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Maryland

$63+ Cheap flights from Massachusetts to Maryland

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 10/9. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — BWI
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap flight deals from Massachusetts to Maryland

Keep the following information in mind while searching for Massachusetts to Maryland flight deals. Data was last updated September 16, 2025.

Round-trip from

$115
(Cheapflightsfares)

One-way from

$63
(Kiwi.com)

Popular in

November

Cheapest in

January

Average price

$197

Good round-trip deal

$226 or less

Good one-way deal

$148 or less
From Massachusetts to Maryland
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One-way flight from Massachusetts to Maryland
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Highest demand for flights based on searches. 4% potential increase in price ($8 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Massachusetts to Maryland.
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Price to beat on a one-way flight from Massachusetts to Maryland.
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Find flight deals from Massachusetts to Maryland

Cheapest flights from Massachusetts to Maryland
Explore the most affordable flight options available from Massachusetts to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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.
Thu 11/139:39 amBOS - PHL
Nonstop1h 39mFrontier
Sun 11/167:15 amPHL - BOS
Nonstop1h 29mFrontier
Deal found 9/16$115
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/83:00 pmBOS - PHL
1 stop8h 36mMultiple Airlines
Thu 10/96:05 amPHL - BOS
Nonstop1h 31mMultiple Airlines
Deal found 9/15$116
This Booking.com deal was found by Cheapflights users on 9/14. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/111:43 amBOS - PHL
1 stop12h 30mFrontier
Sun 11/27:15 amPHL - BOS
Nonstop1h 29mFrontier
Deal found 9/14$117
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/29:28 amBOS - PHL
Nonstop1h 38mFrontier
Fri 10/36:37 pmPHL - BOS
1 stop13h 06mFrontier
Deal found 9/15$118
This Orbitz deal was found by Cheapflights users on 9/14. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/22:53 pmBOS - PHL
1 stop9h 06mMultiple Airlines
Sun 10/57:15 amPHL - BOS
Nonstop1h 28mMultiple Airlines
Deal found 9/14$119
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/186:16 amBOS - PHL
1 stop12h 33mMultiple Airlines
Sun 11/27:15 amPHL - BOS
Nonstop1h 29mMultiple Airlines
Deal found 9/13$120
This Frontier deal was found by Cheapflights users on 9/14. 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.
Fri 10/319:23 amBOS - PHL
1 stop9h 26mFrontier
Sun 11/27:15 amPHL - BOS
Nonstop1h 29mFrontier
Deal found 9/14$121
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/168:31 amBOS - PHL
Nonstop1h 40mMultiple Airlines
Tue 10/215:20 amPHL - BOS
1 stop8h 00mMultiple Airlines
Deal found 9/15$122
This Expedia deal was found by Cheapflights users on 9/14. 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.
Thu 10/22:53 pmBOS - PHL
1 stop9h 06mMultiple Airlines
Thu 10/96:05 amPHL - BOS
Nonstop1h 31mMultiple Airlines
Deal found 9/14$123
This Priceline deal was found by Cheapflights users on 9/13. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/292:15 pmBOS - PHL
1 stop7h 09mMultiple Airlines
Thu 10/307:15 amPHL - BOS
Nonstop1h 29mMultiple Airlines
Deal found 9/13$124
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 9/259:28 amBOS - PHL
Nonstop1h 38mFrontier
Mon 9/296:15 amPHL - BOS
1 stop5h 49mFrontier
Deal found 9/16$125
This Priceline deal was found by Cheapflights users on 9/14. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/174:20 pmBDL - BWI
1 stop7h 53mFrontier
Mon 10/206:05 amBWI - BDL
1 stop9h 16mFrontier
Deal found 9/14$143

Cheapflights Fare Finder

 
Customize your flight search to find flights from Massachusetts to Maryland 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 September 16, 2025.
Use the filters below to find and compare flights from Massachusetts to Maryland that are best for you.

