Cheap flights from Florida to Boston from $99

In general, January is the cheapest month to fly from Florida to Boston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $194. If you aren’t able to travel during the month of January, then book flights to Boston from Florida during September instead. Flights to Boston in September, while not as cheap as those in January, still average around $225.

The cheapest day to depart from Florida to Boston is on a Friday when prices can be found for as low as $284. Be sure to avoid booking your departure on a Monday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Monday is $454.

According to our data, the cheapest time of day to fly to Boston is in the evening. momondo users have found flights departing from Florida to Boston in the evening for as low as $240. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In the afternoon is when there is more demand to fly to Boston, so prices are often more expensive at around $749 per ticket.

Fly from Jacksonville to Boston Logan Intl for the best Florida - Boston Logan Intl flight prices

You are more likely to see cheaper flights to Boston from Florida when booking weeks ahead of your departure date. In general, you can expect to find flights to Boston for around $234 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Boston from Florida for as low as $191 on momondo.

There are 4 cabin classes available to choose from on Florida to Boston 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 Florida to Boston Logan Intl

JetBlue, Delta and American Airlines are the top three most popular airlines that fly to Boston from Florida according to our data. JetBlue is the first choice among our users, with 52% of people opting to fly with this airline when traveling to Boston. Keep in mind that there are 8 different airlines that fly to Boston on a routine basis, so you have a few additional options to choose from.

As of July 2026, 139 flights take off from Florida and land in Boston each day. The most common flight departure time for this route is 11:00AM, with 52% of daily flights taking off at noon.

973 flights are operational weekly from Florida to Boston as of July 2026. The most popular departure day for this route is Wed, with 18% of flights per week taking off on this day.