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Route

New York → Chicago

LGANew YorkLaGuardia Airport
MDWChicagoChicago Midway International Airport
Distance
723 mi
Estimated flight time
~1h 55m

Chicago is currently 1 hour behind New York.

Observed nonstop

View the reverse route

How often does this route fly?

Frequency

Several times a day

On average around 6 flights a day, observed from October 2025 to September 2026.

6
flights per day
7
busiest month · Oct
5
quietest month · Dec
1 hr 51 min
measured flight time
12 / 12
months seen

Through the year

Per day, month by month

  1. 6Jan2026
  2. 6Feb
  3. 5Mar
  4. 6Apr
  5. 6May
  6. 7Jun
  7. 6Jul
  8. 6Aug
  9. 6Sep
  10. 7Oct2025
  11. 6Nov
  12. 5Dec

Airlines

Who flies it

Southwest Airlinesall year

Through the day

Departure times

Local time in New York. Most departures between 06:00 and 09:00.

  1. 00:00
  2. 01:00
  3. 02:00
  4. 03:00
  5. 04:00
  6. 05:00
  7. 06:00
  8. 07:00
  9. 08:00
  10. 09:00
  11. 10:00
  12. 11:00
  13. 12:00
  14. 13:00
  15. 14:00
  16. 15:00
  17. 16:00
  18. 17:00
  19. 18:00
  20. 19:00
  21. 20:00
  22. 21:00
  23. 22:00
  24. 23:00

Through the week

By weekday

  1. 5.8Mon
  2. 5.5Tue
  3. 6.1Wed
  4. 5.9Thu
  5. 6.3Fri
  6. 4.6Sat
  7. 5Sun

Fleet

Aircraft observed

  1. Boeing 737 MAX 8B38M37%
  2. Boeing 737-700B73734%
  3. Boeing 737-800B73827%
  4. Embraer Phenom 300E55P1%
  5. Bombardier Challenger 350CL350%
All the numbers in a table
MonthPer daySeenAirlines
January 20266155
  • Southwest Airlines152×
February 20266150
  • Southwest Airlines145×
March 20265152
  • Southwest Airlines148×
April 20266181
  • Southwest Airlines176×
May 20266163
  • Southwest Airlines156×
June 20267187
  • Southwest Airlines183×
July 20266184
  • Southwest Airlines179×
August 20266172
  • Southwest Airlines169×
September 20266183
  • Southwest Airlines178×
October 20257191
  • Southwest Airlines186×
November 20256162
  • Southwest Airlines160×
December 20255139
  • Southwest Airlines137×

Airlines observed on this route

From observed callsign routes on LGA-MDW - not a booking guarantee.

Southwest Airlines

WN · SWA

Hub: DEN Denver

117 departure airportsView airline →

About this route

  • Domestic route: both airports are in the same country.
  • The opposite direction has also been observed as a direct connection.
  • Direct destinations observed from New York: 98.
  • Direct destinations observed from Chicago: 108.

The airports on this route

LaGuardia Airport

New York, United StatesLGA / KLGA

Major airport · 98 direct destinations · 2 runways · longest runway 7,001 ft

64 °F · CloudySource: METAR observation via the NOAA Aviation Weather Center

Airport pageAll direct destinations

Chicago Midway International Airport

Chicago, United StatesMDW / KMDW

Major airport · 108 direct destinations · 4 runways · longest runway 6,522 ft

52 °F · CloudySource: METAR observation via the NOAA Aviation Weather Center

Airport pageAll direct destinations

Alternative airports for this journey

Same journey, a different airport nearby - with an observed direct connection.

JFK MDWJohn F. Kennedy International AirportNew York is about 11 mi from New York.View route →TEB MDWTeterboro AirportTeterboro is about 11 mi from New York.View route →LGA ORDChicago O'Hare International AirportChicago is about 16 mi from Chicago.View route →EWR MDWNewark Liberty International AirportNewark is about 17 mi from New York.View route →

About the route from New York to Chicago

The observed direct connection between LaGuardia Airport (LGA) and Chicago Midway International Airport (MDW) covers approximately 723 mi. The estimated flight time is around 1h 55m. Southwest Airlines has been observed on this connection in the available route data.

Frequently asked questions about this route

How far is New York from Chicago by air?
The great-circle distance between LaGuardia Airport and Chicago Midway International Airport is approximately 723 mi.
How long is the flight from New York to Chicago?
Based on the distance, the estimated flight time is about 1h 55m. This is an estimate, not a schedule.
Is there a direct connection from New York to Chicago?
Yes, a direct connection between LGA and MDW has been observed in our route data.
Which airlines have been observed on this route?
In the available route data: Southwest Airlines.
How often is there a flight from New York to Chicago?
On average around 6 flights a day, measured over twelve months (October 2025 to September 2026) in the flight archive, with 2,019 observed flights. Mainly Southwest Airlines. That is an observation, not a timetable.
What is the current time difference between New York and Chicago?
Chicago is currently 1 hour behind New York.

Where this data comes from

The route data comes from the flight archive (ADS-B, adsb.lol): which connections actually flew over the last twelve full months and who flew them, combined with our own airport, runway, and airline datasets. It is reference data about observed routes - not a current timetable and no claim about bookability.

The frequency and aircraft on this page come from the flight archive (ADS-B, 12 months, October 2025 to September 2026), summarized per route per month. We do not see every flight, so it is a floor, not a count.

Route data updated on October 11, 2026.