$40 Find Cheap Flights from Maryland to Massachusetts

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Low seasonJanuary
High seasonJuly
Cheapest flight$40
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from Baltimore to Boston

FAQs for booking flights from Maryland to Massachusetts

  • How does KAYAK find such low prices on flights from Maryland to Massachusetts?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Maryland to Massachusetts.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Maryland to Massachusetts?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Maryland to Massachusetts is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Maryland to Massachusetts?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Maryland to Massachusetts with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Maryland to Massachusetts?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Maryland to Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which is the cheapest airport to fly into in Massachusetts?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Massachusetts is Boston Logan Intl Airport (BOS), with an average flight price of $134.

  • What is the cheapest day to fly to Massachusetts?

    Based on KAYAK data, the cheapest day to fly to Massachusetts is Saturday where round-trip tickets can be as cheap as $155. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $237 on average.

  • What is the cheapest time of day to fly to Massachusetts?

    The cheapest time of day to fly to Massachusetts is generally at night, when round-trip flights cost $145 on average. Morning departures are around 60% cheaper than evening flights, on average. The most expensive time of day to fly to Massachusetts is generally in the evening, which is peak travel time and where the average cost of a ticket is $398.

  • What is the cheapest flight to Massachusetts?

    The cheapest ticket to Massachusetts from Maryland found in the last 72 hours was to Boston, at $77 round-trip. The most popular route is Baltimore (BWI) to Boston (BOS) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $77.

  • What is the cheapest month to fly from Maryland to Massachusetts?

    The cheapest month for flights from Maryland to Massachusetts is February, when tickets cost $101 (return) on average. On the other hand, the most expensive months are April and September, when the average cost of round-trip tickets is $205 and $172 respectively.

  • How far in advance should I book a flight from Maryland to Massachusetts?

    To get a below average price on the flight from Maryland to Massachusetts, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 17 weeks before departure.

  • How long is the flight to Massachusetts?

    An average nonstop flight from Maryland to Massachusetts takes 3h 38m, covering a distance of 343 miles. The shortest route is Philadelphia (PHL) to Hartford (BDL) with an average flight time of 1h 07m.

  • What are the most popular destinations in Massachusetts?

    Based on KAYAK flight searches, the most popular destination is Boston (86% of total searches to Massachusetts). The next most popular destinations are Albany (5%) and West Tisbury (4%). Searches for flights to Nantucket (3%), to Hyannis (1%) and to Provincetown (0%) are also popular.

Top 5 airlines serving from Maryland to Massachusetts

Need help choosing which airline to fly with from Maryland to Massachusetts? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4294 reviews
8.2Boarding
7.6Entertainment
8.0Comfort
7.1Food
8.6Crew
Airline reviews

It is southwest seat was ok. Not the most comfortable seat

8.0 ExcellentJohn, Apr 2025PVD - FLL
Read more Southwest reviews

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

The seats were a bit cramped and worn, but otherwise okay.

I would have liked to arrive on time - not 5 hours late!

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

It was a perfect flight in all aspects! Both legs!

Only one drink pass through the cabin for a 4 hour flight. Quite rough and bumpy landing.

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

Crew was friendly Love the entertainment in the seat head rest.

Delta flight was on time, seats were comfortable, and crew was nice.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

Delta is a cut above the others in customer service.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

Great flight. Departed early, arrived early. However they were out of meals for sale. Also, we arrived early and the gate was not available so we sat on the taxiway for quite a while (not JetBlue’s fault).

Cancelled flight with no specific instructions to get a boarding pass for another flight. The whole flight of people were in line for an hour because there was only 1 person to help at the desk. This was unusual for JetBlue.

It was too hot in the cabin. The AC did not help.

Except for the 28 minute delay leaving and the earlier reschedule to a later takeoff time the flight was good.

Loved the leg room and tvs screens on the seats and free WiFi. Wish the price was lower and could save by rebooking

It took 1-1/2 hours to get our luggage after we landed. That to me is unacceptable

The flight was delayed for 4 hours. Once onboard the crew was wonderful.

Overall was excellent. Will definitely us JetBlue in the future.

Love the mosaic program, being able to move to an extra space seat for free is awesome

Several delays. Next flight was worse. Did not arrive home until 2am PT

Very helpful ground crew after an earlier flight delay and being rebooked on a different flight.

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

First world problems, but still… We were seated in first class and asked for a cocktail on a very short, 50 minute flight. After our drink order was taken, a half hour went by, and we noticed that every other person in the small plane had been served except for us. We got up to ask about it, the drinks finally came, then were taken away three minutes later since the flight was so short. Really strange situation, on the other hand, we were in Utah.

We missed our flight. The boarding pass had the wrong gate and by the time we received the text from Kayak, our flight was already gone. I’ll never use Kayak again and will go direct to the airlines in the future.

Boarding took forever, the plane was cramped and cold, and the seatbelt song came on constantly throughout the red eye flight with a loud pre-recorded message playing each time

Cabin felt crammed Snacks are lame But crew was super efficient getting us out on time despite delay

Took off on time and successfully avoided weather that looked to be a problem along the way

There were five broken seats on the plane. The crew was very rude in telling people they had to get off the plane and get a flight the next day. No call for volunteers, but telling people they had to get off. One woman was flying with her elderly mother and daughter and was told she had to leave or all three had to leave. Fortunately, a volunteer offered to stay. The situation was handled poorly.

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

I mean, it’s Spirit. But it was frustrating to have our flight canceled, get bumped to a later flight, and then Spirit was unwilling to check our bag until 4 hours before our flight… tell us we could not sit in the waiting area’s chairs… and really negative experience getting checked in and dropping the bag.

