HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Boston

$66+ 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 5/13. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — BOS
May 7 — May 141
Thu 5/7
Thu 5/14
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Virginia Beach to Boston 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.
Cheapflights Tip: The best prices from Virginia Beach to Boston Logan Intl are usually found in July or August, booked 69 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 April 7, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 4/4. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2110:50 am
ORF
-
BOS
Nonstop1h 41m
JetBlue
Tue 5/268:15 am
BOS
-
ORF
Nonstop1h 45m
JetBlue
Deal found 4/4$187
This Kiwi.com deal was found by Cheapflights users on 4/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/612:00 pm
ORF
-
BOS
1 stop13h 24m
Frontier
Tue 6/169:12 am
BOS
-
ORF
1 stop26h 14m
Frontier
Deal found 4/4$188
This Kiwi.com deal was found by Cheapflights users on 4/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/211:27 am
ORF
-
BOS
2 stops20h 31m
Multiple Airlines
Tue 5/59:31 am
BOS
-
ORF
1 stop25h 40m
Multiple Airlines
Deal found 4/4$189
This Kiwi.com deal was found by Cheapflights users on 4/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/812:06 pm
ORF
-
BOS
1 stop19h 46m
Frontier
Mon 6/1512:01 pm
BOS
-
ORF
1 stop23h 25m
Frontier
Deal found 4/4$190
This Cheapflightsfares deal was found by Cheapflights users on 4/4. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/910:50 am
ORF
-
BOS
Nonstop1h 39m
JetBlue
Wed 6/173:21 pm
BOS
-
ORF
Nonstop1h 43m
JetBlue
Deal found 4/4$192
This Kiwi.com deal was found by Cheapflights users on 4/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/216:34 pm
ORF
-
BOS
1 stop29h 20m
Multiple Airlines
Tue 5/269:12 am
BOS
-
ORF
1 stop25h 59m
Multiple Airlines
Deal found 4/4$194
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/412:31 pm
ORF
-
BOS
1 stop20h 03m
Frontier
Mon 5/1112:01 pm
BOS
-
ORF
1 stop23h 10m
Frontier
Deal found 4/7$195
This Southwest deal was found by Cheapflights users on 4/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:05 am
ORF
-
BOS
1 stop3h 55m
Southwest
Sat 5/22:20 pm
BOS
-
ORF
1 stop3h 50m
Southwest
Deal found 4/4$197
This Expedia deal was found by Cheapflights users on 4/6. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/159:12 pm
ORF
-
BOS
1 stop12h 00m
Multiple Airlines
Mon 5/189:16 am
BOS
-
ORF
Nonstop1h 42m
Multiple Airlines
Deal found 4/6$199
This Kiwi.com deal was found by Cheapflights users on 4/2. 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.
Sat 5/211:27 am
ORF
-
BOS
2 stops20h 31m
Multiple Airlines
Sat 5/912:01 pm
BOS
-
ORF
1 stop23h 10m
Multiple Airlines
Deal found 4/2$200
This Frontier deal was found by Cheapflights users on 4/3. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/148:34 pm
ORF
-
BOS
1 stop12h 38m
Frontier
Sat 5/1610:07 am
BOS
-
ORF
1 stop8h 22m
Frontier
Deal found 4/3$201
This Southwest deal was found by Cheapflights users on 4/6. 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 5/410:05 am
ORF
-
BOS
1 stop6h 00m
Southwest
Tue 5/58:10 am
BOS
-
ORF
2 stops9h 40m
Southwest
Deal found 4/6$202

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 April 7, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$187
(Cheapflightsfares)

One-way from

$66
(Trip.com)

Popular in

November

Cheapest in

July

Average price

$281
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 ($45 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 April 7, 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

