Cheap flights from Wisconsin to Fort Myers from $50

In general, September 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 $172. If you are unable to visit Fort Myers during the month of September, then departing from Wisconsin during the month May is also very affordable. Most momondo users find prices during this month for around $237.

The cheapest day to depart from Wisconsin to Fort Myers is on a Monday when prices can be found for as low as $365. Flights from Wisconsin to Fort Myers on a Saturday will generally be more expensive and average around $498. 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 $381. Flights at noon are often more expensive with an average ticket price of $439.

Fly from Eau Claire 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 $407 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 flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Allegiant Air, 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 60% 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 September 2026, there are 108 flights per week flying from Wisconsin to Fort Myers. The most common day of the week flights depart is Thu, with 20% of flights taking off on this day.

On average, it takes 2h 50m to fly from Wisconsin to Fort Myers if you fly out of Milwaukee (the most popular airport in Wisconsin) and into Fort Myers (the most popular airport in Fort Myers). If you’re flying out of Madison and into Fort Myers, then the flight time is around 2h 56m.