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

Across the trailing quarter, approximately 42.9% of flights from Chicago to Charleston were non-stop. For travelers who prefer direct routes, this indicates a notable portion of available options. When connecting flights are necessary, the median number of stopovers historically has been 2.

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. For flights involving one stop, the median travel time extends to 5 hours and 50 minutes. This difference highlights the convenience of direct routes for this journey.

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

Historically, cheap flights from Chicago to Charleston come up regularly. This route is classified as having consistent availability of deals. Travelers can typically find favorable prices with some frequency, making it a viable option for budget-conscious planning.

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 2 days ago

444 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated Aug 9, 2026.)

Today’s best flight deals from Chicago to Charleston

Explore current cheapest deals departing from Chicago to Charleston

2026-08-25 – 2026-09-01
CHI - Charleston
75% AI deal score
$322
$208
Round trip
2026-08-25 – 2026-09-22
CHI - Charleston
67% AI deal score
$259
$208
Round trip
2026-08-25 – 2026-09-08
CHI - Charleston
72% AI deal score
$279
$209
Round trip
2026-09-02 – 2026-09-28
CHI - Charleston
50% AI deal score
$244
$211
Round trip
2026-09-15 – 2026-10-05
CHI - Charleston
49% AI deal score
$244
$217
Round trip
2026-09-02 – 2026-09-15
CHI - Charleston
50% AI deal score
$256
$222
Round trip
2026-10-13 – 2026-10-17
CHI - Charleston
45% AI deal score
$161
$223
Round trip
2026-09-02 – 2026-09-11
CHI - Charleston
65% AI deal score
$273
$228
Round trip
2026-08-25 – 2026-09-11
CHI - Charleston
50% AI deal score
$266
$230
Round trip
2026-08-25 – 2026-09-05
CHI - Charleston
67% AI deal score
$285
$232
Round trip

Chicago to Charleston: Overview

Insights for flights from Chicago to Charleston

For cheap flights from Chicago to Charleston, fares typically range from $317 to $728, with a median price of $369. Right now, current fares are above the typical level for this route. Only 5% of recent fares were classified as a good price, indicating that finding a significant discount may require some flexibility.

If you're wondering when is the cheapest time to fly from Chicago to Charleston, you'll find that November stands out as the most affordable month, with a median fare of just $162. Other budget-friendly options include January, where the median fare is $287, and February, with a median fare of $313. Planning your trip during these months could lead to considerable savings.

When considering direct flights from Chicago to Charleston, 42.9% of recent itineraries were non-stop, meaning a meaningful share are non-stop, the rest connect once. For itineraries that do include connections, the typical number of stopovers is 2. This suggests that while direct options are available, a significant portion of travelers will experience at least one stop.

A typical journey from Chicago to Charleston takes approximately 2h 23m, including connections. This duration accounts for the median flight time across all observed itineraries, both direct and connecting. For non-stop flights specifically, the median flight time is also 2h 23m, while connecting flights have a median duration of 20h 6m.

The distance between Chicago and Charleston is 1224 kilometers, classifying this as a short-haul route. This relatively short distance contributes to the overall travel time and the types of aircraft typically used for this journey.

How much is a round trip from Chicago to Charleston

Regular price: $212 - $407

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

The regular price range for this route is $212 to $407. The current lowest deal is $205 with Frontier Airlines for travel from August 25 to September 11.

now $205

Low $212

High $407

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

Southwest Airlines

Last-minute flights going from Chicago to Charleston

Mon, Aug 10

⌛ Last-Minute

MDW - Charleston

Chicago (MDW) - Charleston (CHS)

Southwest Airlines

$815

$486

One-way

Mon, Aug 10

⌛ Last-Minute

MDW - Charleston

Chicago (MDW) - Charleston (CHS)

Southwest Airlines

$783

$541

One-way

Tue, Aug 11

⌛ Last-Minute

MDW - Charleston

Chicago (MDW) - Charleston (CHS)

Southwest Airlines

$595

$432

One-way

Tue, Aug 11

⌛ Last-Minute

MDW - Charleston

Chicago (MDW) - Charleston (CHS)

