$27 Find Cheap Flights from Massachusetts to Maryland

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Low seasonFebruary
High seasonJuly
Cheapest flight$27
Best time to beat the crowds with an average 0% drop in price.
Most popular time to fly and prices are also 5% lower on average.
Flight from Boston to Baltimore

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 $158.

  • What is the cheapest day to fly to Maryland?

    Based on KAYAK data, the cheapest day to fly to Maryland is Friday where round-trip tickets can be as cheap as $285. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $367 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 $272 on average. Morning departures are around 16% more expensive than evening flights, on average. The most expensive time of day to fly to Maryland is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $339.

  • What is the cheapest flight to Maryland?

    The cheapest ticket to Maryland from Massachusetts found in the last 72 hours was to Baltimore, at $64 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 $64.

  • 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 November and April, when the average cost of round-trip tickets is $219 and $217 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 4h 44m, covering a distance of 335 miles. The shortest route is Albany (ALB) to Philadelphia (PHL) with an average flight time of 1h 10m.

  • What are the most popular destinations in Maryland?

    Based on KAYAK flight searches, the most popular destination is Washington, D.C. (76% of total searches to Maryland). The next most popular destinations are Philadelphia (23%) and Salisbury (0%).

Reviews of the 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 4250 reviews
8.6Crew
7.0Food
8.1Boarding
8.0Comfort
7.6Entertainment
Airline reviews

It was one and half hour late... Not sure if any other experience matters.

4.0 OkaySudhir, Jul 2025LGA - MCI
Read more Southwest reviews

It was one and half hour late... Not sure if any other experience matters.

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

For my birthday trip this was my second time ever flying, this trip was the best.

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

No trays in our seats, we sat in first row, purchased a business class fare. Had to hold our drinks and snack in our hands. No plugs for our cell phones. Had to pay for it a drink cocktail each. Seats so uncomfortable.

Flight wasn’t even full, but too many carry-ons caused us to run out of bin space. New bag fee has folks who would usually check their bags carrying on. Watching Southwest morph into Spirit/Frontier is so sad to watch

Sat on tarmac for 2 hours and then missed my connecting flight

First time traveling on Southwest since bag fees were implemented. Usual good service. Just more expensive now.

Everything was on time. I was disappointed by the front section female, African American flight attendant. I did not see her name tag or would have identified by name not race. As passengers moved to the bathroom early in flight, she would say with a disdainful tone “I have to say the seat belt light is on” then go back to her book. Better trained flight attendants say something like be careful the seat belt light is on.

Cluster mess boarding. Can't wait for SWA reserved seating. Internet didn't seem to work on the plane.

Very late arrival at PWM. Late jet getting to ATL. Equipment problem with aircraft - could not get enough water onto plane., Another delay getting FAA approval for flight with bottled H2O. Not the crew’s problem.

Everything was fine except the entertainment was not working for half of the flight.

Easy boarding with an extremely kind attendant. Seats were spacious and we had 3 seats for 2 people so we could stretch out. Comfortable air flow and very attentive and hospital attendants. Bathrooms and food were the only negative. Bathrooms were so small you could hardly get in and close the door. I don’t think an obese person would fit or a person with a movement disability. Food was the trending food for flights, nonexistent. We spent $40 getting sandwich and snack at airport for our 6 hour flught.

At first, we were on the runway for about an hour, literally. The Captain did explain that the Control Tower just had a change shift (sounds like an unrealistic excuse) and then that we had to change a runway. A regular economy seat is made for 12 yo twiggy. I understand Delta wants to push for an upgrade, but after sitting in a Comfort seat and in First class. I would say First class is not worthy of my money. The landing was delayed because of the weather in NYC, I don't hold that against Delta, of course. The Captain did alert us to that upon takeoff in Vegas and again as we reached NY.

