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$81+ 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — BOS
Nov 19 — Nov 261
Wed 11/19
Wed 11/26
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 May, booked 57 days in advance, depart on a Friday or Monday and return on a Monday

Find 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 October 20, 2025.

This Southwest deal was found by Cheapflights users on 10/18. 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 11/412:15 pmORF - BOS
1 stop4h 20mSouthwest
Wed 11/55:45 amBOS - ORF
1 stop3h 40mSouthwest
Deal found 10/18$151
This United Airlines deal was found by Cheapflights users on 10/18. 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 11/18:05 pmORF - BOS
1 stop3h 37mUnited Airlines
Tue 11/412:00 pmBOS - ORF
1 stop4h 36mUnited Airlines
Deal found 10/18$167
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/35:17 pmORF - BOS
1 stop4h 17mUnited Airlines
Thu 11/65:30 amBOS - ORF
1 stop4h 16mUnited Airlines
Deal found 10/20$177
This Cheapflightsfares deal was found by Cheapflights users on 10/19. 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.
Thu 12/48:38 amORF - BOS
1 stop11h 59mSpirit Airlines
Sun 12/79:32 pmBOS - ORF
1 stop10h 11mSpirit Airlines
Deal found 10/19$185
This CheapOair deal was found by Cheapflights users on 10/18. 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.
Wed 12/39:26 pmORF - BOS
1 stop11h 50mSpirit Airlines
Sat 12/69:32 pmBOS - ORF
1 stop10h 11mSpirit Airlines
Deal found 10/18$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 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 Flightnetwork deal was found by Cheapflights users on 10/19. 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.
Wed 12/39:26 pmORF - BOS
1 stop11h 50mSpirit Airlines
Wed 12/109:32 pmBOS - ORF
1 stop10h 11mSpirit Airlines
Deal found 10/19$190
This United Airlines deal was found by Cheapflights users on 10/19. 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.
Thu 11/68:05 pmORF - BOS
1 stop3h 37mUnited Airlines
Sun 11/96:32 amBOS - ORF
1 stop4h 17mUnited Airlines
Deal found 10/19$197
This Southwest deal was found by Cheapflights users on 10/19. 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 11/64:15 pmORF - BOS
1 stop4h 30mSouthwest
Mon 11/105:35 amBOS - ORF
1 stop3h 50mSouthwest
Deal found 10/19$207
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
Mon 11/173:55 pmBOS - ORF
2 stops25h 43mMultiple Airlines
Deal found 10/20$214
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.
Fri 11/77:53 pmORF - BOS
1 stop28h 06mSpirit Airlines
Tue 11/116:16 amBOS - ORF
1 stop12h 42mSpirit Airlines
Deal found 10/20$215
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 11/67:53 pmORF - BOS
1 stop28h 06mSpirit Airlines
Tue 11/116:16 amBOS - ORF
1 stop12h 42mSpirit Airlines
Deal found 10/19$216

Cheap 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 October 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$151
(Southwest)

One-way from

$81
(Southwest)

Popular in

December

Cheapest in

July

Average price

$197
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. 29% potential increase in price ($110 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 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 October 20, 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

Tue 11/4

12:15 pm-4:35 pm

1 stop4h 20m

Boston Logan Intl

Wed 11/5

5:45 am-9:25 am

1 stop3h 40m

$151

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Fri 11/7

6:04 am-10:29 am

1 stop4h 25m

Boston Logan Intl

Tue 11/11

10:01 am-4:36 pm

1 stop6h 35m

$167

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Fri 11/14

6:04 am-10:43 am

1 stop4h 39m

Boston Logan Intl

Mon 11/17

5:30 am-9:46 am

1 stop4h 16m

$177

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Thu 11/13

4:15 pm-8:45 pm

1 stop4h 30m

Boston Logan Intl

Mon 11/17

5:45 am-9:25 am

1 stop3h 40m

$177

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

Thu 11/13

9:03 pm-8:28 am

1 stop11h 25m

Boston Logan Intl

Sun 11/16

12:59 pm-12:24 pm

1 stop23h 25m

$189

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Sat 11/15

11:30 am-5:05 pm

1 stop5h 35m

Boston Logan Intl

Sat 11/22

8:10 pm-11:55 pm

1 stop3h 45m

$197

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Fri 11/7

6:04 am-10:29 am

1 stop4h 25m

Boston Logan Intl

Tue 11/18

6:00 am-10:27 am

1 stop4h 27m

$197

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Thu 11/6

4:15 pm-8:45 pm

1 stop4h 30m

Boston Logan Intl

Mon 11/10

5:35 am-9:25 am

1 stop3h 50m

$207

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Thu 11/13

6:00 am-10:15 am

1 stop4h 15m

Boston Logan Intl

Sun 11/16

6:00 am-9:20 am

1 stop3h 20m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/19

Showing 1-10 of 23 results
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2
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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 October 17, 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 April is currently the most expensive (average of $93). 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 October 20, 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 48% 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 October 12, 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.

Weekly flight availability from Virginia Beach to Boston

Explore weekly flight availability from Virginia Beach to Boston. 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 20, 2025.

The most flights from V1B to BOS are scheduled on a Monday (33 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (16 on average).

How much does it cost to fly round-trip from Virginia Beach to Boston?

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 October 20, 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
7,976 reviews

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

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
7,976 reviews
Delta
7.9
Good
7,976 reviews

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

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
8,993 reviews
Delta
7.9
Good
7,976 reviews

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

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
11,026 reviews
Delta
7.9
Good
7,976 reviews

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

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
2,907 reviews
Delta
7.9
Good
7,976 reviews

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

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
7,976 reviews

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

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 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 6 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 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 Boston?

    A quick flight from Virginia Beach to Boston can take about 4h 20m. Southwest provides one of the quickest options available for as low as $151. There are 468 mi between Virginia Beach and Boston. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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: ITA Airways (94%), Japan Airlines (93%), Aeromexico( 90%).

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

    While on average a flight from Virginia Beach to Boston is generally $272, our data shows the cheapest flight currently is $73. When looking at the most popular route, (Norfolk - Boston Logan Intl), you can expect to pay $151 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 April is currently the most expensive (average of $93). 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
Lincoln
Lowell
Smithfield
Cranston
Chestnut Hill
Peabody
Quincy
York Beach
Warwick
Swansea
Old Orchard Beach
Brockton
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 October 20, 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%
United AirlinesCheapest$156Average$316FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$166Average$368FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$166Average$294FlexibilityNo cancel feeOn-time71%

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