CHI - CHS

$99 Find Cheap Flights from Chicago to Charleston - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Charleston departing on 8/25. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

Save 20% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest round-trip
$237
Typical prices: $312-$438
American Airlines
Thu 10/22Thu 11/5
ORD - CHS • Non-stop
Cheapest one-way
$99
Typical prices: $204-$374
Multiple Airlines
Tue 8/25
ORD - CHS • 1 stop
Top airlines
Cheapest • from $237 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with American Airlines, Southwest and United Airlines. Average duration is 2h 19m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest • 20% average savings
Most popular
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $274 (round-trip)
Shortest trip • 4h 00m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 43% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 6% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Charleston!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Chicago to Charleston (CHI-CHS)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Charleston that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Charleston

Thu, Oct 22 - Thu, Nov 5
American Airlines Logo
8:40 pm - 11:59 pm
ORD
-
CHS
2h 19mnonstop
American Airlines Logo
12:16 pm - 2:00 pm
CHS
-
ORD
2h 44mnonstop
$237American Airlines
Tue, Oct 6 - Tue, Oct 20
American Airlines Logo
11:45 am - 3:02 pm
ORD
-
CHS
2h 17mnonstop
American Airlines Logo
7:16 am - 8:59 am
CHS
-
ORD
2h 43mnonstop
$237American Airlines
Mon, Aug 17 - Thu, Aug 20
United Airlines Logo
6:10 pm - 9:34 pm
ORD
-
CHS
2h 24mnonstop
United Airlines Logo
11:40 am - 1:13 pm
CHS
-
ORD
2h 33mnonstop
$237United Airlines
Thu, Sep 10 - Tue, Sep 15
United Airlines Logo
4:20 pm - 7:40 pm
ORD
-
CHS
2h 20mnonstop
United Airlines Logo
8:55 am - 10:26 am
CHS
-
ORD
2h 31mnonstop
$237United Airlines
Thu, Aug 20 - Mon, Aug 24
Southwest Logo
7:35 am - 10:55 am
MDW
-
CHS
2h 20mnonstop
Southwest Logo
7:00 am - 8:10 am
CHS
-
MDW
2h 10mnonstop
$237Southwest
Wed, Sep 9 - Wed, Sep 16
Southwest Logo
6:00 pm - 9:15 pm
MDW
-
CHS
2h 15mnonstop
Southwest Logo
7:35 am - 8:45 am
CHS
-
MDW
2h 10mnonstop
$237Southwest
Sat, Sep 5 - Tue, Sep 8
American Airlines Logo
8:11 am - 11:31 am
ORD
-
CHS
2h 20mnonstop
American Airlines Logo
7:50 pm - 9:34 pm
CHS
-
ORD
2h 44mnonstop
$237American Airlines
Mon, Sep 28 - Mon, Sep 28
United Airlines Logo
10:39 am - 2:04 pm
ORD
-
CHS
2h 25mnonstop
United Airlines Logo
6:50 pm - 8:29 pm
CHS
-
ORD
2h 39mnonstop
$237United Airlines
Wed, Aug 26 - Tue, Sep 1
Multiple Airlines Logo
8:05 am - 1:04 pm
ORD
-
CHS
27h 59m
1 stop
Multiple Airlines Logo
11:15 am - 12:50 pm
CHS
-
ORD
26h 35m
1 stop
$239Multiple Airlines
Sat, Sep 12 - Wed, Sep 16
Delta Logo
2:00 pm - 10:15 pm
ORD
-
CHS
7h 15m
1 stop
Delta Logo
12:43 pm - 6:45 pm
CHS
-
ORD
7h 02m
1 stop
$240Delta
Booking Insights

KAYAK's insights & trends for Chicago to Charleston flights

Get data-powered insights and trends into flights from Chicago to Charleston to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago to Charleston?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Charleston departing in October.

Flight prices are below average for this route right now.

Flights to Charleston from Chicago usually cost between $291 and $457 in October.
The lowest price found in the past 5 days was $237 on American Airlines (Oct 22-Oct 27).

What is the cheapest Chicago to Charleston flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Chicago to Charleston costs $232 on the route between Chicago O'Hare Intl Airport (ORD) and Charleston (CHS). Over the past month, this route was, on average, 20% cheaper than other Chicago-Charleston routes. It is also the most popular route.

What’s the cheapest day of the week to fly from Chicago to Charleston?