No one fussed at me about my pap machine as a 3rd pice on the plane. Boarding was pleasant and smooth. The boarding agent in Anchorage was a fun character- he could be in a movie. :~) The on-board crew were downright pleasant. No militant attitudes on Delta. Like all planes these days the seats are too narrow for standard Americans and at 5’2” there is barely enough leg room. I don’t know how tall people fold themselves into the seats. But that’s nothing specific to Delta

My husband upgraded our seats and I don't know if it was due to the type of planet was or if they didn't upgrade our seats. We were supposed to be in I believe comfort seats and they were just as tight as any other seat- no leg room and we are very tall people but at least it wasn't extremely cold. My husband did put in a complaint about our seating because he paid extra and if we would have known that the space and the tightness would have been the same, we just would have gotten the emergency row emergency row seats that we normally get. We love Delta but both our flights coming home we're not good. Oh I forgot to mention that on our flight to Hawaii our luggage wheels got broke and we had to purse new luggage on vacation then we never had this problem so we didn't know protocol and reported it after we got home only for them to tell is we only had 24hrs to report the damage. Not sure what was going on with Delta this vacation trip.

My flight was extremely cold. I had a jacket and a cover was left in each seat. The cover was extremely thin and I have a disability, fibromyalgia and arthrithis and AC air is the worst. I closed my vent and my husbands vent and it still was frigid. I asked the attendant if I could get another cover and she quickly almost dismissively and totally unconcerned stating, (I quote) (one per chair) and walked off so quickly that I didn't get a chance to explain to her that I literally have adisability. I didnt want to make a seen so I set on that flight for over 5 hours in pain, joints locking up and extremely uncomfortable. When my fibromyalgia flares up my joints not only ache but they will lock up also and it takes me days to get back to my regular self even though I take medication for it. I felt like it would not have hurt anyone at all for her to just give me an extra cover because I'm sure they have all types of medical issues in people that fly every day.

After all the weather issues at least they got me to my destination the next day

My flight was canceled after being rescheduled for four days canceling my trip. Kayak and everyone affiliated with it I.e the airlines, and just fly have been excruciating to deal with. My trip to visit family had to be canceled as there was no way to make it. I am furious at all of you.

They delayed our flight because of bad weather in NY which was completely understandable. Then they cancelled our flight and a later flight that evening. The earliest we could fly was the next morning. We ended up buying last minute tickets on another airline and made it home slightly delayed but safely that evening. Delta kept saying it was weather related but if that was the case how did we make it back on another airline? The weather in NY was cloudy but not bad.

I especially liked the lead crew officer. His boarding and safety announcements were made with a bit of novelty and humor. The flight also left the gate 10 minutes early and we landed about 20 minutes early… It was a delightful flight…

There were mutliple delays. There was inconsistent, delayed, and poor communication regarding the delays.

Spend hours delayed with no food, water anything sitting on the aieplane with no ability to eat or use the restroom. My entire experience was the absolute worst. I will never fly jet Blue again.

It would have been nice if they had offered more than one set of snacks

Seats were not too comfortable; it was impossible to locate the underseat power outlet.

You get what you pay for with JetBlue. Every little thing costs more, you are nickel and dimed until the end. Entertainment doesn’t function. Flight attendants do the bare minimum.

The check in and boarding process was a bit of a cluster. Two people at the counter to check in, three random lines that nobody knew which was for what, and people kept getting shuffled from one line to another for no apparent reason because then they’d get shuffled back and end up getting out further back in the line than they were originally. I only had to hand my already checked bag over and it took 45 minutes. I was never assigned a seat so when I tried to board I was pulled out of line again while someone had to try to manually assign me a seat. During the flight I got up to go to the bathroom, and there was an attendant in the aisle offering pillows etc and it was a 30 min wait unbuckled standing by the bathrooms because she said I couldn’t go past her. First and last time flying jet blue to be honest.

Communication since no reason or explanation was given for 3 hrs delay

Flight was delayed several 3 hours - no reason was given and no communication what so ever.

No overhead baggage room even though I was seated in row 2. Consequently had to check in my carry on bag. Baggage carousel was jammed. Took 45 min to get my bag.

