$31 Find Cheap Flights from Massachusetts to Maryland

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Low seasonFebruary
High seasonNovember
Cheapest flight$31
Best time to beat the crowds with an average 0% drop in price.
Most popular time to fly and prices are also 8% 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 $152.

  • 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 $282. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $359 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 $271 on average. Morning departures are around 13% 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 $326.

  • What is the cheapest flight to Maryland?

    The cheapest ticket to Maryland from Massachusetts found in the last 72 hours was to Baltimore, at $71 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 $71.

  • 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 $216 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 5 weeks before departure.

  • How long is the flight to Maryland?

    An average nonstop flight from Massachusetts to Maryland takes 5h 30m, 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. (80% of total searches to Maryland). The next most popular destinations are Philadelphia (20%) 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 4287 reviews
7.1Food
8.2Boarding
8.6Crew
7.6Entertainment
8.0Comfort
Airline reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

6.0 GoodDavid, Jun 2025BWI - COS
Read more Southwest reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

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

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

Great flight! Only complaint I had was that I didn’t get breakfast that morning because I don’t eat eggs for breakfast.. I ate an energy bar I bought in the airport which I had never done before. Otherwise, another great Delta flight!

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

My flight was 6 pm 6/6. Every hour they delayed it again - air condition issues then no pilot then the crew had worked too many hours and cancelled the flight at 11 pm. Sent customers to NJ a 45 minutes uber ride to a hotel. Had to be back by 5 am for a 7 am flight and again no pilot etc with another three hours of delays.

The entertainment and wifi mostly didn't work on this flight.

Terrible entertainment system - kept freezing and audio kept cutting out. Snacks were mediocre at best for a 5 hour flight.

The check in and bag drop off for Sky Priority members is slow. The Clear security was also slow - a TSA issue.

I am still upset that my bag was lost on a recent trip to Rome ; we were inconvenienced and out €150 Euros ; delta has refused to reimburse us

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.

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

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

Honestly, I haven’t flown American in years, probably due to the pandemic and my being unable to travel for certain periods in the last two years, but it was a good experience to dig out or obtain a new American Airlines account after many years of traveling for business with American in the past.

The plane was probably full boarding was easy. We were able to check our carry-on luggage for free. It was a return flight through Philly to LA. Never saw a stewardess do a demonstration of emergency Procedures. I think my flight was pretty full

Plane, flight, crew, captain were all great. The first flight had a Chipotle box lunch...delicious.

Plane, flight, crew, captain were all great. The first flight had a Chipotle box lunch...delicious. this return flight not as tasty, but filling.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

Weather delay for 2.5 hours followed by half hour crew delay, did not have ginger ale, uncomfortable seats

So awful Unreliable Unfriendly Bad Mad Mean Smelly Hot Late Overbooked Understaffed Expensive Cramped Narcs If they were a fruit they’d be rotten durian

It’s a great flight. Service is good. Staff is awesome.

Boarding was a breeze, however, two of the flights that I boarded with Spirit did not have Wi-Fi available.

Seats uncomfortable, hard to check luggage, etc. It was like the last flight out of Hanoi

Need screens for tv/movies. Seats are more cramped than any other airlines. Seats are hard. They don’t recline. And in flight time should not be used for sales pitches.

Good experience except for the drunk woman who was with a child. Sad

The ease of booking the flight was very good. Speaking with customer service was also good. However, the crew people are unfriendly and unwelcoming which I found this as unprofessional. As far as comfort it was mediocre. This was my first time flying Spirit and I chose them because of the flight times met my needs and my budget. However, I would be reluctant to fly on Spirit again. In addition, if the crew were more friendly and at least appeared somewhat happy and welcoming personally it would probably make the experience of flying with Spirit better.

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.

Flight crew was great. Spirit leaves a lot to be desired in terms of comfort.

