What is the cheapest month to fly from Chicago to Fort Myers?

Based on current 6-month forward fare data, June 2026 is the cheapest month to fly from Chicago (ORD) to Fort Myers (RSW), with fares starting from $124.

What is the lowest current fare from ORD to RSW?

The lowest currently-listed fare from Chicago (ORD) to Fort Myers (RSW) is $124 on 2026-06-04.

How long is the flight from Chicago to Fort Myers?

Direct flights from ORD to RSW cover approximately 1,807 km (1,123 miles), with an estimated flight time of 2h 8m. Operating airlines: AA, F9, NK, UA, WN.

Cheap flights from Chicago to Fort Myers

Cheapest current fares: $124 in June 2026, 1,807 km direct flight in ~2h 8m.

Last updated May 26, 2026 · By Flightmaps Editorial

Cheapest month-by-month fares

Lowest available fare per calendar month from Chicago (ORD) to Fort Myers (RSW). Refreshed daily.

Chicago (ORD) → Fort Myers (RSW)

June 2026 $124
May 2026 $138
September 2026 $171

Frequently asked questions

What is the cheapest month to fly from Chicago to Fort Myers?

Based on current 6-month forward fare data, June 2026 is the cheapest month to fly from Chicago (ORD) to Fort Myers (RSW), with fares starting from $124.
What is the lowest current fare from ORD to RSW?

The lowest currently-listed fare from Chicago (ORD) to Fort Myers (RSW) is $124 on 2026-06-04.
How long is the flight from Chicago to Fort Myers?

Direct flights from ORD to RSW cover approximately 1,807 km (1,123 miles), with an estimated flight time of 2h 8m. Operating airlines: AA, F9, NK, UA, WN.

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