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$79+ 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 8/5. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — BWI
Jun 17 — Jun 241
Wed 6/17
Wed 6/24
1 adult, Economy
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Cheap 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 May 18, 2026.

This Southwest deal was found by Cheapflights users on 5/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/911:35 am
BOS
-
BWI
Nonstop1h 35m
Southwest
Tue 6/164:15 pm
BWI
-
BOS
Nonstop1h 30m
Southwest
Deal found 5/13$117
This Southwest deal was found by Cheapflights users on 5/17. 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.
Tue 6/92:25 pm
BOS
-
BWI
Nonstop1h 35m
Southwest
Wed 6/104:15 pm
BWI
-
BOS
Nonstop1h 30m
Southwest
Deal found 5/17$137
This Delta deal was found by Cheapflights users on 5/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/68:10 am
BOS
-
BWI
Nonstop1h 45m
Delta
Wed 6/109:00 am
BWI
-
BOS
Nonstop1h 39m
Delta
Deal found 5/14$154
This American Airlines deal was found by Cheapflights users on 5/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/92:27 pm
BOS
-
BWI
1 stop6h 12m
American Airlines
Wed 6/105:02 am
BWI
-
BOS
1 stop4h 19m
American Airlines
Deal found 5/13$159
This Kiwi.com deal was found by Cheapflights users on 5/15. 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.
Sat 6/66:00 am
BOS
-
IAD
1 stop10h 21m
Frontier
Tue 6/98:57 pm
IAD
-
BOS
1 stop10h 55m
Frontier
Deal found 5/15$160
This Kiwi.com deal was found by Cheapflights users on 5/15. 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 6/312:01 pm
BOS
-
BWI
1 stop19h 42m
Frontier
Mon 6/89:23 pm
BWI
-
BOS
1 stop10h 29m
Frontier
Deal found 5/15$160
This United Airlines deal was found by Cheapflights users on 5/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/15:45 am
BOS
-
IAD
Nonstop1h 38m
United Airlines
Wed 7/86:33 am
IAD
-
BOS
1 stop4h 43m
United Airlines
Deal found 5/14$162
This Cheapflightsfares deal was found by Cheapflights users on 5/13. 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.
Wed 6/176:15 am
BOS
-
DCA
Nonstop1h 42m
JetBlue
Sun 6/215:46 pm
DCA
-
BOS
Nonstop1h 41m
JetBlue
Deal found 5/13$162
This Kiwi.com deal was found by Cheapflights users on 5/13. 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.
Wed 5/276:00 am
BOS
-
IAD
1 stop17h 09m
Frontier
Wed 6/1011:17 am
IAD
-
BOS
1 stop14h 10m
Frontier
Deal found 5/13$164
This Delta deal was found by Cheapflights users on 5/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/106:35 am
BOS
-
BWI
Nonstop1h 45m
Delta
Wed 8/129:00 am
BWI
-
BOS
Nonstop1h 38m
Delta
Deal found 5/14$164
This United Airlines deal was found by Cheapflights users on 5/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/69:30 am
BOS
-
IAD
Nonstop1h 42m
United Airlines
Wed 6/1010:10 pm
IAD
-
BOS
Nonstop1h 49m
United Airlines
Deal found 5/14$165
This United Airlines deal was found by Cheapflights users on 5/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/155:45 am
BOS
-
IAD
Nonstop1h 38m
United Airlines
Sun 7/1910:10 pm
IAD
-
BOS
Nonstop1h 49m
United Airlines
Deal found 5/13$167

Find flight deals from Massachusetts to Maryland

Keep the following information in mind while searching for Massachusetts to Maryland flight deals. Data was last updated May 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$117
(Southwest)

One-way from

$79
(American Airlines)

Popular in

March

Cheapest in

September

Average price

$243

Good round-trip deal

$239 or less

Good one-way deal

$140 or less
Provider with most accurate pricing for Boston Logan Intl-Washington, D.C. (WAS) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Washington, D.C. (WAS) flights.
Search Deals
From Massachusetts to Maryland
Search Deals
One-way flight from Massachusetts to Maryland
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($25 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from Massachusetts to Maryland.
Search Deals
Price to beat on a one-way flight from Massachusetts to Maryland.
Search Deals

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 May 18, 2026.
Use the filters below to find and compare flights from Massachusetts to Maryland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonBaltimore

BOS - BWI

BOSBWI

Boston Logan Intl

Wed 7/1

6:35 am-8:19 am

Nonstop1h 44m

Baltimore/Washington

Sat 7/4

12:00 pm-1:39 pm

Nonstop1h 39m

$176

BostonPhiladelphia

BOS - PHL

BOSPHL

Boston Logan Intl

Tue 7/7

6:04 am-7:38 am

Nonstop1h 34m

Philadelphia

Fri 7/10

8:55 pm-10:26 pm

Nonstop1h 31m

$185

BostonPhiladelphia

BOS - PHL

BOSPHL

Boston Logan Intl

Sat 6/6

1:55 pm-3:32 pm

Nonstop1h 37m

Philadelphia

Wed 6/10

9:30 am-10:59 am

Nonstop1h 29m

$185

BostonPhiladelphia

BOS - PHL

BOSPHL

Boston Logan Intl

Fri 7/3

8:40 pm-10:22 pm

Nonstop1h 42m

Philadelphia

Mon 7/6

7:59 pm-9:49 pm

Nonstop1h 50m

$185

BostonPhiladelphia

BOS - PHL

BOSPHL

Boston Logan Intl

Sat 6/27

5:25 pm-7:12 pm

Nonstop1h 47m

Philadelphia

Sun 6/28

6:00 am-7:30 am

Nonstop1h 30m

$185

BostonBaltimore

BOS - BWI

BOSBWI

Boston Logan Intl

Tue 6/23

8:35 pm-10:24 pm

Nonstop1h 49m

Baltimore/Washington

Thu 6/25

6:17 am-8:00 am

Nonstop1h 43m

$186

BostonWashington, D.C.

BOS - DCA

BOSDCA

Boston Logan Intl

Thu 6/4

5:55 pm-7:52 pm

Nonstop1h 57m

Washington, D.C. Reagan-National

Mon 6/8

6:25 pm-8:23 pm

Nonstop1h 58m

$191

BostonWashington, D.C.

BOS - DCA

BOSDCA

Boston Logan Intl

Tue 7/21

10:20 am-12:12 pm

Nonstop1h 52m

Washington, D.C. Reagan-National

Mon 7/27

5:40 pm-11:31 pm

1 stop5h 51m

$196

BostonPhiladelphia

BOS - PHL

BOSPHL

Boston Logan Intl

Wed 6/3

5:45 am-9:45 am

1 stop4h 00m

Philadelphia

Sat 6/6

7:45 pm-11:59 pm

1 stop4h 14m

$205

BostonWashington, D.C.

BOS - DCA

BOSDCA

Boston Logan Intl

Sat 6/6

6:00 am-12:23 pm

1 stop6h 23m

Washington, D.C. Reagan-National

Tue 6/9

10:00 am-3:16 pm

1 stop5h 16m

$207

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/17

Showing 1-10 of 60 resultsSorted by cheapest first
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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

How far ahead should I book a flight from Massachusetts to Maryland?

The price you pay for your flight from Massachusetts to Maryland may vary depending on when you book. For the best chance of a lower fare, look to book 27 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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 $41). Flying from Massachusetts to Maryland in March is currently the most expensive (average of $177). 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 May 18, 2026.

One of the essential ways to save on airfare from Massachusetts to Maryland is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 31% on airfare.

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

Use this chart to determine the cheapest time to fly round-trip from Massachusetts to Maryland. Price data was last updated on May 16, 2026.

Travelers seeking maximum savings on their Massachusetts to Maryland flight should consider departing on Thursday evenings 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.

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 May 18, 2026.

The most flights from USMA to USMD are scheduled on a Sunday (16 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (3 on average).

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

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 May 18, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andJetBlue 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
7.9
Good
4,288 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Overall

7.9

Comfort

8.0

Entertainment

7.5

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
7.9
Good
4,288 reviews
Southwest
7.9
Good
4,288 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Overall

7.9

Comfort

8.0

Entertainment

7.5

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
8,447 reviews
Southwest
7.9
Good
4,288 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Overall

7.9

Comfort

8.0

Entertainment

7.5

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
2,979 reviews
Southwest
7.9
Good
4,288 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Overall

7.9

Comfort

8.0

Entertainment

7.5

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
11,650 reviews
Southwest
7.9
Good
4,288 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Overall

7.9

Comfort

8.0

Entertainment

7.5

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
6.2
Okay
8,619 reviews
Southwest
7.9
Good
4,288 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Overall

7.9

Comfort

8.0

Entertainment

7.5

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 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 121 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 34m. The time it takes to get you to your destination can typically vary by up to 4h 49m. 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 Spirit Airlines. According to our data, you can fly for as low as $43. Users have also found prices from $68 and $80 on United Airlines and Southwest, 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 $41). Flying from Massachusetts to Maryland in March is currently the most expensive (average of $177). 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 May 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$53Average$137FlexibilityNo cancel feeOn-time65%
DeltaCheapest$112Average$261FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$131Average$255FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$162Average$196FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$166Average$296FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$350Average$464FlexibilityNo cancel feeOn-time71%

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