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$69+ 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 2/3. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — BOS
Feb 14 — Feb 211
Sat 2/14
Sat 2/21
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

Keep the following information in mind while searching for Virginia Beach to Boston flight deals. Data was last updated January 15, 2026.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$136
(Mytrip)

One-way from

$69
(Kiwi.com)

Popular in

November

Cheapest in

July

Average price

$242
Provider with most accurate pricing for Norfolk-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Norfolk-Boston Logan Intl flights.
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From Virginia Beach to Boston Logan Intl
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One-way flight from Virginia Beach to Boston Logan Intl
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Highest demand for flights based on searches. 18% potential increase in price ($55 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 January 15, 2026.

This Mytrip deal was found by Cheapflights users on 1/14. 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 2/37:33 pm
ORF
-
BOS
2 stops19h 05m
Spirit Airlines
Tue 2/105:34 am
BOS
-
ORF
1 stop13h 04m
Spirit Airlines
Deal found 1/14$136
This Kiwi.com deal was found by Cheapflights users on 1/14. 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 1/307:33 pm
ORF
-
BOS
1 stop28h 24m
Spirit Airlines
Tue 2/35:34 am
BOS
-
ORF
1 stop13h 04m
Spirit Airlines
Deal found 1/14$143
This Kiwi.com deal was found by Cheapflights users on 1/13. 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.
Wed 2/46:15 pm
ORF
-
BOS
1 stop22h 33m
Spirit Airlines
Mon 2/95:23 pm
BOS
-
ORF
1 stop25h 15m
Spirit Airlines
Deal found 1/13$148
This Kiwi.com deal was found by Cheapflights users on 1/14. 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 2/67:33 pm
ORF
-
BOS
1 stop21h 15m
Spirit Airlines
Mon 2/95:23 pm
BOS
-
ORF
1 stop25h 15m
Spirit Airlines
Deal found 1/14$150
This Kiwi.com deal was found by Cheapflights users on 1/14. 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 1/2911:43 am
ORF
-
BOS
1 stop13h 30m
Multiple Airlines
Mon 2/25:23 pm
BOS
-
ORF
1 stop25h 15m
Multiple Airlines
Deal found 1/14$151
This Kiwi.com deal was found by Cheapflights users on 1/14. 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.
Sun 2/111:43 am
ORF
-
BOS
1 stop13h 30m
Multiple Airlines
Tue 2/35:34 am
BOS
-
ORF
1 stop13h 04m
Multiple Airlines
Deal found 1/14$156
This Kiwi.com deal was found by Cheapflights users on 1/15. 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 2/76:45 am
ORF
-
BOS
1 stop7h 53m
Spirit Airlines
Tue 2/105:34 am
BOS
-
ORF
1 stop13h 04m
Spirit Airlines
Deal found 1/15$158
This Kiwi.com deal was found by Cheapflights users on 1/15. 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 1/307:33 pm
ORF
-
BOS
2 stops19h 05m
Spirit Airlines
Mon 2/25:23 pm
BOS
-
ORF
1 stop25h 15m
Spirit Airlines
Deal found 1/15$164
This Kiwi.com deal was found by Cheapflights users on 1/14. 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 1/307:33 pm
ORF
-
BOS
1 stop28h 24m
Spirit Airlines
Sun 2/15:34 am
BOS
-
ORF
1 stop13h 04m
Spirit Airlines
Deal found 1/14$166
This Mytrip deal was found by Cheapflights users on 1/14. 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.
Sat 1/316:45 am
ORF
-
BOS
1 stop7h 53m
Spirit Airlines
Mon 2/25:34 am
BOS
-
ORF
1 stop13h 04m
Spirit Airlines
Deal found 1/14$169

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 January 15, 2026.
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 2/3

7:33 pm-11:57 pm

1 stop28h 24m

Boston Logan Intl

Tue 2/10

5:34 am-6:38 pm

1 stop13h 04m

$142

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Wed 2/4

6:15 pm-4:48 pm

1 stop22h 33m

Boston Logan Intl

Mon 2/9

5:23 pm-6:38 pm

1 stop25h 15m

$148

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Fri 1/30

7:33 pm-11:57 pm

1 stop28h 24m

Boston Logan Intl

Mon 2/2

5:23 pm-6:38 pm

1 stop25h 15m

$151

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Fri 1/30

7:33 pm-2:38 pm

2 stops19h 05m

Boston Logan Intl

Tue 2/3

5:34 am-6:38 pm

1 stop13h 04m

$152

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Sun 2/1

11:43 am-1:13 am

1 stop13h 30m

Boston Logan Intl

Tue 2/3

5:34 am-6:38 pm

1 stop13h 04m

$156

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Fri 1/30

7:33 pm-11:57 pm

1 stop28h 24m

Boston Logan Intl

Sun 2/1

5:34 am-6:38 pm

1 stop13h 04m

$166

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Fri 2/13

11:32 am-1:13 am

1 stop13h 41m

Boston Logan Intl

Tue 2/17

6:10 pm-6:26 pm

1 stop24h 16m

$172

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Wed 2/25

7:31 pm-5:15 pm

1 stop21h 44m

Boston Logan Intl

Wed 3/25

5:40 am-7:46 pm

1 stop14h 06m

$175

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Thu 1/22

11:43 am-1:13 am

1 stop13h 30m

Boston Logan Intl

Sun 1/25

6:00 am-10:48 am

1 stop28h 48m

$179

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Tue 2/3

7:33 pm-11:57 pm

1 stop28h 24m

$71

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/14

Showing 1-10 of 19 results
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 January 9, 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 January 15, 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 71% 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 January 10, 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 January 15, 2026.

The most flights from V1B to BOS are scheduled on a Thursday (15 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (6 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 January 15, 2026.
Read through reviews of airlines operating flights from Virginia Beach to Boston, such as Southwest, Delta, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,258 reviews

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,258 reviews
Southwest
8.0
Very good
4,258 reviews

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,049 reviews
Southwest
8.0
Very good
4,258 reviews

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,132 reviews
Southwest
8.0
Very good
4,258 reviews

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
JetBlue
7.2
Good
2,887 reviews
Southwest
8.0
Very good
4,258 reviews

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Allegiant Air
7.2
Good
702 reviews
Southwest
8.0
Very good
4,258 reviews

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 28 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 28h 24m. Spirit Airlines provides one of the quickest options available for as low as $142. 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%), Etihad Airways (92%), Scandinavian Airlines( 87%).

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

    While on average a flight from Virginia Beach to Boston is generally $321, our data shows the cheapest flight currently is $78. When looking at the most popular route, (Norfolk - Boston Logan Intl), you can expect to pay $136 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
Seekonk
Brockton
Warwick
Seabrook
Cranston
Lincoln
Lowell
Smithfield
Peabody
Quincy
York Beach
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 January 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$45Average$84FlexibilityNo cancel feeOn-time88%
Spirit AirlinesCheapest$81Average$178FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$82Average$149FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$83Average$244FlexibilityNo cancel feeOn-time62%
DeltaCheapest$88Average$242FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$156Average$312FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$166Average$330FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$176Average$292FlexibilityNo cancel feeOn-time71%

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