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$58+ Cheap flights from Virginia Beach, VA to Boston (BOS)

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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — BOS
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheapflights Tip: The best prices from Virginia Beach to Boston Logan Intl are usually found in July or August, booked 57 days in advance, depart on a Friday or Monday and return on a Monday

Cheap flight deals from Virginia Beach to Boston

Cheapest flights from Virginia Beach to Boston
Explore the most affordable flight options available from Virginia Beach to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This American Airlines deal was found by Cheapflights users on 12/16. 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 12/237:20 pmORF - BOS
1 stop3h 41mAmerican Airlines
Sat 1/106:00 amBOS - ORF
1 stop4h 37mAmerican Airlines
Deal found 12/16$242
This American Airlines deal was found by Cheapflights users on 12/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/319:05 amORF - BOS
1 stop7h 05mAmerican Airlines
Fri 1/27:55 amBOS - ORF
1 stop6h 25mAmerican Airlines
Deal found 12/17$286
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Mon 12/222:45 pmORF - BOS
1 stop5h 41mAmerican Airlines
Sat 1/108:00 amBOS - ORF
1 stop4h 46mAmerican Airlines
Deal found 12/16$297
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/222:04 pmORF - BOS
2 stops19h 57mMultiple Airlines
Sat 1/107:00 amBOS - ORF
1 stop14h 50mMultiple Airlines
Deal found 12/16$303
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Fri 12/267:20 pmORF - BOS
1 stop4h 39mAmerican Airlines
Sat 1/35:59 amBOS - ORF
1 stop3h 43mAmerican Airlines
Deal found 12/16$307
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/237:40 pmORF - BOS
1 stop14h 21mMultiple Airlines
Sat 1/105:23 pmBOS - ORF
2 stops41h 22mMultiple Airlines
Deal found 12/16$339
This CheapOair deal was found by Cheapflights users on 12/16. 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.
Tue 12/3012:35 pmORF - BOS
1 stop21h 39mJetBlue
Thu 1/86:22 pmBOS - ORF
1 stop22h 13mJetBlue
Deal found 12/16$355
This American Airlines deal was found by Cheapflights users on 12/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/2710:12 amORF - BOS
1 stop6h 25mAmerican Airlines
Tue 12/301:22 pmBOS - ORF
1 stop6h 33mAmerican Airlines
Deal found 12/17$358
This Mytrip deal was found by Cheapflights users on 12/16. 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.
Tue 12/237:40 pmORF - BOS
1 stop15h 54mSpirit Airlines
Sat 1/105:34 amBOS - ORF
3 stops16h 16mSpirit Airlines
Deal found 12/16$359
This United Airlines deal was found by Cheapflights users on 12/16. 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 12/317:55 pmORF - BOS
1 stop3h 59mUnited Airlines
Sun 1/47:44 pmBOS - ORF
1 stop3h 57mUnited Airlines
Deal found 12/16$379
This Southwest deal was found by Cheapflights users on 12/17. 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.
Mon 12/223:25 pmORF - BOS
1 stop6h 10mSouthwest
Wed 12/245:35 pmBOS - ORF
1 stop4h 25mSouthwest
Deal found 12/17$383

Find flight deals from Virginia Beach to Boston

Keep the following information in mind while searching for Virginia Beach to Boston flight deals. Data was last updated December 18, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$141
(Expedia)

One-way from

$58
(Mytrip)

Popular in

November

Cheapest in

July

Average price

$307
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 Boston Logan Intl
Search Deals
One-way flight from Virginia Beach to Boston Logan Intl
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($47 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($13 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 Boston 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 18, 2025.
Use the filters below to find and compare flights from Virginia Beach to Boston that are best for you.

