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$49+ Cheap flights from Virginia Beach, VA 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 11/20. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — BOS
Nov 21 — Nov 281
Fri 11/21
Fri 11/28
1 adult, Economy
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Cheap flight deals from Virginia Beach to Massachusetts

Keep the following information in mind while searching for Virginia Beach to Massachusetts flight deals. Data was last updated October 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$102
(Priceline)

One-way from

$49
(Breeze Airways)

Popular in

December

Cheapest in

July

Average price

$197
Provider with most accurate pricing for Norfolk-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Norfolk-Boston Logan Intl flights.
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From Virginia Beach to Massachusetts
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One-way flight from Virginia Beach to Massachusetts
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Highest demand for flights based on searches. 29% potential increase in price ($110 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Virginia Beach to Massachusetts

Cheapest flights from Virginia Beach to Massachusetts
Explore the most affordable flight options available from Virginia Beach to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 22, 2025.

This Priceline deal was found by Cheapflights users on 10/21. 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 11/149:25 pmORF - BDL
Nonstop1h 27mBreeze Airways
Sun 11/167:10 amBDL - ORF
Nonstop1h 37mBreeze Airways
Deal found 10/21$102
This Kiwi.com deal was found by Cheapflights users on 10/20. 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 12/118:51 pmORF - BDL
Nonstop1h 27mBreeze Airways
Thu 12/187:10 amBDL - ORF
Nonstop1h 37mBreeze Airways
Deal found 10/20$105
This Breeze Airways deal was found by Cheapflights users on 10/20. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/249:25 pmORF - BDL
Nonstop1h 27mBreeze Airways
Fri 11/287:10 amBDL - ORF
Nonstop1h 37mBreeze Airways
Deal found 10/20$148
This Kiwi.com deal was found by Cheapflights users on 10/20. 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 12/118:38 amORF - BDL
2 stops14h 28mMultiple Airlines
Thu 12/187:10 amBDL - ORF
Nonstop1h 37mMultiple Airlines
Deal found 10/20$166
This Southwest deal was found by Cheapflights users on 10/20. 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.
Thu 11/134:15 pmORF - BOS
1 stop4h 30mSouthwest
Mon 11/175:45 amBOS - ORF
1 stop3h 40mSouthwest
Deal found 10/20$177
This Kiwi.com deal was found by Cheapflights users on 10/20. 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 10/308:51 pmORF - BDL
Nonstop1h 27mBreeze Airways
Mon 11/37:00 amBDL - ORF
Nonstop1h 37mBreeze Airways
Deal found 10/20$179
This Southwest deal was found by Cheapflights users on 10/21. 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.
Wed 11/196:15 pmORF - BOS
1 stop4h 00mSouthwest
Sun 11/237:55 pmBOS - ORF
1 stop3h 40mSouthwest
Deal found 10/21$184
This Cheapflightsfares deal was found by Cheapflights users on 10/21. 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 12/128:38 amORF - BOS
1 stop11h 59mSpirit Airlines
Sat 1/106:15 amBOS - ORF
1 stop13h 22mSpirit Airlines
Deal found 10/21$185
This Flightnetwork deal was found by Cheapflights users on 10/20. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/48:38 amORF - BOS
1 stop11h 59mSpirit Airlines
Thu 12/119:32 pmBOS - ORF
1 stop10h 11mSpirit Airlines
Deal found 10/20$186
This Kiwi.com deal was found by Cheapflights users on 10/20. 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 10/308:51 pmORF - BDL
Nonstop1h 27mMultiple Airlines
Mon 11/31:25 pmBDL - ORF
2 stops28h 13mMultiple Airlines
Deal found 10/20$188
This Kiwi.com deal was found by Cheapflights users on 10/20. 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 11/139:03 pmORF - BOS
1 stop11h 25mMultiple Airlines
Sun 11/1612:59 pmBOS - ORF
1 stop23h 25mMultiple Airlines
Deal found 10/20$189
This Kiwi.com deal was found by Cheapflights users on 10/21. 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 11/139:03 pmORF - BOS
1 stop11h 25mMultiple Airlines
Sat 11/225:45 amBOS - ORF
1 stop12h 38mMultiple Airlines
Deal found 10/21$194

Cheapflights Fare Finder

 
Customize your flight search to find flights from Virginia Beach 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 22, 2025.
Use the filters below to find and compare flights from Virginia Beach to Massachusetts that are best for you.

