Norfolk (ORF) to Chicago (MDW) flights
One airline flies nonstop from Norfolk (ORF) to Chicago (MDW): Southwest Airlines. The two airports are 702 miles (1,130 km) apart. There are also 18 ways to fly it with one stop, through Columbus, Pittsburgh and Washington and more.
Airlines flying nonstop from ORF to MDW
- Southwest AirlinesNot in an allianceWho books it
ORF to MDW with one stop
18 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.
- Via Columbus (CMH)Breeze Airways, then Southwest Airlines
- Via Pittsburgh (PIT)Breeze Airways, then Southwest Airlines
- Via Washington (DCA)American Airlines, then Southwest Airlines
- 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 Saint Louis (STL)Southwest Airlines the whole way
- Via Charleston (CHS)Breeze Airways, then Southwest Airlines
- Via Atlanta (ATL)Delta Air Lines and Frontier Airlines the whole way
- Via Hartford (BDL)Breeze Airways, then Southwest Airlines
- Via Providence (PVD)Breeze Airways, then Southwest Airlines
- Via Boston (BOS)Delta Air Lines and JetBlue Airways, then Southwest Airlines
ORF to MDW: common questions
Which airlines fly nonstop from ORF to MDW?
Southwest Airlines flies nonstop from Norfolk (ORF) to Chicago (MDW).
How far is Norfolk from Chicago by plane?
Norfolk (ORF) and Chicago (MDW) are 702 miles (1,130 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
How many miles does ORF 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 ORF to MDW with taxes and fees.
Where can I connect between Norfolk and Chicago?
The most direct connections are through Columbus (CMH), Pittsburgh (PIT), Washington (DCA), Detroit (DTW) and Baltimore (BWI). On 6 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.