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Massachusetts

$66+ 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 10/24. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — BOS
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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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 September 15, 2025.

Round-trip from

$102
(Kiwi.com)

One-way from

$66
(lastminute.com)

Popular in

August

Cheapest in

January

Average price

$215

Good round-trip deal

$248 or less

Good one-way deal

$117 or less
From Maryland to Massachusetts
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One-way flight from Maryland to Massachusetts
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Highest demand for flights based on searches. 9% potential increase in price ($23 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 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 Maryland to Massachusetts.
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Price to beat on a one-way flight from Maryland to Massachusetts.
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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 September 15, 2025.

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.
Thu 10/27:15 amPHL - BOS
Nonstop1h 28mMultiple Airlines
Sat 10/43:00 pmBOS - PHL
1 stop8h 47mMultiple Airlines
Deal found 9/13$102
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.
Thu 10/27:15 amPHL - BOS
Nonstop1h 28mFrontier
Sat 10/48:38 amBOS - PHL
1 stop8h 49mFrontier
Deal found 9/13$104
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/27:15 amPHL - BOS
Nonstop1h 28mFrontier
Sun 10/58:47 amBOS - PHL
1 stop25h 32mFrontier
Deal found 9/13$106
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:00 amPHL - BOS
1 stop5h 35mFrontier
Sun 11/169:39 amBOS - PHL
Nonstop1h 39mFrontier
Deal found 9/13$109
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/236:05 amPHL - BOS
Nonstop1h 31mFrontier
Sun 10/2611:44 amBOS - PHL
1 stop13h 14mFrontier
Deal found 9/13$110
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/287:15 amPHL - BOS
Nonstop1h 28mFrontier
Thu 10/210:13 amBOS - PHL
1 stop7h 50mFrontier
Deal found 9/14$114
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/307:15 amPHL - BOS
Nonstop1h 29mFrontier
Mon 11/38:40 amBOS - PHL
1 stop9h 58mFrontier
Deal found 9/13$116
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/27:15 amPHL - BOS
Nonstop1h 28mMultiple Airlines
Mon 10/66:16 amBOS - PHL
1 stop12h 33mMultiple Airlines
Deal found 9/13$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.
Thu 10/166:05 amPHL - BOS
Nonstop1h 31mMultiple Airlines
Sat 10/186:16 amBOS - PHL
1 stop12h 33mMultiple Airlines
Deal found 9/13$120
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/76:45 amBWI - BDL
Nonstop1h 20mSouthwest
Mon 11/102:00 pmBDL - BWI
Nonstop1h 15mSouthwest
Deal found 9/14$137
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.
Sun 10/1212:20 pmBWI - BDL
1 stop7h 16mFrontier
Mon 10/204:20 pmBDL - BWI
1 stop7h 53mFrontier
Deal found 9/14$144
This Flysmarter 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/256:25 amDCA - BOS
1 stop3h 20mJetBlue
Sun 10/266:10 amBOS - DCA
Nonstop1h 46mJetBlue
Deal found 9/13$150

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 September 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

Fri 11/7

9:22 am-10:40 am

Nonstop1h 18m

Boston Logan Intl

Mon 11/10

7:00 pm-8:40 pm

Nonstop1h 40m

$127

PhiladelphiaBoston

PHL - BOS

PHLBOS

Philadelphia

Tue 11/4

1:42 pm-3:10 pm

Nonstop1h 28m

Boston Logan Intl

Wed 11/12

7:45 am-9:34 am

Nonstop1h 49m

$127

PhiladelphiaBoston

PHL - BOS

PHLBOS

Philadelphia

Thu 11/6

6:00 am-7:20 am

Nonstop1h 20m

Boston Logan Intl

Sun 11/9

7:00 am-8:37 am

Nonstop1h 37m

$127

PhiladelphiaBoston

PHL - BOS

PHLBOS

Philadelphia

Tue 10/28

6:00 am-7:30 am

Nonstop1h 30m

Boston Logan Intl

Tue 11/4

7:40 am-9:30 am

Nonstop1h 50m

$127

PhiladelphiaBoston

PHL - BOS

PHLBOS

Philadelphia

Sat 11/15

6:00 am-7:20 am

Nonstop1h 20m

Boston Logan Intl

Sun 11/16

7:00 am-8:37 am

Nonstop1h 37m

$127

PhiladelphiaBoston

PHL - BOS

PHLBOS

Philadelphia

Sat 10/25

6:00 am-7:30 am

Nonstop1h 30m

Boston Logan Intl

Sat 11/1

6:15 pm-8:04 pm

Nonstop1h 49m

$127

PhiladelphiaBoston

PHL - BOS

PHLBOS

Philadelphia

Fri 10/24

7:00 am-8:15 am

Nonstop1h 15m

Boston Logan Intl

Tue 10/28

2:20 pm-3:57 pm

Nonstop1h 37m

$127

PhiladelphiaBoston

PHL - BOS

PHLBOS

Philadelphia

Sat 11/8

6:00 am-7:20 am

Nonstop1h 20m

Boston Logan Intl

Mon 11/10

7:00 pm-8:40 pm

Nonstop1h 40m

$127

PhiladelphiaBoston

PHL - BOS

PHLBOS

Philadelphia

Wed 10/8

10:20 am-11:45 am

Nonstop1h 25m

Boston Logan Intl

Tue 10/14

7:40 am-9:33 am

Nonstop1h 53m

$127

PhiladelphiaBoston

PHL - BOS

PHLBOS

Philadelphia

Fri 10/24

7:00 am-8:15 am

Nonstop1h 15m

Boston Logan Intl

Sun 10/26

7:00 am-8:37 am

Nonstop1h 37m

$127

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

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, January is the cheapest month in which you can book a flight from Maryland to Massachusetts (average of $218). Flying from Maryland to Massachusetts in July is currently the most expensive (average of $311). 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 September 15, 2025.

When flying from Maryland to Massachusetts, 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 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 September 15, 2025.

The most flights from USMD to USMA are scheduled on a Monday (19 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (3 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 September 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
8.0
Very good
4,242 reviews

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

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

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

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
8.0
Very good
7,954 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

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

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

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
2,912 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

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
8,015 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

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 120 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 JetBlue, Delta, and Southwest fly from Maryland to Massachusetts in about 1h 18m. The time it takes to get you to your destination is usually consistent. The distance from Maryland to Massachusetts is about 279 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 Southwest. According to our data, you can fly for as low as $69. Users have also found prices from $70 and $84 on Delta and United Airlines, 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, January is the cheapest month in which you can book a flight from Maryland to Massachusetts (average of $218). Flying from Maryland to Massachusetts in July is currently the most expensive (average of $311). 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$48Average$131FlexibilityNo cancel feeOn-time65%
DeltaCheapest$103Average$224FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$147Average$267FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$162Average$268FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$340Average$390FlexibilityNo cancel feeOn-time71%

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