Fly from

Virginia Beach

Fly to

Massachusetts

Route

Depart

Return

Price

NorfolkHartford

ORF - BDL

ORFBDL

Norfolk

Fri 11/14

9:25 pm-10:52 pm

Nonstop1h 27m

Hartford Bradley Intl

Sun 11/16

7:10 am-8:47 am

Nonstop1h 37m

$102

NorfolkHartford

ORF - BDL

ORFBDL

Norfolk

Thu 12/11

8:51 pm-10:18 pm

Nonstop1h 27m

Hartford Bradley Intl

Thu 12/18

7:10 am-8:47 am

Nonstop1h 37m

$105

NorfolkHartford

ORF - BDL

ORFBDL

Norfolk

Mon 11/24

9:25 pm-10:52 pm

Nonstop1h 27m

Hartford Bradley Intl

Fri 11/28

7:10 am-8:47 am

Nonstop1h 37m

$148

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Mon 11/3

5:17 pm-9:34 pm

1 stop4h 17m

Boston Logan Intl

Thu 11/6

5:30 am-9:46 am

1 stop4h 16m

$177

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Fri 11/14

11:35 am-5:15 pm

1 stop5h 40m

Boston Logan Intl

Mon 11/17

5:45 am-11:40 am

1 stop5h 55m

$207

NorfolkHartford

ORF - BDL

ORFBDL

Norfolk

Fri 11/14

1:19 pm-10:17 am

2 stops20h 58m

Hartford Bradley Intl

Sun 11/16

7:10 am-8:47 am

Nonstop1h 37m

$208

NorfolkHartford

ORF - BDL

ORFBDL

Norfolk

Wed 11/5

7:05 am-10:59 pm

1 stop15h 54m

Hartford Bradley Intl

Sun 11/9

7:10 am-8:47 am

Nonstop1h 37m

$211

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Sun 11/16

5:30 am-12:50 pm

1 stop7h 20m

Boston Logan Intl

Tue 11/18

2:10 pm-5:35 pm

1 stop3h 25m

$214

NorfolkHartford

ORF - BDL

ORFBDL

Norfolk

Thu 2/19

9:04 pm-10:31 pm

Nonstop1h 27m

Hartford Bradley Intl

Sun 2/22

7:10 am-8:48 am

Nonstop1h 38m

$220

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Fri 11/7

4:15 pm-10:55 pm

1 stop6h 40m

Boston Logan Intl

Mon 11/10

7:55 pm-11:35 pm

1 stop3h 40m

$232

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/21

Showing 1-10 of 54 results
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Best time to book a flight from Virginia Beach to Massachusetts

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

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

Currently, July is the cheapest month in which you can book a flight from Virginia Beach to Massachusetts (average of $50). Flying from Virginia Beach to Massachusetts in March is currently the most expensive (average of $103). 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 V1B to MA?

Find hourly flight availability from Virginia Beach 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 22, 2025.

It’s typically best to fly out from Virginia Beach to Massachusetts in the afternoon. Doing so could potentially save you 43% on the flight price compared to flying in the morning, which is usually more expensive.

What is the cheapest day to fly from Virginia Beach to Massachusetts?

Use this chart to determine the cheapest time to fly round-trip from Virginia Beach to Massachusetts. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Virginia Beach to Massachusetts flight should consider departing on Friday evenings 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 Virginia Beach to Massachusetts

Explore weekly flight availability from Virginia Beach 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 October 22, 2025.

The most flights from V1B to USMA are scheduled on a Tuesday (30 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (6 on average).

How much does it cost to fly round-trip from Virginia Beach 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 22, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Virginia Beach to Massachusetts by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,979 reviews

Boarding

8.2

Crew

8.5

Food

7.3

Overall

7.9

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,979 reviews
Delta
7.9
Good
7,979 reviews

Boarding

8.2

Crew

8.5

Food

7.3

Overall

7.9

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
8,988 reviews
Delta
7.9
Good
7,979 reviews

Boarding

8.2

Crew

8.5

Food

7.3

Overall

7.9

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,028 reviews
Delta
7.9
Good
7,979 reviews

Boarding

8.2

Crew

8.5

Food

7.3

Overall

7.9

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
JetBlue
7.2
Good
2,908 reviews
Delta
7.9
Good
7,979 reviews

Boarding

8.2

Crew

8.5

Food

7.3

Overall

7.9

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Allegiant Air
7.2
Good
694 reviews
Delta
7.9
Good
7,979 reviews

Boarding

8.2

Crew

8.5

Food

7.3

Overall

7.9

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Related info for your journey

Find useful and relevant information for your journey from Virginia Beach 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 Virginia Beach to Massachusetts flight route?

    The Virginia Beach to Massachusetts flight path was viewed by 13 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 Virginia Beach to Massachusetts?

    For as low as $102, Breeze Airways can have you in Massachusetts from Virginia Beach in 1h 27m. Airlines will cover a distance of 395 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 Virginia Beach to Massachusetts one-way?

    To fly one-way, consider booking your trip with Breeze Airways, which is currently one of the cheapest options available, starting at $49. Southwest flights start at $81 while deals on Delta start at $126 one-way.

  • What are the most popular routes from Virginia Beach to Massachusetts?

    The most popular route from Virginia Beach to Massachusetts is Norfolk - Boston Logan Intl. You may also consider Norfolk - Hartford Bradley Intl or Norfolk - Albany Intl.

  • What are the most reliable airlines from Virginia Beach to Massachusetts?

    No one likes to see their flight delayed. When booking a flight from Virginia Beach to Massachusetts consider choosing ITA Airways (94%), Japan Airlines (93%) or Aeromexico (90%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Virginia Beach to Massachusetts?

    The cheapest flight price from Virginia Beach to Massachusetts is $71. On average you can expect to pay $265. The most popular route, (Norfolk - Boston Logan Intl), can usually be booked for $172.

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

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

  • How can I find direct flights from Virginia Beach to Massachusetts?

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

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

    Yes. Cheapflights offers flight deals from Virginia Beach 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 Virginia Beach to Massachusetts?

    Currently, July is the cheapest month in which you can book a flight from Virginia Beach to Massachusetts (average of $50). Flying from Virginia Beach to Massachusetts in March is currently the most expensive (average of $103). 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.

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Top 8 airlines flying from Virginia Beach to Massachusetts

Discover the top 8 airlines that operate flights from Virginia Beach 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 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$48Average$90FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$82Average$142FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$86Average$177FlexibilityNo cancel feeOn-time65%
DeltaCheapest$93Average$277FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$93Average$249FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$154Average$323FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$156Average$316FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$166Average$368FlexibilityNo cancel feeOn-time63%

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