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$108+ 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 10/14. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — BOS
Aug 11 — Aug 181
Tue 8/11
Tue 8/18
1 adult, Economy
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Cheapflights Tip: The best prices from Virginia Beach to Boston Logan Intl are usually found in October or September, booked 44 days in advance, depart on a Friday or Monday and return on a Wednesday

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 July 12, 2026.

This United Airlines deal was found by Cheapflights users on 7/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/66:00 am
ORF
-
BOS
1 stop3h 51m
United Airlines
Tue 8/115:45 am
BOS
-
ORF
1 stop3h 49m
United Airlines
Deal found 7/7$203
This Southwest deal was found by Cheapflights users on 7/8. 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 8/512:15 pm
ORF
-
BOS
1 stop6h 20m
Southwest
Wed 8/125:25 am
BOS
-
ORF
1 stop3h 50m
Southwest
Deal found 7/8$204
This American Airlines deal was found by Cheapflights users on 7/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/46:00 am
ORF
-
BOS
1 stop5h 58m
American Airlines
Thu 8/67:00 am
BOS
-
ORF
1 stop4h 03m
American Airlines
Deal found 7/7$207
This SmartFares deal was found by Cheapflights users on 7/9. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:00 pm
ORF
-
BOS
Nonstop1h 43m
JetBlue
Mon 8/312:32 pm
BOS
-
ORF
Nonstop1h 43m
JetBlue
Deal found 7/9$209
This Southwest deal was found by Cheapflights users on 7/8. 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 8/1212:15 pm
ORF
-
BOS
1 stop3h 45m
Southwest
Sat 8/155:00 am
BOS
-
ORF
2 stops11h 55m
Southwest
Deal found 7/8$210
This Southwest deal was found by Cheapflights users on 7/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/155:35 pm
ORF
-
BOS
1 stop4h 05m
Southwest
Thu 8/205:50 am
BOS
-
ORF
1 stop3h 40m
Southwest
Deal found 7/7$213
This Southwest deal was found by Cheapflights users on 7/10. 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.
Sat 10/3110:45 am
ORF
-
BOS
2 stops11h 20m
Southwest
Mon 11/25:10 am
BOS
-
ORF
2 stops12h 05m
Southwest
Deal found 7/10$221
This Super.com deal was found by Cheapflights users on 7/7. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:00 pm
ORF
-
BOS
Nonstop1h 43m
JetBlue
Thu 7/303:27 pm
BOS
-
ORF
Nonstop1h 43m
JetBlue
Deal found 7/7$225
This Southwest deal was found by Cheapflights users on 7/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/63:45 pm
ORF
-
BOS
1 stop6h 25m
Southwest
Thu 8/135:50 am
BOS
-
ORF
1 stop3h 40m
Southwest
Deal found 7/9$226
This JetBlue deal was found by Cheapflights users on 7/8. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/306:00 pm
ORF
-
BOS
Nonstop1h 43m
JetBlue
Mon 8/33:27 pm
BOS
-
ORF
Nonstop1h 43m
JetBlue
Deal found 7/8$227

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 July 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$203
(United Airlines)

One-way from

$108
(Southwest)

Popular in

November

Cheapest in

October

Average price

$248
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. 7% potential increase in price ($21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
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 July 12, 2026.
Use the filters below to find and compare flights from Virginia Beach to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Thu 8/20