Southwest Airlines

$773

$486

One-way

Wed, Aug 12

⌛ Last-Minute

MDW - Charleston

Chicago (MDW) - Charleston (CHS)

Southwest Airlines

$595

$432

One-way

Thu, Aug 13

⌛ Last-Minute

RFD - Charleston

Chicago (RFD) - Charleston (CHS)

Allegiant Air

$641

$488

One-way

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

4 nights

Aug 27 - Aug 31

$699 → $326

53%

3 nights

Aug 20 - Aug 23

$788 → $429

46%

1 night

Aug 10 - Aug 11

$815 → $486

40%

2 nights

Aug 11 - Aug 13

$773 → $486

37%

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, with a median price of $369.

📅 Best time to fly

November is historically cheapest at $162

Historically, November is the cheapest month to fly from Chicago to Charleston, with a median price of $162.

⏱️ Flight duration

Direct flights average 2h 23m

The median flight time for a direct flight from Chicago to Charleston is 2 hours and 23 minutes.

✈️ Airlines & availability

42.9% of recent flights are direct

42.9% of recent flights from Chicago to Charleston are direct, with connecting flights having 2 stopovers.

🏆 Airline highlight

Southwest Airlines offers direct flights

Southwest Airlines is one of the airlines providing direct flights on the Chicago to Charleston route.

🎯 Booking tip

Deals appear regularly

Deals for flights from Chicago to Charleston appear regularly, making it a good route for deal-seeking.

Chicago main airports to depart from

Chicago Midway International (MDW)

Cheapest

Chicago Midway International offers a convenient departure point for flights from Chicago to Charleston.

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

💸 Flights from ~$202

Charleston main airports to arrive at

Charleston International (CHS)

Cheapest

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

📍 ~17 km from Charleston (reachable by car)

💸 Flights from ~$192

Airports nearby Charleston used as alternative

Savannah/Hilton Head International (SAV)

Savannah/Hilton Head International offers a close alternative, often with comparable flight schedules to Charleston.

📍 ~135 km from Charleston (reachable by car)

💸 Flights from ~$168

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

Aug 29

Charleston, United States

79% AI deal score

$1,004

$579

Save $425

United Airlines

Business Class

From ORD

Elite

Sep 05

Charleston, United States

78% AI deal score

$878

$537

Save $341

United Airlines

Business Class

From ORD

Elite

Sep 11

Charleston, United States

77% AI deal score

$864

$558

Save $306

United Airlines

Business Class

From ORD

Elite

Aug 29

Charleston, United States

77% AI deal score

$829

$558

Save $271

United Airlines

Business Class

From ORD

Elite

Aug 29

Charleston, United States

77% AI deal score

$822

$558

Save $264

United Airlines

Business Class

From ORD

Elite

Sep 12

Charleston, United States

76% AI deal score

$864

$579

Save $285

United Airlines

Business Class

From ORD

Elite

Sep 08

Charleston, United States

76% AI deal score

$878

$579

Save $299

United Airlines

Business Class

From ORD

Elite

Aug 28

Charleston, United States

76% AI deal score

$855

$588

Save $267

United Airlines

Business Class

From ORD

Elite

Sep 05

Charleston, United States

75% AI deal score

$740

$558

Save $182

United Airlines

Business Class

From ORD

Elite

Oct 27

Charleston, United States

75% AI deal score

$804

$558

Save $246

United Airlines

Business Class

From ORD

Elite

Oct 03

Charleston, United States

75% AI deal score

$834

$579

Save $255

United Airlines

Business Class

From ORD

Elite

Oct 10

Charleston, United States

74% AI deal score

$813

$579

Save $234

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 typically 60+ days before departure. Across the trailing quarter, the average price for tickets bought within this window was around $302. Prices tend to increase significantly closer to the departure date, with tickets purchased 0-6 days out averaging about $1187. For those planning ahead, buying 28-59 days in advance also offered a relatively good average price of $315.

