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Find low faresSouthwest® flights from Chicago (O'Hare) to Charleston from $153
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1 Passenger
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today
Low fares from Chicago (O'Hare) to Charleston
$
Chicago (Midway) (MDW)to
Charleston (CHS)
Depart: 02/28/2026
One-way
Basic
From
$122
Seen: 7 hrs ago
Chicago (Midway) (MDW)to
Charleston (CHS)
Depart: 02/21/2026
One-way
Basic
From
$128
Seen: 8 hrs ago
Chicago (Midway) (MDW)to
Charleston (CHS)
Depart: 02/28/2026
One-way
Choice
From
$129
Seen: 7 hrs ago
Chicago (Midway) (MDW)to
Charleston (CHS)
Depart: 02/21/2026
One-way
Choice
From
$138
Seen: 8 hrs ago
Chicago (Midway) (MDW)to
Charleston (CHS)
Depart: 03/07/2026
One-way
Basic
From
$138
Seen: 6 hrs ago
Chicago (Midway) (MDW)to
Charleston (CHS)
Depart: 04/07/2026
One-way
Basic
From
$143
Seen: 19 hrs ago
Explore flights from Chicago (O'Hare) to Charleston
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Flight Details
Departing from:
O'Hare International Airport
Arriving at:
Charleston International Airport
Distance:
760 miles
Route Information
51† Weekly flights
† Weekly flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025. Note: route may not operate every day of the week.
‡ Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025.
Questions we hear the most
There are 51 weekly flights from Chicago (O'Hare) to Charleston on Southwest Airlines.
To find the lowest fares by day and time to fly Chicago (O'Hare) to Charleston with Southwest, check out our Low Fare Calendar.
You can rent a car at Charleston International Airport book yours with your flight.
Yes! Flights from Chicago (O'Hare) to Charleston—or from here or there to anywhere—can be changed with no change fees. Fare difference may apply.
Check the status of your upcoming Southwest flight.
Check out the Southwest Airlines® Help Center for answers about everything Southwest.