The average price of all round-trip flights from Chicago to Charleston clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Charleston on a Tuesday and more expensive on a Sunday. On your return trip to Chicago, you should consider flying back on a Friday, and avoid Mondays for better deals.

What is the cheapest month to fly from Chicago to Charleston?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Charleston, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Charleston is September, where tickets cost $363 (return) on average. On the other hand, the most expensive months are April and March, where the average cost of round-trip tickets is $418 and $412 respectively.

Can I save money by flying with a layover from Chicago to Charleston?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $333, prices are generally cheapest when you fly direct.

How far in advance should I book a flight from Chicago to Charleston?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Charleston, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to Charleston, you should book around 3 weeks before departure, which saves you about 43% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.

Expert advice

Expert advice for your flight from Chicago to Charleston

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Stefanie Waldek

Stefanie Waldek

Expert on United Airlines, ORD and MDW

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Brandon Schultz

Brandon Schultz

Expert on CHS

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Good to know

Low season

February

Cheapest flight

$99
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Chicago O'Hare Airport to Charleston

When to book flights from Chicago to Charleston

Are your dates flexible? Find out the best times to travel from Chicago to Charleston based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Charleston

  • Is it easy to get around the Chicago O'Hare Airport (ORD)?

    Although Chicago O'Hare is one of the largest airports in the world, it is easy to get around because of its people-mover system. This automated shuttle runs 24/7 and takes passengers back and forth between the terminals. It also stops at other areas of the airport including parking lots, the multi-modal facility, and the rental car lot.

  • Where can I eat at the Charleston International Airport (CHS)?

    At this airport, there is a pizzeria, a grill restaurant, and a couple of bars where you can buy a light snack or enjoy a cocktail. Also, well-known restaurants and bakeries like Burger King, Dunkin Donuts, and Cinnabon have branches at this airport location.

  • If I drive, where can I park my car at Chicago Midway (MDW)?

    To be closest to the airport terminals, you will want to park in the terminal garage. This can be more costly than other parking options. If, however, you're on a budget, you can opt to park in either the economy garage (smart if you're flying in the winter) or the economy lot. In both cases, you can take a shuttle to the airport so you won't have to walk very far.

  • Can I catch public transportation from the Charleston International Airport (CHS) to downtown?

    There is both a public bus and a shuttle that goes from the airport to downtown Charleston. The public bus is quicker and cheaper than the shuttle. By bus, it will take you less than 30min to get downtown. The shuttle, however, could take as long as 45min.

  • What is the cheapest flight from Chicago to Charleston?

    In the last 5 days, the lowest price for a flight from Chicago to Charleston was $99 for a one-way ticket and $237 for a round-trip.

  • Do I need a passport to fly between Chicago and Charleston?

    No

  • Which airports will I be using when flying from Chicago to Charleston?

    When flying out of Chicago you will be using one of these airports: Chicago Midway or Chicago O'Hare Intl. You will be landing at Charleston.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Charleston?

    American Airlines, JetBlue, and Alaska Airlines offer inflight Wi-Fi service on the Chicago to Charleston flight route.

  • Which aircraft models fly most regularly from Chicago to Charleston?

    The Boeing 737-800 is the aircraft model that flies most regularly on the Chicago to Charleston flight route.

  • Which airline alliances offer flights from Chicago to Charleston?

    oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Charleston, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Chicago to Charleston?

    There are nonstop flights from Chicago to Charleston on a daily basis.

  • Which is the best airline for flights from Chicago to Charleston, Southwest or United Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Charleston are Southwest and United Airlines. With an average price for the route of $412 and an overall rating of 8.0, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $388 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Chicago to Charleston?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Charleston.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Charleston?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Charleston from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Charleston?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Charleston with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Charleston?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Charleston from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago to Charleston

