$75 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 4/29. 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.
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
Washington, D.C.
Washington, D.C.nonstop$170
Salisbury
Salisbury2 stops$344
Washington, D.C.
Washington, D.C.nonstop$170
Salisbury
Salisbury2 stops$344

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, Apr 9 - Sun, Apr 12
JetBlue Logo
6:05 am - 7:40 am
BOS
-
PHL
1h 35mnonstop
JetBlue Logo
6:00 am - 7:15 am
PHL
-
BOS
1h 15mnonstop
$144JetBlue
Thu, Apr 2 - Sun, Apr 5
JetBlue Logo
6:05 am - 7:40 am
BOS
-
PHL
1h 35mnonstop
JetBlue Logo
6:00 am - 7:15 am
PHL
-
BOS
1h 15mnonstop
$145JetBlue
Thu, Apr 9 - Sun, Apr 12
American Airlines Logo
11:11 am - 12:44 pm
BOS
-
PHL
1h 33mnonstop
American Airlines Logo
7:00 am - 8:26 am
PHL
-
BOS
1h 26mnonstop
$164American Airlines
Thu, Apr 2 - Sat, Apr 4
American Airlines Logo
7:00 am - 8:45 am
BOS
-
DCA
1h 45mnonstop
American Airlines Logo
2:15 pm - 3:49 pm
DCA
-
BOS
1h 34mnonstop
$171American Airlines
Thu, Apr 2 - Sat, Apr 4
United Airlines Logo
5:45 am - 7:25 am
BOS
-
IAD
1h 40mnonstop
United Airlines Logo
10:15 pm - 11:59 pm
IAD
-
BOS
1h 44mnonstop
$171United Airlines
Wed, Apr 1 - Wed, Apr 8
United Airlines Logo
9:30 am - 11:13 am
BOS
-
IAD
1h 43mnonstop
United Airlines Logo
10:15 pm - 11:59 pm
IAD
-
BOS
1h 44mnonstop
$174United Airlines
Wed, May 6 - Tue, May 12
Delta Logo
10:25 am - 12:18 pm
BOS
-
DCA
1h 53mnonstop
Delta Logo
11:55 am - 1:37 pm
DCA
-
BOS
1h 42mnonstop
$177Delta
Thu, Apr 9 - Mon, Apr 13
Delta Logo
1:11 pm - 2:54 pm
BOS
-
BWI
1h 43mnonstop
Delta Logo
8:59 pm - 10:44 pm
BWI
-
BOS
1h 45mnonstop
$191Delta
Mon, Apr 20 - Thu, Apr 23
Spirit Airlines Logo
8:16 pm - 9:15 am
BOS
-
BWI
12h 59m
1 stop
Spirit Airlines Logo
6:35 am - 7:58 am
BWI
-
BOS
1h 23mnonstop
$192Spirit Airlines
Fri, May 1 - Fri, May 8
Spirit Airlines Logo
10:25 am - 9:04 pm
BOS
-
BWI
10h 39m
1 stop
Spirit Airlines Logo
7:30 am - 8:54 am
BWI
-
BOS
1h 24mnonstop
$196Spirit 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 $171 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 $171.

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 $303 on average. Morning departures are around 4% 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 $376.

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 $281, 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 September, when tickets cost $192 (return) on average. On the other hand, the most expensive months are November and February, when the average cost of round-trip tickets is $257 and $252 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 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 37% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 25 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$75
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly with an average 3% 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.

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 - $230 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 4321 reviews
8.6Crew
7.5Entertainment
8.0Comfort
8.1Boarding
7.0Food
Airline reviews

We had a 5 hour delay on the tarmac in Baltimore

2.0 MediocreDavid, Mar 2026
ALB - BWI
Read more Southwest reviews

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

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

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

Snacks are always pretzels. Why can't you also offer peanuts ?

