Cheap flights from Orlando Airport to Boston from $103

In general, January is the cheapest month to fly from Orlando Airport to Boston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $127. If you aren’t able to travel during the month of January, then book flights to Boston from Orlando Airport during February instead. Flights to Boston in February, while not as cheap as those in January, still average around $188.

The cheapest day to depart from Orlando Airport to Boston is on a Friday when prices can be found for as low as $292. 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 $491.

According to our data, the cheapest time of day to fly to Boston is in the evening. momondo users have found flights departing from Orlando Airport to Boston in the evening for as low as $252. 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 $731 per ticket.

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

You are more likely to see cheaper flights to Boston from Orlando Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Boston for around $244 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Boston from Orlando Airport for as low as $204 on momondo.

There are 4 cabin classes available to choose from on Orlando Airport to Boston 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 57% on your flight if you consider stops on a Orlando Airport to Boston flight.

As of August 2026, prices for Orlando Airport to Boston flights are approximately 103% more expensive when compared to flights at the same time last year.

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

JetBlue, Delta and Frontier are the top three most popular airlines that fly to Boston from Orlando Airport 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 Boston. Keep in mind that there are 7 different airlines that fly to Boston on a routine basis, so you have a few additional options to choose from.

Historically, on average around 23% of flights between Orlando and Boston have experienced a delay on any given week. The average delay length over the past 12 months has been 164 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 18% of their flights experiencing any sort of delay.

The number of flights available between Orlando Airport and Boston is 24 per day as of August 2026. The most frequent departure time is 7:00AM, with 42% of daily flights leaving in the afternoon.

168 flights are operational weekly from Orlando Airport to Boston as of August 2026. The most popular departure day for this route is Wed, with 24% of flights per week taking off on this day.