Direct flights from New York to Chicago
All flights from LGA to MDW non-stop. There are direct flights from La Guardia (LGA), New York, USA to Chicago Midway International (MDW), Illinois, USA with Southwest Airlines. 47 weekly departures are currently scheduled on this route. Departure times range from 06:05 to 22:00 depending on the schedule period. The flight distance is 727 miles (1170 km). Flight time ranges from 2 hours and 20 minutes to 2 hours and 55 minutes.
New York
, USA
Flight schedule from New York to Chicago with Southwest Airlines
This is a weekly direct flight schedule for Southwest Airlines. Use the arrows or click on the date to change week. Click on any flight departure time to show more information and check availability.
Flight
The timetable & schedule information was updated at 2026-11-09
New York to Chicago scheduled departures
Select a date to see every published non-stop departure between LGA and MDW.
LGA - MDW route facts
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Distance727 miles (1170 km)
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Flight time2 hours and 20 minutes to 2 hours and 55 minutes
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Airline Southwest
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Airline alliancesLow-cost carrier
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CabinsEconomy
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Departure terminalsTerminal B
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AircraftBoeing 737-700 Passenger (Scimitar Winglets) , Boeing 737MAX 8 Passenger and Boeing 737-800 (winglets) Passenger/BBJ2
Route FAQ
Direct flights from New York to IL, USA
From New York to Chicago
ORD Chicago O Hare International
