$59 Find Cheap Flights from Boston to Maryland - Compare and Save

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Cheap Flights from Boston to Maryland

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
Washington, D.C.
1h 34mNonstop
from $118per person
Baltimore
1h 25mNonstop
from $135per person
Philadelphia
1h 31mNonstop
from $208per person
Salisbury
3h 15m2 stops
from $420per person
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.

How much is a round-trip flight from Boston to Maryland?

Flight prices are below average for this route right now.

Flights to Maryland from Boston usually cost between $206 and $411 in October.
The lowest price found in the past 5 days was $135 on Frontier (Oct 21-Oct 24).

What is the cheapest Boston to Maryland flight route?

The cheapest ticket to Maryland from Boston found in the last 5 days was to Baltimore, at $134 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 5 days was $134.

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

The cheapest time of day to fly to Maryland is generally in the morning, when round-trip flights cost $328 on average. On average, there is no price difference when choosing to fly in the morning or the evening on this flight route. 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 $365.

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

No, with an average price for the route of $275, prices are generally cheapest when you fly direct.

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

The cheapest month for flights from Boston to Maryland is August, when tickets cost $235 (return) on average. On the other hand, the most expensive months are November and July, when the average cost of round-trip tickets is $347 and $322 respectively.

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

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

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

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 29% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 6 weeks before departure.

Good to know

Low season

January

Cheapest flight

$59
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from Boston to Baltimore

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.

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. $150 one-way - $245 round-trip; Philadelphia $159 one-way - $276 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

 
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.
8.0
SouthwestOverall score based on 4190 reviews
7.0Food
8.1Boarding
7.5Entertainment
8.0Comfort
8.6Crew
Airline reviews

Flights delays were communicated timely and helpfully, but there was a significant delay without any real effort to make up for that. Also, the in-flight WiFi was very spotty. That said, this was my first time with Southwest and I was quite happy with the service and staff otherwise.

6.0 GoodHamza, Sep 2026
Read more Southwest reviews

Flights delays were communicated timely and helpfully, but there was a significant delay without any real effort to make up for that. Also, the in-flight WiFi was very spotty. That said, this was my first time with Southwest and I was quite happy with the service and staff otherwise.

Fairly good - the seats seemed more comfortable on this flight. The staff out of Detroit were quite friendly. But they directed us to the wrong carousel for luggage. :(

I liked the new boarding process. I thought the buyup options (legroom, early boarding) to be easy to request and reasonably priced. All the Southwest team from gate to in-flight were so nice.

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

Southwest continues to do less for more money. Flight attendants used to be fun and friendly. But now it’s like they don’t even see you. Such a shame.

I liked it better when you were truer to your roots Am paying more for less fun

We had a 5 hour delay on the tarmac in Baltimore

WiFi was not working and didn’t have a beverage service

Great flight. Outstanding Service. Southwest was able to put us on a direct flight to Denver when the connection could have been affected by a later arrival to Baltimore. The direct flight was less expensive that the flight with the connection in Baltimore.

Flights delayed by 4-6 hours. Boarding was a mess and unclear. Bags were not at arrival airport and had never even been put on the plane. No idea when I’ll get them. Don’t fly into Denver!

Could have been on time and not missed my connection

Flight Staff: Always great! Checking back vs carry-on: I typically check my bag since so much time is spent stowing the bag, it's heavy, maybe not enough room. Delta is charging $45 to check bags. Yet, the people who have multiple carry-on bags are then asked to check their bags and are offered this service for free. This does not seem fair to a person who is trying to be proactive in improving the process . Boarding: Boarding is always slow and exhausting. With the exception of First Class, Economy, why not board the zone in the back of the plane first??? Seats: Why cross the seat belts? I get that it looks nice, but people waste so much time moving them or sitting on them and then having to move. Seats: On both my flights the seat did not recline. Not a big deal. Smell: There was a horrific smell like the restrooms on my first flight. I thought I was going to be sick. Most flights do not smell great. Does Delta use air purifiers or anything?

Terrible - the flight was delayed taking off after boarding. Then the flight circled lga before landing. Significant delay

The flight was delayed at the very last minute and no information, both of my round trip flights were delayed at least the BNA to Boston was informed earlier but the return one was horrible

Delayed, then set on termac before taking off for 45 minutes. After landing had to sit on termac for another 30-40 minutes. Total disaster of a flight

Stewardess was not accommodating when I requested a second drink.

