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Massachusetts

$58+ 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 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — BOS
Jan 8 — Jan 151
Thu 1/8
Thu 1/15
1 adult, Economy
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Cheap 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 December 9, 2025.

This Breeze Airways deal was found by Cheapflights users on 12/8. 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 12/299:25 pmORF - BDL
Nonstop1h 27mBreeze Airways
Mon 1/57:10 amBDL - ORF
Nonstop1h 37mBreeze Airways
Deal found 12/8$143
This Kiwi.com deal was found by Cheapflights users on 12/6. 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 12/229:25 pmORF - BDL
Nonstop1h 27mBreeze Airways
Thu 12/257:15 amBDL - ORF
Nonstop1h 37mBreeze Airways
Deal found 12/6$167
This Breeze Airways deal was found by Cheapflights users on 12/9. 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 12/159:25 pmORF - BDL
Nonstop1h 27mBreeze Airways
Mon 12/227:10 amBDL - ORF
Nonstop1h 37mBreeze Airways
Deal found 12/9$193
This Kiwi.com deal was found by Cheapflights users on 12/6. 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 12/227:40 pmORF - BDL
1 stop23h 29mMultiple Airlines
Thu 12/257:15 amBDL - ORF
Nonstop1h 37mMultiple Airlines
Deal found 12/6$221
This Breeze Airways deal was found by Cheapflights users on 12/8. 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 12/89:25 pmORF - BDL
Nonstop1h 27mBreeze Airways
Thu 12/117:10 amBDL - ORF
Nonstop1h 37mBreeze Airways
Deal found 12/8$228
This Expedia deal was found by Cheapflights users on 12/7. 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.
Mon 12/88:38 amORF - BOS
1 stop10h 28mSpirit Airlines
Thu 12/118:11 pmBOS - ORF
1 stop11h 32mSpirit Airlines
Deal found 12/7$233
This Super.com deal was found by Cheapflights users on 12/6. 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 Super.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
Sun 12/147:10 amBDL - ORF
Nonstop1h 37mBreeze Airways
Deal found 12/6$236
This Cheapflightsfares deal was found by Cheapflights users on 12/9. 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 stop10h 28mSpirit Airlines
Sun 1/113:43 pmBOS - ORF
1 stop6h 07mSpirit Airlines
Deal found 12/9$237
This Breeze Airways deal was found by Cheapflights users on 12/9. 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.
Thu 12/118:51 pmORF - BDL
Nonstop1h 27mBreeze Airways
Thu 12/187:10 amBDL - ORF
Nonstop1h 37mBreeze Airways
Deal found 12/9$238
This Kiwi.com deal was found by Cheapflights users on 12/6. 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 12/229:25 pmORF - BDL
Nonstop1h 27mBreeze Airways
Fri 12/267:10 amBDL - ORF
Nonstop1h 37mBreeze Airways
Deal found 12/6$248
This Southwest deal was found by Cheapflights users on 12/8. 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 12/1712:15 pmORF - BOS
1 stop4h 20mSouthwest
Fri 1/28:45 amBOS - ORF
1 stop5h 45mSouthwest
Deal found 12/8$252
This Kiwi.com deal was found by Cheapflights users on 12/9. 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 12/307:40 pmORF - BOS
1 stop14h 21mMultiple Airlines
Tue 1/612:29 pmBOS - ORF
2 stops22h 16mMultiple Airlines
Deal found 12/9$259

Find 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 December 9, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$113
(Breeze Airways)

One-way from

$58
(Expedia)

Popular in

November

Cheapest in

July

Average price

$318
Provider with most accurate pricing for Norfolk-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Norfolk-Boston Logan Intl flights.
Search Deals
From Virginia Beach to Massachusetts
Search Deals
One-way flight from Virginia Beach to Massachusetts
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($48 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 9, 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

