$66 Find Cheap Flights from Boston to Maryland

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Boston to Maryland departing on 1/7. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Maryland.
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Cheap Flights from Boston to Maryland

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Salisbury
Salisbury1 stop$390
Salisbury
Salisbury1 stop$390

Book Cheap Boston to Maryland Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Boston to Maryland that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Boston to Maryland

Thu, Jan 8 - Sun, Jan 11
JetBlue Logo
11:00 am - 12:35 pm
BOS
-
PHL
1h 35mnonstop
JetBlue Logo
8:40 am - 9:59 am
PHL
-
BOS
1h 19mnonstop
$111JetBlue
Thu, Jan 8 - Sun, Jan 11
JetBlue Logo
11:00 am - 12:35 pm
BOS
-
PHL
1h 35mnonstop
JetBlue Logo
8:40 am - 9:59 am
PHL
-
BOS
1h 19mnonstop
$117JetBlue
Thu, Jan 8 - Sun, Jan 11
JetBlue Logo
11:00 am - 12:35 pm
BOS
-
PHL
1h 35mnonstop
JetBlue Logo
8:40 am - 9:59 am
PHL
-
BOS
1h 19mnonstop
$118JetBlue
Thu, Jan 22 - Mon, Jan 26
Delta Logo
9:05 am - 10:42 am
BOS
-
PHL
1h 37mnonstop
Delta Logo
6:02 am - 7:40 am
PHL
-
BOS
1h 38mnonstop
$127Delta
Wed, Apr 22 - Sat, Apr 25
Spirit Airlines Logo
2:22 pm - 3:52 pm
BOS
-
BWI
1h 30mnonstop
Spirit Airlines Logo
3:06 pm - 4:26 pm
BWI
-
BOS
1h 20mnonstop
$205Spirit Airlines
Tue, Jan 13 - Thu, Jan 15
Southwest Logo
1:20 pm - 3:00 pm
BOS
-
BWI
1h 40mnonstop
Southwest Logo
1:25 pm - 2:55 pm
BWI
-
BOS
1h 30mnonstop
$206Southwest
Mon, Jan 12 - Mon, Jan 19
Spirit Airlines Logo
7:00 am - 11:47 pm
BOS
-
BWI
16h 47m1 stop
Spirit Airlines Logo
4:44 pm - 2:38 pm
BWI
-
BOS
21h 54m1 stop
$207Spirit Airlines
Tue, Jan 6 - Tue, Jan 6
Southwest Logo
9:35 am - 11:15 am
BOS
-
BWI
1h 40mnonstop
Southwest Logo
2:40 pm - 4:10 pm
BWI
-
BOS
1h 30mnonstop
$213Southwest
Fri, Mar 6 - Sun, Mar 8
American Airlines Logo
5:10 pm - 8:46 pm
BOS
-
SBY
3h 36m1 stop
American Airlines Logo
7:45 am - 12:19 pm
SBY
-
BOS
4h 34m1 stop
$390American Airlines
Fri, Mar 6 - Sun, Mar 8
American Airlines Logo
5:10 pm - 8:46 pm
BOS
-
SBY
3h 36m1 stop
American Airlines Logo
6:00 am - 1:03 pm
SBY
-
BOS
7h 03m2 stops
$881American Airlines
Booking Insights

KAYAK's insights & trends for Boston to Maryland flights

Get data-powered insights and trends into flights from Boston to Maryland to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Boston to Maryland flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Maryland from Boston found in the last 72 hours was to Baltimore, at $156 round-trip. The most popular route is from Boston (BOS) to Baltimore (BWI), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $156.

Can I save money by flying with a layover from Boston to Maryland?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $326, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Boston to Maryland?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Boston to Maryland, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Boston to Maryland is January, when tickets cost $157 (return) on average. On the other hand, the most expensive months are November and October, when the average cost of round-trip tickets is $257 and $245 respectively.

