$59 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 3/23. 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$370
Salisbury
Salisbury1 stop$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

Tue, Feb 10 - Wed, Feb 11
JetBlue Logo
4:45 pm - 6:23 pm
BOS
-
PHL
1h 38mnonstop
JetBlue Logo
8:40 am - 9:59 am
PHL
-
BOS
1h 19mnonstop
$117JetBlue
Thu, Feb 12 - Sun, Feb 15
American Airlines Logo
5:55 am - 7:30 am
BOS
-
PHL
1h 35mnonstop
American Airlines Logo
8:02 am - 9:30 am
PHL
-
BOS
1h 28mnonstop
$118American Airlines
Tue, Feb 24 - Wed, Feb 25
Multiple Airlines Logo
12:29 pm - 2:07 pm
BOS
-
PHL
1h 38mnonstop
Multiple Airlines Logo
6:40 pm - 1:13 am
PHL
-
BOS
6h 33m
1 stop
$123Multiple Airlines
Tue, Feb 17 - Thu, Feb 19
Multiple Airlines Logo
8:30 pm - 10:07 pm
BOS
-
PHL
1h 37mnonstop
Multiple Airlines Logo
12:23 pm - 1:13 am
PHL
-
BOS
12h 50m
1 stop
$126Multiple Airlines
Sat, Feb 7 - Sun, Feb 8
United Airlines Logo
7:21 pm - 11:13 pm
BOS
-
IAD
3h 52m
1 stop
United Airlines Logo
6:00 am - 11:11 am
IAD
-
BOS
5h 11m
1 stop
$157United Airlines
Thu, Feb 26 - Sun, Mar 1
United Airlines Logo
9:30 am - 11:14 am
BOS
-
IAD
1h 44mnonstop
United Airlines Logo
6:00 am - 10:55 am
IAD
-
BOS
4h 55m
1 stop
$163United Airlines
Thu, Feb 19 - Mon, Feb 23
Delta Logo
11:55 am - 1:50 pm
BOS
-
DCA
1h 55mnonstop
Delta Logo
6:00 am - 7:35 am
DCA
-
BOS
1h 35mnonstop
$168Delta
Thu, Feb 26 - Sun, Mar 1
Delta Logo
9:45 pm - 11:43 pm
BOS
-
DCA
1h 58mnonstop
Delta Logo
8:30 am - 10:08 am
DCA
-
BOS
1h 38mnonstop
$170Delta
Thu, Feb 19 - Mon, Feb 23
Spirit Airlines Logo
5:27 am - 11:31 pm
BOS
-
BWI
18h 04m
1 stop
Spirit Airlines Logo
12:30 pm - 11:59 pm
BWI
-
BOS
35h 29m
3 stops
$203Spirit Airlines
Thu, Feb 19 - Mon, Feb 23
Spirit Airlines Logo
5:27 am - 11:31 pm
BOS
-
BWI
18h 04m
1 stop
Spirit Airlines Logo
12:30 pm - 11:59 pm
BWI
-
BOS
35h 29m
3 stops
$205Spirit 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 $166 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 $166.

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 $266, 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 March, when tickets cost $182 (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$59
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 $295 on average. Morning departures are around 8% 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 $397.

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. $128 one-way - $190 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 4268 reviews
7.0Food
8.6Crew
7.5Entertainment
8.0Comfort
8.1Boarding
Airline reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

10.0 ExcellentAnonymous, Jan 2026
PHX - MDW
Read more Southwest reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

The seats were comfortable, and the boarding process was pretty smooth.

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

Outdated equipment in disrepair, wifi inoperable. Broken seats, taped air vents, generally poor condition, the 717 showed its age and lack of upkeep.

My flight out of Baton Rouge to Atlanta was delayed by a half hour. This got us into Atlanta airport 30 minutes late. I ran through the airport to get to my connecting flight. As I approached the boarding gate, I saw the boarding door was still open and a passenger was being checked in. But when I got to the gate, the boarding agent told me they had already given away my seat and there were no empty seats on that flight. So I had to take a later flight. That has never happened to me before. Very frustrating.

Connection through Atlanta was difficult. Mechanical issue on plane caused a two hour delay. New gate was a mile away.

No WiFi. Comfort plus should have alcohol provided, crew only offered water or tea. Who the heck wants tea?

