Cheap flights from Maryland to Massachusetts from $91

In general, July is the cheapest month to fly from Maryland to Massachusetts. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $30. If you aren’t able to travel to Massachusetts during the month of July, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $33.

According to our data, Thursday is the cheapest day to fly to Massachusetts from Maryland. The lowest ticket price found for a Thursday departure recently was $308. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Maryland because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $586.

Our data shows that the cheapest Maryland to Massachusetts flights are usually those with departure times in the evening. Our users have found flights to Massachusetts in the evening for as low as $285. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are $626 on average. Flights to Massachusetts from Maryland in the afternoon are generally more expensive because this time of day is more convenient for travelers’ schedules.

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

You are more likely to see cheaper flights to Massachusetts from Maryland when booking weeks ahead of your departure date. In general, you can expect to find flights to Massachusetts for around $303 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Massachusetts from Maryland for as low as $206 on momondo.

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

JetBlue, Southwest, and Delta are the most popular carriers operating from Maryland to Massachusetts

Southwest, Delta and JetBlue are the top three most popular airlines that fly to Massachusetts from Maryland according to our data. Southwest is the first choice among our users, with 56% of people opting to fly with this airline when traveling to Massachusetts. Keep in mind that there are 6 different airlines that fly to Massachusetts on a routine basis, so you have a few additional options to choose from.

As of June 2026, 178 flights take off from Maryland and land in Massachusetts 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 Massachusetts is 1,247 per week as of June 2026. The most frequent departure day is Fri, with 17% of weekly flights leaving on this day.