Perhaps when you’re sitting in 1st class and the crew closes the bathroom for the pilots, there could be a notification other than holding your hands up as a blockade when you get there and you’re told the restrooms are closed please turn around … especially at night when visibility is poor and you’re met by a flight attendants with their arms up

First class is comfortable. Enjoyed a movie and was able to relax compared to coach.

Loved flying First Class. Very comfortable. The seat was amazing. Enjoyed a movie and was able to relax so much better than in coach.

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

The WiFi was not working. That made for a long flight.

Absolutely no communication on why there's a delay and multiple flight time reschedules. I would have canceled the flight and drove back home if I known it was going to be rescheduled 3 or 4 times.

Another late night flight and MORE men belligerently drinking and yelling. I had to move from first to economy because they were so obnoxious and disruptive. Crazy to go from a cozy chair to cardboard when you were supposed to be in first. Delta allows was too much drinking which leads to belligerent behavior.

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Stop changing gates. Stop cancelling flights Stop moving my seat.

Delayed by 1.5 hours. Terrible apologies, half hearted at best. It will be a LONG time until i book w Jet Blue again. Very disappointed.

My check in was stressful. I somehow lost my seat from my original booking, the plane showed no availability/no seat when it was time to check-in. I called and was instructed to try to get a seat at the airport. I asked if it was a full flight and the travel agent said the site showed some seating but was not able to secure one for me. Why not? On my way to the airport the app finally revealed one available seat towards the back of the aircraft that I was able to book. It ended up being an overbooked flight, so glad I wasn't stuck.

Flights with JetBlue from San Diego to Boston are a miserable experience. The flight was delayed about 1.5 hours due to “weather” supposedly but the flights for other airlines left on time so it just have been some kind of weather that only affects JetBlue. I had a small carry on - purse. The crew stored it in a bin 2 rows down from me because they were using the bin next to my seat for other people’s stuff. The TV screen in the emergency row seats does not work. It just was awful from start to finish. When we landed, we had to sit inside the plane for a very long time because the plane had to be moved to a different gate.

They made me check my bag and I didn't need to as there was overhead space available. I paid for a seat towards the front of the plane and it didn't recline. I requested a refund and they declined to give me one.

I have to congratulate Kayak (and Dylan the Chatdeal agent) because because when we decided extended our trip in Florida by two days, there were many direct flights oprions back to Boston available on the Friday we wanted to fly on the JetBlue website, but once I canceled the original JetBlue flight on their website, those direct return options disappeared immediatley! I think it's a game JetBlue plays. . Luckily, I checked Kayak and they had a direct flight that wasn't appearing on JetBlue's website and so I booked it, and we were able to fly home direct through the Kayak booking when JetBlue was offering nothing (even though I have been a True Blue member for 20 years, and also am a Mosaic member). So much for loyalty- their algorithm for booking is like a shell game. JetBlue used to be a good company but now they're worse than anyone. Also I was originally booked this trip to Florida, two months before the departure date, I booked the trip on JetBlue's website and then after the payment part, they said there was a problem and that I needed to do the booking again, so when I immediately went to rebook , the price had gone up 30%! I called them and it sounded like they had heard this so many times before and the guy told me to check back in 10 minutes and the price would be back to where it was when I was booking- it but it never was. How could the price go up 30% in one minute two months before the flight???? They're playing a game with their customers. Anyways, I booked a cheaper flight then at a less convenient time. So fast forward two months the night before the 7 AM flight, they sent me an email at midnight when I was sleeping to let me know that my flight at 7 AM had been canceled. The only thing they offered was a flight that night from from a different airport (Providence) to a different airport in Florida (West Palm Beach) or a flight two days later. No compensation, nothing. They couldn't of tried to get another plane to the Boston airport? They had all night to do it. I passed on their ridiculous options and flew with Delta and it was a great experience. Of course, I had to pay a lot more booking on the same day, but JetBlue doesn't care. I put in a lengthy complaint with the agent who assured me someone would get back to me by email within three days and I haven't heard a thing. JetBlue used to be a good company but now they're among the worst. The only thing they still have is decent legroom, but the corporate bean counters will probably start taking that away too.