What’s the cheapest day of the week to fly from Boston to Maryland?

The average price of all round-trip flights from Boston to Maryland clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Maryland on a Friday and more expensive on a Tuesday. On your return trip to Boston, you should consider flying back on a Wednesday, and avoid Sundays for better deals.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Boston to Maryland, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Boston to Maryland, you should book around 3 weeks before departure, which saves you about 39% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 25 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$66
Best time to beat the crowds but there is an average 9% increase in price.
Most popular time to fly with an average 2% increase in price.
Flight from Boston to Philadelphia

FAQs - booking Maryland flights

  • If I want to visit Maryland, which airport should I fly to?

    The best airport to fly into when visiting Maryland is Baltimore/Washington International Thurgood Marshall Airport (BWI). Located in Baltimore, it is the largest airport in Maryland and offers excellent connectivity to various parts of the state, including the Baltimore and Washington, D.C. metropolitan areas. If your destination is closer to the eastern shore or southern Maryland, you might also consider flying into Ronald Reagan Washington National Airport (DCA), which is closer to the southern and eastern parts of the state.

  • Do airlines flying from Boston to Maryland provide Wi-Fi onboard, and what are the costs associated with it?

    On flights from Boston to Maryland, carriers like JetBlue Airways, American Airlines, and Delta Air Lines typically offer Wi-Fi services. JetBlue Airways often provides complimentary basic Wi-Fi, while American Airlines and Delta Air Lines might charge for Wi-Fi access, with prices varying based on flight duration and the type of internet access desired.

  • What are some common layovers on the route from Boston to Maryland?

    Flights from Boston to Maryland, particularly to Baltimore/Washington International Thurgood Marshall Airport (BWI), often have the convenience of being direct, especially with airlines like Southwest or JetBlue. However, if layovers do occur, they are typically brief and might be at hubs like Philadelphia International Airport (PHL) or Charlotte Douglas International Airport (CLT), depending on the airline and the specific route they operate.

  • How can I make my flight from Boston to Maryland more sustainable?

    To make your flight from Boston to Maryland more sustainable, consider flying with airlines that have a strong commitment to environmental responsibility. Airlines like JetBlue have initiatives aimed at reducing their carbon footprint, such as using more fuel-efficient aircraft and investing in sustainable aviation fuel. Opting for direct flights where available can also minimize the environmental impact, as takeoffs and landings are the most fuel-intensive parts of a flight.

  • How does KAYAK find such low prices on flights from Boston 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 Boston to Maryland.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Boston 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 Boston 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 Boston 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 Boston 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 Boston to Maryland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • 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 $291 on average. Morning departures are around 11% 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 $406.

Top tips for finding cheap flights to Maryland

  • Looking for a cheap flight? 25% of our users found tickets from Boston to the following destinations at these prices or less: Washington, D.C. $97 one-way - $169 round-trip
  • Your journey to Maryland starts at Boston Logan International Airport (BOS), which is a focus city for airlines like JetBlue Airways, Delta Air Lines, and American Airlines. These carriers operate frequent flights to Maryland, making BOS a convenient and well-connected starting point for your trip.
  • Most flights from Boston to Maryland land at Baltimore/Washington International Thurgood Marshall Airport (BWI). This airport is well situated for easy access to both Baltimore and Washington, D.C., making it a convenient entry point for your visit to Maryland.
  • Southwest Airlines frequently offers direct flights from Boston Logan International Airport to Baltimore/Washington International Thurgood Marshall Airport, providing a quick and convenient way to travel between the two cities. These direct flights are ideal for travelers looking to minimize travel time.
  • Boston Logan International Airport is equipped with amenities to assist families with small children. Look for play areas, family restrooms, and nursing stations to make your travel experience more comfortable. Additionally, airlines like Southwest Airlines often offer family boarding options, allowing families with small children to board the plane earlier.
  • For a more comfortable journey on Southwest Airlines, consider upgrading to Business Select or Early Bird Check-In for additional benefits. These options can provide priority boarding, ensuring you and your family find the best seats together and a more relaxed boarding experience.

