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Massachusetts

$69+ Cheap flights from Maryland to Massachusetts

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/20. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — BOS
Apr 29 — May 61
Wed 4/29
Wed 5/6
1 adult, Economy
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Cheap flight deals from Maryland to Massachusetts

Cheapest flights from Maryland to Massachusetts
Explore the most affordable flight options available from Maryland to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 30, 2026.

This CheapOair deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:35 am
BWI
-
BOS
Nonstop1h 23m
Multiple Airlines
Tue 4/2812:52 pm
BOS
-
BWI
1 stop11h 52m
Multiple Airlines
Deal found 3/29$135
This Kiwi.com deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/47:25 pm
BWI
-
BOS
Nonstop1h 20m
Spirit Airlines
Wed 8/125:55 am
BOS
-
BWI
Nonstop1h 40m
Spirit Airlines
Deal found 3/29$136
This Cheapflightsfares deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/186:25 am
BWI
-
BOS
Nonstop1h 23m
Spirit Airlines
Tue 4/216:30 am
BOS
-
BWI
Nonstop1h 37m
Spirit Airlines
Deal found 3/30$138
This Frontier deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/134:35 pm
PHL
-
BOS
1 stop8h 49m
Frontier
Wed 5/2012:01 pm
BOS
-
PHL
1 stop7h 09m
Frontier
Deal found 3/29$139
This Frontier deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/215:49 pm
BWI
-
BOS
1 stop7h 42m
Frontier
Tue 4/286:00 am
BOS
-
BWI
1 stop10h 54m
Frontier
Deal found 3/29$140
This Frontier deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/61:30 pm
PHL
-
BOS
1 stop11h 54m
Frontier
Sat 5/98:40 am
BOS
-
PHL
1 stop4h 40m
Frontier
Deal found 3/27$140
This Kiwi.com deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/106:35 am
BWI
-
BOS
Nonstop1h 20m
Spirit Airlines
Tue 8/185:55 am
BOS
-
BWI
Nonstop1h 40m
Spirit Airlines
Deal found 3/29$142
This Cheapflightsfares deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/189:59 pm
BWI
-
BOS
Nonstop1h 26m
Spirit Airlines
Mon 4/205:45 am
BOS
-
BWI
Nonstop1h 26m
Spirit Airlines
Deal found 3/29$143
This Expedia deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/87:30 am
BWI
-
BOS
Nonstop1h 24m
Spirit Airlines
Tue 6/96:30 am
BOS
-
BWI
Nonstop1h 37m
Spirit Airlines
Deal found 3/25$144
This SmartFares deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/106:00 am
PHL
-
BOS
Nonstop1h 15m
JetBlue
Mon 4/139:08 pm
BOS
-
PHL
Nonstop1h 30m
JetBlue
Deal found 3/27$144
This Kiwi.com deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/84:05 pm
BWI
-
BOS
Nonstop1h 20m
Spirit Airlines
Sat 8/226:00 am
BOS
-
BWI
Nonstop1h 40m
Spirit Airlines
Deal found 3/28$145
This SmartFares deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/19:12 am
PHL
-
BOS
Nonstop1h 23m
JetBlue
Mon 8/36:46 am
BOS
-
PHL
Nonstop1h 33m
JetBlue
Deal found 3/26$145

Find flight deals from Maryland to Massachusetts

Keep the following information in mind while searching for Maryland to Massachusetts flight deals. Data was last updated March 30, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$135
(CheapOair)

One-way from

$69
(Super.com)

Popular in

October

Cheapest in

December

Average price

$239

Good round-trip deal

$193 or less

Good one-way deal

$164 or less
Provider with most accurate pricing for Washington, D.C. (WAS)-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Washington, D.C. (WAS)-Boston Logan Intl flights.
Search Deals
From Maryland to Massachusetts
Search Deals
One-way flight from Maryland to Massachusetts
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($9 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals
Price to beat on a round-trip flight from Maryland to Massachusetts.
Search Deals
Price to beat on a one-way flight from Maryland to Massachusetts.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Maryland to Massachusetts that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 30, 2026.
Use the filters below to find and compare flights from Maryland to Massachusetts that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PhiladelphiaBoston

PHL - BOS

PHLBOS

Philadelphia

Wed 8/5

6:00 am-7:30 am

Nonstop1h 30m

Boston Logan Intl

Wed 8/12

8:59 pm-10:37 pm

Nonstop1h 38m

$165

PhiladelphiaBoston

PHL - BOS

PHLBOS

Philadelphia

Thu 7/16

7:55 pm-9:49 pm

Nonstop1h 54m

Boston Logan Intl

Mon 7/20

6:50 am-8:30 am

Nonstop1h 40m

$165

PhiladelphiaBoston

PHL - BOS

PHLBOS

Philadelphia

Thu 8/27

9:40 am-11:09 am

Nonstop1h 29m

Boston Logan Intl

Mon 8/31

11:05 am-12:43 pm

Nonstop1h 38m

$165

PhiladelphiaBoston

PHL - BOS

PHLBOS

Philadelphia

Wed 4/29

6:00 am-7:35 am

Nonstop1h 35m

Boston Logan Intl

Sat 5/2

7:00 am-8:44 am

Nonstop1h 44m

$165

PhiladelphiaBoston

PHL - BOS

PHLBOS

Philadelphia

Sat 8/8

7:10 am-8:40 am

Nonstop1h 30m

Boston Logan Intl

Wed 8/12

8:59 pm-10:37 pm

Nonstop1h 38m

$165

Washington, D.C.Boston

IAD - BOS

IADBOS

Washington, D.C. Dulles Intl

Thu 6/4

12:35 pm-4:38 pm

1 stop4h 03m

Boston Logan Intl

Mon 6/8

7:00 pm-11:19 pm

1 stop4h 19m

$177
Quickest round-trip

BaltimoreHartford

BWI - BDL

BWIBDL

Baltimore/Washington

Tue 4/28

6:50 am-8:10 am

Nonstop1h 20m

Hartford Bradley Intl

Tue 5/5

12:50 pm-2:15 pm

Nonstop1h 25m

$191

Washington, D.C.Boston

DCA - BOS

DCABOS

Washington, D.C. Reagan-National

Wed 6/3

6:59 am-8:40 am

Nonstop1h 41m

Boston Logan Intl

Wed 6/10

12:00 pm-4:20 pm

1 stop4h 20m

$194

Washington, D.C.Boston

DCA - BOS

DCABOS

Washington, D.C. Reagan-National

Wed 5/27

3:00 pm-4:44 pm

Nonstop1h 44m

Boston Logan Intl

Sat 5/30

6:00 am-10:00 am

1 stop4h 00m

$194

Washington, D.C.Boston

DCA - BOS

DCABOS

Washington, D.C. Reagan-National

Wed 6/3

6:00 am-11:16 am

1 stop5h 16m

Boston Logan Intl

Tue 6/9

11:00 am-3:23 pm

1 stop4h 23m

$197

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/28

Showing 1-10 of 60 resultsSorted by cheapest first
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6

Best time to book a flight from Maryland to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Maryland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Maryland to Massachusetts

What is the cheapest month to book a flight from Maryland to Massachusetts?

Currently, July is the cheapest month in which you can book a flight from Maryland to Massachusetts (average of $55). Flying from Maryland to Massachusetts in January is currently the most expensive (average of $191). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MD to MA?

Find hourly flight availability from Maryland to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 30, 2026.

One of the essential ways to save on airfare from Maryland to Massachusetts is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 53% on airfare.

What is the cheapest day to fly from Maryland to Massachusetts?

Use this chart to determine the cheapest time to fly round-trip from Maryland to Massachusetts. Price data was last updated on March 23, 2026.

Travelers seeking maximum savings on their Maryland to Massachusetts flight should consider departing on Thursday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Maryland to Massachusetts

Explore weekly flight availability from Maryland to Massachusetts. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated March 30, 2026.

The most flights from USMD to USMA are scheduled on a Sunday (12 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (4 on average).

How much does it cost to fly round-trip from Maryland to Massachusetts?

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Massachusetts. Reviews last updated March 30, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andJetBlue from Maryland to Massachusetts by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,329 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,329 reviews
Southwest
8.0
Very good
4,329 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,360 reviews
Southwest
8.0
Very good
4,329 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
JetBlue
7.2
Good
2,906 reviews
Southwest
8.0
Very good
4,329 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,530 reviews
Southwest
8.0
Very good
4,329 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Spirit Airlines
6.3
Okay
8,561 reviews
Southwest
8.0
Very good
4,329 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Maryland to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How popular is this Maryland to Massachusetts flight route?

    This flight path from Maryland to Massachusetts was viewed by 59 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

  • How long is the flight from Maryland to Massachusetts?

    Airlines like Delta, United Airlines, and Southwest fly from Maryland to Massachusetts in about 1h 20m. The time it takes to get you to your destination can typically vary by up to 2h 43m. The distance from Maryland to Massachusetts is about 283 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Maryland to Massachusetts one-way?

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $32. Users have also found prices from $61 and $85 on JetBlue and Southwest, respectively.

  • Can I find deals for flights from Maryland to Massachusetts that include hotel bookings?

    Yes. In addition to deals on Maryland to Massachusetts flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Maryland to Massachusetts?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Maryland to Massachusetts.

  • Can I find deals for business class flights from Maryland to Massachusetts?

    Yes. Cheapflights offers flight deals from Maryland to Massachusetts by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Maryland to Massachusetts?

    Currently, July is the cheapest month in which you can book a flight from Maryland to Massachusetts (average of $55). Flying from Maryland to Massachusetts in January is currently the most expensive (average of $191). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Maryland to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Maryland to Massachusetts

Discover the top 6 airlines that operate flights from Maryland to Massachusetts. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$49Average$135FlexibilityNo cancel feeOn-time65%
DeltaCheapest$88Average$236FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$127Average$212FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$141Average$307FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$162Average$277FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$350Average$392FlexibilityNo cancel feeOn-time71%

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