$103 Cheap Flights from Chicago (ORD) to Charleston (CHS)

View $103 flight on Tue, Aug 26, 2025Opens in a new window

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Find available prices by choosing your travel dates.

Cheap Flights from Chicago to Charleston (ORD-CHS)

Prices were available within the past 7 days and start at $103 for one-way flights and $229 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Sat, Jun 21 - Wed, Jun 25
ORD
Chicago
CHS
Charleston
$229 Roundtrip, found 12 hours ago
$229
Roundtrip
found 12 hours ago
Select JetBlue Airways flight, departing Sat, Jun 21 from Chicago to Charleston, returning Wed, Jun 25, priced at $229 found 12 hours ago
Spirit Airlines
Tue, Aug 26 - Sat, Aug 30
ORD
Chicago
CHS
Charleston
$237 Roundtrip, found 1 day ago
$237
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Aug 26 from Chicago to Charleston, returning Sat, Aug 30, priced at $237 found 1 day ago
JetBlue Airways
Wed, Aug 6 - Sun, Aug 10
ORD
Chicago
CHS
Charleston
$239 Roundtrip, found 12 hours ago
$239
Roundtrip
found 12 hours ago
Select JetBlue Airways flight, departing Wed, Aug 6 from Chicago to Charleston, returning Sun, Aug 10, priced at $239 found 12 hours ago
American Airlines
Tue, May 13 - Wed, May 21
ORD
Chicago
CHS
Charleston
$244 Roundtrip, found 3 hours ago
$244
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Tue, May 13 from Chicago to Charleston, returning Wed, May 21, priced at $244 found 3 hours ago
Spirit Airlines
Fri, May 16 - Thu, May 22
ORD
Chicago
CHS
Charleston
$245 Roundtrip, found 7 hours ago
$245
Roundtrip
found 7 hours ago
Select Spirit Airlines flight, departing Fri, May 16 from Chicago to Charleston, returning Thu, May 22, priced at $245 found 7 hours ago
American Airlines
Tue, May 20 - Thu, May 29
ORD
Chicago
CHS
Charleston
$249 Roundtrip, found 1 hour ago
$249
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Tue, May 20 from Chicago to Charleston, returning Thu, May 29, priced at $249 found 1 hour ago
Spirit Airlines
Sat, Jul 12 - Mon, Jul 21
ORD
Chicago
CHS
Charleston
$250 Roundtrip, found 1 hour ago
$250
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sat, Jul 12 from Chicago to Charleston, returning Mon, Jul 21, priced at $250 found 1 hour ago
American Airlines
Wed, May 28 - Tue, Jul 1
ORD
Chicago
CHS
Charleston
$253 Roundtrip, found 3 days ago
$253
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, May 28 from Chicago to Charleston, returning Tue, Jul 1, priced at $253 found 3 days ago
United
Sun, May 25 - Tue, Jun 3
ORD
Chicago
CHS
Charleston
$253 Roundtrip, found 1 hour ago
$253
Roundtrip
found 1 hour ago
Select United flight, departing Sun, May 25 from Chicago to Charleston, returning Tue, Jun 3, priced at $253 found 1 hour ago
Delta
Sat, Aug 30 - Sun, Sep 7
ORD
Chicago
CHS
Charleston
$267 Roundtrip, just found
$267
Roundtrip
just found
Select Delta flight, departing Sat, Aug 30 from Chicago to Charleston, returning Sun, Sep 7, priced at $267 just found
Flights from Chicago (ORD) to Charleston (CHS)
Origin airport
O'Hare Intl.
Destination airport
Charleston Intl.
Airlines serving
American Airlines, Delta, JetBlue Airways, Southwest Airlines, Spirit Airlines, United
Roundtrip price
$229
Distance
761 mi

Chicago to Charleston Flights

The cheapest times to fly from Chicago to Charleston

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Charleston are during the month of June. You can find some of the cheapest flights from Chicago to Charleston with Expedia's search tool and vast selection of airlines.

