Direct flights from Fort Myers to Chicago RSW → MDW
Southwest Airlines flies nonstop from Fort Myers (RSW) to Chicago (MDW), daily. The flight takes about 2h 47m and covers 1,107 miles (1,782 km). Arrivals run on time 74.4% at RSW and 72.8% at MDW — BTS data for the last three months, counting arrivals within 15 minutes of schedule. Schedule data from 31 July 2026.
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Southwest Airlines
WN
Departure Schedule typical week
Typical weekly schedule · 15 flights per week (~2 per day) · Updated 30d ago
Southwest Airlines
Frequently asked questions
Is there a direct flight from Fort Myers to Chicago?
Yes, Southwest Airlines operates nonstop flights from Fort Myers (RSW) to Chicago (MDW).
Which airlines fly direct from Fort Myers to Chicago?
Southwest Airlines operates nonstop flights from Fort Myers to Chicago.
How long is the flight from Fort Myers to Chicago?
The nonstop flight from Fort Myers to Chicago takes ~2h 47m (approximately 1782 km).
How often do direct flights operate from Fort Myers to Chicago?
Nonstop flights from Fort Myers to Chicago operate daily — 15 flights per week (~2 per day).
What is the on-time performance for flights from Fort Myers to Chicago?
Arrivals run on time 74.4% at RSW and 72.8% at MDW — BTS data for the last three months, counting arrivals within 15 minutes of schedule.
What days of the week are there direct flights from Fort Myers to Chicago?
Direct flights from Fort Myers to Chicago operate every day of the week.
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