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$65+ 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 3/30. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — BOS
Apr 1 — Apr 81
Wed 4/1
Wed 4/8
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 March 2, 2026.

This CheapOair deal was found by Cheapflights users on 2/28. 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 4/83:20 pm
ORF
-
BOS
1 stop19h 11m
Multiple Airlines
Sat 4/112:55 pm
BOS
-
ORF
Nonstop1h 40m
Multiple Airlines
Deal found 2/28$180
This United Airlines deal was found by Cheapflights users on 2/26. 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 4/306:00 am
ORF
-
BOS
1 stop6h 45m
United Airlines
Wed 5/67:00 am
BOS
-
ORF
1 stop5h 04m
United Airlines
Deal found 2/26$187
This JetBlue deal was found by Cheapflights users on 2/26. 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.
Fri 5/111:24 am
ORF
-
BOS
Nonstop1h 38m
JetBlue
Mon 5/48:30 am
BOS
-
ORF
1 stop8h 43m
JetBlue
Deal found 2/26$190
This CheapOair deal was found by Cheapflights users on 2/27. 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.
Sat 4/45:30 pm
ORF
-
BOS
Nonstop1h 45m
JetBlue
Wed 4/811:15 am
BOS
-
ORF
1 stop27h 21m
JetBlue
Deal found 2/27$191
This CheapOair deal was found by Cheapflights users on 2/27. 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.
Thu 5/146:43 pm
ORF
-
BOS
1 stop15h 38m
Frontier
Sat 5/1611:16 am
BOS
-
ORF
1 stop6h 33m
Frontier
Deal found 2/27$192
This JetBlue deal was found by Cheapflights users on 2/28. 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.
Sat 4/45:30 pm
ORF
-
BOS
Nonstop1h 45m
JetBlue
Sat 4/112:55 pm
BOS
-
ORF
Nonstop1h 40m
JetBlue
Deal found 2/28$197
This United Airlines deal was found by Cheapflights users on 2/27. 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 4/812:35 pm
ORF
-
BOS
1 stop3h 47m
United Airlines
Sat 4/117:05 am
BOS
-
ORF
1 stop5h 04m
United Airlines
Deal found 2/27$198
This Cheapflightsfares deal was found by Cheapflights users on 2/28. 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 5/1411:24 am
ORF
-
BOS
Nonstop1h 38m
JetBlue
Sat 5/168:50 am
BOS
-
ORF
Nonstop1h 42m
JetBlue
Deal found 2/28$202
This CheapOair deal was found by Cheapflights users on 3/1. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/168:41 pm
ORF
-
BOS
1 stop13h 40m
Multiple Airlines
Wed 4/221:09 pm
BOS
-
ORF
1 stop20h 03m
Multiple Airlines
Deal found 3/1$204
This Priceline deal was found by Cheapflights users on 2/26. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/3011:48 am
ORF
-
BOS
Nonstop1h 38m
Multiple Airlines
Thu 5/711:16 am
BOS
-
ORF
1 stop6h 33m
Multiple Airlines
Deal found 2/26$205
This American Airlines deal was found by Cheapflights users on 2/27. 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 3/169:02 am
ORF
-
BOS
1 stop6h 14m
American Airlines
Tue 3/249:00 am
BOS
-
ORF
1 stop5h 10m
American Airlines
Deal found 2/27$207

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 March 2, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$180
(CheapOair)

One-way from

$65
(Kiwi.com)

Popular in

November

Cheapest in

July

Average price

$292
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. 18% potential increase in price ($54 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 March 2, 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