Not having it be changed after we bought the flight tickets from a direct flight getting in at a reasonable time to a connecting flight red eye of 9 hours, so that we would lose our 35 dollars in nonrefundable insurance would've been great! Our country really does need low-cost carrier options, but this type of "service" ain't it. Fortunately, had a little better success with them flying to and from San Juan PR last month at least.

Most uncomfortable seating I have ever experienced. And they do not provide any beverage unless purchased. Water was 4.59 a bottle. Same for a soda. A cup of water should be free. I will never fly Spirit again.

We had a 5 hour delay, which resulted in my arriving at my final destination at 2 am instead of 9 pm

Boarding was not clear; no announcement about delay. My sister and kid were seated separately for me and even though there were tons of seats up front, they wouldn't let us switch.

The flight took an extra 30 min to take off because we were waiting for crew to board then it took another 30 min to get off the plane because there was no parking. Just overall ridiculous also please add a head rest my neck was gonna snap off thanks.

Bare bones but a complimentary class of water doesn't seem like too much to ask.

The plane had to wait an hour before docking, then another 1.5 hrs to get our luggage. Bad experience.

we are al people and we go through stuff so my scale is only how i felt, I understand we are all humans, i would definitely ride with soirit again, people in orlando are very helpful which makes it all the better .

Absolutely the MOST uncomfortable seat I've EVER had on ANY airline. It should be a criminal act (cruel & unusual punishment). NEVER AGAIN will I travel your airline.

Book cheap flights from Maryland to Massachusetts

Recent round-trip flight deals

6/3Tue
nonstopSpirit Airlines
1h 26mBWI-BOS
6/4Wed
nonstopSpirit Airlines
1h 31mBOS-BWI
$58
6/3Tue
nonstopSpirit Airlines
1h 26mBWI-BOS
6/4Wed
nonstopSpirit Airlines
1h 31mBOS-BWI
$60
5/27Tue
nonstopDelta
1h 40mDCA-BOS
6/3Tue
nonstopDelta
1h 49mBOS-DCA
$137
6/12Thu
nonstopAmerican Airlines
1h 40mDCA-BOS
6/17Tue
nonstopAmerican Airlines
1h 51mBOS-DCA
$138
5/14Wed
nonstopJetBlue
1h 23mPHL-BOS
5/17Sat
nonstopJetBlue
1h 31mBOS-PHL
$147
5/21Wed
nonstopDelta
1h 40mDCA-BOS
5/25Sun
nonstopDelta
1h 53mBOS-DCA
$149
5/21Wed
nonstopAmerican Airlines
1h 40mDCA-BOS
5/24Sat
nonstopAmerican Airlines
1h 44mBOS-DCA
$150
5/20Tue
nonstopJetBlue
1h 31mDCA-BOS
5/20Tue
nonstopJetBlue
1h 50mBOS-DCA
$152
5/29Thu
nonstopSouthwest
1h 30mBWI-BOS
6/2Mon
nonstopSouthwest
1h 35mBOS-BWI
$173
5/29Thu
nonstopSouthwest
1h 20mBWI-BDL
5/29Thu
nonstopSouthwest
1h 15mBDL-BWI
$183

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Recent one-way flight deals

6/4Wed
nonstopSpirit Airlines
1h 26mBWI-BOS
$40
5/27Tue
nonstopSpirit Airlines
1h 26mBWI-BOS
$42
6/3Tue
nonstopJetBlue
1h 31mDCA-BOS
$79
8/30Sat
nonstopDelta
1h 32mBWI-BOS
$81
7/1Tue
nonstopJetBlue
1h 35mDCA-BOS
$81
6/27Fri
nonstopDelta
1h 47mBWI-BOS
$87
5/25Sun
nonstopAmerican Airlines
1h 30mDCA-ALB
$90
5/29Thu
nonstopAmerican Airlines
1h 28mDCA-BDL
$90
7/17Thu
nonstopSouthwest
1h 15mBWI-BDL
$92
5/30Fri
nonstopSouthwest
1h 15mBWI-BDL
$105

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Last minute flights from Maryland to Massachusetts

Last minute flight, train and bus deals

5/4Sun
nonstopSpirit Airlines
1h 33mBWI-BOS
6/5Thu
nonstopSpirit Airlines
1h 31mBOS-BWI
$158
5/2Fri
nonstopSpirit Airlines
1h 33mBWI-BOS
5/9Fri
nonstopSpirit Airlines
1h 34mBOS-BWI
$186
5/3Sat
nonstopAmerican Airlines
1h 21mPHL-BOS
5/31Sat
nonstopAmerican Airlines
1h 50mBOS-PHL
$234
5/3Sat
multi-stopAmerican Airlines
5h 11mPHL-BOS
5/31Sat
nonstopAmerican Airlines
1h 50mBOS-PHL
$244
5/5Mon
nonstopJetBlue
1h 24mPHL-BOS
5/13Tue
nonstopJetBlue
1h 31mBOS-PHL
$268
5/5Mon
nonstopDelta
1h 53mDCA-BOS
5/8Thu
nonstopDelta
1h 53mBOS-DCA
$279
5/5Mon
nonstopDelta
1h 43mDCA-BOS
5/10Sat
multi-stopDelta
6h 15mBOS-DCA
$289
5/5Mon
nonstopJetBlue
1h 15mPHL-BOS
5/15Thu
nonstopJetBlue
1h 38mBOS-PHL
$318
5/5Mon
multi-stopSouthwest
8h 50mDCA-ALB
5/6Tue
multi-stopSouthwest
6h 55mALB-DCA
$319
5/4Sun
multi-stopSouthwest
5h 40mDCA-ALB
5/6Tue
multi-stopSouthwest
6h 55mALB-DCA
$324

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Everything you need to know for your flight to Massachusetts

Cabin class types available on flights to Maryland

Cabin classes available on flights to Maryland. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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