Cheap flights from Maryland to Boston from $59

In general, April is the cheapest month to fly from Maryland to Boston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $226. If you aren’t able to travel during the month of April, then book flights to Boston from Maryland during February instead. Flights to Boston in February, while not as cheap as those in April, still average around $255.

The cheapest day to depart from Maryland to Boston is on a Friday when prices can be found for as low as $311. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Sunday is $390.

According to our data, the cheapest time of day to fly to Boston is in the evening. momondo users have found flights departing from Maryland to Boston in the evening for as low as $273. 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 $441 per ticket.

Fly from Baltimore/Washington to Boston Logan Intl for the best Maryland - Boston Logan Intl flight prices

You are more likely to see cheaper flights to Boston from Maryland when booking weeks ahead of your departure date. In general, you can expect to find flights to Boston for around $308 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Boston from Maryland for as low as $189 on momondo.

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

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

Southwest, Delta and JetBlue are the top three most popular airlines that fly to Boston from Maryland according to our data. Southwest is the first choice among our users, with 66% of people opting to fly with this airline when traveling to Boston. Keep in mind that there are 6 different airlines that fly to Boston on a routine basis, so you have a few additional options to choose from.

As of August 2026, 105 flights take off from Maryland and land in Boston each day. The most common flight departure time for this route is 1:00PM, with 41% of daily flights taking off at noon.

The number of flights available between Maryland and Boston is 739 per week as of August 2026. The most frequent departure day is Wed, with 20% of weekly flights leaving on this day.