Mon 1/12

9:18 pm-10:45 pm

Nonstop1h 27m

Hartford Bradley Intl

Fri 1/16

7:00 am-8:38 am

Nonstop1h 38m

$113

NorfolkHartford

ORF - BDL

ORFBDL

Norfolk

Mon 12/29

9:25 pm-10:52 pm

Nonstop1h 27m

Hartford Bradley Intl

Mon 1/5

7:10 am-8:47 am

Nonstop1h 37m

$143

NorfolkHartford

ORF - BDL

ORFBDL

Norfolk

Sun 1/4

8:56 pm-10:23 pm

Nonstop1h 27m

Hartford Bradley Intl

Fri 1/9

7:00 am-8:38 am

Nonstop1h 38m

$152

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Sat 1/17

6:45 am-2:38 pm

1 stop7h 53m

Boston Logan Intl

Sun 1/18

3:43 pm-9:50 pm

1 stop6h 07m

$158

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Fri 1/30

6:45 am-2:38 pm

1 stop7h 53m

Boston Logan Intl

Sat 1/31

3:43 pm-9:50 pm

1 stop6h 07m

$187

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Sat 1/17

6:45 am-2:38 pm

1 stop7h 53m

Boston Logan Intl

Wed 1/28

6:00 am-6:25 pm

2 stops12h 25m

$188

NorfolkHartford

ORF - BDL

ORFBDL

Norfolk

Thu 2/12

1:10 pm-11:56 pm

2 stops10h 46m

Hartford Bradley Intl

Mon 2/16

7:00 am-8:38 am

Nonstop1h 38m

$191

NorfolkHartford

ORF - BDL

ORFBDL

Norfolk

Sat 1/17

7:45 am-1:33 pm

1 stop5h 48m

Hartford Bradley Intl

Sat 1/24

11:22 am-5:11 pm

1 stop5h 49m

$201

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Wed 1/21

8:00 am-1:13 am

2 stops41h 13m

Boston Logan Intl

Wed 1/28

3:43 pm-3:06 pm

1 stop23h 23m

$201

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Fri 1/16

7:26 pm-11:51 pm

1 stop4h 25m

Boston Logan Intl

Mon 1/19

7:00 am-10:37 am

1 stop3h 37m

$207

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/8

Showing 1-10 of 58 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 November is currently the most expensive (average of $115). 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 December 9, 2025.

It’s typically best to fly out from Virginia Beach to Massachusetts in the afternoon. Doing so could potentially save you 46% on the flight price compared to flying at noon, 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 December 9, 2025.

The most flights from V1B to USMA are scheduled on a Friday (26 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (18 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 December 9, 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
8,007 reviews

Comfort

7.9

Food

7.3

Crew

8.5

Entertainment

7.9

Boarding

8.1

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,007 reviews
Delta
7.9
Good
8,007 reviews

Comfort

7.9

Food

7.3

Crew

8.5

Entertainment

7.9

Boarding

8.1

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,092 reviews
Delta
7.9
Good
8,007 reviews

Comfort

7.9

Food

7.3

Crew

8.5

Entertainment

7.9

Boarding

8.1

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,048 reviews
Delta
7.9
Good
8,007 reviews

Comfort

7.9

Food

7.3

Crew

8.5

Entertainment

7.9

Boarding

8.1

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
JetBlue
7.2
Good
2,899 reviews
Delta
7.9
Good
8,007 reviews

Comfort

7.9

Food

7.3

Crew

8.5

Entertainment

7.9

Boarding

8.1

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Allegiant Air
7.2
Good
699 reviews
Delta
7.9
Good
8,007 reviews

Comfort

7.9

Food

7.3

Crew

8.5

Entertainment

7.9

Boarding

8.1

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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 18 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 $113, 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 Spirit Airlines, which is currently one of the cheapest options available, starting at $44. Allegiant Air flights start at $48 while deals on JetBlue start at $73 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 - Albany Intl or Norfolk - Hartford Bradley 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 United Airlines (100%), Etihad Airways (89%) or Scandinavian Airlines (88%) 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 $78. On average you can expect to pay $861. The most popular route, (Norfolk - Boston Logan Intl), can usually be booked for $178.

  • 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 November is currently the most expensive (average of $115). 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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See prices for flight routes from nearby airports that may be better suited for you.
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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 December 9, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$48Average$89FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$82Average$149FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$85Average$174FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$93Average$249FlexibilityNo cancel feeOn-time62%
DeltaCheapest$101Average$267FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$154Average$319FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$156Average$310FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$166Average$358FlexibilityNo cancel feeOn-time63%

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