The AA app really sucks ... Every flight & connecting flights were delayed over 30 mins. One connecting flight on American Eagle said it was delayed in its arrival ... when it was actually parked across from the gate for over 1 hr before they pulled it to the gate. Seats in the economy/ main cabin are packed together like sardines ... no leg room.

Initial flight was cancelled at the time of arrival to the airport, flight alternative requires switching from direct to flight with a layover, and the plane felt like it would split apart, it was so rattle-y.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

AA re-routed flight from HNL to LAX due to delay. My group of 3 with reserved seats in row 9 was broken up, with one assigned to a middle seat, another in the last row of the plane. Not happy. No explanation to the delay. No apologies. No compensation. Would have been nice to be offered an Admiral Club admission or a voucher for the extra 3 hours of layover in LAX. Could not hear the boarding gate announcements in LAX. Adjacent gate was boarding at the same time. Loud speakers were competing against each other. Barely made my boarding group.

Boarding gate in Honolulu was staffed with a great clerk with a soothing voice despite the flight delay of over an hour. Flight attendants in the plane were all grumpy, not pleasant looking bunch. Their sour attitude showed throughout the flight. Inly able to get a select few movies started. Most of the movie links in the “free entertainment” did not work.

Above and beyond effort from this crew in a tough situation. So helpful and understanding. Thank you!

The flight delay in Dallas created a domino effect that impacted all connecting flights, leading to an increase in the number of connections. As a result, I missed my flight from Casablanca to Marrakech due to the tight turnaround when landing in Casablanca. CMN Airport was understaffed; only one employee was available to assist passengers while others just stood by and watched. It was an extremely frustrating situation. Many passengers were crying and banging their hands on the counter while talking to customer service representative Allabough. Unfortunately, Allabough couldn’t change my flight in the system. At the same time, I was on the phone with an American Airlines customer service representative named Solomon, who said he couldn’t make the change either. So, I decided to take an ONYA Voyages train from Casablanca to Marrakech to reach my destination on Friday, June 26. It turned out to be an unpredictable trip.

The flight was fine and the crew awesome. The problem is ORD and AA. Computers went down, ORD fell apart and a 40 min flight turned into a 3 hour trip. Guess the answer is to not try and fly to ORD after noon. But, as I said, crew was awesome and did everything they could to lesson the flight time.

Almost a 6 hour flight and the only food option is a cheese plate… and chips. Also how is it there are no options for texting on American. I’ll be going back to delta and united.

This flight never occurred because AA couldn’t get their act together.

The flight was delayed four and half hours for paperwork on a maintenance issue. Very frustrating.

It was okay delay was long but I made it

Flight was cancelled. No reason given. No apologies. Next available flight is two days later. Ruined our 4th of July plans.

The air fares are good, Charging me for every single thing 😩

It was very bad it got delayed by 2 hours.Never going to travel with spirit airlines in future.

Flight delayed over 3 or 4 hours because no captain to fly plane. I couldn’t make a connection and had to wait 9 hours for another flight. Had to fly red eye flight. Sucks

it was a quick trip. seats aren't that comfortable but because it was a quick trip it was ok. You need to have an N/A in your rating as I didn't have any food or entertainment so the only thing I could do was score low.

Seats too hard, too much lumbar. Space between rows was extremely tight, so tight hard to place item under seat in front of me. No tv screens. Zero plugs for charging phones. Too many sales pitches

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

Very efficient process and boarding, seats felt standard. Flight conditions from take off to landing had been very smooth. Alcohol on the menu however was not available… Will fly Spirit in the future for the price, you can’t really complain if you fly light.

