Cheap flights from Boston to Orlando from C$ 155

If you are unable to visit Orlando Airport during the month of January, then departing from Boston during the month September is also very affordable. Most momondo users find prices during this month for around C$ 391.

On average, the least expensive day to fly to Orlando Airport from Boston is on a Saturday. momondo users have found tickets for Saturday departures for as low as C$ 289. However, this price may fluctuate depending on the airline, the season, and holidays. 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 Orlando Airport on Monday is C$ 745.

At noon is the cheapest time of day to fly from Boston to Orlando Airport when you can find flight prices for as low as C$ 354. Flying to Orlando Airport at noon is an ideal time because this is during off-peak travel hours. Try not to purchase tickets in the morning because they tend to be around C$ 403. Of course, these prices can vary depending on the time of year and what airport you fly to.

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 C$ 428 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 C$ 353 on momondo.

There are 2 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 48% on your flight if you consider stops on a Boston to Orlando Airport flight.

As of August 2026, prices for Boston to Orlando Airport flights are approximately 19% cheaper when compared to flights at the same time last year.

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

JetBlue, Frontier 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 52% of people opting to fly with this airline when travelling to Orlando Airport. Keep in mind that there are 4 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 167 minutes.

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

Wednesday is statistically the day of the week that experiences the fewest 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 has had the least delays on this route over the last 12 months, with about 18% of their flights experiencing any sort of delay.

As of August 2026, there are 15 flights per day flying from Boston to Orlando Airport. The most common time of day flights depart is 3:00p.m., with 44% of flights taking off in the afternoon.

The number of flights available between Boston and Orlando Airport is 106 per week as of August 2026. The most frequent departure day is Mon, with 42% of weekly flights leaving on this day.