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Massachusetts

$61+ 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 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — BOS
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
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 December 15, 2025.

This JetBlue deal was found by Cheapflights users on 12/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/318:40 amPHL - BOS
Nonstop1h 17mJetBlue
Mon 1/56:20 amBOS - PHL
Nonstop1h 35mJetBlue
Deal found 12/14$152
This United Airlines deal was found by Cheapflights users on 12/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:00 amPHL - BOS
1 stop4h 37mUnited Airlines
Thu 1/15:20 amBOS - PHL
1 stop4h 35mUnited Airlines
Deal found 12/15$157
This Super.com deal was found by Cheapflights users on 12/14. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/228:40 amPHL - BOS
Nonstop1h 17mJetBlue
Mon 12/296:20 amBOS - PHL
Nonstop1h 35mJetBlue
Deal found 12/14$163
This Frontier deal was found by Cheapflights users on 12/14. 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 12/317:01 pmIAD - BOS
1 stop6h 13mFrontier
Wed 1/76:00 amBOS - IAD
1 stop10h 50mFrontier
Deal found 12/14$163
This Expedia deal was found by Cheapflights users on 12/14. 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.
Tue 12/308:40 amPHL - BOS
Nonstop1h 17mMultiple Airlines
Thu 1/110:47 amBOS - PHL
1 stop23h 15mMultiple Airlines
Deal found 12/14$167
This Super.com deal was found by Cheapflights users on 12/14. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/308:40 amPHL - BOS
Nonstop1h 17mJetBlue
Thu 1/14:28 pmBOS - PHL
Nonstop1h 42mJetBlue
Deal found 12/14$168
This Delta deal was found by Cheapflights users on 12/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:00 amDCA - BOS
Nonstop1h 44mDelta
Sat 1/102:15 pmBOS - DCA
Nonstop1h 57mDelta
Deal found 12/15$172
This JetBlue deal was found by Cheapflights users on 12/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/238:40 amPHL - BOS
Nonstop1h 17mJetBlue
Sun 1/46:20 amBOS - PHL
Nonstop1h 35mJetBlue
Deal found 12/15$172
This Super.com deal was found by Cheapflights users on 12/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:55 pmDCA - BOS
Nonstop1h 37mJetBlue
Fri 1/28:45 amBOS - DCA
Nonstop1h 50mJetBlue
Deal found 12/12$173
This JetBlue deal was found by Cheapflights users on 12/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:15 pmDCA - BOS
Nonstop1h 35mJetBlue
Thu 1/89:20 amBOS - DCA
Nonstop1h 49mJetBlue
Deal found 12/15$177
This United Airlines deal was found by Cheapflights users on 12/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2810:17 pmIAD - BOS
Nonstop1h 37mUnited Airlines
Fri 1/25:20 amBOS - IAD
Nonstop1h 46mUnited Airlines
Deal found 12/12$177
This Kiwi.com deal was found by Cheapflights users on 12/14. 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.
Wed 12/317:01 pmIAD - BOS
1 stop6h 13mMultiple Airlines
Thu 1/83:43 pmBOS - IAD
1 stop16h 12mMultiple Airlines
Deal found 12/14$181

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 December 15, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$118
(Kissandfly.com)

One-way from

$61
(Super.com)

Popular in

October

Cheapest in

January

Average price

$203

Good round-trip deal

$274 or less

Good one-way deal

$168 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. 10% potential increase in price ($25 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 15, 2025.
Use the filters below to find and compare flights from Maryland to Massachusetts that are best for you.

