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Route

Jacksonville → Chicago

JAXJacksonvilleJacksonville International Airport
MDWChicagoChicago Midway International Airport
Distance
850 mi
Estimated flight time
~2h 15m

Chicago is currently 1 hour behind Jacksonville.

Observed nonstop

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
2 hr 1 min
measured flight time
12 / 12
months seen

Through the year

Per day, month by month

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

Airlines

Who flies it

Southwest Airlinesall year

Through the day

Departure times

Local time in Jacksonville. Most departures between 17:00 and 20:00.

  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. 1Mon
  2. 1Tue
  3. 0.8Wed
  4. 1Thu
  5. 1.1Fri
  6. 0.8Sat
  7. 1.1Sun

Fleet

Aircraft observed

  1. Boeing 737 MAX 8B38M40%
  2. Boeing 737-700B73728%
  3. Boeing 737-800B73819%
  4. Gulfstream G650GLF62%
  5. Cessna Citation LatitudeC68A1%
All the numbers in a table
MonthPer daySeenAirlines
January 2026124
  • Southwest Airlines21×
February 2026129
  • Southwest Airlines23×
March 2026130
  • Southwest Airlines26×
April 2026129
  • Southwest Airlines24×
May 2026120
  • Southwest Airlines18×
June 2026142
  • Southwest Airlines38×
July 2026136
  • Southwest Airlines35×
August 2026127
  • Southwest Airlines22×
September 2026129
  • Southwest Airlines24×
October 2025131
  • Southwest Airlines29×
November 2025131
  • Southwest Airlines25×
December 2025125
  • Southwest Airlines23×

Airlines observed on this route

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

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 Jacksonville: 85.
  • Direct destinations observed from Chicago: 108.

The airports on this route

Jacksonville International Airport

Jacksonville, United StatesJAX / KJAX

Major airport · 85 direct destinations · 2 runways · longest runway 10,000 ft

88 °F · CloudySource: METAR observation via the NOAA Aviation Weather Center

Chicago Midway International Airport

Chicago, United StatesMDW / KMDW

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

55 °F · CloudySource: METAR observation via the NOAA Aviation Weather Center

Alternative airports for this journey

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

About the route from Jacksonville to Chicago

The observed direct connection between Jacksonville International Airport (JAX) and Chicago Midway International Airport (MDW) covers approximately 850 mi. The estimated flight time is around 2h 15m. Southwest Airlines has been observed on this connection in the available route data.

Frequently asked questions about this route

How far is Jacksonville from Chicago by air?
The great-circle distance between Jacksonville International Airport and Chicago Midway International Airport is approximately 850 mi.
How long is the flight from Jacksonville to Chicago?
Based on the distance, the estimated flight time is about 2h 15m. This is an estimate, not a schedule.
Is there a direct connection from Jacksonville to Chicago?
Yes, a direct connection between JAX 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 Jacksonville to Chicago?
On average around 1 flights a day, measured over twelve months (October 2025 to September 2026) in the flight archive, with 353 observed flights. Mainly Southwest Airlines. That is an observation, not a timetable.
What is the current time difference between Jacksonville and Chicago?
Chicago is currently 1 hour behind Jacksonville.

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.