CHI - CHS

$116 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 5/27. 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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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$265
Typical prices: $468-$342
United Airlines
Mon 5/25Mon 6/1
ORD - CHS • Non-stop
Cheapest one-way
$116
Typical prices: $177-$332
Multiple Airlines
Wed 5/27
ORD - CHS • 1 stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
American's Basic Economy allows carry-on only travel.
MDW offers a user-friendly experience with short lines.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $265 (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 • 11% average savings
Most popular
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $158 (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 • 33% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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Flight Deals
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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

Mon, May 25 - Mon, Jun 1
United Airlines Logo
7:00 am - 10:23 am
ORD
-
CHS
2h 23mnonstop
United Airlines Logo
6:00 am - 7:33 am
CHS
-
ORD
2h 33mnonstop
$265United Airlines
Sat, May 16 - Wed, May 20
Southwest Logo
3:30 pm - 6:35 pm
MDW
-
CHS
2h 05mnonstop
Southwest Logo
7:15 am - 8:30 am
CHS
-
MDW
2h 15mnonstop
$265Southwest
Thu, May 28 - Mon, Jun 1
American Airlines Logo
7:41 pm - 11:00 pm
ORD
-
CHS
2h 19mnonstop
American Airlines Logo
7:51 pm - 9:44 pm
CHS
-
ORD
2h 53mnonstop
$267American Airlines
Tue, May 26 - Tue, Jun 2
Southwest Logo
12:50 pm - 8:25 pm
MDW
-
CHS
6h 35m
2 stops
Southwest Logo
2:25 pm - 7:35 pm
CHS
-
MDW
6h 10m
2 stops
$267Southwest
Mon, Jun 1 - Tue, Jun 9
Multiple Airlines Logo
5:11 pm - 9:58 am
ORD
-
CHS
15h 47m
1 stop
Multiple Airlines Logo
8:00 am - 8:03 am
CHS
-
ORD
25h 03m
2 stops
$269Multiple Airlines
Sat, May 23 - Wed, Jun 3
Delta Logo
3:00 pm - 9:52 pm
ORD
-
CHS
5h 52m
1 stop
Delta Logo
10:43 am - 4:56 pm
CHS
-
ORD
7h 13m
1 stop
$271Delta
Wed, May 27 - Mon, Jun 1
Delta Logo
10:59 am - 3:49 pm
MDW
-
CHS
3h 50m
1 stop
Delta Logo
7:05 am - 12:42 pm
CHS
-
MDW
6h 37m
1 stop
$271Delta
Thu, May 14 - Tue, May 19
Multiple Airlines Logo
3:44 pm - 8:48 am
ORD
-
CHS
40h 04m
2 stops
Multiple Airlines Logo
3:13 pm - 11:13 pm
CHS
-
ORD
9h 00m
1 stop
$272Multiple Airlines
Thu, May 28 - Sat, May 30
United Airlines Logo
7:00 am - 10:23 am
ORD
-
CHS
2h 23mnonstop
United Airlines Logo
10:00 am - 2:40 pm
CHS
-
ORD
5h 40m
1 stop
$275United Airlines
Thu, May 28 - Mon, Jun 1
American Airlines Logo
4:45 pm - 10:06 pm
ORD
-
CHS
4h 21m
1 stop
American Airlines Logo
7:51 pm - 9:44 pm
CHS
-
ORD
2h 53mnonstop
$277American 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 May.

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 $251 on the route between Chicago O'Hare Intl Airport (ORD) and Charleston (CHS). Over the past month, this route was, on average, 11% 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 $227 and $204 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
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 seasonFebruary
Cheapest flight$116
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly with an average 1% 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 3 days, the lowest price for a flight from Chicago to Charleston was $116 for a one-way ticket and $265 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, Alaska Airlines, and Delta offer inflight Wi-Fi service on the Chicago to Charleston flight route.

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

    The Airbus A319 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 $384 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 7.9.

  • 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 $186 or less one-way and $355 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 4314 reviews
7.0Food
8.1Boarding
8.0Comfort
7.5Entertainment
8.6Crew
Airline reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

10.0 Excellentlarry, Apr 2026
LGB - PHX
Read more Southwest reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

We waited in the airplane for over 45 min for a southwest employee to make the flight. This cause over half the plane to miss their connecting flight in Denver. When we confronted the desk upon arrival, they told us the only flight they had was the next day leaving at 8:50 pm!!! Or they offered to get us to Burbank or LA, but after that we were on our own to get back to Santa Barbara. I paid for a flight from sba to bna bna to sba. My re entry into mom mode has been 💯 rough because of southwest mistake with my flight. And now I’m leaving to Reno tomorrow for a vballl tournament and just discovered that my leg in Vegas has me and my 3 kids on a stand by flight even though I had booked these ticket last year November!! Do better southwest!

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

The agent at check in and at the gate were less than thrilled to be at work. I'm not a fan of Kayak's placement on the plane. I got put in the middle seat and none of my preferences were used.

In ATL they have two sets of departure screens. Follow what is on your airline's departure board - the ATL Airport Authority departure board had completely incorrect details about the gate assignment for my flight, which would have made me miss boarding.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

The flight was very good and the staff was very friendly and helpful!

The only thing I would say is we tried to get on a standby earlier flight, but with our fair we couldn’t. That seems senseless to leave with open seats..

Very easy to use and convenient, you can perform any action within the same portal

In a world of delays, Delta was on time both ways! Boarding was fast and efficient. Staff was friendly. AND wifi worked.

WiFi didn’t work. Flight delayed 3 hours Crew members were illiterate Seat lean back did not work.

Flight was delayed, we could have been notified earlier and in a consistent manner. App was not refreshing for another passenger to get the latest flight status. We could have stayed and waited at the hotel instead of waiting at the airport had we known the flight was going to delayed for more than 5 hours. The toilet is too tight, and needs to be cleaned more frequently (every hour). The entertainment screen froze, the touch screen not responding to touch. We were upgraded to comfort, it is more comfortable than regular economy seats.

This wasn't my experience with Delta. It was just the Pegasus flight. Seats were very hard. Staff was kinda rough. Not very nice. Charged me for snacks. For a 4 hour flight I would've expected more.

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.

Terrible, if possible won't be flying again anytime soon!

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.

Pretty awful. 2 hours late due to operational issues and finally deboarded around 2am.

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