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Fri 5/1

11:24 am-1:02 pm

Nonstop1h 38m

Boston Logan Intl

Mon 5/4

8:30 am-5:13 pm

1 stop8h 43m

$215

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Mon 3/30

6:10 pm-7:53 pm

Nonstop1h 43m

Boston Logan Intl

Thu 4/2

3:25 pm-5:05 pm

Nonstop1h 40m

$217

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Wed 3/18

11:48 am-5:19 pm

1 stop5h 31m

Boston Logan Intl

Sun 3/22

5:45 am-9:43 am

1 stop3h 58m

$243

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Fri 5/1

5:14 pm-11:35 pm

1 stop6h 21m

Boston Logan Intl

Mon 5/4

5:28 pm-11:32 pm

1 stop6h 04m

$247

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Fri 5/8

6:14 pm-10:14 pm

1 stop4h 00m

Boston Logan Intl

Mon 5/11

3:32 pm-11:50 pm

2 stops8h 18m

$248

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Thu 4/23

6:00 am-9:54 am

1 stop3h 54m

Boston Logan Intl

Sun 4/26

6:30 pm-10:36 pm

1 stop4h 06m

$257

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Wed 4/8

8:40 am-12:15 pm

1 stop3h 35m

Boston Logan Intl

Sat 4/11

5:25 am-9:50 am

1 stop4h 25m

$301

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Wed 4/22

11:24 am-1:02 pm

Nonstop1h 38m

Boston Logan Intl

Wed 4/29

8:50 am-10:32 am

Nonstop1h 42m

$335

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Thu 3/19

7:20 pm-8:10 am

2 stops12h 50m

Boston Logan Intl

Sat 3/21

5:15 am-9:15 am

1 stop4h 00m

$342

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Thu 4/16

11:24 am-1:02 pm

Nonstop1h 38m

Boston Logan Intl

Sun 4/19

8:50 am-10:32 am

Nonstop1h 42m

$352

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/26

Showing 1-10 of 21 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

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 February 27, 2026.

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 March 2, 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 69% 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 February 21, 2026.

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 March 2, 2026.

The most flights from V1B to BOS are scheduled on a Monday (15 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (7 on average).

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 March 2, 2026.
Read through reviews of airlines operating flights from Virginia Beach to Boston, such as Southwest, Delta, and Allegiant Air. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,307 reviews

Overall

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Feb 2026

DEN - BDL

Weird they cancelled a direct and rerouted me on a connecting flight to get in 10 hours later. What was the point? Crew and flight were great, but not sure what's going on with Southwest.
Southwest
8.0
Very good
4,307 reviews
Southwest
8.0
Very good
4,307 reviews

Overall

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Feb 2026

DEN - BDL

Weird they cancelled a direct and rerouted me on a connecting flight to get in 10 hours later. What was the point? Crew and flight were great, but not sure what's going on with Southwest.
Delta
7.9
Good
8,238 reviews
Southwest
8.0
Very good
4,307 reviews

Overall

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Feb 2026

DEN - BDL

Weird they cancelled a direct and rerouted me on a connecting flight to get in 10 hours later. What was the point? Crew and flight were great, but not sure what's going on with Southwest.
Allegiant Air
7.3
Good
714 reviews
Southwest
8.0
Very good
4,307 reviews

Overall

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Feb 2026

DEN - BDL

Weird they cancelled a direct and rerouted me on a connecting flight to get in 10 hours later. What was the point? Crew and flight were great, but not sure what's going on with Southwest.
JetBlue
7.2
Good
2,894 reviews
Southwest
8.0
Very good
4,307 reviews

Overall

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Feb 2026

DEN - BDL

Weird they cancelled a direct and rerouted me on a connecting flight to get in 10 hours later. What was the point? Crew and flight were great, but not sure what's going on with Southwest.
American Airlines
7.1
Good
11,371 reviews
Southwest
8.0
Very good
4,307 reviews

Overall

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Feb 2026

DEN - BDL

Weird they cancelled a direct and rerouted me on a connecting flight to get in 10 hours later. What was the point? Crew and flight were great, but not sure what's going on with Southwest.

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 0 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 29 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 1h 38m. JetBlue provides one of the quickest options available for as low as $215. 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 $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: Korean Air (100%), Scandinavian Airlines (89%), Delta( 87%).

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

    While on average a flight from Virginia Beach to Boston is generally $904, our data shows the cheapest flight currently is $93. When looking at the most popular route, (Norfolk - Boston Logan Intl), you can expect to pay $174 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
Medford
Cambridge
Hampton Beach
Watertown
Seekonk
Brockton
Concord
Seabrook
Cranston
Lincoln
Smithfield
Warwick
Peabody
York Beach
Londonderry
Swansea
Old Orchard Beach
Quincy
Lowell
Chelsea

Browse thousands of different options on Cheapflights for your next trip

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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 March 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$45Average$84FlexibilityNo cancel feeOn-time88%
Spirit AirlinesCheapest$81Average$157FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$82Average$149FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$83Average$244FlexibilityNo cancel feeOn-time62%
DeltaCheapest$87Average$247FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$156Average$316FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$166Average$298FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$167Average$291FlexibilityNo cancel feeOn-time71%

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