Fly from

Massachusetts

Fly to

Maryland

Route

Depart

Return

Price

BostonPhiladelphia

BOS - PHL

BOSPHL

Boston Logan Intl

Thu 11/6

7:40 am-9:30 am

Nonstop1h 50m

Philadelphia

Sun 11/9

6:02 am-7:40 am

Nonstop1h 38m

$127

BostonPhiladelphia

BOS - PHL

BOSPHL

Boston Logan Intl

Sat 10/4

4:05 pm-5:55 pm

Nonstop1h 50m

Philadelphia

Sun 10/5

6:50 am-8:07 am

Nonstop1h 17m

$127

BostonPhiladelphia

BOS - PHL

BOSPHL

Boston Logan Intl

Thu 11/6

7:40 am-9:30 am

Nonstop1h 50m

Philadelphia

Sat 11/8

6:00 am-7:30 am

Nonstop1h 30m

$127

BostonPhiladelphia

BOS - PHL

BOSPHL

Boston Logan Intl

Sat 10/25

3:59 pm-5:47 pm

Nonstop1h 48m

Philadelphia

Mon 10/27

6:00 am-7:20 am

Nonstop1h 20m

$127

BostonPhiladelphia

BOS - PHL

BOSPHL

Boston Logan Intl

Sat 11/1

6:15 pm-8:04 pm

Nonstop1h 49m

Philadelphia

Sun 11/2

5:00 am-6:30 am

Nonstop1h 30m

$127

BostonPhiladelphia

BOS - PHL

BOSPHL

Boston Logan Intl

Wed 11/12

7:45 am-9:34 am

Nonstop1h 49m

Philadelphia

Tue 11/18

10:15 am-11:47 am

Nonstop1h 32m

$127

BostonPhiladelphia

BOS - PHL

BOSPHL

Boston Logan Intl

Wed 10/15

7:40 am-9:30 am

Nonstop1h 50m

Philadelphia

Sun 11/2

5:00 am-6:30 am

Nonstop1h 30m

$127

BostonPhiladelphia

BOS - PHL

BOSPHL

Boston Logan Intl

Fri 10/31

9:20 am-11:04 am

Nonstop1h 44m

Philadelphia

Fri 11/7

6:00 am-7:30 am

Nonstop1h 30m

$127

BostonPhiladelphia

BOS - PHL

BOSPHL

Boston Logan Intl

Thu 10/16

7:40 am-9:30 am

Nonstop1h 50m

Philadelphia

Mon 10/20

6:00 am-7:30 am

Nonstop1h 30m

$127

BostonWashington, D.C.

BOS - DCA

BOSDCA

Boston Logan Intl

Fri 10/31

9:15 am-1:19 pm

1 stop4h 04m

Washington, D.C. Reagan-National

Wed 11/5

7:00 am-10:43 am

1 stop3h 43m

$157

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 60 results
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Best time to book a flight from Massachusetts to Maryland

Have a flexible travel schedule? Discover the best time to fly to Maryland from Massachusetts 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 Massachusetts to Maryland

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

Currently, August is the cheapest month in which you can book a flight from Massachusetts to Maryland (average of $241). Flying from Massachusetts to Maryland in March is currently the most expensive (average of $290). 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 MA to MD?

Find hourly flight availability from Massachusetts to Maryland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 16, 2025.

When flying from Massachusetts to Maryland, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Massachusetts to Maryland

Explore weekly flight availability from Massachusetts to Maryland. 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 September 16, 2025.

The most flights from USMA to USMD are scheduled on a Sunday (19 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (4 on average).

Reviews of airlines servicing Maryland

Get insights into the airlines that provide service to Maryland. 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 Maryland. Reviews last updated September 16, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and American Airlines from Massachusetts to Maryland by reading reviews from past customers. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Comfort

8.0

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Comfort

8.0

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
8.0
Very good
7,957 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Comfort

8.0

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
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Comfort

8.0

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
2,914 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Comfort

8.0

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
8,019 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Comfort

8.0

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 Massachusetts to Maryland. 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 Massachusetts to Maryland flight route?

    This flight path from Massachusetts to Maryland was viewed by 252 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 Massachusetts to Maryland?

    Airlines like Delta, JetBlue, and United Airlines fly from Massachusetts to Maryland in about 1h 50m. The time it takes to get you to your destination can typically vary by up to 2h 14m. Airlines will cover a distance of 279 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    For one-way options, check prices for Southwest. According to our data, you can fly for as low as $69. Users have also found prices from $70 and $70 on Delta and American Airlines, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Massachusetts to Maryland 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 Massachusetts to Maryland?

    Currently, August is the cheapest month in which you can book a flight from Massachusetts to Maryland (average of $241). Flying from Massachusetts to Maryland in March is currently the most expensive (average of $290). 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 Massachusetts to Maryland

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

Discover the top 6 airlines that operate flights from Massachusetts to Maryland. 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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$49Average$127FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$83Average$227FlexibilityNo cancel feeOn-time62%
DeltaCheapest$109Average$246FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$137Average$287FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$164Average$273FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$340Average$461FlexibilityNo cancel feeOn-time71%

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