  • Looking for a cheap flight? 25% of our users found flights on this route for $181 or less one-way and $312 or less round-trip.
  • Chicago has two airports. Chicago Midway (MDW) and Chicago O'Hare (ORD). Midway is the smallest of the two airports and is closest to downtown Chicago. O'Hare, however, has more frequent flights and therefore more flight options. O'Hare is closest to many popular suburbs like Elk Grove, Riverview, and Rosemont.
  • You'll find an abundance of nonstop flights from Chicago O'Hare to Charleston (CHS). However, in some instances, you might have to switch planes. If you do, it will likely be in Boston, Charlotte, Washington, D.C., or Atlanta.
  • Both Chicago O'Hare (ORD) and Chicago Midway (MDW) permit passengers to be dropped off at the terminals. However, if you're flying into Midway and your driver wants to avoid the airport traffic, they can drop you off at the airport's multi-modal facility. Then, you can catch the shuttle to the airport.
  • There is a rental car lot just past baggage claim at the Charleston International Airport (CHS). Here you can rent a car from Avis, Budget, Thrifty, and other rental car providers.
  • If you have lots of luggage, a luggage cart will make transporting it much easier. At Chicago Midway (MDW), luggage carts can be found right outside of the baggage claim area. If you're flying out of Chicago O'Hare (ORD), they are throughout the terminals. When you fly back home from Charleston, you'll find luggage carts in the baggage claim area. All three airports charge a small fee for luggage cart usage.

Prefer to fly direct from Chicago to Charleston?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago to Charleston.
Find which airlines fly direct from Chicago to Charleston Airport, which days they fly and book direct flights.

Direct departures

Chicago to Charleston

Monday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Tuesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Friday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

See more direct flights

Direct returns

Charleston to Chicago

Monday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Tuesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Friday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

See more direct flights

Reviews of the top 3 airlines serving from Chicago to Charleston

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Charleston. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Charleston? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4227 reviews
8.1Boarding
8.6Crew
7.5Entertainment
7.0Food
8.0Comfort
Airline reviews

Overall good, just screaming kids in the area the whole flight.

8.0 ExcellentAnonymous, Jul 2026
MDW - MHT
Read more Southwest reviews

Overall good, just screaming kids in the area the whole flight.

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

Check-in, Boarding and flight were smooth. All the employees and crew was very nice and funny. They gave the kids crayons and workbooks to keep them occupied which was a big win. I’ve flown Southwest many times and that’s the first time I’ve seen that and it is a great addition.

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

It was hot and not as comfortable as the flight to Chicago. Must have been a different plane that needs to be worked on or replaced.

The SFO lounge closes at 12 midnight. My flight took off at 2AM

It was extremely hot in the cabin the entire flight, vent air was worn

Have not had a flight out or returning to Norfolk that has not required maintenance, and a gate delay. Properly staff the crew so maintenance can be performed without last minute emergencies on each flight and there is enough staff to have gates prepared for inbound flights. Staff to ensure the safety and on time service vs. profit.

My original flight was cancelled and that affected my trip and my plans and I got no compensation and customer service was hard to reach as well

The flight was delayed by a hour and I wish they had communicated it sooner. No issues on the plane, it did take a while for food to come.

Know that the movies that you are going to be offered are the oldest be rated movies they could possibly get. They may have one or two new movies that they keep advertising but when you’re flying 15 hours, there is nothing to see past the first new movie.

Great experience. Boarding was fast, staff were very nice and funny, everything at the seat worked well.

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

Awful. No counter attendants. No dinner offered due to delays.

I had my flight of Cedar Rapids. THen Chicago to Boston. Flight out of Cedar rapids was delayed by 12 hrs. Had to drive to Chicago to catch my flight

Long delays to board due to mechanical issues with plane.

Flight was delayed, boarded, sat at the gate for more than 30 minutes, left the gate then waited on the pad for another 30 to 60 minutes then returned to the gate, deboarded and was cancelled... alternative flight was not booked automatically. Waited in line for 30 minutes but fortunately an alternate flight to a different destination was found ... no thanks to the travel agent used by kayak

The flight from Milwaukee to Dallas was great the staff absolutely amazing. After that EVERYTHING WENT DOWN HILL!!! ABSOLUTELY HORRIBLE!!! WILL NOT FLY THIS AIRLINE AGAIN

Very turbulent flight, no drinks, very little service, unorganized boarding, gate changed multiple times

Poor seat in rear of aircraft Food at Admiral’s Club Terminal D at DFW inedible

Multiple gate changes and significant delay leaving DFW. Made for a late arrival

For the price of the ticket you get nothing. The plane had 1 bathroom in the back and when the flight attendant did service no one could use it. No announcement just was told to go back to my seat. Ridiculous and rude.

In-flight Wi-Fi didn’t work and the flight was 25 minutes late. The Embraer plane I was on was pretty old and the tray table was broken.

American Airlines no longer has Bischoff biscuits. This is intolerable.

Everything you need to know for your flight from Chicago to Charleston

Information on your arrival and departure airports