Reviews of the top 5 airlines serving from Boston to Maryland

 
See real verified KAYAK customer reviews for airlines flying from Boston to Maryland. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Boston 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.
7.9
SouthwestOverall score based on 4250 reviews
8.1Boarding
7.5Entertainment
8.0Comfort
8.6Crew
7.0Food
Airline reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

2.0 MediocreRobert, Dec 2025
LAS - TPA
Read more Southwest reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Good seats in Main cabin, excellent service and excellent landing

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

Gate was overcrowded. Gate agents performed very well. Flight crew was top notch! Efficient & professional & courteous. Both meals not thermalized well. Dinner main dish was actually cold in the center. Almost inedible. Breakfast sandwich was lukewarm.

The boarding was as always, the crew tried their best but not enough. The food was a disaster I had dietary restrictions that were half met because the company did not loaded the food for the flight. The entertainment screen was fine but content was not and also they removed the free messaging option from the flight and they charged 30 dollars for that crappy bandwidth. This flight is not worth the cost and the company is going down on quality.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

it was fine, decent flight... dont get food besides cookies or pretzels so not sure why you ask about food. same for entertainment..

I got sick nothing contagious but distressing and the care I received by Kayla? Keighly the flight attendant will be memorable for ever. Thank You

I got sick nothing contagious but distressing enough and the care I received on the flight was astounding.

Waaay too small plane. They also need to up the size of the overhead bins. I would love to keep me 3k with of camera equipment in my hard case baggahe instead of it being thrown into the belly of the plane

Attendants were pleasant and the flight was smooth and relaxed.

A little late at the start but all worked out well.

It was fine. No drinks nor snacks offered though. I thought that was unusual.

The ride share experience in JFK is terrible. After traveling on a flight, then you need to take a subway to the last stop to get an uber or lyft. Unacceptable. Bad job JetBlue for permitting JFK and Port Authority to do this to your passengers.

Checking In on JetBlue site was impossible. It hung up on REAL ID. Even my Global Entry did not help. Luckily, on Kayak site it was a breeze. Entire flight the temperature was COLD! Otherwise the crew was great!

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

Very pleasant flight attendants. Gate crew rather loud chatting with each other.

Four plus hour flight delay in New York caused us to take off after 11:30pm. We didn’t arrive at our hotel until five hours after check in. Started the trip off feeling exhausted.

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

I don’t usually fly budget airlines or airlines in the United States. It was as good as any other airline. The seats are comfortable and the airline attendants are not rude & surly. Very nice flight (s).

They have the most inexperienced / rude flight staff I’ve encountered

very difficult boarding process - aggressive passengers not the friendliest crew

Our flight got rescheduled 48 hours later, the airline didn’t pay a penny for our expenses.

We had to sit and wait for almost an hour after landing and taxiing to the gate. The jet bridge was broken so we just waited and waited and waited and it was inconvenient, hot, and unnecessary.

Flight was in time, very smooth ride and surprisingly lots of legroom in the cabin so I certainly will fly with spirit again

I didn't eat, so I can't rate the food. Delayed set off was beyond

Horrible, delay after delay due to our plane needing fuel.

the plane was not full so the flight attendant had me move to an empty row which made for a good flight. The software for logging on and booking and confirming the flight is much too cumbersome.

It was a no show, so we got put in hotels for a nite. The A320 plane was very modern and flite and crew (if a pilot shows up were fine). Price was very good.

Had a issue with catching flight due to airline, was unable to board flight

Better than my las vagas experience, but still dissapointed with the airline support service.

I enjoyed my flight, it was pretty smooth and we landed earlier than eta.

Everything you need to know for your flight from Boston to Maryland

Information on your arrival and departure airports