Cheap flights from Massachusetts to Fort Myers from $66

In general, September is the cheapest month to fly from Massachusetts to Fort Myers. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $73. If you are unable to visit Fort Myers during the month of September, then departing from Massachusetts during the month July is also very affordable. Most momondo users find prices during this month for around $83.

The cheapest day to depart from Massachusetts to Fort Myers is on a Tuesday when prices can be found for as low as $289. Flights from Massachusetts to Fort Myers on a Thursday will generally be more expensive and average around $326. 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 $299. Flights at noon are often more expensive with an average ticket price of $338.

Fly from Boston Logan Intl to Fort Myers SW Florida Intl for the best Massachusetts - Fort Myers SW Florida Intl flight prices

You are more likely to see cheaper flights to Fort Myers from Massachusetts when booking weeks ahead of your departure date. In general, you can expect to find flights to Fort Myers for around $287 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Fort Myers from Massachusetts for as low as $266 on momondo.

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

Southwest, Delta, and JetBlue are the most popular carriers operating from Massachusetts to Fort Myers SW Florida Intl

JetBlue, Delta and Allegiant Air are the top three most popular airlines that fly to Fort Myers from Massachusetts according to our data. JetBlue 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 8 different airlines that fly to Fort Myers on a routine basis, so you have a few additional options to choose from.

The number of flights available between Massachusetts and Fort Myers is 6 per day as of June 2026. The most frequent departure time is 7:00AM, with 58% of daily flights leaving in the afternoon.

As of June 2026, 46 flights take off from Massachusetts and land in Fort Myers each week. The most common flight departure day for this route is Sat, with 20% of weekly flights taking off on this day.