New York (LGA) to Chicago (MDW) flights
One airline flies nonstop from New York (LGA) to Chicago (MDW): Southwest Airlines. The two airports are 723 miles (1,163 km) apart. There are also 33 ways to fly it with one stop, through Cleveland, Detroit and Pittsburgh and more.
Airlines flying nonstop from LGA to MDW
- Southwest AirlinesNot in an allianceWho books it
LGA to MDW with one stop
33 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.
- Via Cleveland (CLE)American Airlines and Delta Air Lines, then Southwest Airlines
- Via Detroit (DTW)Delta Air Lines the whole way
- Via Pittsburgh (PIT)American Airlines and Delta Air Lines, then Southwest Airlines
- Via Grand Rapids (GRR)Delta Air Lines and American Airlines, then Southwest Airlines
- Via Buffalo (BUF)Delta Air Lines and American Airlines, then Southwest Airlines
- Via Columbus (CMH)American Airlines and Delta Air Lines, then Southwest Airlines
- Via Rochester (ROC)Delta Air Lines, then Southwest Airlines
- Via Toronto (YTZ)Air Canada, then Porter Airlines
- Via Washington (DCA)American Airlines and Delta Air Lines, then Southwest Airlines
- Via Milwaukee (MKE)Delta Air Lines, then Southwest Airlines
- Via Indianapolis (IND)American Airlines and Delta Air Lines, then Southwest Airlines
- Via Cincinnati (CVG)Delta Air Lines, then Southwest Airlines
- Via Albany (ALB)Delta Air Lines, then Southwest Airlines
- Via Richmond (RIC)American Airlines and Delta Air Lines, then Southwest Airlines
- Via Louisville (SDF)Delta Air Lines, then Southwest Airlines
LGA to MDW: common questions
Which airlines fly nonstop from LGA to MDW?
Southwest Airlines flies nonstop from New York (LGA) to Chicago (MDW).
How far is New York from Chicago by plane?
New York (LGA) and Chicago (MDW) are 723 miles (1,163 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
How many miles does LGA 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 LGA to MDW with taxes and fees.
Where can I connect between New York and Chicago?
The most direct connections are through Cleveland (CLE), Detroit (DTW), Pittsburgh (PIT), Grand Rapids (GRR) and Buffalo (BUF). On 7 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.