To Charleston

Cheap Flights from Chicago to Charleston

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Deals from

Chicago

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

Prices updated 24 days ago

486,190 searches this week

171 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated May 29, 2026.)

Today’s best flight deals from Chicago to Charleston

Explore current cheapest deals departing from Chicago to Charleston

Round trip

Sort by: Cheapest

August 19 - August 24

Cheapest

Earliest

ORD - Charleston

$179

$228

Round trip

September 16 - September 19

Cheapest

Best

MDW - Charleston

$368

$228

Round trip

September 12 - September 15

Cheapest

ORD - Charleston

$174

$228

Round trip

September 1 - September 5

Cheapest

MDW - Charleston

$350

$228

Round trip

September 8 - September 12

Cheapest

Best

MDW - Charleston

$365

$228

Round trip

September 5 - September 9

Cheapest

ORD - Charleston

$172

$228

Round trip

October 14 - October 17

Cheapest

ORD - Charleston

$199

$228

Round trip

October 20 - October 26

Cheapest

ORD - Charleston

$194

$228

Round trip

August 19 - September 1

Cheapest

Earliest

ORD - Charleston

$283

$228

Round trip

August 19 - August 25

Cheapest

Earliest

ORD - Charleston

$313

$228

Round trip

Unlock all 500+ flight deals to Charleston and get alerts when great deals appear

Route Intelligence — 486,190 Searches this Week

Insights for flights from Chicago to Charleston

For cheap flights from Chicago to Charleston, fares typically range from $317 to $791, with a median of $369. Right now, current fares are below the typical level, which can present a good opportunity for travelers. Only 3% of recent fares were classified as a good price, indicating that finding exceptional deals can be challenging.

When is the cheapest time to fly from Chicago to Charleston? The data shows that November is typically the most affordable month, with a median fare of just $162. Following closely, January also offers lower prices, with a median of $287, and February presents a median fare of $313. Planning your trip during these months could lead to significant savings.

Regarding direct flights from Chicago to Charleston, a meaningful share are non-stop, accounting for 55.4% of recent itineraries. For the remaining flights, most itineraries connect at least once, with a typical journey involving 2 stopovers when a connection is necessary.

How long is the flight from Chicago to Charleston? A typical journey from Chicago to Charleston takes approximately 5h 9m, including connections. This median duration accounts for both direct and connecting flights, providing a realistic expectation for your total travel time.

The route from Chicago to Charleston covers a distance of 1224 kilometers, classifying it as a short-haul flight. This means you can expect a relatively quick journey, making it a convenient option for a getaway.

How much is a round trip from Chicago to Charleston

Regular price: $133 - $337

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

The regular price range for flights from Chicago to Charleston is between $133 and $337. The current lowest deal is $228 with American Airlines, for travel from Aug 19-Aug 24.

now $228

Low $133

High $337

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 $162. The most expensive month is May, with a median price of $764. Prices are generally lower from January to December.

November

Cheapest

Flights from $162

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

Fri, Jul 3

⌛ Last-Minute

ORD - Charleston

Chicago (ORD) - Charleston (CHS)

American Airlines

$197

$279

One-way

Fri, Jul 3

⌛ Last-Minute

RFD - Charleston

Chicago (RFD) - Charleston (CHS)

Allegiant Air

$365

$358

One-way

Wed, Jul 8

⌛ Last-Minute

ORD - Charleston

Chicago (ORD) - Charleston (CHS)

Deutsche Luft Hansa

$316

$317

One-way

Wed, Jul 8

⌛ Last-Minute

ORD - Charleston

Chicago (ORD) - Charleston (CHS)

Deutsche Luft Hansa

$315

$344

One-way

Sat, Jul 11

⌛ Last-Minute

ORD - Charleston

Chicago (ORD) - Charleston (CHS)

Frontier Airlines

$278

$284

One-way

Sun, Jul 12

⌛ Last-Minute

RFD - Charleston

Chicago (RFD) - Charleston (CHS)

Allegiant Air

$341

$334

One-way

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

4 nights

Sep 10 - Sep 14

$572 → $269

53%

2 nights

Sep 4 - Sep 6

$571 → $377

34%

5 nights

Aug 17 - Aug 22

$407 → $250

39%

7 nights

Aug 22 - Aug 29

$397 → $250

37%

Popular Airports to fly from Chicago to Charleston

Chicago - Charleston route insights

💸 Price insights

Recent fares are below the typical level.

