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Route

New York → Chicago

JFKNew YorkJohn F. Kennedy International Airport
MDWChicagoChicago Midway International Airport
Distance
729 mi
Estimated flight time
~2h

Chicago is currently 1 hour behind New York.

Observed nonstop

View the reverse route

How often does this route fly?

Frequency

Daily at most

On average around 1 flights a day, observed from October 2025 to September 2026.

1
flights per day
1
busiest month · Oct
1 hr 58 min
measured flight time
7 / 12
months seen

Through the year

Per day, month by month

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

Airlines

Who flies it

Delta Air Linesnow and then

Through the day

Departure times

Local time in New York. Most departures between 16:00 and 19:00.

  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. 0.1Mon
  2. 0.1Tue
  3. 0Wed
  4. 0.1Thu
  5. 0Fri
  6. 0.1Sat
  7. 0Sun

Fleet

Aircraft observed

  1. Boeing 757-200B75225%
  2. Cessna Citation LatitudeC68A8%
  3. Bombardier Challenger 350CL358%
  4. Bombardier Challenger 600CL608%
  5. Embraer Legacy 600E35L8%
All the numbers in a table
MonthPer daySeenAirlines
January 2026Not seen in this month.
February 2026Not seen in this month.
March 2026Not seen in this month.
April 2026Not seen in this month.
May 2026Not seen in this month.
June 202615
  • Delta Air Lines2×
July 202612
  • Delta Air Lines2×
August 202616
  • Delta Air Lines3×
September 202612–
    October 202513–
      November 202513–
        December 202513–

          Airlines observed on this route

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

          Delta Air Lines

          DL · DAL

          Hub: ATL Atlanta

          221 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: 178.
          • Direct destinations observed from Chicago: 108.

          The airports on this route

          John F. Kennedy International Airport

          New York, United StatesJFK / KJFK

          International hub · 178 direct destinations · 4 runways · longest runway 14,511 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.

          LGA MDWLaGuardia AirportNew York is about 11 mi from New York.View route →JFK ORDChicago O'Hare International AirportChicago is about 16 mi from Chicago.View route →EWR MDWNewark Liberty International AirportNewark is about 21 mi from New York.View route →TEB MDWTeterboro AirportTeterboro is about 21 mi from New York.View route →

          About the route from New York to Chicago

          The observed direct connection between John F. Kennedy International Airport (JFK) and Chicago Midway International Airport (MDW) covers approximately 729 mi. The estimated flight time is around 2h. Delta Air Lines 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 John F. Kennedy International Airport and Chicago Midway International Airport is approximately 729 mi.
          How long is the flight from New York to Chicago?
          Based on the distance, the estimated flight time is about 2h. This is an estimate, not a schedule.
          Is there a direct connection from New York to Chicago?
          Yes, a direct connection between JFK and MDW has been observed in our route data.
          Which airlines have been observed on this route?
          In the available route data: Delta Air Lines.
          How often is there a flight from New York to Chicago?
          On average around 1 flights a day, measured over twelve months (October 2025 to September 2026) in the flight archive, with 24 observed flights. Mainly Delta Air Lines. 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.