered a deal for $218 from Chicago to Charleston.

🎯 Booking tip

Deals are regular on this route

Deals on flights from Chicago to Charleston are typically available on a regular basis.

Chicago main airports to depart from

Chicago Midway International (MDW)

Cheapest

Consider Chicago Midway International for flights from Chicago to Charleston, offering competitive prices.

📍 ~14 km from Chicago city center (reachable by car or train)

💸 Flights from ~$236

Chicago Rockford International (RFD)

Chicago Rockford International is an alternative departure option for your trip to Charleston.

📍 ~126 km from Chicago city center (reachable by car)

💸 Flights from ~$245

O Hare International (ORD)

O Hare International is a major airport for flights from Chicago to Charleston.

📍 ~25 km from Chicago city center (reachable by car or train)

💸 Flights from ~$236

Charleston main airports to arrive at

Charleston International (CHS)

Cheapest

Charleston International Airport is a convenient arrival option for flights from Chicago to Charleston.

📍 ~17 km from Charleston (reachable by car)

💸 Flights from ~$235

Airports nearby Charleston used as alternative

Savannah/Hilton Head International (SAV)

Savannah/Hilton Head International can be a useful alternative, especially if flight schedules overlap with CHS.

📍 ~135 km from Charleston (reachable by car)

💸 Flights from ~$200

Business & First Class Flight Deals to Charleston

Discover luxury on the budget with premium cabin class on flights from Chicago to Charleston.

Elite

Best Elite deals to Charleston

Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.

From ORD

Elite

Oct 10

Charleston, United States

83% AI deal score

$1,058

$543

Save $515

United Airlines

Business Class

From ORD

Elite

Oct 17

Charleston, United States

81% AI deal score

$1,372

$543

Save $829

United Airlines

Business Class

From ORD

Elite

Jan 27

Charleston, United States

81% AI deal score

$901

$543

Save $358

United Airlines

Business Class

From ORD

Elite

Dec 24

Charleston, United States

76% AI deal score

$792

$551

Save $241

United Airlines

Business Class

From ORD

Elite

Oct 31

Charleston, United States

75% AI deal score

$700

$533

Save $167

United Airlines

Business Class

From ORD

Elite

Dec 16

Charleston, United States

75% AI deal score

$704

$533

Save $171

United Airlines

Business Class

From ORD

Elite

Dec 25

Charleston, United States

75% AI deal score

$792

$568

Save $224

United Airlines

Business Class

From ORD

Elite

Oct 24

Charleston, United States

75% AI deal score

$801

$574

Save $227

United Airlines

Business Class

From ORD

Elite

Oct 06

Charleston, United States

74% AI deal score

$668

$533

Save $135

United Airlines

Business Class

From ORD

Elite

Oct 13

Charleston, United States

74% AI deal score

$667

$533

Save $134

United Airlines

Business Class

From ORD

Elite

Oct 16

Charleston, United States

74% AI deal score

$757

$568

Save $189

United Airlines

Business Class

From ORD

Elite

Oct 23

Charleston, United States

74% AI deal score

$786

$586

Save $200

United Airlines

Business Class

Frequently Asked Questions About Flights to Charleston

Historically, the best time to purchase tickets for flights from Chicago to Charleston is 60+ days before departure. During this period, the average price is typically around $302. Prices tend to increase as the departure date approaches, with flights booked 0-6 days out averaging $1187. For those planning ahead, booking more than two months in advance can lead to significant savings.

Across the trailing quarter, a good price for a flight from Chicago to Charleston is considered to be $317 or less. The median price for this route over the same period was $369. Prices can go higher, with 75% of tickets costing $728 or more. Travelers aiming for a budget-friendly trip should target prices at or below the $317 threshold.

Historically, November is the cheapest month to fly from Chicago to Charleston, with a median price of $162. January and February also offer relatively low prices, with median fares of $287 and $313, respectively. The annual median price for this route is $369. Planning your travel during these months can help secure more economical flights.

Related routes

More routes from Chicago

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Flights to Charleston from other cities

Flights from Copenhagen to Charleston Flights from Dublin to Charleston Flights from Glasgow to Charleston Flights from Istanbul to Charleston Flights from Madrid to Charleston Flights from Munich to Charleston Flights from New York to Charleston Flights from Philadelphia to Charleston Flights from Pittsburgh to Charleston Flights from Singapore to Charleston Flights from Vienna to Charleston Flights from Washington, D.C. to Charleston

Chicago to Charleston: Overview

Insights for flights from Chicago to Charleston

How much is a round trip from Chicago to Charleston

Regular price: $195 - $384

Prices are currently within the regular range for flights from Chicago to Charleston.

The regular price range for flights from Chicago to Charleston is between $195 and $384. The current lowest deal is $218 with Frontier Airlines, for travel from Oct 20-Nov 11.

now $218

Low $195

High $384

The cheapest time to fly from Chicago to Charleston

November

Cheapest

Flights from $175

May

Most Expensive

Flights from $764

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Chicago to Charleston

United Airlines

Last-minute flights going from Chicago to Charleston

Wed, Sep 16

⌛ Last-Minute

MDW - Charleston

Chicago (MDW) - Charleston (CHS)

Southwest Airlines

$609

$505

One-way

Sat, Sep 19

⌛ Last-Minute

ORD - Charleston

Chicago (ORD) - Charleston (CHS)

Frontier Airlines

$516

$476

One-way

Wed, Sep 23

⌛ Last-Minute

ORD - Charleston

Chicago (ORD) - Charleston (CHS)