The flight was delayed and oversold. I volunteered to give up my seat for compensation. Thinking I could get a good night's sleep instead of arriving home at 2 am. It took over an hour to get the new reservation confirmed, three different gate attendants, and two red coats. It took even longer to confirm the overnight hotel, and when I arrived, the line was 45 minutes long, with two people checking in, and at least 15 people slowly, very slowly—no food except frozen convenience food, no coupon for food from airlines. Slept, headed back to the airport, and that flight had an equipment change and a gate change just as they were about to board. It took an additional hour to board as they cleaned the plane from storage.

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

Don't change gate multiple times make people run across the airport. Announce delays in a timely manner. Have maintenance crew ready. Don't delay and keep passengers on the plane for 3 hrs. on tarmac.

The plane was experiencing problems with the HVAC system, it was very cold in the front of the plane and very hot in the back.

The attendants were kind and helpful. A sugar-free drink would have been very welcome.

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

one crew said "he" didn't serve double alcohol drinks for travelers in exit rows. crew on prior flight did. Is this a AA rule, and the prior crew was being nice? Also, I think we deserve more than a 25% refund for losing first class seats when rescheduling a flight due to weather

It was a little concerning to hear the ground crew arguing with the flight crew over baggage space. Instead of taking them and checking them, they started checking for space in the first class cabin moving items around like the flight crew didn't know what they were doing. I was embarrassed for them.

2 hour delay due to equipment failure. No updates via the app and airport screens (which continued to show a departure time in the past). AA eventually switched planes and the new plane was not catered or cleaned correctly.

I booked an aisle seat and was given a middle. At 6'4" 230lbs, it is not ideal to fly in the middle row for myself and passengers.

Trip delayed for 2 hours because of rain. We boarded and have to get down the flight and reboard again.

Terrible. They canceled our early morning flight after midnight on the day of and had no available flights to rebook my family on for the next 72 hours. Yet they still had other flights that were not cancelled from JFK so it couldn’t be based on the weather. It felt like they canceled the flight based on it not being profitable enough for them. I am not interested in traveling with the again. The absolute worse customer service and lack of accountability.

Horribly rude check in at airport, worst in 25 years of flying. All over a simple issue they could have googled to resolve.

First time flying with JetBlue and never again. I went to the counter to request meet and assist because I'm 74 and my wife is 79. I walk with a cane and my wife is handicapped and has her own wheel chair. I told the agent that my wife and luggage was at the entrance door. The ticketing agent said to me that they don't offer meet and assist. I need to bring them our luggage and then go back and get my wife in order to get my boarding pass. As I went back to get my luggage a Southwest agent along with a TSA agent recognized the situation and came over and took my wife and luggage to the JetBlue ticketing counter alongside the line and told the JetBlue agent to issue to take our luggage as soon as they could.

1) No pilot available for 1 hour 2) no room for most passengers careyon in overhead—-> stowed below 3) when we landed we had to wait 45 min. Before docking at gate as gate was not ready

It was good. I prefer JB over other airlines.I just wish we had headphones for the films, but other than that - good.

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.

All very good except they didn’t load our walker so haven’t gotten it yet

Flight was cancelled. But kayak thought it was still on time.

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

Every Spirit flight we took was delayed by nearly 2 hours. We arrived in MCO and learned that our connection had been canceled. There were no options for rebooking for 4 days. No hotel vouchers provided, no transportation etc. The airline essentially stranded us, and rhe passengers from 6 other flights hours from our destinations with no assistance. Still no word on my refund. Terrible customer service.

AWFUL THEY CANCELED MY FLIGHT LESS THAN 12 HOURS BEFORE AND GAVE NO WAY TO GET A REFUND OR BOOK A NEW FLIGHT. THEN HAD THE AUDACITY TO GIVE ME A $30 VOUCHER ON A $500 FLIGHT

We had too many delays for the crew not the plane

Delays due to a "power bank removal", no wifi, pilot said wrong arrival city, stewardess mumbled the word drinks as she rushed past, loud passengers with no enforcement of rules (blasting music out loud on their phones), screaming children

Spirit cancelled the flight very late last night, I was on the way to the airport when I found out

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.

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

Information on your arrival and departure airports