Cheap flights from Madison to Fort Myers from $89

In general, December is the cheapest month to fly from Madison to Fort Myers. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $269. If you are unable to visit Fort Myers during the month of December, then departing from Madison during the month November is also very affordable. Most momondo users find prices during this month for around $281.

The cheapest day to depart from Madison to Fort Myers is on a Sunday when prices can be found for as low as $208. Flights from Madison to Fort Myers on a Wednesday will generally be more expensive and average around $379. 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 at noon when flights can be purchased for as low as $178. Flights in the morning are often more expensive with an average ticket price of $340.

Fly from Madison Truax Field to Fort Myers SW Florida Intl for the best Madison Truax Field - Fort Myers SW Florida Intl flight prices

You are more likely to see cheaper flights to Fort Myers from Madison when booking weeks ahead of your departure date. In general, you can expect to find flights to Fort Myers for around $350 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Fort Myers from Madison for as low as $253 on momondo.

There is only 1 cabin class available to choose from on Madison to Fort Myers flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

No. A direct flight is the cheapest option for a flight between Madison to Fort Myers.

As of September 2026, prices for Madison to Fort Myers flights are approximately 26% more expensive when compared to flights at the same time last year.

Sun Country Air, American Airlines, and United Airlines are the most popular carriers operating from Madison Truax Field to Fort Myers SW Florida Intl

Allegiant Air, Sun Country Air and American Airlines are the top three most popular airlines that fly to Fort Myers from Madison according to our data. Allegiant Air is the first choice among our users, with 71% 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.

Chicago (ORD) was the most common stop: 93% of momondo users choosing 1-stop flights on this route connected there.

Flights via Washington, D.C. (DCA) offer the lowest average round-trip price of $259.

Flights connecting via Chicago (ORD) have the shortest average one-way travel time: 5h 36m.

Washington, D.C. (DCA) has the shortest average layover time for this route: 1h 12m.