Frontier Airlines

$351

$319

One-way

Sat, Sep 26

⌛ Last-Minute

ORD - Charleston

Chicago (ORD) - Charleston (CHS)

Frontier Airlines

$356

$355

One-way

Mon, Sep 28

⌛ Last-Minute

MDW - Charleston

Chicago (MDW) - Charleston (CHS)

Frontier Airlines

$634

$304

One-way

Thu, Oct 1

⌛ Last-Minute

ORD - Charleston

Chicago (ORD) - Charleston (CHS)

American Airlines

$164

$318

One-way

Biggest price drops on these dates for flights from Chicago to Charleston

2 nights

Sep 28 - Sep 30

$603 → $306

49%

2 nights

Sep 14 - Sep 16

$607 → $509

16%

1 night

Sep 16 - Sep 17

$583 → $508

13%

3 nights

Sep 14 - Sep 17

$598 → $526

12%

Popular Airports to fly from Chicago to Charleston

Chicago - Charleston route insights

💸 Price insights

Recent fares are above the typical level

Recent fares for Chicago to Charleston are above the typical level at $218.

📅 Best time to fly

November is historically cheapest at $162

Historically, November is the cheapest month to fly from Chicago to Charleston at $162.

⏱️ Flight duration

Direct flights take 2h 23m

Direct flights from Chicago to Charleston typically take 2 hours and 23 minutes.

✈️ Airlines & availability

42.9% of recent flights are direct

Historically, 42.9% of recent flights from Chicago to Charleston have been direct.

🏆 Airline highlight

Frontier Airlines offers a recent deal

Frontier Airlines recently offered a deal for $218 from Chicago to Charleston.

🎯 Booking tip

Deals are regular on this route

Deals on flights from Chicago to Charleston are typically available on a regular basis.

Chicago main airports to depart from

Chicago Midway International (MDW)

Cheapest

Consider Chicago Midway International for flights from Chicago to Charleston, offering competitive prices.

📍 ~14 km from Chicago city center (reachable by car or train)

💸 Flights from ~$236

Chicago Rockford International (RFD)

Chicago Rockford International is an alternative departure option for your trip to Charleston.

📍 ~126 km from Chicago city center (reachable by car)

💸 Flights from ~$245

O Hare International (ORD)

O Hare International is a major airport for flights from Chicago to Charleston.

📍 ~25 km from Chicago city center (reachable by car or train)

💸 Flights from ~$236

Charleston main airports to arrive at

Charleston International (CHS)

Cheapest

Charleston International Airport is a convenient arrival option for flights from Chicago to Charleston.

📍 ~17 km from Charleston (reachable by car)

💸 Flights from ~$235

Airports nearby Charleston used as alternative

Savannah/Hilton Head International (SAV)

Savannah/Hilton Head International can be a useful alternative, especially if flight schedules overlap with CHS.

Charleston, United States

74% AI deal score

$786

$586

Save $200

United Airlines

Business Class

Frequently Asked Questions About Flights to Charleston

Cheap Flights from Chicago to Charleston

Today’s best flight deals from Chicago to Charleston

Chicago to Charleston: Overview

Insights for flights from Chicago to Charleston

How much is a round trip from Chicago to Charleston

The cheapest time to fly from Chicago to Charleston

Direct flights from Chicago to Charleston

Last-minute flights going from Chicago to Charleston

Biggest price drops on these dates for flights from Chicago to Charleston

Popular Airports to fly from Chicago to Charleston

Chicago - Charleston route insights

Recent fares are above the typical level

November is historically cheapest at $162

Direct flights take 2h 23m

42.9% of recent flights are direct

Frontier Airlines offers a recent deal

Deals are regular on this route

Chicago main airports to depart from

Charleston main airports to arrive at

Airports nearby Charleston used as alternative

Business & First Class Flight Deals to Charleston

Best Elite deals to Charleston

Oct 10

Oct 17

Jan 27

Dec 24

Oct 31

Dec 16

Dec 25

Oct 24

Oct 06

Oct 13

Oct 16

Oct 23

Frequently Asked Questions About Flights to Charleston

When should I buy Chicago to Charleston tickets?

How much should a flight from Chicago to Charleston cost?

When is the cheapest time of year to fly from Chicago to Charleston?

How many flights from Chicago to Charleston are non-stop?

How long does it take to fly from Chicago to Charleston?

How often do cheap flights from Chicago to Charleston come up?

Related routes

More routes from Chicago

Flights to Charleston from other cities

Chicago to Charleston: Overview

Insights for flights from Chicago to Charleston

How much is a round trip from Chicago to Charleston

The cheapest time to fly from Chicago to Charleston

Direct flights from Chicago to Charleston

Last-minute flights going from Chicago to Charleston

Biggest price drops on these dates for flights from Chicago to Charleston

Popular Airports to fly from Chicago to Charleston

Chicago - Charleston route insights

Recent fares are above the typical level

November is historically cheapest at $162

Direct flights take 2h 23m

42.9% of recent flights are direct

Frontier Airlines offers a recent deal

Deals are regular on this route

Chicago main airports to depart from

Charleston main airports to arrive at

Airports nearby Charleston used as alternative

Business & First Class Flight Deals to Charleston

Best Elite deals to Charleston

Oct 10

Oct 17

Jan 27

Dec 24

Oct 31

Dec 16

Dec 25

Oct 24

Oct 06

Oct 13

Oct 16

Oct 23

Frequently Asked Questions About Flights to Charleston

When should I buy Chicago to Charleston tickets?

How much should a flight from Chicago to Charleston cost?

When is the cheapest time of year to fly from Chicago to Charleston?