Massachusetts

$47+ 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 5/27. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — BOS
Jun 3 — Jun 101
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Virginia Beach to Massachusetts with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 May 4, 2026.

This Booking.com deal was found by Cheapflights users on 5/1. 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 5/1610:30 pm
ORF
-
BDL
Nonstop1h 29m
Breeze Airways
Wed 5/207:35 am
BDL
-
ORF
Nonstop1h 31m
Breeze Airways
Deal found 5/1$103
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 5/2010:30 pm
ORF
-
BDL
Nonstop1h 29m
Breeze Airways
Sun 5/247:15 am
BDL
-
ORF
Nonstop1h 31m
Breeze Airways
Deal found 4/30$113
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 5/2010:30 pm
ORF
-
BDL
Nonstop1h 29m
Breeze Airways
Mon 5/256:00 am
BDL
-
ORF
Nonstop1h 31m
Breeze Airways
Deal found 4/30$127
This Mytrip deal was found by Cheapflights users on 4/29. 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.
Sat 6/1310:30 pm
ORF
-
BDL
Nonstop1h 29m
Breeze Airways
Mon 6/156:00 am
BDL
-
ORF
Nonstop1h 31m
Breeze Airways
Deal found 4/29$129
This Mytrip deal was found by Cheapflights users on 5/4. 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 6/410:11 am
ORF
-
BDL
Nonstop1h 29m
Breeze Airways
Sun 6/78:00 am
BDL
-
ORF
Nonstop1h 31m
Breeze Airways
Deal found 5/4$132
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 5/2010:30 pm
ORF
-
BDL
Nonstop1h 29m
Breeze Airways
Thu 5/217:15 am
BDL
-
ORF
Nonstop1h 31m
Breeze Airways
Deal found 4/30$133
This Mytrip deal was found by Cheapflights users on 5/2. 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.
Sun 5/248:41 pm
ORF
-
BDL
Nonstop1h 29m
Breeze Airways
Wed 5/277:35 am
BDL
-
ORF
Nonstop1h 31m
Breeze Airways
Deal found 5/2$134
This Mytrip deal was found by Cheapflights users on 5/2. 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.
Fri 5/228:06 pm
ORF
-
BDL
Nonstop1h 29m
Breeze Airways
Mon 5/256:00 am
BDL
-
ORF
Nonstop1h 31m
Breeze Airways
Deal found 5/2$142
This Mytrip deal was found by Cheapflights users on 4/30. 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.
Sat 7/1110:30 pm
ORF
-
BDL
Nonstop1h 29m
Breeze Airways
Mon 7/136:00 am
BDL
-
ORF
Nonstop1h 31m
Breeze Airways
Deal found 4/30$143
This Kiwi.com deal was found by Cheapflights users on 5/2. 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 5/1310:30 pm
ORF
-
BDL
Nonstop1h 29m
Breeze Airways
Thu 5/147:15 am
BDL
-
ORF
Nonstop1h 31m
Breeze Airways
Deal found 5/2$148
This Super.com deal was found by Cheapflights users on 5/2. 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 5/148:41 pm
ORF
-
BDL
Nonstop1h 29m
Breeze Airways
Fri 5/156:00 am
BDL
-
ORF
Nonstop1h 31m
Breeze Airways
Deal found 5/2$152
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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.
Sat 5/2310:50 am
ORF
-
BOS
Nonstop1h 41m
JetBlue
Wed 5/278:15 am
BOS
-
ORF
Nonstop1h 45m
JetBlue
Deal found 4/30$192

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 May 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$103
(Booking.com)

One-way from

$47
(Booking.com)

Popular in

November

Cheapest in

July

Average price

$224
Provider with most accurate pricing for Norfolk-Boston Logan Intl flight deals.
Provider most trusted by Cheapflights users for Norfolk-Boston Logan Intl flights.
From Virginia Beach to Massachusetts
One-way flight from Virginia Beach to Massachusetts
Highest demand for flights based on searches. 14% potential increase in price ($44 potential increase over avg. RT price).
Cheapest flight prices on average. 5% potential price decrease ($13 potential savings vs. average RT price).
Average for round-trip flights in May 2026

