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Find low faresSouthwest® flights from Chicago (Midway) to Charleston from $117
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1 Passenger
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today
Low fares from Chicago (Midway) to Charleston
$
Chicago (Midway) (MDW)to
Charleston (CHS)
Depart: 04/11/2026
One-way
Basic
From
$117
Seen: 8 hrs ago
Chicago (Midway) (MDW)to
Charleston (CHS)
Depart: 04/18/2026
One-way
Basic
From
$117
Seen: 12 hrs ago
Chicago (Midway) (MDW)to
Charleston (CHS)
Depart: 04/25/2026
One-way
Basic
From
$117
Seen: 15 hrs ago
Chicago (Midway) (MDW)to
Charleston (CHS)
Depart: 02/28/2026
One-way
Choice
From
$122
Seen: 17 hrs ago
Chicago (Midway) (MDW)to
Charleston (CHS)
Depart: 04/25/2026
One-way
Choice
From
$125
Seen: 15 hrs ago
Chicago (Midway) (MDW)to
Charleston (CHS)
Depart: 04/18/2026
One-way
Choice
From
$125
Seen: 12 hrs ago
Explore flights from Chicago (Midway) to Charleston
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Flight Details
Departing from:
Chicago Midway International Airport
Arriving at:
Charleston International Airport
Average flight time:
2 hours
Distance:
745 miles
Route Information
122† Weekly flights
- 1‡ Nonstop flight per day Monday through Friday
- 1‡ Nonstop flight on Saturday
- 2‡ Nonstop flights on Sunday
† 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
The average flight time from Chicago (Midway) to Charleston is 2 hours.
There are 122 weekly flights from Chicago (Midway) to Charleston on Southwest Airlines.
Yes, Southwest flies nonstop from Chicago (Midway) to Charleston once per day from Monday through Friday.
Yes, Southwest flies nonstop from Chicago (Midway) to Charleston once per day on Saturdays and 2 times per day on Sundays.
To find the lowest fares by day and time to fly Chicago (Midway) 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 (Midway) 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.