Direct flights from Chicago to Fort Myers
All flights from MDW to RSW non-stop. There are direct flights from Chicago Midway International, Illinois, USA to Southwest Florida International Airport (RSW), Florida, USA every day of the week with Southwest Airlines. The flight distance is 1113 miles and the trip usually takes about 2 hours and 45 minutes.
Airlines with non-stop routes:

Southwest Airlines
Flight schedule from Chicago to Fort Myers with Southwest Airlines
This is a weekly direct flight schedule for Southwest Airlines. Use the arrows or click on the date to change week. Click on any flight departure time to show more information and check availability.
Flight
The timetable & schedule information was updated at 2025-04-22
Chicago to Fort Myers flight departures
Select a date to see all scheduled flight departures between MDW to RSW.
MDW - RSW information
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Distance1113 miles (1791 km)
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Flight time2 hours and 45 minutes
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Airlines
Southwest
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AlliancesOne WorldSky TeamStar Alliance
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ClassesEconomyBusinessFirst Class
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Southwest AircraftBoeing 737 Passenger
Direct flights from Chicago to FL, USA

From Chicago to Miami
MIA Miami International

From Chicago to Fort Lauderdale
FLL Fort Lauderdale Hollywood International

From Chicago to Punta Gorda
PGD Charlotte County-Punta Gorda Airport

From Chicago to Sarasota
SRQ Sarasota Bradenton International Airport

From Chicago to Orlando
MCO Orlando International

From Chicago to Tampa
TPA Tampa International

From Chicago to Jacksonville
JAX Jacksonville International

From Chicago to Fort Walton Beach
VPS Eglin Afb

From Chicago to Panama City
ECP Panama City-NW Florida Bea.

From Chicago to Pensacola
PNS Pensacola Rgnl