Recent fares from Chicago to Charleston are around $228, which is below the typical level of $369.

📅 Best time to fly

Fly in November for the best prices.

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

⏱️ Flight duration

Flights typically take 5h 9m.

The median flight duration from Chicago to Charleston is 5 hours and 9 minutes.

✈️ Airlines & availability

Mixed availability of direct flights.

About 55.4% of recent deals for this route are direct, with connecting flights typically having 2 stopovers.

🏆 Airline highlight

United Airlines offers direct flights.

United Airlines is one of the carriers that offers direct flights for the Chicago to Charleston route.

🎯 Booking tip

Good prices appear regularly.

Deals for flights from Chicago to Charleston appear regularly, about 0.4 times per day.

Chicago main airports to depart from

Chicago Midway International (MDW)

Cheapest

Chicago Midway International is a good option for flights from Chicago to Charleston.

📍 ~15 km from Chicago (reachable by car or train)

💸 Flights from ~$228

Chicago Rockford International (RFD)

Chicago Rockford International offers another departure choice for your trip to Charleston.

📍 ~120 km from Chicago (reachable by car)

💸 Flights from ~$278

O Hare International (ORD)

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

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

💸 Flights from ~$228

Charleston main airports to arrive at

Charleston International (CHS)

Cheapest

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

📍 ~18 km from Charleston (reachable by car)

💸 Flights from ~$228

Airports nearby Charleston used as alternative

Savannah/Hilton Head International (SAV)

Savannah/Hilton Head International can be a useful alternative, often serving as a primary backup for the region.

📍 ~140 km from Charleston (reachable by car)

💸 Flights from ~$186

Myrtle Beach International (MYR)

Myrtle Beach International may offer better pricing due to a strong presence of low-cost carriers.

📍 ~140 km from Charleston (reachable by car)

💸 Flights from ~$197

Columbia Metropolitan (CAE)

Columbia Metropolitan is a reliable alternative for domestic hub connections with direct interstate access.

📍 ~160 km from Charleston (reachable by car)

💸 Flights from ~$268

Charlotte Douglas International (CLT)

Cheapest

Charlotte Douglas International is a major hub offering more direct flights and international destinations.

📍 ~280 km from Charleston (reachable by car)

💸 Flights from ~$155

Hilton Head (HHH)

Hilton Head is the geographically closest alternative, convenient for travelers in southern Charleston.

📍 ~110 km from Charleston (reachable by car)

💸 Flights from ~$269

Business & First Class Flight Deals to Charleston

48% AI deal score

$603

From ORD

Elite

Jul 12

Charleston, United States

48% AI deal score

Charleston, United States

36% AI deal score

$7,911

Frequently Asked Questions About Flights to Charleston

Historically, the optimal time to purchase tickets for flights from Chicago to Charleston is typically 60+ days before departure. During the trailing 90 days, prices averaged around $302 for tickets booked in this window. In contrast, tickets purchased 0-6 days before departure were significantly higher, with an average price of $1187. For those booking 28-59 days out, the average price was $315.

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 90-day period was $369. Prices can vary, with 75% of tickets historically costing $791 or less.

Historically, the cheapest months to fly from Chicago to Charleston are November, January, and February. November typically sees the lowest median prices at $162. January follows with a median price of $287, and February has a median price of $313. The annual median price for this route is $369.

Related routes

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