Book cheap flights from Massachusetts to Maryland

Recent round-trip flight deals

8/1Fri
nonstopSpirit Airlines
1h 33mBOS-BWI
8/5Tue
nonstopSpirit Airlines
1h 27mBWI-BOS
$64
7/31Thu
nonstopSpirit Airlines
1h 30mBOS-BWI
8/5Tue
nonstopSpirit Airlines
1h 27mBWI-BOS
$66
10/23Thu
nonstopSouthwest
1h 20mBDL-BWI
10/27Mon
nonstopSouthwest
1h 20mBWI-BDL
$100
8/23Sat
nonstopDelta
1h 43mBOS-BWI
8/25Mon
nonstopDelta
1h 47mBWI-BOS
$117
9/6Sat
nonstopJetBlue
1h 46mBOS-DCA
9/6Sat
nonstopJetBlue
1h 34mDCA-BOS
$117
8/21Thu
nonstopSouthwest
1h 15mBDL-BWI
8/26Tue
nonstopSouthwest
1h 15mBWI-BDL
$119
8/20Wed
nonstopDelta
1h 43mBOS-BWI
8/28Thu
nonstopDelta
1h 45mBWI-BOS
$120
8/13Wed
nonstopJetBlue
1h 43mBOS-DCA
8/18Mon
nonstopJetBlue
1h 39mDCA-BOS
$123
8/22Fri
nonstopAmerican Airlines
1h 59mBOS-DCA
8/26Tue
nonstopAmerican Airlines
1h 28mDCA-BOS
$125
11/19Wed
nonstopAmerican Airlines
1h 48mBOS-DCA
11/23Sun
nonstopAmerican Airlines
1h 39mDCA-BOS
$142

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Recent one-way flight deals

8/5Tue
nonstopSpirit Airlines
1h 30mBOS-BWI
$27
8/12Tue
nonstopFrontier
1h 42mBOS-PHL
$30
9/11Thu
nonstopSouthwest
1h 20mBDL-BWI
$50
9/10Wed
nonstopSouthwest
1h 35mBOS-BWI
$54
8/12Tue
nonstopDelta
1h 49mBOS-BWI
$59
8/23Sat
nonstopAmerican Airlines
1h 49mBOS-DCA
$59
8/12Tue
nonstopJetBlue
1h 48mBOS-DCA
$62
9/22Mon
nonstopJetBlue
1h 45mBOS-DCA
$63
8/15Fri
nonstopDelta
1h 45mBOS-BWI
$67
10/8Wed
nonstopAmerican Airlines
1h 32mALB-DCA
$79

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Last minute flights from Massachusetts to Maryland

Last minute flight, train and bus deals

7/13Sun
nonstopFrontier
1h 42mBOS-PHL
7/17Thu
nonstopFrontier
1h 29mPHL-BOS
$97
7/15Tue
nonstopFrontier
1h 42mBOS-PHL
7/17Thu
nonstopFrontier
1h 29mPHL-BOS
$101
7/15Tue
nonstopSpirit Airlines
1h 30mBOS-BWI
7/22Tue
nonstopSpirit Airlines
1h 27mBWI-BOS
$143
7/15Tue
multi-stopSpirit Airlines
11h 17mBOS-BWI
7/22Tue
nonstopSpirit Airlines
1h 27mBWI-BOS
$147
7/14Mon
nonstopDelta
1h 54mBOS-DCA
8/12Tue
nonstopDelta
1h 42mDCA-BOS
$218
7/14Mon
multi-stopDelta
5h 18mBOS-DCA
8/12Tue
nonstopDelta
1h 50mDCA-BOS
$228
7/15Tue
multi-stopAmerican Airlines
6h 23mALB-IAD
7/21Mon
multi-stopAmerican Airlines
4h 17mIAD-ALB
$259
7/15Tue
nonstopAmerican Airlines
1h 26mBDL-DCA
7/16Wed
nonstopAmerican Airlines
1h 32mDCA-BDL
$269
7/15Tue
nonstopSouthwest
1h 15mBDL-BWI
7/18Fri
nonstopSouthwest
1h 15mBWI-BDL
$421
7/14Mon
multi-stopSouthwest
7h 35mBOS-DCA
8/12Tue
multi-stopSouthwest
6h 55mDCA-BOS
$425

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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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