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Cheap Flights from Chicago to Fort Myers Beach

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      Travellers and bags, 1 Adult, Economy

      Compare Chicago to Fort Myers Beach flight deals

      Find the cheapest month or even day of the year to fly to Fort Myers Beach

      Book the best Fort Myers Beach fare with no extra fees

      Flight deals from Chicago to Fort Myers Beach

      Looking for a cheap last-minute deal or the best return flight from Chicago to Fort Myers Beach? Find the lowest prices on one-way and return tickets right here.
      Fort Myers.Rs16,356 per passenger.Departing Mon, 7 Dec.One-way flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Mon, 7 Dec, arriving in Fort Myers Southwest Florida Reg.Price includes taxes and charges.From Rs16,356, select.
      Fort Myers.Rs27,069 per passenger.Departing Mon, 19 Oct.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Mon, 19 Oct, arriving in Fort Myers Southwest Florida Reg.Price includes taxes and charges.From Rs27,069, select.
      Fort Myers.Rs27,069 per passenger.Departing Thu, 24 Sep.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Thu, 24 Sep, arriving in Fort Myers Southwest Florida Reg.Price includes taxes and charges.From Rs27,069, select.
      Fort Myers.Rs27,088 per passenger.Departing Wed, 13 Jan.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Wed, 13 Jan, arriving in Fort Myers Southwest Florida Reg.Price includes taxes and charges.From Rs27,088, select.
      Fort Myers.Rs27,088 per passenger.Departing Mon, 31 Aug.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Mon, 31 Aug, arriving in Fort Myers Southwest Florida Reg.Price includes taxes and charges.From Rs27,088, select.
      Fort Myers.Rs27,149 per passenger.Departing Mon, 9 Nov.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Mon, 9 Nov, arriving in Fort Myers Southwest Florida Reg.Price includes taxes and charges.From Rs27,149, select.
      Fort Myers.Rs39,197 per passenger.Departing Mon, 1 Feb.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Mon, 1 Feb, arriving in Fort Myers Southwest Florida Reg.Price includes taxes and charges.From Rs39,197, select.
      Fort Myers.Rs42,346 per passenger.Departing Thu, 4 Mar.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Thu, 4 Mar, arriving in Fort Myers Southwest Florida Reg.Price includes taxes and charges.From Rs42,346, select.
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      Chicago to Fort Myers Beach: Flight information

      The things to know before you go.
      Fly intoFort Myers Southwest Florida Reg Airport
      Distance to Fort Myers Beach21.4 km
      Cheapest flightRs16,356
      Cheapest month to flyDecember
      Most popular airlineAmerican Airlines
      Average flight time2 hrs, 55 mins

      Find the cheapest month to fly from Chicago to Fort Myers Beach

      We always keep an eye on fares, so you can find the best flight deal in seconds. It looks like Chicago to Fort Myers Beach flights are currently cheapest in December. We’ve based this on flights into Fort Myers Southwest Florida Reg Airport.
      Aug
      from Rs27,127
      Sep
      from Rs27,108
      Oct
      from Rs27,108
      Nov
      from Rs27,188
      Dec
      from Rs16,380
      Jan
      from Rs27,127
      Feb
      from Rs39,254
      Mar
      from Rs42,407
      Apr
      Find prices
      May
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      Jun
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      Jul
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      Finding cheap flights from Chicago to Fort Myers Beach: Frequently asked questions

      There are 2 airports near Fort Myers Beach: Fort Myers Southwest Florida Reg Airport and Naples Airport.
      The best price we found for a return flight from Chicago to Fort Myers Beach is Rs43,800. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
      American Airlines, United, Southwest Airlines all offer direct flights to Fort Myers Southwest Florida Reg Airport.
      We've checked every Chicago to Fort Myers Beach fare we could find, and the cheapest upcoming date to fly seems to be on Thursday, 3 December 2026. Overall, the cheapest month to fly from Chicago to Fort Myers Beach is usually December.
      If you're flying from Chicago, the cheapest airport near Fort Myers Beach is Fort Myers Southwest Florida Reg – which is 21.4 km away from the centre of Fort Myers Beach. We've found flights into this airport from Rs43,800.
      After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Fort Myers Beach on Thursday, 3 December 2026.
      No airlines currently offer direct flights between Chicago and Fort Myers Beach. Most routes have one or more stops.
      We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Fort Myers Beach but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

      We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Fort Myers Beach is around 40 days in advance, so don’t leave your flight to the last minute.

      Fort Myers Southwest Florida Reg Airport is 21.4km from Fort Myers Beach, Naples Airport is 37.4km from Fort Myers Beach, and Punta Gorda Airport is 51.9km from Fort Myers Beach.
      Fort Myers Southwest Florida Reg Airport is closest to Fort Myers Beach, at around 21.4 km away.
      The cheapest airline that flies to Fort Myers Beach is Frontier Airlines .