6:00 am-9:48 am

1 stop3h 48m

Boston Logan Intl

Thu 8/27

2:28 pm-6:52 pm

1 stop4h 24m

$203

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Sat 10/31

10:45 am-10:05 pm

2 stops11h 20m

Boston Logan Intl

Mon 11/2

5:10 am-5:15 pm

2 stops12h 05m

$221

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Fri 8/14

6:29 pm-10:43 pm

1 stop4h 14m

Boston Logan Intl

Sat 8/22

3:05 pm-5:04 pm

Nonstop1h 59m

$247

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Fri 7/31

6:10 pm-12:10 am

1 stop6h 00m

Boston Logan Intl

Thu 8/13

5:25 am-5:55 pm

2 stops12h 30m

$247

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Wed 8/19

12:40 pm-9:25 pm

2 stops8h 45m

Boston Logan Intl

Wed 8/26

8:15 am-5:20 pm

2 stops9h 05m

$266

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Tue 9/22

10:00 am-2:24 pm

1 stop4h 24m

Boston Logan Intl

Sun 9/27

8:35 am-10:29 am

Nonstop1h 54m

$267
Quickest round-trip

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Fri 7/31

6:00 pm-7:43 pm

Nonstop1h 43m

Boston Logan Intl

Tue 8/4

3:27 pm-5:10 pm

Nonstop1h 43m

$272

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Thu 8/20

3:45 pm-10:10 pm

1 stop6h 25m

Boston Logan Intl

Thu 8/27

5:50 am-3:10 pm

2 stops9h 20m

$276

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Sat 8/15

6:29 pm-10:43 pm

1 stop4h 14m

Boston Logan Intl

Wed 8/19

9:20 am-11:11 am

Nonstop1h 51m

$277

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Sat 8/15

6:25 am-6:55 pm

2 stops12h 30m

Boston Logan Intl

Wed 8/19

5:25 am-9:15 am

1 stop3h 50m

$303

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/10

Showing 1-10 of 22 resultsSorted by cheapest first
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2
3

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

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 July 12, 2026.

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 62% on airfare.

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 July 12, 2026.

The most flights from V1B to BOS are scheduled on a Saturday (23 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (17 on average).

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

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 July 4, 2026.

Travelers seeking maximum savings on their Virginia Beach to Boston 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.

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 July 12, 2026.
Read through reviews of airlines operating flights from Virginia Beach to Boston, such as Southwest,Delta, andAllegiant Air. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,251 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

7.9

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.
Southwest
7.9
Good
4,251 reviews
Southwest
7.9
Good
4,251 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

7.9

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.
Delta
7.8
Good
8,457 reviews
Southwest
7.9
Good
4,251 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

7.9

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.
Allegiant Air
7.3
Good
685 reviews
Southwest
7.9
Good
4,251 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

7.9

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.
American Airlines
7.1
Good
11,805 reviews
Southwest
7.9
Good
4,251 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

7.9

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.
JetBlue
7.1
Good
3,010 reviews
Southwest
7.9
Good
4,251 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

7.9

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.

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 7 daily inbound flights from Virginia Beach from 7 different airlines.

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

    The Virginia Beach to Boston Logan Intl flight path was viewed by 34 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 3h 48m. United Airlines provides one of the quickest options available for as low as $203. 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 cheapest airlines to fly from Virginia Beach to Boston one-way?

    One-way options have recently been found by users for as low as $48 on Allegiant Air. Other airlines that offer cheap prices include Southwest from $75 and JetBlue from $78 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%), EL AL (98%), Scandinavian Airlines( 91%).

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

    While on average a flight from Virginia Beach to Boston is generally $1,130, our data shows the cheapest flight currently is $113. When looking at the most popular route, (Norfolk - Boston Logan Intl), you can expect to pay $204 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.

See more FAQs

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Waltham
Cambridge
Concord
Brockton
Hampton Beach
Seekonk
Cranston
Warwick
Dedham
Peabody
Randolph
Auburn
Fitchburg
York Beach
Chelsea
Londonderry
Swansea
North Falmouth
Smithfield
Braintree

Browse thousands of different options on Cheapflights for your next trip

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Top 7 airlines flying from Virginia Beach to Boston

Discover the top 7 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 July 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$51Average$83FlexibilityNo cancel feeOn-time88%
DeltaCheapest$84Average$278FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$85Average$270FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$92Average$149FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$156Average$322FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$176Average$327FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$181Average$325FlexibilityNo cancel feeOn-time71%

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