Chicago (MDW) to New York (LGA) flights
One airline flies nonstop from Chicago (MDW) to New York (LGA): 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 MDW to LGA
- Southwest AirlinesNot in an allianceWho books it

MDW to LGA with one stop
33 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.
- Via Cleveland (CLE)Southwest Airlines, then American Airlines and Delta Air Lines



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




- Via Pittsburgh (PIT)Southwest Airlines, then American Airlines and Delta Air Lines



- Via Grand Rapids (GRR)Southwest Airlines, then Delta Air Lines and American Airlines



- Via Buffalo (BUF)Southwest Airlines, then Delta Air Lines and American Airlines



- Via Columbus (CMH)Southwest Airlines, then American Airlines and Delta Air Lines



- Via Rochester (ROC)Southwest Airlines, then Delta Air Lines


- Via Toronto (YTZ)Porter Airlines, then Air Canada


- Via Washington (DCA)Southwest Airlines, then American Airlines and Delta Air Lines



- Via Milwaukee (MKE)Southwest Airlines, then Delta Air Lines


- Via Indianapolis (IND)Southwest Airlines, then American Airlines and Delta Air Lines



- Via Cincinnati (CVG)Southwest Airlines, then Delta Air Lines


- Via Albany (ALB)Southwest Airlines, then Delta Air Lines


- Via Richmond (RIC)Southwest Airlines, then American Airlines and Delta Air Lines



- Via Louisville (SDF)Southwest Airlines, then Delta Air Lines


MDW to LGA: common questions
Which airlines fly nonstop from MDW to LGA?
Southwest Airlines flies nonstop from Chicago (MDW) to New York (LGA).
How far is Chicago from New York by plane?
Chicago (MDW) and New York (LGA) 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 MDW to LGA cost?
It depends on the program: each prices the route from its own chart or dynamically. The Award Flight Pricer compares 30+ programs for MDW to LGA with taxes and fees.
Where can I connect between Chicago and New York?
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.