The best time to book a flight from Chicago to Charleston

Sunday is one of the best days to book for cheap flights from Chicago to Charleston: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

How to find cheap round-trip tickets from Chicago to Charleston

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Charleston in 2025. You can also book with separate airlines for your outbound and return journeys, from $103 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Charleston flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Charleston airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

*Terms apply.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Charleston Intl. Airport (CHS) cost?
Cheap return fares from O’Hare Intl. Airport (ORD) to Charleston Intl. Airport (CHS) start at $253. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a American Airlines flight leaving ORD on May 10 2025 and touching down at CHS. The price was last updated on April 22 2025 and has not changed since.
What is the cheapest month to fly from ORD to CHS?
The cheapest flights from ORD to CHS are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from O'Hare Intl. Airport (ORD) to Charleston Intl. Airport (CHS)?
When heading out of O’Hare Intl. Airport (ORD), you can take a direct flight to Charleston Intl. Airport (CHS) with United Airlines.
What is the cheapest airline that flies from ORD to CHS?
Right now, the cheapest airline operating one-way flights from ORD to CHS is United. You can take off on this route from $127. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from ORD on May 24 2025. Prices were last updated on April 22 2025 and have not changed since.
How many flights per day from O'Hare Intl. Airport (ORD) to Charleston Intl. Airport (CHS)?
Each day on average, 2 direct flights take off from O’Hare Intl. Airport (ORD) to Charleston Intl. Airport (CHS). Choose the departure date that best fits your itinerary.
What are the most popular departure times for flights from O'Hare Intl. Airport (ORD) to Charleston Intl. Airport (CHS)?
More people fly between ORD and CHS at 10 AM than at any other time. Rather skip the crowds? Try choosing a quieter departure window and you’re likely to save on your ticket as well.
What day of the week has the most flights from ORD to CHS?
If you depart on a Sunday, you’ll get the widest range of options for flights from O’Hare Intl. Airport (ORD) to Charleston Intl. Airport (CHS).
What is the earliest flight from O'Hare Intl. Airport (ORD) to Charleston Intl. Airport (CHS)?
Hop on the earliest flight at around 8:14AM UTC-6, departing from O’Hare Intl. Airport (ORD). You’ll be traveling for about 2h 37m, reaching Charleston Intl. Airport (CHS) at approximately 11:51AM UTC-5.
How long does it take to fly from O'Hare Intl. Airport (ORD) to Charleston Intl. Airport (CHS)?
The average flight duration from ORD to CHS is 2 hours and 26 minutes, covering a total distance of 760 mi.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Charleston Intl. Airport (CHS)?
To avoid potential delays on the O’Hare Intl. Airport (ORD) to Charleston Intl. Airport (CHS) route, travel before 3 PM. Departures after this time are 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.
What airports do you fly into for Charleston from O'Hare Intl. Airport (ORD)?
If you’re traveling on a direct flight from O’Hare Intl. Airport (ORD) to Charleston, Charleston Intl. Airport (CHS) is the only airport you can touch down at.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Charleston Intl. Airport (CHS) last-minute?
Holding off until just before your departure to book a flight from ORD to CHS generally means paying more. While it’s possible to find some last-minute offers, there’s no guarantee. Be flexible with your itinerary for a better chance of landing a bargain.
Is it cheaper to book an ORD to CHS flight and hotel package?
Compared with arranging flights and hotels separately, booking an ORD to CHS flight and hotel package with Expedia could lead to significant savings. What’s more, having everything in one place will take the hassle out of travel planning. Just pick your flights and select from our extensive range of stays, then tailor your trip with extras like activities and car rentals.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Charleston Intl. Airport (CHS)?
Typically, you can modify or cancel your ORD to CHS flight. However, there may be additional fees, especially if your booking was made over 24 hours ago. Double-check your itinerary for the airline’s fees and guidelines on flight changes, or if you want further information, go to our Customer Service portal.

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*Available to One Key members.