Richmond (RIC) to Chicago (MDW) flights
One airline flies nonstop from Richmond (RIC) to Chicago (MDW): Southwest Airlines. The two airports are 628 miles (1,010 km) apart. There are also 13 ways to fly it with one stop, through Detroit, Baltimore and Charlotte and more.
Airlines flying nonstop from RIC to MDW
- Southwest AirlinesNot in an allianceWho books it

RIC to MDW with one stop
13 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.
- Via Detroit (DTW)Delta Air Lines the whole way



- Via Baltimore (BWI)Southwest Airlines the whole way


- Via Charlotte (CLT)American Airlines, then Southwest Airlines


- Via Philadelphia (PHL)American Airlines, then Southwest Airlines


- Via Nashville (BNA)Southwest Airlines the whole way



- Via New York (LGA)American Airlines and Delta Air Lines, then Southwest Airlines



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




- Via Charleston (CHS)Breeze Airways, then Southwest Airlines


- Via Hartford (BDL)Breeze Airways, then Southwest Airlines


- Via Providence (PVD)Breeze Airways, then Southwest Airlines


- Via Minneapolis (MSP)Delta Air Lines the whole way



- Via Boston (BOS)JetBlue Airways and Delta Air Lines, then Southwest Airlines



- Via Jacksonville (JAX)Breeze Airways, then Southwest Airlines


RIC to MDW: common questions
Which airlines fly nonstop from RIC to MDW?
Southwest Airlines flies nonstop from Richmond (RIC) to Chicago (MDW).
How far is Richmond from Chicago by plane?
Richmond (RIC) and Chicago (MDW) are 628 miles (1,010 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
How many miles does RIC 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 RIC to MDW with taxes and fees.
Where can I connect between Richmond and Chicago?
The most direct connections are through Detroit (DTW), Baltimore (BWI), Charlotte (CLT), Philadelphia (PHL) and Nashville (BNA). On 5 of them the same airline flies both flights, for example Delta Air Lines through Detroit.
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.