CHI - CHS

$103 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 9/8. 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
$287
Typical prices: $433-$323
Southwest
Wed 7/15Tue 7/21
MDW - CHS • 2 stops
Cheapest non-stop
$289
Typical prices: $454-$333
American Airlines
Tue 6/30Sat 7/11
ORD - CHS • Non-stop
Top airlines
Cheapest • from $287 (round-trip)
Best reviews • 7.9 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
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 • 38% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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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

Wed, Jul 15 - Tue, Jul 21
Southwest Logo
11:25 am - 8:30 pm
MDW
-
CHS
8h 05m
2 stops
Southwest Logo
10:45 am - 6:15 pm
CHS
-
MDW
8h 30m
2 stops
$287Southwest
Thu, Sep 17 - Mon, Sep 21
American Airlines Logo
2:56 pm - 10:08 pm
ORD
-
CHS
6h 12m
1 stop
American Airlines Logo
7:41 pm - 11:59 pm
CHS
-
ORD
5h 18m
1 stop
$289American Airlines
Thu, Sep 24 - Mon, Sep 28
Delta Logo
10:48 am - 6:08 pm
MDW
-
CHS
6h 20m
1 stop
Delta Logo
5:25 am - 9:53 am
CHS
-
MDW
5h 28m
1 stop
$289Delta
Fri, Sep 18 - Thu, Sep 24
Delta Logo
6:40 am - 1:04 pm
ORD
-
CHS
5h 24m
1 stop
Delta Logo
7:10 am - 10:37 am
CHS
-
ORD
4h 27m
1 stop
$290Delta
Thu, Aug 6 - Mon, Aug 10
Delta Logo
12:46 pm - 8:44 pm
MDW
-
CHS
6h 58m
1 stop
Delta Logo
11:25 am - 4:15 pm
CHS
-
MDW
5h 50m
1 stop
$290Delta
Wed, Oct 7 - Sat, Oct 10
American Airlines Logo
8:46 pm - 12:15 am
ORD
-
CHS
2h 29mnonstop
American Airlines Logo
6:36 pm - 9:26 pm
CHS
-
ORD
3h 50m
1 stop
$291American Airlines
Thu, Sep 17 - Wed, Sep 23
Delta Logo
1:00 pm - 6:08 pm
MDW
-
CHS
4h 08m
1 stop
Delta Logo
6:40 am - 9:53 am
CHS
-
MDW
4h 13m
1 stop
$292Delta
Sat, Jul 25 - Wed, Jul 29
Southwest Logo
8:00 am - 4:15 pm
MDW
-
CHS
7h 15m
2 stops
Southwest Logo
6:10 am - 7:20 am
CHS
-
MDW
2h 10mnonstop
$294Southwest
Sat, Jul 11 - Tue, Jul 14
United Airlines Logo
6:25 pm - 9:48 pm
ORD
-
CHS
2h 23mnonstop
United Airlines Logo
6:00 am - 7:33 am
CHS
-
ORD
2h 33mnonstop
$297United Airlines
Tue, Jun 30 - Sat, Jul 11
United Airlines Logo
6:00 am - 2:27 pm
ORD
-
CHS
7h 27m
1 stop
United Airlines Logo
3:08 pm - 4:54 pm
CHS
-
ORD
2h 46mnonstop
$299United 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 $274 on the route between Chicago O'Hare Intl Airport (ORD) and Charleston (CHS). 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.

No, with an average price for the route of $366, 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 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$103
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 $103 for a one-way ticket and $287 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 $397 and an overall rating of 7.9, 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 7.9.

  • 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 $178 or less one-way and $322 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.
7.9
SouthwestOverall score based on 4235 reviews
7.5Entertainment
8.1Boarding
8.0Comfort
8.6Crew
7.0Food
Airline reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

2.0 MediocreMatthew, Jun 2026
CVG - MDW
Read more Southwest reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

Kayak could’ve posted the correct gate number. Almost missed my flight.

Slow boarding, limited food and drink portions. Bad delays and turbulence

there were two flight attendants that were up front...that were the best! They get KUDOs for making my trip only fantastic. Tell them Jeff said that!

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.

Five hour delays every hour, I wish it were all at once

Flight delayed four separate times. I’m now one hour hours late to landing.

worst flight ever from Delta, it got delayed and kept on delaying..

Should never have had to go to Detroit from Orlando back to Tennessee!

Got rerouted from a straight flight from Orlando to Atlanta to Knoxville to a flight from Orlando to Detroit to Knoxville! Seriously!! Flight delay out of Detroit! Long day for what should have been a pretty easy travel day!

Two delays on two separate planes with parts they could not easily find and replace.

Checkin was good, fllight ws good. Onlly complaint is lack of foot on 6 hour flight from Seattle to Boston. Snacks were flimsy - chips and cookies. could have offered something more substantial for such a long flight. I know you can buy food in airport but for the price you pay for a ticket, they should step up for the passengers.

Only beverages were offered to first class and I thought the flight attendant could have also served the Delta Comfort as well instead of sitting down and staring at her phone and walking past all of us to the back of the plane to charge her phone more. There was a complete lack of turbulence and was safe enough for flights attendant to walk around in the front of the plane, collect trash and serve a few people water and turn off the seat belt light. Also didn’t enforce people putting their seats into the upright position and allowed two passengers to remain reclined during landing. They seemed out to lunch completely. Usually my experience on Delta is much better.

Long story short, it was one of the better flight experiences I've had in some time when compared with other airlines.

Flight was great! This flight from Atlanta was even better than when I paid for Comfort from SNA to Atlanta.

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.

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

It was so much better than expected, Ohare is not such a pleasant experience but American Airlines with the new, clean aeroplane and free Wi-Fi was outstanding and the crew so pleasant and helpful.

It wa sort of on time; the cab was left with some trash

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.

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

Information on your arrival and departure airports