Fly from

Maryland

Fly to

Massachusetts

Route

Depart

Return

Price

PhiladelphiaBoston

PHL - BOS

PHLBOS

Philadelphia

Mon 1/12

6:02 am-7:40 am

Nonstop1h 38m

Boston Logan Intl

Wed 1/14

3:10 pm-4:50 pm

Nonstop1h 40m

$137

PhiladelphiaBoston

PHL - BOS

PHLBOS

Philadelphia

Fri 2/20

6:00 am-7:17 am

Nonstop1h 17m

Boston Logan Intl

Tue 2/24

8:59 pm-10:36 pm

Nonstop1h 37m

$137

PhiladelphiaBoston

PHL - BOS

PHLBOS

Philadelphia

Thu 1/8

11:30 am-12:52 pm

Nonstop1h 22m

Boston Logan Intl

Sun 1/11

9:10 am-10:50 am

Nonstop1h 40m

$137

PhiladelphiaBoston

PHL - BOS

PHLBOS

Philadelphia

Fri 5/1

10:00 am-11:24 am

Nonstop1h 24m

Boston Logan Intl

Mon 5/11

7:40 am-9:13 am

Nonstop1h 33m

$137

PhiladelphiaBoston

PHL - BOS

PHLBOS

Philadelphia

Fri 3/13

6:00 am-7:32 am

Nonstop1h 32m

Boston Logan Intl

Sun 3/15

8:59 am-10:36 am

Nonstop1h 37m

$137

PhiladelphiaBoston

PHL - BOS

PHLBOS

Philadelphia

Mon 5/11

10:00 am-11:24 am

Nonstop1h 24m

Boston Logan Intl

Fri 5/15

7:40 am-9:13 am

Nonstop1h 33m

$137

PhiladelphiaBoston

PHL - BOS

PHLBOS

Philadelphia

Wed 1/7

5:32 pm-7:03 pm

Nonstop1h 31m

Boston Logan Intl

Fri 1/9

7:35 pm-9:16 pm

Nonstop1h 41m

$137

PhiladelphiaBoston

PHL - BOS

PHLBOS

Philadelphia

Tue 2/3

8:40 am-9:59 am

Nonstop1h 19m

Boston Logan Intl

Sat 2/7

4:45 pm-6:23 pm

Nonstop1h 38m

$137

PhiladelphiaBoston

PHL - BOS

PHLBOS

Philadelphia

Tue 1/13

6:02 am-7:40 am

Nonstop1h 38m

Boston Logan Intl

Wed 1/14

3:10 pm-4:50 pm

Nonstop1h 40m

$137

PhiladelphiaBoston

PHL - BOS

PHLBOS

Philadelphia

Fri 2/13

6:00 am-7:35 am

Nonstop1h 35m

Boston Logan Intl

Sun 2/15

5:10 pm-6:50 pm

Nonstop1h 40m

$137

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

Showing 1-10 of 60 results
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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, March is the cheapest month in which you can book a flight from Maryland to Massachusetts (average of $43). Flying from Maryland to Massachusetts in September is currently the most expensive (average of $114). 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 December 15, 2025.

One of the essential ways to save on airfare from Maryland to Massachusetts is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 46% 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 December 16, 2024.

Travelers seeking maximum savings on their Maryland to Massachusetts flight should consider departing on Saturday mornings when fares are most often at their lowest. Monday 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 December 15, 2025.

The most flights from USMD to USMA are scheduled on a Tuesday (14 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).

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 December 15, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and American Airlines 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
7.9
Good
4,249 reviews

Overall

7.9

Boarding

8.1

Food

7.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,249 reviews
Southwest
7.9
Good
4,249 reviews

Overall

7.9

Boarding

8.1

Food

7.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,008 reviews
Southwest
7.9
Good
4,249 reviews

Overall

7.9

Boarding

8.1

Food

7.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,048 reviews
Southwest
7.9
Good
4,249 reviews

Overall

7.9

Boarding

8.1

Food

7.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
JetBlue
7.2
Good
2,895 reviews
Southwest
7.9
Good
4,249 reviews

Overall

7.9

Boarding

8.1

Food

7.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Spirit Airlines
6.3
Okay
8,188 reviews
Southwest
7.9
Good
4,249 reviews

Overall

7.9

Boarding

8.1

Food

7.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 98 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, JetBlue, and Frontier fly from Maryland to Massachusetts in about 1h 17m. The time it takes to get you to your destination can typically vary by up to 12h 22m. The distance from Maryland to Massachusetts is about 279 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 $25. Users have also found prices from $58 and $84 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, March is the cheapest month in which you can book a flight from Maryland to Massachusetts (average of $43). Flying from Maryland to Massachusetts in September is currently the most expensive (average of $114). 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 5 airlines flying from Maryland to Massachusetts

Discover the top 5 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 December 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$47Average$109FlexibilityNo cancel feeOn-time65%
DeltaCheapest$99Average$228FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$127Average$237FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$161Average$269FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$350Average$508FlexibilityNo cancel feeOn-time71%

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