CHI - CHS

$102 Find Cheap Flights from Chicago to Charleston

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 8/26. 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

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Charleston, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Charleston, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$270
Typical prices: $403-$284
Multiple Airlines
Tue 7/28Sun 8/2
ORD - CHS • 1 stop
Cheapest non-stop
$278
Typical prices: $439-$279
American Airlines
Thu 10/22Tue 10/27
ORD - CHS • Non-stop
Top airlines
Cheapest • from $272 (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 17m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest • 5% average savings
Most popular
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $274 (round-trip)
Shortest trip • 4h 11m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 57% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 37% 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

Tue, Jul 28 - Sun, Aug 2
Multiple Airlines Logo
8:05 am - 6:14 pm
ORD
-
CHS
9h 09m
1 stop
Multiple Airlines Logo
2:53 pm - 9:11 am
CHS
-
ORD
19h 18m
1 stop
$270Multiple Airlines
Tue, Sep 1 - Sat, Sep 5
Multiple Airlines Logo
5:30 pm - 9:08 am
ORD
-
CHS
14h 38m
1 stop
Multiple Airlines Logo
3:44 pm - 11:14 pm
CHS
-
ORD
8h 30m
1 stop
$271Multiple Airlines
Wed, Aug 12 - Tue, Aug 18
Southwest Logo
6:00 pm - 9:10 pm
MDW
-
CHS
2h 10mnonstop
Southwest Logo
6:45 am - 3:25 pm
CHS
-
MDW
9h 40m
2 stops
$272Southwest
Wed, Jul 29 - Mon, Aug 3
Multiple Airlines Logo
5:13 pm - 8:38 am
ORD
-
CHS
14h 25m
1 stop
Multiple Airlines Logo
3:23 pm - 11:10 pm
CHS
-
ORD
8h 47m
1 stop
$276Multiple Airlines
Wed, Jul 15 - Tue, Jul 21
Delta Logo
6:35 am - 12:00 pm
ORD
-
CHS
4h 25m
1 stop
Delta Logo
1:05 pm - 6:45 pm
CHS
-
ORD
6h 40m
1 stop
$277Delta
Wed, Sep 23 - Wed, Sep 30
Delta Logo
6:05 am - 1:04 pm
MDW
-
CHS
5h 59m
1 stop
Delta Logo
6:40 am - 11:55 am
CHS
-
MDW
6h 15m
1 stop
$277Delta
Thu, Oct 22 - Tue, Oct 27
American Airlines Logo
2:50 pm - 6:08 pm
ORD
-
CHS
2h 18mnonstop
American Airlines Logo
2:41 pm - 4:10 pm
CHS
-
ORD
2h 29mnonstop
$278American Airlines
Tue, Aug 25 - Sat, Aug 29
Southwest Logo
6:00 pm - 9:10 pm
MDW
-
CHS
2h 10mnonstop
Southwest Logo
7:35 am - 8:45 am
CHS
-
MDW
2h 10mnonstop
$278Southwest
Tue, Aug 11 - Sat, Aug 15
Multiple Airlines Logo
8:05 am - 6:14 pm
ORD
-
CHS
9h 09m
1 stop
Multiple Airlines Logo
3:58 pm - 8:02 am
CHS
-
ORD
41h 04m
2 stops
$280Multiple Airlines
Thu, Oct 22 - Tue, Oct 27
American Airlines Logo
2:50 pm - 6:08 pm
ORD
-
CHS
2h 18mnonstop
American Airlines Logo
5:33 am - 9:24 am
CHS
-
ORD
4h 51m
1 stop
$288American Airlines
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 July.

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 $265 on the route between Chicago O'Hare Intl Airport (ORD) and Charleston (CHS). Over the past month, this route was, on average, 5% 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 Monday 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 February, where tickets cost $101 (return) on average. On the other hand, the most expensive months are June and May, where the average cost of round-trip tickets is $242 and $237 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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at $367 on average.

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 4 weeks before departure, which saves you about 57% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 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
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.

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.

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 seasonFebruary
Cheapest flight$102
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly with an average 3% 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 $102 for a one-way ticket and $270 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, 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?

    SkyTeam, Star Alliance, and oneworld are the airline alliances operating flights between Chicago and Charleston, with SkyTeam 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 Delta?

    The two airlines most popular with KAYAK users for flights from Chicago to Charleston are Southwest and Delta. With an average price for the route of $390 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $388 and an overall rating of 7.8.

  • 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 $172 or less one-way and $345 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 4 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 4258 reviews
8.1Boarding
8.6Crew
7.0Food
8.0Comfort
7.5Entertainment
Airline reviews

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.

6.0 GoodAnonymous, Jun 2026
MDW - BDL
Read more Southwest reviews

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.

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

Was fine, delayed and feels like southwest is always late

I don't know why flying out of Sarasota requires two plane changes.

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.

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

No gluten free snacks. Seats felt worn or bare bones even though it was a new 737 MAX 8.

One major problem that was very unprofessional and uncalled for. Plane landed and we had to wait 20 minutes to get off the plane since they were waiting for someone to come to the gate to drive the jetway. Southwest couldn't have someone available and waiting for the plane to land? Is there only one person in Hobby airport who knows to drive the jetway? Was he at lunch? In the bar? Uncomfortable and uncalled for!

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

I'm glad it wasn't only 75% full because I could get a good seat

Connection flights should be spaced out farther because too close I missed my connection.

Definitely a southern flavor. Cordiality was evident even though no drinks or snacks were served.

On time! There were plenty of airport employees who were able to keep us moving in the right direction. The crew on the plane were professional.

Left /arrived on time. Decent seat space. Like the wifi/plugs and entertainment. Windows and tray table were kinda gross. Attendants didn't start snack service til 40mins before landing. Two rows before us, captain came on to say there's turbulence and recalled staff to seats. So, no drink/snack. Later, attendants didn't stop to see if we had trash nor even look our way. Felt invisible! Almost all pilot announcements were not only unintelligible, but so quiet. We had no idea what she said.

Average seat comfort, a drink and chips were provided, early boarding because we checked a carryon at the gate was nice. Ticket pricing shenanigans, including fees to pick a seat, check a bag, and get food onboard - evidence the industry is reinvigorating last century’s strategies- destroys the experience before one ever arrives at the airport. It’s difficult to recognize any value or sustain loyalty in the end-to-end process making air travel more drudgery than pleasure.

Gate agent was unhelpful for handicapped boarding. Flight attendant seemed untrained.

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

Clean planes and not take my comfort class seat away.

Weather caused a long delay, but the efficiency and updates from the pilot were helpful. We were able to make our connection fortunately.

Planes were clean, no water or snacks on either flight.

Boarded early; and arrived home 40 mins early. After a long flight, it’s nice to be back home early. These flights have no amenities; no snacks. So need to bring your own

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

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

Information on your arrival and departure airports