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Route

Chicago → Fort Myers

MDWChicagoChicago Midway International Airport
RSWFort MyersSouthwest Florida International Airport
Distance
1,107 mi
Estimated flight time
~2h 45m

Fort Myers is currently 1 hour ahead of Chicago.

Observed nonstop

View the reverse route

How often does this route fly?

Frequency

A couple of times a day

On average around 2 flights a day, observed from October 2025 to September 2026.

2
flights per day
3
busiest month · Feb
1
quietest month · Oct
2 hr 21 min
measured flight time
12 / 12
months seen

Through the year

Per day, month by month

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

Airlines

Who flies it

Southwest Airlinesall year

Through the day

Departure times

Local time in Chicago. Most departures between 13:00 and 16:00.

  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. 2Mon
  2. 1.5Tue
  3. 1.8Wed
  4. 1.8Thu
  5. 1.9Fri
  6. 2.2Sat
  7. 1.5Sun

Fleet

Aircraft observed

  1. Boeing 737 MAX 8B38M50%
  2. Boeing 737-800B73830%
  3. Boeing 737-700B73716%
  4. Cessna Citation ExcelC56X0%
  5. Cessna Citation LatitudeC68A0%
All the numbers in a table
MonthPer daySeenAirlines
January 2026249
  • Southwest Airlines45×
February 2026383
  • Southwest Airlines80×
March 2026264
  • Southwest Airlines62×
April 2026232
  • Southwest Airlines30×
May 2026376
  • Southwest Airlines73×
June 2026366
  • Southwest Airlines66×
July 2026378
  • Southwest Airlines75×
August 2026267
  • Southwest Airlines64×
September 2026263
  • Southwest Airlines61×
October 2025114
  • Southwest Airlines14×
November 2025127
  • Southwest Airlines22×
December 2025236
  • Southwest Airlines33×

Airlines observed on this route

From observed callsign routes on MDW-RSW - 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 Chicago: 108.
  • Direct destinations observed from Fort Myers: 90.

The airports on this route

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

Airport pageAll direct destinations

Southwest Florida International Airport

Fort Myers, United StatesRSW / KRSW

Regional airport · 90 direct destinations · 1 runway · longest runway 12,001 ft

78 °F · RainSource: 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.

ORD RSWChicago O'Hare International AirportChicago is about 16 mi from Chicago.View route →MDW PGDPunta Gorda AirportPunta Gorda is about 30 mi from Fort Myers.View route →SBN RSWSouth Bend International AirportSouth Bend is about 74 mi from Chicago.View route →MDW SRQSarasota Bradenton International AirportSarasota is about 77 mi from Fort Myers.View route →

About the route from Chicago to Fort Myers

The observed direct connection between Chicago Midway International Airport (MDW) and Southwest Florida International Airport (RSW) covers approximately 1,107 mi. The estimated flight time is around 2h 45m. Southwest Airlines has been observed on this connection in the available route data.

Frequently asked questions about this route

How far is Chicago from Fort Myers by air?
The great-circle distance between Chicago Midway International Airport and Southwest Florida International Airport is approximately 1,107 mi.
How long is the flight from Chicago to Fort Myers?
Based on the distance, the estimated flight time is about 2h 45m. This is an estimate, not a schedule.
Is there a direct connection from Chicago to Fort Myers?
Yes, a direct connection between MDW and RSW 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 Chicago to Fort Myers?
On average around 2 flights a day, measured over twelve months (October 2025 to September 2026) in the flight archive, with 655 observed flights. Mainly Southwest Airlines. That is an observation, not a timetable.
What is the current time difference between Chicago and Fort Myers?
Fort Myers is currently 1 hour ahead of Chicago.

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.