Direct flights from Fort Myers to Chicago
All flights from RSW to MDW non-stop. There are direct flights from Southwest Florida International Airport (RSW), Florida, USA to Chicago Midway International (MDW), Illinois, USA with Southwest Airlines. 17 weekly departures are currently scheduled on this route. Departure times range from 05:30 to 22:55 depending on the schedule period. The flight distance is 1113 miles (1791 km). Flight time ranges from 2 hours and 45 minutes to 3 hours and 15 minutes.
Fort Myers
, USA
Flight schedule from Fort Myers to Chicago 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 2026-08-24
Fort Myers to Chicago scheduled departures
Select a date to see every published non-stop departure between RSW and MDW.
RSW - MDW route facts
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Distance1113 miles (1791 km)
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Flight time2 hours and 45 minutes to 3 hours and 15 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 737-800 (winglets) Passenger/BBJ2, Boeing 737MAX 8 Passenger and Boeing 737-700 Passenger (Scimitar Winglets)
Route FAQ
Direct flights from Fort Myers to IL, USA
From Fort Myers to Chicago
ORD Chicago O Hare International
