Cheap flights from Boston to Orlando from $98

The month of January is, on average, the cheapest month to fly to Orlando from Boston, with most prices found around $222. If you’re not able to fly to Orlando in January, then May is your next best option. Flight prices from Boston to Orlando during May average around $258.

Our data shows that Thursday is the least expensive day to fly to Orlando. Tickets to fly out on this day can be as low as $277. On the other hand, Monday is the most expensive day to depart from Boston because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $336.

The cheapest time of day to fly to Orlando is in the afternoon when flights can be purchased for as low as $274. In contrast, the most expensive time of day to depart to Orlando is in the morning when prices are around $306.

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 from Boston when booking weeks ahead of your departure date. In general, you can expect to find flights to Orlando for around $298 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Orlando from Boston for as low as $249 on momondo.

There are 4 cabin classes available to choose from on Boston to Orlando 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 flight.

As of May 2026, prices for Boston to Orlando flights are approximately 39% more expensive when compared to flights at the same time last year.

United Airlines, Allegiant Air, and JetBlue are the most popular carriers operating from Boston Logan Intl to Orlando

JetBlue, Spirit Airlines and Delta are the top three most popular airlines that fly to Orlando from Boston according to our data. JetBlue is the first choice among our users, with 53% of people opting to fly with this airline when traveling to Orlando. Keep in mind that there are 9 different airlines that fly to Orlando 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 is 31 per day as of May 2026. The most frequent departure time is 3:00PM, with 35% of daily flights leaving in the afternoon.

As of May 2026, there are 221 flights per week flying from Boston to Orlando. The most common day of the week flights depart is Thu, with 20% of flights taking off on this day.