Question 1

How long is the flight from Fort Myers to Chicago?

Accepted Answer

The flight from Southwest Florida International Airport (RSW) to Chicago Midway International Airport (MDW) covers 1,782 km and takes approximately 2h 29m. Actual duration varies by airline, routing, and wind conditions — check individual flight listings for scheduled times.

Question 2

Which airlines fly from Fort Myers to Chicago?

Accepted Answer

There are 2 airlines operating the RSW–MDW route. Use the TrackMyWings app to compare schedules, prices, and on-time performance across all carriers on this route.

Question 3

What is the best airline from Fort Myers to Chicago?

Accepted Answer

The best airline on the RSW–MDW route depends on your priorities — price, on-time performance, cabin experience, or loyalty miles. TrackMyWings tracks real-time on-time data for all 2 carriers on this route so you can make an informed choice.

Question 4

How often do flights operate from Fort Myers to Chicago?

Accepted Answer

The RSW–MDW route is served by 2 airlines, with combined daily frequency varying by season. Check the TrackMyWings schedule view for live departure listings and to find the next available flight from Fort Myers to Chicago.

Flight	Airline	Dep Time	Arr Time	Status
FL 9111	AirTran Airways	08:00	14:00	Scheduled
WN 9626	Southwest Airlines	08:00	14:00	Scheduled

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Fort Myers (RSW) to Chicago (MDW) Flights

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