Although I know the Airlines cannot control the situation when there’s a ground stoppage, it would’ve been nicer if we would have had more up-to-date information clarity around the delays. Additionally, I think the delays also took a toll on the Cabin crew, particularly the lead flight attendant in first class. She was not very friendly when we boarded the plane for many of the passengers. Number one she refused to hang a garment bag in the front closet for a first class passenger, she was unwilling to dispose of an empty bottle in the trash as I was boarding (despite drinking a bottle of water herself and needing to disregard), and she was very combative with a passenger, who needed to access something from his bag that was Gate checked. Frankly, it was really unfortunate as I’ve never seen a flight attendant behave that way directly to the passengers, particularly when none of us had done anything wrong.

Flight from Savannah arrived very late and we did not take off till 2 hours after scheduled departure!

It is usually very pleasant. Good service for the price, international flights are even better

Flight attendant was very poor in taking care or showing attention. I slept up front for a few and missed the snacks. She saw me many times, went by me many times and never once asked if I needed anything. The whole 2 hours flight. And this is to a Diamond member in first.

I've flown American several times this summer and I have yet to get a flight that leaves on time. However, a delay is better than a cancel. So far I have had four canceled flights and two delayed flights

The flight was delayed in 30 minute increments for a total of 4 hours and 30 minute delay. All other flights to Chicago left on time except for this one flight. If there is an issue with the inbound flight, just let customers know so they can find another flight right away, Once we got on the plane there was another 30 minute delay taking off at 10:30 at night which is very unusual that a flight wouldn't be ready to take off

They have overselled the ticket and kicked me out from boarding, All my Plans were collapsed and important network meeting missed.also I booked direct flight i have to go through an 1 stop and it was frustrated.

Horrific. We were delayed due a flight attendant stuck in traffic en route to the airport. Over 100 people were then stuck in Charolette. Then I ran to make my layover only to find that my connection didn’t have a plane anymore. Waited 2.5 hours without any updates. On the flight we had to beg for even a pretzel option.

Terrible boarding and first class experience. Nice staff but overall disorganized, dirty plane.

The flight was delayed significantly and we sat on runway after landing for awhile. Best thing was the flight attendant, Jenny, in first class, who was very professional and attentive. She was excellent - the rest of the flight was not.

Early departure meant on time arrival. Only real problem was free internet had issues, although chatting with the internet help desk (you can do this via aainflight.com) got the issue resolved.

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

Found that the plane used for this short flight is smaller and therefore the seats are really squeezed tight.

Great experience. Good dinner and service. FA's were very nice and attentive.

Fabulous! This was the first time we've flown with JetBlue and the entire experience was flawless!

The series of delays were very unfortunately - first the captain timed out, then the new captain didn't show up when we were told he would, then the first officer timed out. Those delays were compounded by after boarding, weather came in - obviously that's out of JB's control but it was frustrating after all of the other delays that seemed avoidable.

3 hours late JetBlue flight made me miss my connecting flight to Nairobi Kenya, they did not even offer me hotel accommodation, I paid out of my pocket, they did not know where my luggage was, let say my experience with JetBlue was nightmare.

Crew at first tried to SELL snack boxes (for an hour-long flight?!?), and it was the only leg of four on which I was charged for a hard seltzer. 😕 Spent extra to select seats in Row 8 for quicker disembarking only to be seated in Row 25. Someone owes me $38 for that!

It was my worse flying experience. It was my first time and last time flying with Jet Blue.

Flight was cancelled as JetBlue could not find a pilot. Communication was poor and they did nothing for stranded passengers. Flight they rebooked us on was 4 days out.

JetBlue cancelled the flight along with hundreds of others, for no apparent reason. no recourse, no rebooking options. never booking with them again

Jet Blue cancelled my flight after I had boarded. They attempted to rebook me for a new flight two days later. I was able to rebook with a different airline, but not until the next morning. As such, I was forced to get an expensive hotel and missed important work meetings Monday morning. I am very disappointed with the customer service and will be pursuing full reimbursement for my hotel cost.

Flight delayed 4 times on a non-stop from BOS to SFO. Then when landed in SFO had to wait for 30 mins for a gate AT 3:30AM.