We were made to wait in the airport for six hours for a flight that was ultimately canceled.

Both flights were significantly delayed. The flight experience itself was great.

My flight got delayed and eventually canceled, then rescheduled. I and several others had a connection from Boston to Paris and asked several times if we would make it. They assured us we would and then rebooked us mid flight without our consent and closed doors early even though they said they communicated we were a bit delayed. We got stranded in Boston and I opted with being rebooked for a different connection to France since they refused to pay for a Hotel. I've now been in Europe for 5 days and still haven't recieved my bags. There was absolutely no urgency for the fact that I'm in a foreign country with absolutely no change of clothes or any of my medication. Such an overwhelming and frustrating experience.

Automated scanning was slow and somewhat haphazard. Too many people were unfamiliar with the tech and were forced to learn on the fly. The hands off approach of the gate staff made it more uncomfortable. This needs work. Overall the flight and cabin crew were excellent.

The crew for the flight was A+ top notch. They were friendly and professional and made the flight a very relaxing and enjoable.

Delay after delay with little communication then AA lost my luggage and at airport would not assist just said scan this QR code to track your luggage and submit a claim. However QR code provided did not work so have to go back to airport

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

Easy boarding. Rows are smaller but that may be an older and bigger me now :)

It would have been nice if American tried to care.

American Airlines did everything they could with the high Spring Break crowd. I was frustrated to be changed from 1st class to a middle seat at the back of the plane. This has happened before, not sure booking 1st class and paying the extra actually works.

I booked 1st class, my flights were changed and I was sitting in the middle at the back of the plane. A far cry from the 1st class I purchased for my flights. I am grateful I arrived on time.

There was no beverage service and the only time I saw a crew member walk through the cabin is when we were preparing to land.

Our flight was delayed 3 times and this is why I am giving such low reviews. Everything else was okay but being in the airport at 4:30pm for my initial flight at 7pm to not leave until after 9:30pm is insane,

Flights were constantly delayed. CRW took 50 minutes to get bags

Flight has been delayed every time I've ever taken it. Seats uncomfortable. Children behind me yelling the entire flight. Some of this is out of their control but overall just consistently not a great experience.

Delay due to personnel issues on Spirit’s end. Original departure time 9:30pm. Took off at 2:15am. Lost an entire night’s sleep bc Spirit couldn’t get a crew together. Very poor.

Not enough crew members so we had to wait for more to arrive and they could never give us updates timing. Not even water for free on board. Bare bones airplane- there wasn’t even a seat back pocket to put things into. Spirit is cheap for a reason but this was dismal

The bag situation was confusing. I didn’t know I had to pay for Carry ons. The seats were uncomfortable and there was no entertainment

4 hour delay, 2 hours in the airport and then 2 hours on the tarmac. With a flight full of kids it would have been better to leave us in the airport for the delay, it was crying kids chaos on the flight. Miserable. And no apology or airline credit for the significant delay.

They charged late fees for selecting seats (no $0 options). They also changed my gate within the last half hour and are refusing to reimburse my costs to drive across the country with two small children in a rental car.

Horrible we lost a day at the destination. Flight was canceled at 2am left us scrambling for another airline to get us to destination

The flight itself was great except for an air traffic controller delay. We left 30 min late but they made up most of the time in flight. The booking was frustrating, as we chose a certain flight and it was changed four times. We got to Orlando several hours later than the original flight we chose.

the fligh was delay form 9am to 10, delayed again from 10 to 11, than delay and gate change to 12 and delay another gate change to 3;25 pm

Flight was cancelled with very little notice. Had to scramble to find transportation to my Mexico vacation.

We had too many delays for the crew not the plane

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

Information on your arrival and departure airports