Cheap flights from Boston to Orlando from $99

The cheapest month to fly to Orlando Airport from Boston is in January. Flight prices, which tend to average around $226, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of January, then book flights to Orlando Airport from Boston during July instead. Flights to Orlando Airport in July, while not as cheap as those in January, still average around $272.

The cheapest day to depart from Boston to Orlando Airport is on a Thursday. Travelers who choose to depart for Orlando Airport on a Thursday will often find tickets for as low as $307. The most expensive day to fly to Orlando Airport is Monday, with ticket prices averaging around $348.

In the evening is the cheapest time of day to fly from Boston to Orlando Airport when you can find flight prices for as low as $300. Flying to Orlando Airport in the evening is an ideal time because this is during off-peak travel hours. Flights in the morning are often more expensive with an average ticket price of $332.

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

You are more likely to see cheaper flights to Orlando Airport from Boston when booking weeks ahead of your departure date. In general, you can expect to find flights to Orlando Airport for around $299 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Orlando Airport from Boston for as low as $250 on momondo.

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

You could potentially save up to 35% on your flight if you consider stops on a Boston to Orlando Airport flight.

As of June 2026, prices for Boston to Orlando Airport flights are approximately 0% more expensive when compared to flights at the same time last year.

Southwest, United Airlines, and Delta are the most popular carriers operating from Boston Logan Intl to Orlando

JetBlue, Southwest and Delta are the top three most popular airlines that fly to Orlando Airport from Boston according to our data. JetBlue is the first choice among our users, with 55% of people opting to fly with this airline when traveling to Orlando Airport. Keep in mind that there are 7 different airlines that fly to Orlando Airport on a routine basis, so you have a few additional options to choose from.

Historically, on average around 22% of flights between Boston and Orlando have experienced a delay on any given week. The average delay length over the past 12 months has been 166 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 19% of their flights experiencing any sort of delay.

The number of flights available between Boston and Orlando Airport is 33 per day as of June 2026. The most frequent departure time is 3:00PM, with 36% of daily flights leaving in the afternoon.

232 flights are operational weekly from Boston to Orlando Airport as of June 2026. The most popular departure day for this route is Mon, with 17% of flights per week taking off on this day.