Cheap flights from Wisconsin to Fort Myers from $50

In general, January is the cheapest month to fly from Wisconsin to Fort Myers. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $317. If you are unable to visit Fort Myers during the month of January, then departing from Wisconsin during the month September is also very affordable. Most momondo users find prices during this month for around $363.

The cheapest day to depart from Wisconsin to Fort Myers is on a Sunday when prices can be found for as low as $347. Flights from Wisconsin to Fort Myers on a Saturday will generally be more expensive and average around $450. 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 afternoon when flights can be purchased for as low as $353. Flights in the evening are often more expensive with an average ticket price of $434.

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

You are more likely to see cheaper flights to Fort Myers from Wisconsin when booking weeks ahead of your departure date. In general, you can expect to find flights to Fort Myers for around $390 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Fort Myers from Wisconsin for as low as $353 on momondo.

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

United Airlines, Sun Country Air, and Delta are the most popular carriers operating from Wisconsin 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 Wisconsin according to our data. Allegiant Air is the first choice among our users, with 56% 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.

As of February 2026, there are 30 flights per day flying from Wisconsin to Fort Myers. The most common time of day flights depart is 6:00AM, with 43% of flights taking off at noon.

As of February 2026, there are 212 flights per week flying from Wisconsin to Fort Myers. The most common day of the week flights depart is Sat, with 22% of flights taking off on this day.