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 May 4, 2026.
Use the filters below to find and compare flights from Virginia Beach to Massachusetts that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

NorfolkHartford

ORF - BDL

ORFBDL

Norfolk

Sat 6/13

10:30 pm-11:59 pm

Nonstop1h 29m

Hartford Bradley Intl

Mon 6/15

6:00 am-7:31 am

Nonstop1h 31m

$148

NorfolkHartford

ORF - BDL

ORFBDL

Norfolk

Mon 8/17

8:06 pm-9:35 pm

Nonstop1h 29m

Hartford Bradley Intl

Sat 8/22

7:35 am-9:06 am

Nonstop1h 31m

$173

NorfolkHartford

ORF - BDL

ORFBDL

Norfolk

Thu 7/2

10:11 am-11:40 am

Nonstop1h 29m

Hartford Bradley Intl

Mon 7/6

6:00 am-7:31 am

Nonstop1h 31m

$188

NorfolkHartford

ORF - BDL

ORFBDL

Norfolk

Fri 6/19

8:06 pm-9:35 pm

Nonstop1h 29m

Hartford Bradley Intl

Sun 6/21

8:00 am-9:31 am

Nonstop1h 31m

$193

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Sat 5/23

11:20 am-1:08 pm

Nonstop1h 48m

Boston Logan Intl

Mon 5/25

8:45 am-10:32 am

Nonstop1h 47m

$197

NorfolkHartford

ORF - BDL

ORFBDL

Norfolk

Wed 6/10

4:30 pm-10:45 pm

1 stop6h 15m

Hartford Bradley Intl

Fri 6/12

5:50 am-9:20 am

1 stop3h 30m

$197

NorfolkHartford

ORF - BDL

ORFBDL

Norfolk

Wed 7/15

10:30 pm-11:59 pm

Nonstop1h 29m

Hartford Bradley Intl

Sun 7/19

8:00 am-9:31 am

Nonstop1h 31m

$198

NorfolkHartford

ORF - BDL

ORFBDL

Norfolk

Fri 6/5

11:25 am-10:48 pm

1 stop11h 23m

Hartford Bradley Intl

Mon 6/8

6:00 am-7:31 am

Nonstop1h 31m

$203

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Thu 7/2

6:00 am-11:16 am

1 stop5h 16m

Boston Logan Intl

Mon 7/6

6:05 am-10:03 am

1 stop3h 58m

$217

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Thu 5/14

6:02 am-9:50 am

1 stop3h 48m

Boston Logan Intl

Sat 5/16

8:45 am-10:32 am

Nonstop1h 47m

$237

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/2

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
6

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 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 May 4, 2026.

It’s typically best to fly out from Virginia Beach to Massachusetts in the morning. Doing so could potentially save you 67% 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 May 2, 2026.

Travelers seeking maximum savings on their Virginia Beach to Massachusetts flight should consider departing on Monday evenings when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 May 4, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andAllegiant Air 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.

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

7.9

Food

7.0

Boarding

8.1

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.

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

7.9

Food

7.0

Boarding

8.1

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.

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

7.9

Food

7.0

Boarding

8.1

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.

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

7.9

Food

7.0

Boarding

8.1

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.

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

7.9

Food

7.0

Boarding

8.1

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.

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

7.9

Food

7.0

Boarding

8.1

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 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?

  • How long is the flight from Virginia Beach to Massachusetts?

    For as low as $148, Breeze Airways can have you in Massachusetts from Virginia Beach in 1h 29m. 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 Allegiant Air, which is currently one of the cheapest options available, starting at $48. JetBlue flights start at $73 while deals on Southwest start at $75 one-way.

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

  • 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 WestJet (100%), British Airways (100%) or Qatar Airways (95%) 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 $113. On average you can expect to pay $407. The most popular route, (Norfolk - Boston Logan Intl), can usually be booked for $192.

  • 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Virginia Beach to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.

Top 7 airlines flying from Virginia Beach to Massachusetts

Discover the top 7 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 May 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$45Average$83FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$83Average$261FlexibilityNo cancel feeOn-time62%
DeltaCheapest$84Average$257FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$89Average$149FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$154Average$364FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$156Average$312FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$171Average$305FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.