I slept the whole trip but everything else was great

Book cheap flights from Massachusetts to Maryland

Recent round-trip flight deals

7/2Wed
nonstopSpirit Airlines
1h 30mBOS-BWI
7/8Tue
nonstopSpirit Airlines
1h 30mBWI-BOS
$62
7/9Wed
nonstopSpirit Airlines
1h 30mBOS-BWI
7/14Mon
nonstopSpirit Airlines
1h 27mBWI-BOS
$64
7/19Sat
nonstopJetBlue
1h 35mBOS-PHL
7/22Tue
nonstopJetBlue
1h 25mPHL-BOS
$139
7/26Sat
nonstopAmerican Airlines
1h 37mBOS-PHL
8/2Sat
nonstopAmerican Airlines
1h 18mPHL-BOS
$140
7/17Thu
nonstopDelta
1h 43mBOS-PHL
7/19Sat
nonstopDelta
1h 30mPHL-BOS
$153
8/11Mon
nonstopJetBlue
1h 38mBOS-DCA
8/11Mon
nonstopJetBlue
1h 35mDCA-BOS
$156
9/25Thu
nonstopDelta
1h 58mBOS-DCA
9/29Mon
nonstopDelta
1h 50mDCA-BOS
$161
7/31Thu
nonstopAmerican Airlines
1h 44mBOS-DCA
8/4Mon
nonstopAmerican Airlines
1h 48mDCA-BOS
$165
7/3Thu
nonstopSouthwest
1h 15mBDL-BWI
7/10Thu
nonstopSouthwest
1h 15mBWI-BDL
$183
7/17Thu
nonstopSouthwest
1h 40mBOS-BWI
7/17Thu
nonstopSouthwest
1h 35mBWI-BOS
$183

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Recent one-way flight deals

8/21Thu
nonstopSpirit Airlines
1h 31mBOS-BWI
$31
7/9Wed
nonstopSpirit Airlines
1h 30mBOS-BWI
$32
8/9Sat
nonstopJetBlue
1h 33mBOS-PHL
$70
8/4Mon
nonstopJetBlue
1h 41mBOS-DCA
$81
8/9Sat
nonstopSouthwest
1h 35mBOS-BWI
$87
8/20Wed
nonstopSouthwest
1h 20mALB-BWI
$89
8/27Wed
nonstopAmerican Airlines
1h 25mBDL-DCA
$89
7/5Sat
nonstopAmerican Airlines
1h 26mBDL-DCA
$90
7/29Tue
nonstopDelta
1h 40mBOS-PHL
$94
9/12Fri
nonstopDelta
1h 54mBOS-DCA
$98

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Last minute flights from Massachusetts to Maryland

Last minute flight, train and bus deals

6/17Tue
nonstopSpirit Airlines
1h 30mBOS-BWI
6/24Tue
nonstopSpirit Airlines
1h 30mBWI-BOS
$114
6/17Tue
nonstopSpirit Airlines
1h 30mBOS-BWI
6/25Wed
nonstopSpirit Airlines
1h 30mBWI-BOS
$124
6/17Tue
nonstopJetBlue
1h 40mBOS-DCA
6/24Tue
nonstopJetBlue
1h 30mDCA-BOS
$228
6/17Tue
multi-stopAmerican Airlines
5h 12mBOS-DCA
6/24Tue
nonstopAmerican Airlines
1h 45mDCA-BOS
$238
6/17Tue
nonstopJetBlue
1h 38mBOS-DCA
6/26Thu
nonstopJetBlue
1h 36mDCA-BOS
$243
6/17Tue
multi-stopDelta
6h 59mBOS-DCA
6/25Wed
nonstopDelta
1h 40mDCA-BOS
$248
6/15Sun
nonstopAmerican Airlines
1h 33mBOS-PHL
7/12Sat
nonstopAmerican Airlines
1h 22mPHL-BOS
$259
6/17Tue
multi-stopDelta
6h 59mBOS-DCA
6/26Thu
nonstopDelta
1h 48mDCA-BOS
$263
6/17Tue
nonstopSouthwest
1h 45mBOS-BWI
6/18Wed
nonstopSouthwest
1h 35mBWI-BOS
$332
6/14Sat
nonstopSouthwest
1h 20mBDL-BWI
7/13Sun
nonstopSouthwest
1h 15mBWI-BDL
$427

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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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