Fly from

Virginia Beach

Fly to

Boston

Route

Depart

Return

Price

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Fri 1/23

7:33 pm-4:28 pm

1 stop20h 55m

Boston Logan Intl

Tue 1/27

3:43 pm-6:25 pm

1 stop26h 42m

$146

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Thu 1/15

6:45 am-11:57 pm

2 stops17h 12m

Boston Logan Intl

Thu 1/22

5:34 am-6:38 pm

1 stop13h 04m

$151

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Sat 1/31

6:45 am-2:38 pm

1 stop7h 53m

Boston Logan Intl

Mon 2/2

5:34 am-6:38 pm

1 stop13h 04m

$151

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Tue 2/17

7:31 pm-10:26 am

1 stop14h 55m

Boston Logan Intl

Tue 2/24

5:27 am-6:26 pm

1 stop12h 59m

$152

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Sun 1/18

6:45 am-2:38 pm

1 stop7h 53m

Boston Logan Intl

Wed 1/21

3:43 pm-3:06 pm

1 stop23h 23m

$157

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Mon 1/12

7:33 pm-11:57 pm

1 stop28h 24m

Boston Logan Intl

Fri 1/16

3:43 pm-9:50 pm

1 stop30h 07m

$158

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Wed 1/14

8:00 am-11:57 pm

2 stops15h 57m

Boston Logan Intl

Wed 1/21

3:43 pm-3:06 pm

1 stop23h 23m

$169

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Sun 1/18

6:45 am-2:38 pm

1 stop7h 53m

Boston Logan Intl

Wed 1/21

5:34 am-6:25 pm

2 stops12h 51m

$176

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Sat 1/10

6:45 am-2:38 pm

1 stop7h 53m

Boston Logan Intl

Sun 1/11

7:00 am-10:45 am

2 stops27h 45m

$178

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Wed 1/21

8:00 am-11:57 pm

2 stops15h 57m

Boston Logan Intl

Thu 1/22

5:27 pm-6:38 pm

1 stop25h 11m

$180

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 22 results
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Best time to book a flight from Virginia Beach to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston 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 Boston

How far ahead should I book a flight from Virginia Beach to Boston?

Use this chart to determine the optimal time to book a round-trip flight from Virginia Beach to Boston. Price data was last updated on December 12, 2025.

To ensure you get the cheapest price possible for a flight from Virginia Beach to Boston, you should look to book at least 57 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, July is the cheapest month in which you can book a flight from Virginia Beach to Boston (average of $50). Flying from Virginia Beach to Boston in November is currently the most expensive (average of $108). 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 BOS?

Find hourly flight availability from Virginia Beach to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

One of the essential ways to save on airfare from Virginia Beach to Boston is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 59% on airfare.

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

Use this chart to determine the cheapest time to fly round-trip from Virginia Beach to Boston. Price data was last updated on December 13, 2025.

Travelers seeking maximum savings on their Virginia Beach to Boston flight should consider departing on Friday mornings 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.

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated December 18, 2025.
Read through reviews of airlines operating flights from Virginia Beach to Boston, such as Delta, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,005 reviews

Entertainment

7.9

Food

7.3

Boarding

8.1

Comfort

7.9

Crew

8.5

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
8,005 reviews
Delta
7.9
Good
8,005 reviews

Entertainment

7.9

Food

7.3

Boarding

8.1

Comfort

7.9

Crew

8.5

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
9,091 reviews
Delta
7.9
Good
8,005 reviews

Entertainment

7.9

Food

7.3

Boarding

8.1

Comfort

7.9

Crew

8.5

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
11,054 reviews
Delta
7.9
Good
8,005 reviews

Entertainment

7.9

Food

7.3

Boarding

8.1

Comfort

7.9

Crew

8.5

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
2,896 reviews
Delta
7.9
Good
8,005 reviews

Entertainment

7.9

Food

7.3

Boarding

8.1

Comfort

7.9

Crew

8.5

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
700 reviews
Delta
7.9
Good
8,005 reviews

Entertainment

7.9

Food

7.3

Boarding

8.1

Comfort

7.9

Crew

8.5

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 Boston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Boston from Virginia Beach?

    Located just 2.6 mi from the city center, Boston Logan Intl is the airport most travelers will use when flying to Boston from Virginia Beach. Booking flights from Virginia Beach to Logan Intl (BOS) should be relatively easy as there are 2 daily inbound flights from Virginia Beach from 8 different airlines.

  • How popular is this Virginia Beach to Boston flight route?

    The Virginia Beach to Boston Logan Intl flight path was viewed by 27 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 Boston?

    A quick flight from Virginia Beach to Boston can take about 20h 55m. Spirit Airlines provides one of the quickest options available for as low as $146. There are 468 mi between Virginia Beach and Boston.

  • What are the cheapest airlines to fly from Virginia Beach to Boston one-way?

    One-way options have recently been found by users for as low as $44 on Spirit Airlines. Other airlines that offer cheap prices include Allegiant Air from $48 and JetBlue from $73 one-way.

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

    Before booking your flight to Boston from Virginia Beach, check out the most reliable airlines to get you to your destination on time: United Airlines (100%), WestJet (100%), Etihad Airways( 92%).

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

    While on average a flight from Virginia Beach to Boston is generally $774, our data shows the cheapest flight currently is $88. When looking at the most popular route, (Norfolk - Boston Logan Intl), you can expect to pay $147 for that flight.

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

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

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

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

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

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

    Currently, July is the cheapest month in which you can book a flight from Virginia Beach to Boston (average of $50). Flying from Virginia Beach to Boston in November is currently the most expensive (average of $108). 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

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Cambridge
Medford
Hampton Beach
Watertown
Seabrook
Seekonk
Brockton
Cranston
Lincoln
Lowell
Smithfield
Peabody
Quincy
York Beach
Warwick
Londonderry
Swansea
Old Orchard Beach
Waltham
Chelsea

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Alternative routes for Virginia Beach to Boston

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 Boston

Discover the top 8 airlines that operate flights from Virginia Beach to Boston. 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 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$48Average$89FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$82Average$149FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$85Average$175FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$93Average$248FlexibilityNo cancel feeOn-time62%
DeltaCheapest$101Average$267FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$156Average$313FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$166Average$356FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$170Average$285FlexibilityNo cancel feeOn-time71%

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