Cheap flights from Boston to Fort Myers from $104

In general, September is the cheapest month to fly from Boston to Fort Myers. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $178. If you are unable to visit Fort Myers during the month of September, then departing from Boston during the month August is also very affordable. Most momondo users find prices during this month for around $211.

The cheapest day to depart from Boston to Fort Myers is on a Tuesday when prices can be found for as low as $274. Flights from Boston to Fort Myers on a Thursday will generally be more expensive and average around $302. 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 $277. Flights at noon are often more expensive with an average ticket price of $330.

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

You are more likely to see cheaper flights to Fort Myers from Boston when booking weeks ahead of your departure date. In general, you can expect to find flights to Fort Myers for around $268 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Fort Myers from Boston for as low as $253 on momondo.

You could potentially save up to 18% on your flight if you consider stops on a Boston to Fort Myers flight.

As of May 2026, prices for Boston to Fort Myers flights are approximately 91% more expensive when compared to flights at the same time last year.

Delta and United Airlines are the most popular carriers operating from Boston Logan Intl to Fort Myers SW Florida Intl

JetBlue, Breeze Airways and Delta are the top three most popular airlines that fly to Fort Myers from Boston according to our data. JetBlue is the first choice among our users, with 50% of people opting to fly with this airline when traveling to Fort Myers. Keep in mind that there are 9 different airlines that fly to Fort Myers on a routine basis, so you have a few additional options to choose from.

Historically, on average around 25% of flights between Boston and Fort Myers have experienced a delay on any given week. The average delay length over the past 12 months has been 156 minutes.

Generally, flights departing in the morning tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

Wednesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

According to our data, Delta have had the least number of delays on this route over the last 12 months; with about 21% of their flights experiencing any sort of delay.

Charlotte (CLT) was the most common stop: 67% of momondo users choosing 1-stop flights on this route connected there.

Flights via Atlanta (ATL) offer the lowest average round-trip price of $417.

Flights connecting via Charlotte (CLT) have the shortest average one-way travel time: 5h 30m.

Charlotte (CLT) has the shortest average layover time for this route: 0h 44m.

The number of flights available between Boston and Fort Myers is 9 per day as of May 2026. The most frequent departure time is 4:00PM, with 50% of daily flights leaving at noon.

As of May 2026, there are 63 flights per week flying from Boston to Fort Myers. The most common day of the week flights depart is Mon, with 25% of flights taking off on this day.