Cheap flights from Illinois to Fort Myers from $105

In general, January is the cheapest month to fly from Illinois to Fort Myers. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $235. If you are unable to visit Fort Myers during the month of January, then departing from Illinois during the month February is also very affordable. Most momondo users find prices during this month for around $242.

The cheapest day to depart from Illinois to Fort Myers is on a Wednesday when prices can be found for as low as $298. Flights from Illinois to Fort Myers on a Sunday will generally be more expensive and average around $365. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

The cheapest time of day to fly to Fort Myers is in the morning when flights can be purchased for as low as $322. Flights in the evening are often more expensive with an average ticket price of $371.

Fly from Chicago O'Hare Intl to Fort Myers SW Florida Intl for the best Illinois - Fort Myers SW Florida Intl flight prices

You are more likely to see cheaper flights to Fort Myers from Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to Fort Myers for around $306 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Fort Myers from Illinois for as low as $266 on momondo.

There are 4 cabin classes available to choose from on Illinois to Fort Myers flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

United Airlines, Southwest, and Delta are the most popular carriers operating from Illinois to Fort Myers SW Florida Intl

Allegiant Air, United Airlines and American Airlines are the top three most popular airlines that fly to Fort Myers from Illinois according to our data. Allegiant Air is the first choice among our users, with 42% of people opting to fly with this airline when traveling to Fort Myers. Keep in mind that there are 7 different airlines that fly to Fort Myers on a routine basis, so you have a few additional options to choose from.

13 flights are operational daily from Illinois to Fort Myers as of August 2026. The most popular departure time for this route is 7:00AM, with 68% of flights per day taking off at noon.

As of August 2026, there are 92 flights per week flying from Illinois to Fort Myers. The most common day of the week flights depart is Tue, with 21% of flights taking off on this day.