Horrible - for the first time in my life i was denied boarding an international flight because the name used on my ticket - Josh - was not exactly the same as my passport - Joshua. At no time during ticketing, online check-in, or at the airport flying from Boston to NY was i notified of a problem. It was only at boarding from NY to Costa Rica I was informed of the problem and by then it was too late. After missing the flight I was told by airport Jet Blue staff, including a supervisor, that it was my problem and they could not assist because i bought "the cheapest fare". i was hung up on twice by JetBlue customer service, including once by a supervisor. I blame Kayak and your awful partner ChatDeal for even allowing me to purchase an international ticket without verifying this - you effectively sold me a ticket i could not use. Shame on you and shame on ChatDeal for doing nothing to help me resolve the situation. What a scam.

My ATL–CVG Frontier flight was disappointing due to both an operational issue and unprofessional customer service. After everyone had boarded and the aircraft had pushed back from the gate, we were delayed because the passenger count did not match the flight manifest. The crew counted passengers approximately six times before the aircraft returned to the gate and gate agents boarded to help resolve the discrepancy. We were ultimately advised that a family had been allowed to board but not all of their boarding passes had been properly scanned. This resulted in a departure delay of nearly an hour. I did appreciate that the pilot kept passengers informed and tried to reassure us that some of the delay could be recovered during the flight. My greater concern was the customer-service experience. I am a Frontier Elite Platinum member and was seated within the first five rows. When I boarded, the overhead bins near my seat were already closed. I opened two bins to see whether my small backpack would fit. A female flight attendant sharply told me that a closed bin meant it was full, although the second bin clearly had available space. When I tried to ask whether I could simply place my backpack in that available space, she ignored me. Later, while the gate agents were working to resolve the passenger-count problem, I heard the same flight attendant make jokes about how many gate agents it takes to count passengers. She then made unnecessary comments about the male gate agent doing the count, men thinking they can do things better than women, and women knowing better and outliving men. Later in the flight, she also commented that passengers should know that the first thing they need to do is always be nice to the flight attendants. Courtesy absolutely should go both ways. Flight attendants deserve respect from passengers, but passengers also deserve respectful and professional treatment from the crew. Joking about colleagues who were actively trying to correct an operational problem, making gender-based comments in front of passengers, and being dismissive toward a passenger asking a simple baggage question were unnecessary and unprofessional. I fly enough to understand that delays and mistakes happen. What determines the quality of the experience is how those situations are handled. Unfortunately, the customer-service attitude on this flight made an already frustrating operational delay considerably worse.

Did not get on the flight, they had a gate change and my app never updated me! Trying to get flight credit

Flight was delayed by about an hour, once we arrived at LAX we had to take a shuttle to the baggage claim - it was completely disorganized. The agents at the shuttles were rude and unable to provide any information. Frontier charges extra for everything from bags to drinks - at the end it ends up being more expensive than flying the better airlines

I loved the staff on the plane. So friendly and helpful! However, there was an argument and misunderstanding by the staff and a customer at the gate, and the staff member was being unprofessional. When we arrived in Atlanta, we waited 1.5 hrs for our luggage to arrive. When I asked the airport attendant, they said Frontier had the longest wait for luggage out of any airlines, and that they could not be held responsible for the delay.

Inbound plane was on time and flight departed on time with no issues while boarding.

After boarding and un-boarding twice over 6+hours, the flight was canceled.

The Boarding process in Denver was chaotic, and since the line was so long, we were lined up very far from the gate. If there were any announcements from the gate staff, we didn't hear them. The flight attendants were spectacular. The only negative part of the flight was sitting by a 2 1/2 year old who was unruly and unfortunately had parents that matched his behaviors. Also, the restaurants in Denver on the E concourse, they didn't have food (passengers could only order 1 item on the entire menu) or the restaurants had 12-14 people waiting for orders to be prepared and another 6 people waiting to order. If you have a layover in Denver and need to grab food, be prepared to visit the shops with pre-packaged sandwiches, or you can visit another concourse but it may take a while to transit throughout the airport.

30 minute delay due to boarding and settling of a family.

It was impossible to change a carry-on for a checked bag after the initial selection. The flight was delayed 14 hours "to allow for a late arriving aircraft." The seats were shockingly uncomfortable. This was only the second time I've seen seats that didn't recline in an airline. The first was in an East Bloc airline before the fall if the Iron Curtain.

Flight was fine, but the legroom between seats for taller passengers is very tight and bad on the knees. I t is very hard to find an angle, that works, especially on a long flight!!!

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