$39 Find Cheap Flights from Massachusetts to Maryland

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Good to know

Low seasonFebruary
High seasonMay
Cheapest flight$39
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly and prices are also 7% lower on average.
Flight from Boston to Baltimore

Flights from Massachusetts to Maryland: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from Massachusetts to Maryland 
NicolettaFlew with Spirit AirlinesBOS-BWIOct 2024
Spirit airlines is climbing up the ladder! They're making a comeback! Smooth flight & brand new aircraft.
Verified travelerFlew with Spirit AirlinesBOS-BWIMay 2024
That was my only flight, I selected it based on price and was pleasantly surprised with service.

FAQs for booking flights from Massachusetts to Maryland

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

    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 Massachusetts to Maryland.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Massachusetts to Maryland 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 Massachusetts to Maryland?

    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 Massachusetts to Maryland 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 Massachusetts to Maryland?

    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 Massachusetts to Maryland 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 Maryland?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Maryland is Baltimore/Washington Airport (BWI), with an average flight price of $147.

  • What is the cheapest day to fly to Maryland?

    Based on KAYAK data, the cheapest day to fly to Maryland is Thursday where round-trip tickets can be as cheap as $282. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $346 on average.

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

    The cheapest time of day to fly to Maryland is generally in the evening, when round-trip flights cost $274 on average. Morning departures are around 10% more expensive than evening flights, on average. The most expensive time of day to fly to Maryland is generally at night, which is peak travel time and where the average cost of a ticket is $318.

  • What is the cheapest flight to Maryland?

    The cheapest ticket to Maryland from Massachusetts found in the last 72 hours was to Baltimore, at $74 round-trip. The most popular route is Boston (BOS) to Baltimore (BWI) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $74.

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

    The cheapest month for flights from Massachusetts to Maryland is March, when tickets cost $151 (return) on average. On the other hand, the most expensive months are April and November, when the average cost of round-trip tickets is $234 and $218 respectively.

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

    To get a below average price on the flight from Massachusetts to Maryland, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.

  • How long is the flight to Maryland?

    An average nonstop flight from Massachusetts to Maryland takes 6h 25m, covering a distance of 335 miles. The shortest route is Hartford (BDL) to Philadelphia (PHL) with an average flight time of 1h 11m.

  • What are the most popular destinations in Maryland?

    Based on KAYAK flight searches, the most popular destination is Washington, D.C. (82% of total searches to Maryland). The next most popular destinations are Philadelphia (18%) and Salisbury (0%).

Top 5 airlines serving from Massachusetts to Maryland

Need help choosing which airline to fly with from Massachusetts to Maryland? 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
7.1Food
8.0Comfort
8.6Crew
7.6Entertainment
8.2Boarding
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.

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.

The plane was old with small storage areas that had problems closing/latching and not enough storage for everyone, and worn, damaged seats. Service was great but feel a little unsafe on such well used planes.

Excellent from start to finish. All staff members were amazing!

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.

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.

I rate it is good we had a 4-hour travel delay at one point but JetBlue gave out food vouchers and travel points credits for another flight so they try to make up for it

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.

All was good expecting the seats need a bit of cushion. Besides that I can’t complain.

You get what you pay for, and the flights went smoothly. There’s no reclining chairs, no screens, And there isn’t always wifi, but the plane was clean and staff was friendly and the takeoff/landing were smooth.

The only positive is that the flight made it both ways. Getting charged for every little thing after the cost of the ticket itself is comical, considering how the plane and services are as bottom-tier as possible. The self check-in kiosks are useless. It’s nice to think that you can print your boarding pass, tag your checked bag, and then just drop it off. But no, they still make you go through the line once you finish- what’s the point of the self check-in then? Any questions for the staff seem like the biggest inconvenience and were met with condescending responses. This was my first and now last time ever flying with Spirit. After all the extra costs, subpar plane and staff, I see no value. I’d rather drive the 13 hours than give Spirit another dime.

The flight was fine however what started as a reasonable priced ticket could have become an overpriced ticket with additional charge for carry on as well as checked bag $79 per bag per person each way. Additional charge for choosing one’s seat, additional charge for beverage and snack, we were on what was described as a new plane yet there were no audio/visual on the jet. A bare bones service but not at a bare bones price. Will think twice before flying Spirit again. 😕

Flight was delayed a bit, but that was expected (and updated), so really not bad at all for the price. Could’ve used one less email asking me to upgrade my seat; otherwise no significant complaints

I love Spirit. New aircraft, great cabin service, the airfares are low cost which helps me visit my hospitalized daughter anytime I can without paying a fortune.

