Rochester (ROC) to Chicago (MDW) flights
One airline flies nonstop from Rochester (ROC) to Chicago (MDW): Southwest Airlines. The two airports are 521 miles (839 km) apart. There are also 10 ways to fly it with one stop, through Detroit, Baltimore and Washington and more.
Airlines flying nonstop from ROC to MDW
- Southwest AirlinesNot in an allianceWho books it
ROC to MDW with one stop
10 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 Washington (DCA)American Airlines, then Southwest Airlines
- Via Philadelphia (PHL)American Airlines, then Southwest Airlines
- Via New York (LGA)Delta Air Lines, then Southwest Airlines
- Via Raleigh/Durham (RDU)Breeze Airways, then Southwest Airlines
- Via Charlotte (CLT)American Airlines, then Southwest Airlines
- Via Boston (BOS)American Airlines, then Southwest Airlines
- Via Atlanta (ATL)Delta Air Lines the whole way
- Via Myrtle Beach (MYR)Breeze Airways, then Southwest Airlines
ROC to MDW: common questions
Which airlines fly nonstop from ROC to MDW?
Southwest Airlines flies nonstop from Rochester (ROC) to Chicago (MDW).
How far is Rochester from Chicago by plane?
Rochester (ROC) and Chicago (MDW) are 521 miles (839 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
How many miles does ROC 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 ROC to MDW with taxes and fees.
Where can I connect between Rochester and Chicago?
The most direct connections are through Detroit (DTW), Baltimore (BWI), Washington (DCA), Philadelphia (PHL) and New York (LGA). On 3 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.