Southwest Airlines
Did you mean flights from Chicago to Charleston?
United States
Charleston International Airport / Charleston AFB
Switch direction
United States
Midway International Airport
Click to show full flight schedule
Scan through all non-stop flights from Charleston to Chicago. The full flight schedule below gives an overview of all non-stop flights from CHS to MDW, which includes the daily timetable of every operating airline for the upcoming 12 months.
Note: for airline-specific flight schedules, please scroll further down.
Known for its continental climate, Chicago features hot, humid summers with temperatures above 30°C (86°F) and cold, snowy winters that often drop below 0°C (32°F). This striking seasonal contrast offers travelers a variety of activities, from summer hiking to winter sports, ensuring year-round appeal.
The best time to visit Chicago is from March to November, covering spring, summer, and fall. While summer can be hot, it also sees slightly more rainfall than other seasons.
Currently, there is only one airline operating non-stop flights from Charleston CHS to Chicago MDW, which is Southwest Airlines. This section gives an overview of the flight schedules and timetables of every airline with direct flights for this route.
Click an airline below to view their CHS MDW flight schedule.
Flights from CHS to MDW are operated 7 times a week, with an average of 1 flight per day. Departure times vary between 05:30 - 19:30. The earliest flight departs at 05:30, the last flight departs at 19:30. However, this depends on the date you are flying so please check with the full flight schedule above to see which departure times are available on your preferred date(s) of travel.
On this non-stop route, you can fly in Economy only.
The fastest direct flight from Charleston to Chicago takes 2 hours and 10 minutes. The flight distance between Charleston and Chicago is 744 miles (or 1,197 km).
There are 2 airports in Chicago: Midway International Airport (MDW) and O'Hare International Airport (ORD).
There are 7 flights per week flying from Charleston to Chicago (as of April 2026).
2 hours and 10 minutes is the average flight time from Charleston to Chicago.
The distance from Charleston to Chicago is 744 miles (1,197 kilometers).
Southwest Airlines is the only airline flying nonstop from Charleston to Chicago.
There are no alliances flying direct from Charleston to Chicago at the moment.
You can fly non-stop in Economy only.
Aircraft types that fly from Charleston to Chicago:
The earliest flight departs at 05:30 from Charleston and arrives at 06:40 at Chicago.
The latest flight departs at 19:30 from Charleston and arrives at 20:45 at Chicago.
744 miles (1,197 km) · 2h 10m
07:15
08:30
Southwest Airlines
WN 3165
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
07:40
08:55
Southwest Airlines
WN 3165
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
07:40
08:55
Southwest Airlines
WN 3165
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
08:00
09:15
Southwest Airlines
WN 947
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
17:15
18:40
Southwest Airlines
WN 2430
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
17:45
19:05
Southwest Airlines
WN 3304
Southwest Airlines
Boeing 757
Y
W
J
F
18:55
20:20
Southwest Airlines
WN 2430
Southwest Airlines
Boeing 757
Y
W
J
F
18:55
20:15
Southwest Airlines
WN 947
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
Click to Check Prices
