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$77+ 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 10/21. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — BOS
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
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 78 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 September 11, 2025.

Round-trip from

$126
(Southwest)

One-way from

$77
(Southwest)

Popular in

December

Cheapest in

July

Average price

$175
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. 28% potential increase in price ($98 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 11, 2025.

This Southwest deal was found by Cheapflights users on 9/9. 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.
Tue 10/216:20 pmORF - BOS
1 stop4h 20mSouthwest
Wed 10/295:30 amBOS - ORF
1 stop3h 40mSouthwest
Deal found 9/9$126
This Southwest deal was found by Cheapflights users on 9/9. 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.
Sat 10/183:15 pmORF - BOS
1 stop5h 35mSouthwest
Sat 10/255:05 amBOS - ORF
1 stop4h 15mSouthwest
Deal found 9/9$141
This Priceline deal was found by Cheapflights users on 9/11. 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.
Sat 10/1110:25 amORF - BOS
Nonstop1h 41mJetBlue
Tue 10/147:40 amBOS - ORF
Nonstop1h 59mJetBlue
Deal found 9/11$147
This JetBlue deal was found by Cheapflights users on 9/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/210:23 amORF - BOS
Nonstop1h 41mJetBlue
Sun 10/57:00 amBOS - ORF
Nonstop1h 44mJetBlue
Deal found 9/10$149
This Priceline deal was found by Cheapflights users on 9/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2710:41 amORF - BOS
Nonstop1h 41mJetBlue
Wed 10/17:53 amBOS - ORF
Nonstop1h 44mJetBlue
Deal found 9/10$152
This Southwest deal was found by Cheapflights users on 9/9. 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.
Fri 10/177:10 pmORF - BOS
1 stop5h 30mSouthwest
Tue 10/215:30 amBOS - ORF
1 stop3h 40mSouthwest
Deal found 9/9$154
This Priceline deal was found by Cheapflights users on 9/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2510:23 amORF - BOS
Nonstop1h 41mJetBlue
Sun 10/57:00 amBOS - ORF
Nonstop1h 44mJetBlue
Deal found 9/10$162
This American Airlines deal was found by Cheapflights users on 9/11. 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.
Sat 10/116:07 amORF - BOS
1 stop4h 09mAmerican Airlines
Tue 10/146:28 amBOS - ORF
1 stop5h 52mAmerican Airlines
Deal found 9/11$167
This Trip.com deal was found by Cheapflights users on 9/9. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1110:25 amORF - BOS
Nonstop1h 41mJetBlue
Mon 10/137:40 amBOS - ORF
Nonstop1h 59mJetBlue
Deal found 9/9$168
This United Airlines deal was found by Cheapflights users on 9/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/277:59 pmORF - BOS
1 stop4h 00mUnited Airlines
Wed 10/19:30 amBOS - ORF
1 stop4h 31mUnited Airlines
Deal found 9/10$172
This Southwest deal was found by Cheapflights users on 9/10. 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 11/1510:05 amORF - BOS
2 stops9h 30mSouthwest
Mon 11/175:45 amBOS - ORF
1 stop3h 40mSouthwest
Deal found 9/10$176
This American Airlines deal was found by Cheapflights users on 9/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2712:42 pmORF - BOS
1 stop4h 41mAmerican Airlines
Mon 9/296:30 amBOS - ORF
1 stop5h 44mAmerican Airlines
Deal found 9/10$177

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 September 11, 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

Wed 10/22

6:20 pm-10:40 pm

1 stop4h 20m

Boston Logan Intl

Wed 10/29

5:30 am-11:05 am

1 stop5h 35m

$126

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Sat 10/18

3:15 pm-8:50 pm

1 stop5h 35m

Boston Logan Intl

Sat 10/25

5:05 am-9:20 am

1 stop4h 15m

$141

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Thu 12/11

11:52 am-1:35 pm

Nonstop1h 43m

Boston Logan Intl

Mon 12/15

9:10 am-11:12 am

Nonstop2h 02m

$147

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Fri 10/17

7:10 pm-12:40 am

1 stop5h 30m

Boston Logan Intl

Sat 10/25

5:05 am-9:20 am

1 stop4h 15m

$181

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Fri 10/3

10:23 am-12:04 pm

Nonstop1h 41m

Boston Logan Intl

Sun 10/5

7:00 am-8:44 am

Nonstop1h 44m

$202

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Sat 10/4

1:00 pm-6:28 pm

1 stop5h 28m

Boston Logan Intl

Tue 10/7

9:07 am-11:03 am

Nonstop1h 56m

$207

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Sat 10/18

5:15 pm-7:06 pm

Nonstop1h 51m

Boston Logan Intl

Sat 10/25

5:34 am-12:07 pm

1 stop6h 33m

$207

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Fri 12/12

11:52 am-1:35 pm

Nonstop1h 43m

Boston Logan Intl

Mon 12/15

9:10 am-11:12 am

Nonstop2h 02m

$212

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Tue 10/21

5:35 am-4:30 pm

2 stops10h 55m

Boston Logan Intl

Wed 10/29

5:15 am-3:55 pm

2 stops10h 40m

$215

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Sun 10/12

6:00 am-11:08 am

1 stop5h 08m

Boston Logan Intl

Thu 10/16

5:30 am-9:37 am

1 stop4h 07m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/8

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 August 29, 2025.

To ensure you get the cheapest price possible for a flight from Virginia Beach to Boston, you should look to book at least 78 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, January is the cheapest month in which you can book a flight from Virginia Beach to Boston (average of $218). Flying from Virginia Beach to Boston in July is currently the most expensive (average of $311). 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 September 11, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Virginia Beach to Boston as you normally would.

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 September 7, 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. Sunday mornings 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 September 11, 2025.

The most flights from V1B to BOS are scheduled on a Thursday (32 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (16 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 September 11, 2025.
Read through reviews of airlines operating flights from Virginia Beach to Boston, such as Delta, American Airlines, and JetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,960 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
JetBlue
7.2
Good
2,913 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Allegiant Air
7.2
Good
702 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Spirit Airlines
6.3
Okay
8,023 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 4 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 14 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 41m. Southwest provides one of the quickest options available for as low as $202. 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: Etihad Airways (100%), WestJet (100%), Japan Airlines( 97%).

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

    While on average a flight from Virginia Beach to Boston is generally $636, 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 $126 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, January is the cheapest month in which you can book a flight from Virginia Beach to Boston (average of $218). Flying from Virginia Beach to Boston in July is currently the most expensive (average of $311). 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
Chelsea
Warwick
Peabody
Quincy
York Beach
Swansea
Waltham
Saugus
Burlington

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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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$48Average$90FlexibilityNo cancel feeOn-time88%
Spirit AirlinesCheapest$81Average$168FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$82Average$114FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$94Average$287FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$94Average$209FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$166Average$370FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$166Average$322FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$174Average$324FlexibilityNo cancel feeOn-time71%

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