Charlotte (CLT) to Chicago (MDW) flights
One airline flies nonstop from Charlotte (CLT) to Chicago (MDW): Southwest Airlines. The two airports are 584 miles (940 km) apart. There are also 41 ways to fly it with one stop, through Cincinnati, Indianapolis and Louisville and more.
Airlines flying nonstop from CLT to MDW
- Southwest AirlinesNot in an allianceWho books it

CLT to MDW with one stop
41 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.
- Via Cincinnati (CVG)American Airlines, then Southwest Airlines


- Via Indianapolis (IND)American Airlines, then Southwest Airlines


- Via Louisville (SDF)American Airlines, then Southwest Airlines


- Via Columbus (CMH)American Airlines, then Southwest Airlines


- Via Knoxville (TYS)American Airlines, then Allegiant Air


- Via Grand Rapids (GRR)American Airlines, then Southwest Airlines


- Via Nashville (BNA)Southwest Airlines the whole way



- Via Detroit (DTW)Delta Air Lines the whole way




- Via Milwaukee (MKE)American Airlines, then Southwest Airlines


- Via Cleveland (CLE)American Airlines, then Southwest Airlines


- Via Raleigh/Durham (RDU)American Airlines, then Southwest Airlines


- Via Pittsburgh (PIT)American Airlines, then Southwest Airlines


- Via Atlanta (ATL)Delta Air Lines the whole way





- Via Saint Louis (STL)Southwest Airlines the whole way



- Via Richmond (RIC)American Airlines, then Southwest Airlines


CLT to MDW: common questions
Which airlines fly nonstop from CLT to MDW?
Southwest Airlines flies nonstop from Charlotte (CLT) to Chicago (MDW).
How far is Charlotte from Chicago by plane?
Charlotte (CLT) and Chicago (MDW) are 584 miles (940 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
How many miles does CLT to MDW cost?
It depends on the program: each prices the route from its own chart or dynamically. The Award Flight Pricer compares 30+ programs for CLT to MDW with taxes and fees.
Where can I connect between Charlotte and Chicago?
The most direct connections are through Cincinnati (CVG), Indianapolis (IND), Louisville (SDF), Columbus (CMH) and Knoxville (TYS). On 7 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.