Cheap flights from Fort Myers to Illinois from $140

The cheapest month to fly to Illinois from Fort Myers is in February. Flight prices, which tend to average around $194, are often lower during this time because this is during the off-season. If you aren’t able to travel to Illinois during the month of February, then flying in January is also cheap. Prices for this month can be found on momondo for an average of $211.

The cheapest day to depart from Fort Myers to Illinois is on a Thursday when prices can be found for as low as $382. Flights from Fort Myers to Illinois on a Monday will generally be more expensive and average around $514. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

Our most recent data shows that the best time of day to fly to Illinois is in the evening. Flights from Fort Myers to Illinois during this time can be as low as $306. Flights in the afternoon are often more expensive with an average ticket price of $427.

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

You are more likely to see cheaper flights to Illinois from Fort Myers when booking weeks ahead of your departure date. In general, you can expect to find flights to Illinois for around $300 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Illinois from Fort Myers for as low as $275 on momondo.

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

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

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

As of October 2026, there are 19 flights per day flying from Fort Myers to Illinois. The most common time of day flights depart is 8:00AM, with 57% of flights taking off in the afternoon.

The number of flights available between Fort Myers and Illinois is 137 per week as of October 2026. The most frequent departure day is Fri, with 17% of weekly flights leaving on this day.