Flight was 2hours late they had no crew or the pilot.

I paid for streaming wifi and the connection was poor.

Book cheap flights from Massachusetts to Maryland

Recent round-trip flight deals

6/3Tue
nonstopSpirit Airlines
1h 31mBOS-BWI
6/3Tue
nonstopSpirit Airlines
1h 26mBWI-BOS
$59
5/21Wed
nonstopSpirit Airlines
1h 31mBOS-BWI
5/27Tue
nonstopSpirit Airlines
1h 26mBWI-BOS
$69
5/29Thu
nonstopDelta
1h 49mBOS-DCA
6/2Mon
nonstopDelta
1h 40mDCA-BOS
$137
5/29Thu
nonstopAmerican Airlines
1h 45mBOS-DCA
6/2Mon
nonstopAmerican Airlines
1h 35mDCA-BOS
$138
5/27Tue
nonstopJetBlue
1h 31mBOS-PHL
6/3Tue
nonstopJetBlue
1h 15mPHL-BOS
$147
5/24Sat
nonstopDelta
1h 54mBOS-DCA
5/26Mon
nonstopDelta
1h 40mDCA-BOS
$149
5/30Fri
nonstopAmerican Airlines
1h 45mBOS-DCA
6/2Mon
nonstopAmerican Airlines
1h 35mDCA-BOS
$152
6/3Tue
nonstopJetBlue
1h 45mBOS-DCA
6/4Wed
nonstopJetBlue
1h 31mDCA-BOS
$157
6/12Thu
nonstopSouthwest
1h 20mBDL-BWI
6/14Sat
nonstopSouthwest
1h 20mBWI-BDL
$196
5/30Fri
nonstopSouthwest
1h 20mBDL-BWI
6/2Mon
nonstopSouthwest
1h 15mBWI-BDL
$209

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Recent one-way flight deals

5/28Wed
nonstopSpirit Airlines
1h 31mBOS-BWI
$39
5/28Wed
nonstopSpirit Airlines
1h 31mBOS-BWI
$40
5/22Thu
nonstopJetBlue
1h 41mBOS-DCA
$79
9/26Fri
nonstopAmerican Airlines
1h 42mBOS-DCA
$80
8/30Sat
nonstopDelta
1h 44mBOS-BWI
$81
5/25Sun
nonstopJetBlue
1h 41mBOS-DCA
$81
6/27Fri
nonstopDelta
1h 45mBOS-BWI
$87
5/24Sat
nonstopAmerican Airlines
1h 30mALB-DCA
$90
7/10Thu
nonstopSouthwest
1h 30mBDL-BWI
$92
5/28Wed
nonstopSouthwest
1h 15mBDL-BWI
$105

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Last minute flights from Massachusetts to Maryland

Last minute flight, train and bus deals

5/2Fri
multi-stopSpirit Airlines
12h 27mBOS-BWI
5/11Sun
nonstopSpirit Airlines
1h 28mBWI-BOS
$173
5/5Mon
nonstopJetBlue
1h 50mBOS-DCA
5/6Tue
nonstopJetBlue
1h 32mDCA-BOS
$179
5/1Thu
multi-stopFrontier
11h 39mBOS-PHL
5/8Thu
multi-stopFrontier
13h 55mPHL-BOS
$202
5/5Mon
multi-stopFrontier
11h 37mBOS-BWI
5/10Sat
multi-stopFrontier
27h 44mBWI-BOS
$204
5/3Sat
nonstopAmerican Airlines
1h 33mBOS-PHL
5/18Sun
nonstopAmerican Airlines
1h 26mPHL-BOS
$259
5/5Mon
multi-stopAmerican Airlines
3h 47mBOS-DCA
5/10Sat
nonstopAmerican Airlines
1h 36mDCA-BOS
$269
5/5Mon
nonstopDelta
1h 57mBOS-DCA
5/9Fri
multi-stopDelta
4h 17mDCA-BOS
$289
5/5Mon
multi-stopDelta
5h 56mBOS-DCA
5/9Fri
multi-stopDelta
4h 17mDCA-BOS
$299
5/4Sun
multi-stopSouthwest
6h 00mALB-DCA
5/6Tue
multi-stopSouthwest
8h 35mDCA-ALB
$424
5/2Fri
nonstopSouthwest
1h 20mBDL-BWI
5/5Mon
nonstopSouthwest
1h 15mBWI-BDL
$441

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Everything you need to know for your flight to Maryland

Cabin class types available on flights to Massachusetts

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

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