Chicago (Any) to Fort Myers (RSW) in September 2027

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Finding fares for September and October…

Chicago (Any) to Fort Myers (RSW): what SlickTrip has seen

1 price drop on economy fares in the last 30 days, caught for travelers watching this route.
SlickTrip travelers are watching 1 trip on this route.
Airlines in the fares we watched: Southwest.

From SlickTrip's own price alerts and watched trips, as of Nov 10.

Chicago (Any) to Fort Myers (RSW) by month

November 2026
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Cheap economy Class Flights from Chicago (Any) to Fort Myers (RSW) September

Find the best deals on economy class flights. Compare prices for direct flights, one-stop, and multi-stop options.

Why Choose Economy Class Flights from Chicago (Any) to Fort Myers (RSW)?

Fares across the airlines on the route in one search
Nonstop and connecting flights side by side
A month of fares at a glance for september travel
Price alerts: we watch the fare and alert you when it drops

Planning a trip from Chicago (Any) to Fort Myers (RSW) in september? SlickTrip shows the cheapest economy fares across airlines, nonstop or with stops. Set an alert and we watch the route for you, then email you when the price drops. Booking happens on the airline's or travel site's own page.

Chicago (Any) to Fort Myers (RSW): what SlickTrip has seen

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