Direct flights from Chicago to Fort Myers
All flights from MDW to RSW non-stop. There are direct flights from Chicago Midway International (MDW), Illinois, USA to Southwest Florida International Airport (RSW), Florida, USA with Southwest Airlines. 21 weekly departures are currently scheduled on this route. Departure times range from 05:00 to 20:55 depending on the schedule period. The flight distance is 1113 miles (1791 km). Flight time ranges from 2 hours and 40 minutes to 2 hours and 55 minutes.
Chicago
, USA
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 2026-10-05
Chicago to Fort Myers scheduled departures
Select a date to see every published non-stop departure between MDW and RSW.
MDW - RSW route facts
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Distance1113 miles (1791 km)
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Flight time2 hours and 40 minutes to 2 hours and 55 minutes
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Airline Southwest
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Airline alliancesLow-cost carrier
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CabinsEconomy
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AircraftBoeing 737MAX 8 Passenger, Boeing 737-800 (winglets) Passenger/BBJ2 and Boeing 737-700 Passenger (Scimitar Winglets)
Route FAQ
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 Orlando
MCO Orlando International
From Chicago to Sarasota
SRQ Sarasota Bradenton International Airport
From Chicago to Tampa
TPA Tampa International
From Chicago to Jacksonville
JAX Jacksonville International
From Chicago to Pensacola
PNS Pensacola Rgnl
From Chicago to Fort Walton Beach
VPS Eglin Afb
From Chicago to Panama City
ECP Panama City-NW Florida Bea.
