$76 Find Cheap Flights from Boston to Maryland - Compare and Save

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 8/22. 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.
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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
Washington, D.C.
Baltimorenonstop$157
Salisbury
Salisbury2 stops$370
Washington, D.C.
Baltimorenonstop$157
Salisbury
Salisbury2 stops$370

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, Sep 10 - Fri, Sep 11
Delta Logo
8:45 pm - 10:31 pm
BOS
-
BWI
1h 46mnonstop
Delta Logo
6:17 am - 8:00 am
BWI
-
BOS
1h 43mnonstop
$157Delta
Fri, Dec 4 - Mon, Dec 7
Delta Logo
1:05 pm - 2:51 pm
BOS
-
BWI
1h 46mnonstop
Delta Logo
7:45 pm - 9:22 pm
BWI
-
BOS
1h 37mnonstop
$158Delta
Fri, Nov 13 - Mon, Nov 16
Southwest Logo
8:40 am - 10:20 am
BOS
-
BWI
1h 40mnonstop
Southwest Logo
8:25 pm - 9:55 pm
BWI
-
BOS
1h 30mnonstop
$158Southwest
Fri, Sep 25 - Mon, Sep 28
Southwest Logo
5:50 am - 7:15 am
BOS
-
BWI
1h 25mnonstop
Southwest Logo
6:30 am - 8:00 am
BWI
-
BOS
1h 30mnonstop
$158Southwest
Thu, Aug 27 - Sun, Aug 30
JetBlue Logo
6:15 am - 7:58 am
BOS
-
DCA
1h 43mnonstop
JetBlue Logo
8:49 am - 10:25 am
DCA
-
BOS
1h 36mnonstop
$167JetBlue
Wed, Sep 9 - Sun, Sep 13
JetBlue Logo
4:47 pm - 6:34 pm
BOS
-
DCA
1h 47mnonstop
JetBlue Logo
7:25 pm - 9:37 pm
DCA
-
BOS
2h 12mnonstop
$167JetBlue
Fri, Sep 11 - Sun, Sep 13
United Airlines Logo
7:00 pm - 10:59 pm
BOS
-
IAD
3h 59m
1 stop
United Airlines Logo
8:35 am - 10:18 am
IAD
-
BOS
1h 43mnonstop
$167United Airlines
Fri, Sep 4 - Sun, Sep 6
American Airlines Logo
7:00 am - 9:05 am
BOS
-
DCA
2h 05mnonstop
American Airlines Logo
7:59 am - 9:44 am
DCA
-
BOS
1h 45mnonstop
$168American Airlines
Fri, Sep 4 - Mon, Sep 7
United Airlines Logo
7:00 pm - 10:59 pm
BOS
-
IAD
3h 59m
1 stop
United Airlines Logo
8:35 am - 10:18 am
IAD
-
BOS
1h 43mnonstop
$168United Airlines
Sun, Oct 4 - Tue, Oct 6
American Airlines Logo
7:00 am - 9:00 am
BOS
-
DCA
2h 00mnonstop
American Airlines Logo
12:56 pm - 2:51 pm
DCA
-
BOS
1h 55mnonstop
$172American 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.

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

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Boston to Maryland departing in September.

Flight prices are below average for this route right now.

Flights to Maryland from Boston usually cost between $193 and $379 in September.
The lowest price found in the past 5 days was $157 on Delta (Sep 10-Sep 11).

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 5 days was to Baltimore, at $154 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 $154.

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

The average price for all round-trip flights from Boston to Maryland depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Maryland is generally in the evening, when round-trip flights cost $316 on average. Morning departures are around 1% 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 $366.

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 $290, 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 August, when tickets cost $257 (return) on average. On the other hand, the most expensive months are November and July, when the average cost of round-trip tickets is $340 and $319 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 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 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 33% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 25 weeks before departure.

Good to know

Low season

January

Cheapest flight

$76
Best time to beat the crowds with an average 13% 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. $170 one-way - $232 round-trip; Philadelphia $172 one-way - $254 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.
8.0
SouthwestOverall score based on 4228 reviews
8.1Boarding
7.0Food
8.0Comfort
8.6Crew
7.5Entertainment
Airline reviews

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!

2.0 MediocreDawn, Jun 2026
BUF - BWI
Read more Southwest reviews

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

Long layover between flights to Long Island from BWI - need better coordination between flights

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

The last 3 flights between BWI and BDL canceled the beverage service mid- way. Just say up front that the fight is too short. Thanks!

