Cheap Flights from Fort Myers Southwest Florida Reg to Chicago

Compare Fort Myers Southwest Florida Reg to Chicago flight deals

Find the cheapest month or even day of the year to fly to Chicago

Book the best Chicago fare with no extra fees

Flight deals from Fort Myers Southwest Florida Reg to Chicago

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

Find the cheapest month to fly from Fort Myers Southwest Florida Reg to Chicago

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

Direct flights from Fort Myers Southwest Florida Reg to Chicago

Alternative Fort Myers Southwest Florida Reg to Chicago routes

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

Fort Myers to Chicago: Flight information

The things to know before you go.
Cheapest flight found$162
Cheapest month to flyNovember
Average flight time3 hrs, 7 mins
Most popular airlineUnited
Average flights per week195

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

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Fort Myers Southwest Florida Reg to Chicago is $162. 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.
3 hours and 6 minutes is the average flight time from Fort Myers Southwest Florida Reg to Chicago.
United, Southwest Airlines and American Airlines fly direct from Fort Myers Southwest Florida Reg to Chicago.
As of October 2024, there are 195 flights per week flying from Fort Myers Southwest Florida Reg to Chicago.
The cheapest month to fly from Fort Myers Southwest Florida Reg to Chicago is usually October 2024.
If you're flying from Fort Myers Southwest Florida Reg Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from $162.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Fort Myers Southwest Florida Reg Airport to Chicago on Saturday, 23 November 2024.
Yes – the average flight time is 3 hours and 6 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 Chicago 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 Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In October, the average temperature is usually around 11°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, Spirit Airlines offers the cheapest flight tickets to Chicago.

How to find the best cheap flights from Fort Myers Southwest Florida Reg to Chicago with Skyscanner Flight Search

Whether you’re looking for a one-way or return flight, compare deals on plane tickets from Fort Myers Southwest Florida Reg to Chicago with all major carriers, and find the cheapest fares, using Skyscanner’s Flight Search.

  • Simply hit ‘search’ – our Flight Search tool compares prices from all major online travel agents and airlines that offer flights from Fort Myers Southwest Florida Reg to Chicago to help you find the best and cheapest tickets – with no hidden fees or extra costs

  • Flex your dates – use Skyscanner’s ‘whole month’ tool to find the cheapest time to fly from Fort Myers Southwest Florida Reg to Chicago within your selected dates

  • Find direct flights – tick ‘direct flights only’ to only see direct plane tickets from Fort Myers Southwest Florida Reg to Chicago, if available

  • Search for nearby airports - broaden your search and potentially find even better deals for nearby airports in Fort Myers Southwest Florida Reg and Chicago by selecting "add nearby airports" in the Flight Search tool

  • Book a multi-city trip – planning on visiting more than one location on your journey? Select ‘multi-city’ when searching for flights to find the best deals for stop-overs

  • Choose your flight class – compare prices for economy, business, and first class plane tickets from Fort Myers Southwest Florida Reg to Chicagoand get the best deals however you choose to fly

  • Use airline points – check whether your chosen airline has a points system, such as Airpoints, to unlock flight ticket discounts and make savings on future trips from Fort Myers Southwest Florida Reg to Chicago - and other destinations

Get Price Alerts to keep track of airfare changes

Score the best prices on cheap flights from Fort Myers Southwest Florida Reg to Chicago with Skyscanner’s Price Alerts. Use Flight Search to find flights for your route, then click the “Get Price Alerts” button on the top left of the results page to get a notification to your phone or e-mail whenever ticket prices go up or down. For mobile users, click the bell on the top right. You can also create Price Alerts using the free Skyscanner app.

Plan your trip to Chicago all in one place with hotels and car hire

Discover the best deals on hotels and car hire in Chicago to keep all your bookings in one place and make your journey as smooth as possible. Simply use Skyscanner’s search tool to compare prices from top hotel and car providers across the country, from global to local brands.

Find hotels in Chicago
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Book flights from Fort Myers Southwest Florida Reg to Chicago with peace of mind

Fly from Fort Myers Southwest Florida Reg to Chicago with peace of mind using Skyscanner’s helpful tips and resources.

  • Find flexible tickets – use Flight Search to book flexible tickets from Fort Myers Southwest Florida Reg to Chicago (with eligible airlines) to protect your money if your flights are changed or cancelled

  • Keep track of travel information– make sure you check the latest travel guidance before you fly to Chicago - including visa requirements, health alerts, and more - to avoid unexpected delays

  • Check your travel insurance – make sure you have the right travel insurance before your trip from Fort Myers Southwest Florida Reg to Chicago to cover you for any unexpected events, such as cancellations, delays, and lost luggage

  • Add travel cost protection - avoid travel pitfalls and choose Travel Cost Protection with Skyscanner when booking flights from Fort Myers Southwest Florida Reg to Chicago. It's available at the checkout for eligible destinations

Make greener choices with sustainable flights from Fort Myers Southwest Florida Reg to Chicago

Did you know that with Skyscanner Flight Search, you can filter flights from Fort Myers Southwest Florida Reg to Chicago to only see routes with lower-than-average carbon emissions? Simply select "Only show flights with lower CO2 emissions" under "Greener choices" in the filter menu, or look for the "Greener Choices" label at the top of flights listings.


Read more about Skyscanner's commitment to sustainable travel

Unlock exclusive deals with the Skyscanner app

Download the free Skyscanner app today and unlock exclusive deals on cheap flights from Fort Myers Southwest Florida Reg to Chicago, car hire, and hotels at anytime, from anywhere.


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