Chicago (MDW) to Charleston (CHS) flights
One airline flies nonstop from Chicago (MDW) to Charleston (CHS): Southwest Airlines. The two airports are 746 miles (1,201 km) apart. There are also 28 ways to fly it with one stop, through Cincinnati, Charlotte and Louisville and more.
Airlines flying nonstop from MDW to CHS
- Southwest AirlinesNot in an allianceWho books it
MDW to CHS with one stop
28 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.
- Via Cincinnati (CVG)Southwest Airlines, then Allegiant Air and Breeze Airways
- Via Charlotte (CLT)Southwest Airlines, then American Airlines
- Via Louisville (SDF)Southwest Airlines, then Breeze Airways
- Via Columbus (CMH)Southwest Airlines, then Breeze Airways
- Via Nashville (BNA)Southwest Airlines the whole way
- Via Atlanta (ATL)Delta Air Lines the whole way
- Via Detroit (DTW)Delta Air Lines the whole way
- Via Pittsburgh (PIT)Southwest Airlines, then Breeze Airways
- Via Saint Louis (STL)Southwest Airlines the whole way
- Via Richmond (RIC)Southwest Airlines, then Breeze Airways
- Via Washington (DCA)Southwest Airlines, then American Airlines
- Via Norfolk (ORF)Southwest Airlines, then Breeze Airways
- Via Baltimore (BWI)Southwest Airlines the whole way
- Via Philadelphia (PHL)Southwest Airlines, then American Airlines
- Via Rochester (ROC)Southwest Airlines, then Breeze Airways
MDW to CHS: common questions
Which airlines fly nonstop from MDW to CHS?
Southwest Airlines flies nonstop from Chicago (MDW) to Charleston (CHS).
How far is Chicago from Charleston by plane?
Chicago (MDW) and Charleston (CHS) are 746 miles (1,201 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
How many miles does MDW to CHS cost?
It depends on the program: each prices the route from its own chart or dynamically. The Award Flight Pricer compares 30+ programs for MDW to CHS with taxes and fees.
Where can I connect between Chicago and Charleston?
The most direct connections are through Cincinnati (CVG), Charlotte (CLT), Louisville (SDF), Columbus (CMH) and Nashville (BNA). On 6 of them the same airline flies both flights, for example Southwest Airlines through Nashville.
More routes
Routes are scheduled nonstop flights. The route data is refreshed monthly; this list was last checked November 11, 2026. Seasonal routes and new launches can be missing or end early, so confirm with the airline before you book. Distances are great-circle, the shortest path between the two airports.