I was assigned seat 7E, yet my boarding was Group 5, which caused me to have to put my luggage in the back of the plance above `19 or 20 aisle, as passengers who had boarded earlier took the overhead bins in the front. SW needs to monitor bin space and ensure that bin space above the seat are aligned to those sitting near their seats. Also the seating assignments needs to align with group number. Maybe board those last first and so on? Having said the ALL the passengers on the plane were gracious enough to allow me and other passengers in this dilema to retrieve our luggage and helped us along the way. I always love the flight staff, as always their fantastic and I can't rave about them enough!

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!

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 thought the service was very nice and pleasant. There were no hiccups and no issues so overall a good experience.

It was a pleasant surprise to have complimentary Wi-Fi on the flight

Flight was delayed, we could have been notified earlier and in a consistent manner. App was not refreshing for another passenger to get the latest flight status. We could have stayed and waited at the hotel instead of waiting at the airport had we known the flight was going to delayed for more than 5 hours. The toilet is too tight, and needs to be cleaned more frequently (every hour). The entertainment screen froze, the touch screen not responding to touch. We were upgraded to comfort, it is more comfortable than regular economy seats.

The baggage belt was not updated on the Delta App and was displayed on the wrong belt board. Was not expecting this to happen.

The plan was delayed and left DC 90 minutes late. However, it showed a 20 minute delay on the delta app, then a 12 min delay. It turned out to be an hour delay. I found out where the plane was with flightaware. Stop keeping customers in the dark about what is going on.

Pilots lied about waiting on “paperwork”. Sat in the plane for over an hour, waiting on some papers to be printed according to the pilot and then all of a sudden he says good news maintenance is finally on their way. Maybe they can fix it before we get our paperwork. Ended up missing my connection in LaGuardia and as a result, had a fly home to Lexington instead of the Louisville airport. Then paid $100 to uber to Louisville since it was midnight by the time I got in. I wish they would just be transparent with passengers sometimes and not try to beat around the bush on why things are delayed.

One of the flight attendants was a little cranky. I appreciated the free wifi and plug to charge my laptop

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.

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

The business steward was absolutely amazing! Smiles and kindness! Wish all AA flights are like this one!

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.

The flight kept getting delayed, but the ground crew did not communicate well to the passengers in the terminal. First, we were told that it was an engine issue. That was understandable. We asked, after the third delay, if it would be canceled; they reassured us that that would not happen because a new plane was on its way from Washington DC. Four hours later, that is exactly what happened. No announcement was made only people who had the JetBlue app learned of the cancellation. They rebooked us on a flight that would get into our destination 36 hours after our original time I had to spend an exorbitant amount of money to book an additional flight with a different airline, the following morning in order to make it to my conference in time. Not to mention the fact that by the time I discovered the cancellation on the departures board, it was too late for me to receive a refund on my lodging in the destination city for that night. Because I had booked with KAYAK, I did not receive any JetBlue email with rebooking information. This is what the information information desk kept telling everyone who inquired about a rebooking. This was my first time flying with JetBlue. Needless to say, after extremely poor communication andover $1000 of additional expense later, I will not be flying with them again.

We were several hours delayed due to confusion during boarding. Evidently the crew could not match the manifest with the boarded customers. After significant time trying to find individuals on board, a crew member walked through the entire plane re-scanning each of our boarding passes. Then we had to wait for a new slot to depart, and when we landed, our gate was not ready. It was a complete goat rodeo from start to finish.

Horrible. Flight was cancelled, jet blue app not working to rebook, no phone number available to call Jet Blue, 400 ish people in line for the help desk, stuck in Boston for 2 more days had to book new flight with a different airline and still not sure if I will be able to get any refund.

Flight left 2 hours late with no explanation as to the delay

Whole experience was poor. Delayed 2 hours. Lied about the delays. Was all jet blues fault and tried to blame on air traffic control. Sent out other let trips and wouldn't allow people to switch aircraft.

My bag was not loaded on my flight. it was not communicated to me until i was waiting for my bag at my destination. there was no confirmation of when my bag was arriving and no way to track it.

The gate attendant in Boston had a high raspy voice and spoke much too fast to be understood. Not pleasant.

It was fine for what it was. It’s not luxury travel but it was efficient, for the most part. Having my carry-on transferred into luggage however, was unwelcome.

We had better-than-average leg room and I loved the access to shows and movies. During boarding, we could not hear the agent even though we were close to the boarding door, which was kind of scary when we realized that half of the passengers had already boarded. Also, the entertainment was awesome, but I could not hear the movie as well as I would have liked, because my headphones were crappy. It would have been better if I could connect my own ear buds via Bluetooth or if JetBlue provided headphones.

Frontier feels like a family I Worked for Eastern Airlines back in the day and I felt the family vibe that I had then. Thank you

Terrible. Delayed my family flight for several hours affecting family plans

Tiny seats, no entertainment, no amenities, delays, they charge for carry on and their allowed personal item is smaller than in other 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!!!

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

Information on your arrival and departure airports