Mon 5/11

6:05 am-12:36 pm

1 stop6h 31m

Boston Logan Intl

Mon 5/11

5:28 pm-11:32 pm

1 stop6h 04m

$197

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Sat 5/2

6:05 am-12:51 pm

1 stop6h 46m

Boston Logan Intl

Mon 5/4

7:26 pm-11:32 pm

1 stop4h 06m

$211

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Fri 8/14

6:50 pm-11:23 pm

1 stop4h 33m

Boston Logan Intl

Tue 8/18

9:00 am-10:55 am

Nonstop1h 55m

$237

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Wed 7/8

7:09 pm-11:31 pm

1 stop4h 22m

Boston Logan Intl

Mon 7/20

6:05 am-11:25 am

1 stop5h 20m

$257

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Tue 6/2

4:57 pm-12:59 am

1 stop8h 02m

Boston Logan Intl

Wed 6/3

6:00 am-10:03 am

1 stop4h 03m

$267

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Thu 6/11

7:03 pm-11:27 pm

1 stop4h 24m

Boston Logan Intl

Sun 6/14

8:55 am-10:49 am

Nonstop1h 54m

$297

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Thu 4/30

11:10 am-4:23 pm

1 stop5h 13m

Boston Logan Intl

Sun 5/3

9:30 am-11:21 am

Nonstop1h 51m

$297

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Thu 6/25

7:03 pm-11:27 pm

1 stop4h 24m

Boston Logan Intl

Sun 6/28

12:35 pm-2:31 pm

Nonstop1h 56m

$297

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Tue 6/23

4:57 pm-11:16 pm

1 stop6h 19m

Boston Logan Intl

Fri 6/26

5:45 am-9:39 am

1 stop3h 54m

$307
Quickest round-trip

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Fri 5/1

6:00 am-10:25 am

1 stop4h 25m

Boston Logan Intl

Sun 5/3

9:30 am-11:21 am

Nonstop1h 51m

$307

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/6

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 April 3, 2026.

To ensure you get the cheapest price possible for a flight from Virginia Beach to Boston, you should look to book at least 69 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 April 7, 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 68% 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 April 4, 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. Sunday evenings 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 April 7, 2026.

The most flights from V1B to BOS are scheduled on a Monday (19 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (11 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 April 7, 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
8.0
Very good
4,339 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Overall

8.0

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.
Southwest
8.0
Very good
4,339 reviews
Southwest
8.0
Very good
4,339 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Overall

8.0

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.
Delta
7.9
Good
8,388 reviews
Southwest
8.0
Very good
4,339 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Overall

8.0

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.
Allegiant Air
7.3
Good
706 reviews
Southwest
8.0
Very good
4,339 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Overall

8.0

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.
JetBlue
7.2
Good
2,917 reviews
Southwest
8.0
Very good
4,339 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Overall

8.0

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.
American Airlines
7.1
Good
11,550 reviews
Southwest
8.0
Very good
4,339 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Overall

8.0

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 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 3 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 35 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 33m. United Airlines provides one of the quickest options available for as low as $237. 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 Spirit Airlines from $61 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: Qatar Airways (91%), Aer Lingus (89%), TAP AIR PORTUGAL( 88%).

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

    While on average a flight from Virginia Beach to Boston is generally $267, our data shows the cheapest flight currently is $102. When looking at the most popular route, (Norfolk - Boston Logan Intl), you can expect to pay $164 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
Concord
Hampton Beach
Watertown
Brockton
Seekonk
Cranston
Chelsea
Seabrook
Warwick
Peabody
York Beach
Londonderry
Swansea
Old Orchard Beach
Lincoln
Quincy
Waltham
Lowell

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.

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 April 7, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$45Average$83FlexibilityNo cancel feeOn-time88%
Spirit AirlinesCheapest$81Average$165FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$82Average$142FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$83Average$254FlexibilityNo cancel feeOn-time62%
DeltaCheapest$85Average$258FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$156Average$321FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$171Average$290FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$176Average$293FlexibilityNo cancel feeOn-time71%

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.