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$54+ 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 11/17. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — BOS
Nov 30 — Dec 71
Sun 11/30
Sun 12/7
1 adult, Economy
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Find 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 October 31, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/246:00 amPHL - BOS
Nonstop1h 29mFrontier
Mon 12/18:24 amBOS - PHL
Nonstop1h 40mFrontier
Deal found 10/30$97
This CheapOair deal was found by Cheapflights users on 10/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/256:00 amPHL - BOS
Nonstop1h 29mFrontier
Mon 12/18:24 amBOS - PHL
Nonstop1h 40mFrontier
Deal found 10/30$98
This Frontier deal was found by Cheapflights users on 10/29. 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.
Thu 11/137:15 amPHL - BOS
Nonstop1h 29mFrontier
Mon 11/178:40 amBOS - PHL
1 stop9h 58mFrontier
Deal found 10/29$104
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Wed 11/123:10 pmPHL - BOS
1 stop8h 49mMultiple Airlines
Thu 11/139:39 amBOS - PHL
Nonstop1h 39mMultiple Airlines
Deal found 10/29$108
This Frontier deal was found by Cheapflights users on 10/29. 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 11/129:30 pmPHL - BOS
1 stop11h 30mFrontier
Mon 11/178:40 amBOS - PHL
1 stop9h 58mFrontier
Deal found 10/29$110
This Frontier deal was found by Cheapflights users on 10/29. 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.
Fri 11/216:00 amPHL - BOS
Nonstop1h 29mFrontier
Sat 11/228:24 amBOS - PHL
Nonstop1h 40mFrontier
Deal found 10/29$113
This Frontier deal was found by Cheapflights users on 10/29. 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.
Thu 11/2012:52 pmPHL - BOS
1 stop11h 52mFrontier
Sun 11/238:24 amBOS - PHL
Nonstop1h 40mFrontier
Deal found 10/29$114
This Delta deal was found by Cheapflights users on 10/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/36:00 amPHL - BOS
Nonstop1h 41mDelta
Wed 12/33:10 pmBOS - PHL
Nonstop1h 46mDelta
Deal found 10/30$117
This CheapOair deal was found by Cheapflights users on 10/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/266:00 amPHL - BOS
Nonstop1h 29mFrontier
Mon 12/18:24 amBOS - PHL
Nonstop1h 40mFrontier
Deal found 10/30$118
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/183:10 pmPHL - BOS
1 stop8h 49mMultiple Airlines
Thu 11/2011:09 amBOS - PHL
1 stop24h 38mMultiple Airlines
Deal found 10/30$120
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/137:15 amPHL - BOS
Nonstop1h 29mFrontier
Sun 11/168:40 amBOS - PHL
1 stop25h 28mFrontier
Deal found 10/30$121
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/216:00 amPHL - BOS
Nonstop1h 29mFrontier
Tue 11/258:24 amBOS - PHL
Nonstop1h 40mFrontier
Deal found 10/30$122

Cheap flight deals from Maryland to Massachusetts

Keep the following information in mind while searching for Maryland to Massachusetts flight deals. Data was last updated October 31, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$97
(Kiwi.com)

One-way from

$54
(Kiwi.com)

Popular in

October

Cheapest in

January

Average price

$261

Good round-trip deal

$238 or less

Good one-way deal

$129 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. 4% potential increase in price ($10 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 October 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 October 31, 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

Tue 12/2

6:00 am-7:41 am

Nonstop1h 41m

Boston Logan Intl

Fri 12/5

7:54 pm-9:37 pm

Nonstop1h 43m

$117

PhiladelphiaBoston

PHL - BOS

PHLBOS

Philadelphia

Thu 1/8

11:30 am-12:52 pm

Nonstop1h 22m

Boston Logan Intl

Mon 1/12

7:35 pm-9:16 pm

Nonstop1h 41m

$127

PhiladelphiaBoston

PHL - BOS

PHLBOS

Philadelphia

Sat 12/13

6:00 am-7:41 am

Nonstop1h 41m

Boston Logan Intl

Mon 12/15

7:45 am-9:33 am

Nonstop1h 48m

$127

PhiladelphiaBoston

PHL - BOS

PHLBOS

Philadelphia

Wed 12/3

10:15 am-11:38 am

Nonstop1h 23m

Boston Logan Intl

Sat 12/6

6:30 pm-8:17 pm

Nonstop1h 47m

$127

PhiladelphiaBoston

PHL - BOS

PHLBOS

Philadelphia

Fri 12/12

6:00 am-7:41 am

Nonstop1h 41m

Boston Logan Intl

Mon 12/15

7:54 pm-9:37 pm

Nonstop1h 43m

$127

Washington, D.C.Boston

DCA - BOS

DCABOS

Washington, D.C. Reagan-National

Fri 12/12

10:00 pm-11:40 pm

Nonstop1h 40m

Boston Logan Intl

Sun 12/14

10:55 am-12:51 pm

Nonstop1h 56m

$137

Washington, D.C.Boston

DCA - BOS

DCABOS

Washington, D.C. Reagan-National

Thu 1/8

8:20 am-10:01 am

Nonstop1h 41m

Boston Logan Intl

Sun 1/11

9:40 pm-11:41 pm

Nonstop2h 01m

$137

Washington, D.C.Boston

DCA - BOS

DCABOS

Washington, D.C. Reagan-National

Wed 12/3

12:15 pm-1:57 pm

Nonstop1h 42m

Boston Logan Intl

Thu 12/4

9:30 am-11:31 am

Nonstop2h 01m

$137

PhiladelphiaBoston

PHL - BOS

PHLBOS

Philadelphia

Wed 11/26

6:00 am-7:24 am

Nonstop1h 24m

Boston Logan Intl

Tue 12/2

2:00 pm-3:37 pm

Nonstop1h 37m

$139

PhiladelphiaBoston

PHL - BOS

PHLBOS

Philadelphia

Wed 11/26

6:00 am-7:24 am

Nonstop1h 24m

Boston Logan Intl

Thu 12/4

8:06 pm-9:48 pm

Nonstop1h 42m

$139

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

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 $117). 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 October 31, 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 in the afternoon could potentially save you up to 34% 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. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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 October 31, 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
8.0
Very good
4,243 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,243 reviews
Southwest
8.0
Very good
4,243 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
7,999 reviews
Southwest
8.0
Very good
4,243 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,034 reviews
Southwest
8.0
Very good
4,243 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
JetBlue
7.2
Good
2,906 reviews
Southwest
8.0
Very good
4,243 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,115 reviews
Southwest
8.0
Very good
4,243 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 104 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 United Airlines fly from Maryland to Massachusetts in about 1h 31m. The time it takes to get you to your destination is usually consistent. The distance from Maryland to Massachusetts is about 398 mi. Most flights are nonstop.

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

    For one-way options, check prices for Delta. According to our data, you can fly for as low as $63. Users have also found prices from $69 and $69 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 $117). 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 October 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$48Average$111FlexibilityNo cancel feeOn-time65%
DeltaCheapest$101Average$230FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$127Average$215FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$161Average$266FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$350Average$484FlexibilityNo cancel feeOn-time71%

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