Nonstop flights from Charleston to Chicago

Southwest Airlines flies this route 1 to 2 times a day.

CHSCharleston International

746 mi · 11 flights a week

MDWChicago Midway International

CHSMDW

When they leave

Charleston time

7:00a6:30pFirst departure 7:00 AM, last 6:30 PM

Three in the morning, 7:00 AM to 8:15 AM, then one evening flight at 6:30 PM.

Every flight

Earliest first

7:00 AM→8:10 AMSouthwest AirlinesBoeing 737 MAX 8Mon, Thu, Fri
7:35 AM→8:45 AMSouthwest AirlinesBoeing 737 MAX 8Tue, Wed, Sat
8:15 AM→9:20 AMSouthwest AirlinesBoeing 737-700Sun
6:30 PM→7:40 PMSouthwest AirlinesBoeing 737 MAX 8Mon, Thu, Fri, Sun

Schedules last checked Sep 19, 2026. Times are local.

Flying from Charleston to Chicago

Southwest Airlines is the only airline flying nonstop from Charleston to Chicago, 1 to 2 times a day on the Boeing 737 MAX 8 and Boeing 737-700.

There are 1 or 2 flights every day of the week. The first arrival in Chicago is at 8:10 AM and the last at 7:40 PM. The flight covers 746 miles.

Flying back, Chicago to Charleston has 11 nonstop flights a week. From Charleston, O'Hare (ORD) is the other Chicago area airport with nonstop flights, 42 a week.

Return flights

Chicago to CharlestonView

Every Chicago airport

All Charleston to Chicago flightsView

Find the cheapest day to fly from Charleston to Chicago.

Schedules as of Oct 9, 2026.