Across the trailing 90 days, a good price for a flight from Chicago to Charleston is considered to be $317 or less. The median price for this route during the same period was $369. Travelers should aim for prices below the median to secure a more economical fare. Prices can go higher, with 75% of tickets costing $728 or less.

Historically, the cheapest months to fly from Chicago to Charleston include November, with a median price of $162. January also offers competitive fares, with a median price of $287. February is another relatively inexpensive option, showing a median price of $313. The annual median price for this route is $369, indicating that these months offer significant savings compared to the yearly average.

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: $212 - $407

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

The regular price range for this route is $212 to $407. The current lowest deal is $205 with Frontier Airlines for travel from August 25 to September 11.

now $205

Low $212

High $407

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

Southwest Airlines

Last-minute flights going from Chicago to Charleston

Mon, Aug 10

⌛ Last-Minute

MDW - Charleston

Chicago (MDW) - Charleston (CHS)

Southwest Airlines

$815

$486

One-way

Mon, Aug 10

⌛ Last-Minute

MDW - Charleston

Chicago (MDW) - Charleston (CHS)

Southwest Airlines

$783

$541

One-way

Tue, Aug 11

⌛ Last-Minute

MDW - Charleston

Chicago (MDW) - Charleston (CHS)

Southwest Airlines

$595

$432

One-way

Tue, Aug 11

⌛ Last-Minute

MDW - Charleston

Chicago (MDW) - Charleston (CHS)

Southwest Airlines

$773

$486

One-way

Wed, Aug 12

⌛ Last-Minute

MDW - Charleston

Chicago (MDW) - Charleston (CHS)

Southwest Airlines

$595

$432

One-way

Thu, Aug 13

⌛ Last-Minute

RFD - Charleston

Chicago (RFD) - Charleston (CHS)

Allegiant Air

$641

$488

One-way

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

4 nights

Aug 27 - Aug 31

$699 → $326

53%

3 nights

Aug 20 - Aug 23

$788 → $429

46%

1 night

Aug 10 - Aug 11

$815 → $486

40%

2 nights

Aug 11 - Aug 13

$773 → $486

37%

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, with a median price of $369.

📅 Best time to fly

November is historically cheapest at $162

Historically, November is the cheapest month to fly from Chicago to Charleston, with a median price of $162.

⏱️ Flight duration

Direct flights average 2h 23m

The median flight time for a direct flight from Chicago to Charleston is 2 hours and 23 minutes.

✈️ Airlines & availability

42.9% of recent flights are direct

42.9% of recent flights from Chicago to Charleston are direct, with connecting flights having 2 stopovers.

🏆 Airline highlight

Southwest Airlines offers direct flights

Southwest Airlines is one of the airlines providing direct flights on the Chicago to Charleston route.

🎯 Booking tip

Deals appear regularly

Deals for flights from Chicago to Charleston appear regularly, making it a good route for deal-seeking.

Chicago main airports to depart from

Chicago Midway International (MDW)

Cheapest

Chicago Midway International offers a convenient departure point for flights from Chicago to Charleston.

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

💸 Flights from ~$202

Charleston main airports to arrive at

Charleston International (CHS)

Cheapest

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

📍 ~17 km from Charleston (reachable by car)

💸 Flights from ~$192

Airports nearby Charleston used as alternative

Savannah/Hilton Head International (SAV)

Savannah/Hilton Head International offers a close alternative, often with comparable flight schedules to Charleston.

Charleston, United States

74% AI deal score

$813

$579

Save $234

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 average 2h 23m

42.9% of recent flights are direct

Southwest Airlines offers direct flights

Deals appear regularly

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

Aug 29

Sep 05

Sep 11

Aug 29

Aug 29

Sep 12

Sep 08

Aug 28

Sep 05

Oct 27

Oct 03

Oct 10

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 average 2h 23m

42.9% of recent flights are direct

Southwest Airlines offers direct flights

Deals appear regularly

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

Aug 29

Sep 05

Sep 11

Aug 29

Aug 29

Sep 12

Sep 08

Aug 28

Sep 05

Oct 27

Oct 03

Oct 10

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?