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Sat, May 16 - Sat, May 23
ORD
O'Hare Intl.
CHS
Charleston Intl.
$366 Roundtrip, found 3 days ago
$366
Roundtrip
found 3 days ago
Select United flight, departing Sat, May 16 from O'Hare Intl. to Charleston Intl., returning Sat, May 23, priced at $366 found 3 days ago
Wed, Jun 10 - Tue, Jun 16
RFD
Rockford
CHS
Charleston
$236 Roundtrip, found 6 days ago
$236
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Jun 10 from Rockford to Charleston, returning Tue, Jun 16, priced at $236 found 6 days ago
Wed, Jun 10 - Tue, Jun 16
MDW
Chicago
CHS
Charleston
$237 Roundtrip, found 6 days ago
$237
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Wed, Jun 10 from Chicago to Charleston, returning Tue, Jun 16, priced at $237 found 6 days ago
Wed, Jun 10 - Tue, Jun 16
RFD
Rockford
CHS
Charleston
$242 Roundtrip, found 6 days ago
$242
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Jun 10 from Rockford to Charleston, returning Tue, Jun 16, priced at $242 found 6 days ago
Wed, Jun 17 - Tue, Jun 23
ORD
Chicago
CHS
Charleston
$243 Roundtrip, found 6 days ago
$243
Roundtrip
found 6 days ago
Select United flight, departing Wed, Jun 17 from Chicago to Charleston, returning Tue, Jun 23, priced at $243 found 6 days ago
Wed, Jun 10 - Tue, Jun 16
MDW
Chicago
CHS
Charleston
$247 Roundtrip, found 6 days ago
$247
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Wed, Jun 10 from Chicago to Charleston, returning Tue, Jun 16, priced at $247 found 6 days ago
Price found within the past 48 hours. Click for updated prices.
The Ryder Hotel
3.5-star property

The Ryder Hotel

8.8/10 Excellent! (1,008 reviews)

Jun 21 - Jun 24

3 night stay

Chicago (CHI) to Charleston (CHS)

American Airlines • Roundtrip • Coach
Price was $988, price is now $676 per person
$676
per person
found 1 day ago
Love this hotel for the clean room, really great staff and the bar and pool area.

Reviewed on May 11, 2025

7 Beachwood East by Avantstay Ocean Views, Hot Tub, 7bdr
3.0-star property

7 Beachwood East by Avantstay Ocean Views, Hot Tub, 7bdr

No reviews

Jun 21 - Jun 28

7 night stay

Chicago (CHI) to Charleston (CHS)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $11,778, price is now $8,156 per person
$8,156
per person
found 1 day ago
Sparrow Haus by Avantstay Luxe Isle of Palms Retreat Pool + Firepit + Outdoor Lounge
3.0-star property

Sparrow Haus by Avantstay Luxe Isle of Palms Retreat Pool + Firepit + Outdoor Lounge

No reviews

Jun 21 - Jun 28

7 night stay

Chicago (CHI) to Charleston (CHS)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $13,164, price is now $9,165 per person
$9,165
per person
found 1 day ago
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Frequently asked questions

Are there non-stop flights from Chicago to Charleston?
Start packing your bags, because there are two carriers that offer direct flights from O'Hare Intl. Airport (ORD) to Charleston Intl. Airport. Check out the deals with United Airlines and American Airlines.
What is the shortest flight from Chicago to Charleston?
If conditions are good and all goes as scheduled, you could be flying into Charleston Intl. Airport from MDW in as little as 2 hours and 45 minutes. With such a quick flight time, think about traveling with hand luggage only.
What airlines fly from Chicago to Charleston most frequently?
Check out United Airlines (UA). This airline offers some of the most frequent flights from ORD to CHS. It operates 104 services on this route each month and is a favorite with travelers. Also research the great fares from American Airlines (AA). Offering 56 flights each month between Chicago and Charleston, they'll ensure your journey is just as delightful as the destination.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won't keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.