Cheap Flights from Chicago to Fort Myers

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

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Flight deals from Chicago to Fort Myers

Looking for a cheap last-minute deal or the best round-trip flight from Chicago to Fort Myers? Find the lowest prices on one-way and round-trip tickets right here.

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Find the cheapest month to fly from Chicago to Fort Myers

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Fort Myers flights are currently cheapest in May.

Direct flights from Chicago to Fort Myers

Alternative Chicago to Fort Myers routes

Looking for the cheapest, fastest or easiest route from Chicago to Fort Myers? You could fly into the following airports instead.

Chicago to Fort Myers: Flight information

The things to know before you go.
Cheapest flight foundAED 192
Cheapest month to flyMay
Average flight time2 hrs, 52 mins
Most popular airlineSouthwest Airlines
Average flights per week123

Finding cheap flights from Chicago to Fort Myers: Frequently asked questions

There are 4 airports in Fort Myers: Fort Myers Page Field, Fort Myers Southwest Florida Reg, Punta Gorda, and Naples.
The best price we found for a round-trip flight from Chicago to Fort Myers is AED 192. 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.
2 hours and 52 minutes is the average flight time from Chicago to Fort Myers.
Southwest Airlines, American Airlines and United fly direct from Chicago to Fort Myers.
There are 123 flights per week flying from Chicago to Fort Myers, as of April 2024.
The cheapest month to fly from Chicago to Fort Myers is usually May.
If you're flying from Chicago, the cheapest airport near Fort Myers is Fort Myers Southwest Florida Reg – which is 15.8 km away from the center of Fort Myers. We've found flights to this airport from AED 192.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Fort Myers on Thursday, May 30, 2024.
Yes – the average flight time is 2 hours and 52 minutes.
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 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 is around 40 days in advance, so don’t leave your flight to the last minute.
In April, the average temperature is usually around 23°C. August is typically the warmest month in Fort Myers, when it usually averages around 31°C. You can expect the least rain in December. The coldest month is January, with temperatures averaging 13°C. The rainiest month is June.
The cheapest airline that flies to Fort Myers is Spirit Airlines.

How to find cheap flights from Chicago to Fort Myers

Looking for cheap flight tickets from Chicago to Fort Myers? Skyscanner compares flight prices across more than 1,200 airlines and travel providers.

Regardless of whether you're looking for a one-way ticket to Fort Myers or a return flight, here are some tips to secure the best flight price and make planning your journey as smooth as possible.

  • Simply hit search. From Emirates and Etihad to international carriers like Air India and Wizz Air, we compare all major airlines with the most popular online travel agents to find the cheapest plane tickets from Chicago to Fort Myers. And with us there are no hidden fees - what you see is what you pay.

  • Flex your dates to find the cheapest CHI - FMY flight tickets on Skyscanner. Search for flights but don’t enter the departure date and instead click ‘whole month’. This tool will find the cheapest month and dates to fly to Fort Myers from Chicago.

  • Set up a Price Alert for Chicago-Fort Myers flight tickets. You can easily track the fare of flights by creating an alert. Whenever prices go down or up, you'll get an email to help make sure you get the best possible flight deal. Or download our app and get price alerts straight to your phone.

  • Fly without stops. Only interested in direct flights between Chicago and Fort Myers? Make sure to tick 'Non-stop flights only' when performing a search. If there are direct flights available on the route, these will appear in the results.

Hotels in Fort Myers

Looking for a hotel in Fort Myers? Whether you’re looking for a local hotel or a global brand, discover the best prices and exclusive rates for hotels in Fort Myers by comparing the biggest names in travel.

Car hire in Fort Myers

If you’re looking for car rental in Fort Myers, we can help you uncover the best car hire deals. We search hundreds of car hire companies allowing you to instantly compare prices and then book.

Book flight tickets from Chicago to Fort Myers with extra peace of mind

Back in 2020, most airlines introduced policies to make travel during COVID-19 as easy as possible. The worst of the pandemic is now over, but some of these policies remain in place for you to take advantage of as you step back out into the world.

  • Find flexible getaways. Some airlines introduced flexible booking policies in 2020 – and many of these are still available. If you book a flexible plane ticket from Chicago to Fort Myers, it means your money is still safe if your flights are changed or cancelled due to COVID-19.

  • Get insured. Choose travel cost protection that covers COVID-19, too. It's available at the checkout as you book your flight from Chicago to Fort Myers with us.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.