Orlando to Boston Flights: MCO to BOS Travel Guide & Deals

First, always pack for drastic temperature changes, as leaving Orlando's humidity for Boston's coastal breeze often requires layering, especially if you are traveling between October and April. Second, book your airport parking at MCO in advance during peak spring break or winter holiday seasons, as the garages tend to fill up quickly with family travelers. Third, consider taking the MBTA Silver Line from Logan Airport once you land; it provides a free and efficient connection directly to South Station in downtown Boston, saving you from expensive rideshare surges. Finally, download your airline's mobile app before departure to receive real-time gate updates, which is particularly helpful given MCO’s expansive terminal layout and frequent gate changes.

Flight prices from Orlando to Boston fluctuate significantly based on the season and regional events. Generally, the cheapest months to fly are January and February, when the New England winter is at its peak and leisure tourism slows down. Conversely, prices skyrocket during the summer months and late October due to fall foliage season and university commencement weeks. Holiday periods around Thanksgiving and Christmas also see a surge in demand and pricing as families travel between these two major East Coast hubs.