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Isle of Wight

$58+ Cheap flights from Boston (BOS) to Isle of Wight, VA

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 1/23. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — RIC
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheapflights Tip: The best prices from Boston Logan Intl to Isle of Wight are usually found in June or July, booked 51 days in advance, depart on a Monday or Friday and return on a Friday

Cheap flight deals from Boston to Isle of Wight

Cheapest flights from Boston to Isle of Wight
Explore the most affordable flight options available from Boston to Isle of Wight. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 12, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/168:11 pmBOS - ORF
1 stop22h 50mMultiple Airlines
Tue 12/233:11 pmORF - BOS
1 stop20h 23mMultiple Airlines
Deal found 12/9$220
This Southwest deal was found by Cheapflights users on 12/10. 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.
Wed 12/315:35 pmBOS - ORF
1 stop4h 25mSouthwest
Thu 1/16:05 amORF - BOS
1 stop3h 35mSouthwest
Deal found 12/10$242
This Kiwi.com deal was found by Cheapflights users on 12/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/168:11 pmBOS - ORF
1 stop22h 50mMultiple Airlines
Sun 12/213:09 pmORF - BOS
1 stop18h 52mMultiple Airlines
Deal found 12/9$273
This American Airlines deal was found by Cheapflights users on 12/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/167:00 pmBOS - ORF
1 stop3h 53mAmerican Airlines
Sun 12/214:15 pmORF - BOS
1 stop4h 56mAmerican Airlines
Deal found 12/9$277
This Expedia deal was found by Cheapflights users on 12/10. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/138:11 pmBOS - ORF
1 stop11h 32mSpirit Airlines
Mon 12/158:38 amORF - BOS
1 stop10h 28mSpirit Airlines
Deal found 12/10$283
This Kiwi.com deal was found by Cheapflights users on 12/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/1412:57 pmBOS - ORF
1 stop18h 46mMultiple Airlines
Mon 12/227:40 pmORF - BOS
1 stop14h 21mMultiple Airlines
Deal found 12/9$284
This United Airlines deal was found by Cheapflights users on 12/10. 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.
Fri 12/265:20 amBOS - ORF
1 stop4h 35mUnited Airlines
Thu 1/16:20 amORF - BOS
1 stop4h 17mUnited Airlines
Deal found 12/10$289
This American Airlines deal was found by Cheapflights users on 12/11. 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.
Tue 12/235:59 amBOS - ORF
1 stop3h 43mAmerican Airlines
Thu 12/256:00 amORF - BOS
1 stop4h 14mAmerican Airlines
Deal found 12/11$293
This American Airlines deal was found by Cheapflights users on 12/10. 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.
Wed 12/171:50 pmBOS - ORF
1 stop3h 54mAmerican Airlines
Thu 12/185:00 amORF - BOS
1 stop6h 06mAmerican Airlines
Deal found 12/10$297
This American Airlines deal was found by Cheapflights users on 12/11. 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.
Thu 12/1811:00 amBOS - ORF
1 stop5h 55mAmerican Airlines
Wed 12/313:42 pmORF - BOS
1 stop3h 37mAmerican Airlines
Deal found 12/11$307

Find flight deals from Boston to Isle of Wight

Keep the following information in mind while searching for Boston to Isle of Wight flight deals. Data was last updated December 12, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$199
(Mytrip)

One-way from

$58
(Mytrip)

Popular in

November

Cheapest in

June

Average price

$352
Provider with most accurate pricing for Boston Logan Intl-Norfolk flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Norfolk flights.
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From Boston Logan Intl to Isle of Wight
Search Deals
One-way flight from Boston Logan Intl to Isle of Wight
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($59 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Boston to Isle of Wight 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 December 12, 2025.
Use the filters below to find and compare flights from Boston to Isle of Wight that are best for you.

Fly from

Boston

Fly to

Isle of Wight

Route

Depart

Return

Price

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Wed 1/7

5:50 am-9:40 am

1 stop3h 50m

Norfolk

Wed 1/14

6:30 am-12:25 pm

1 stop5h 55m

$207

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Fri 1/23

11:21 am-4:10 pm

1 stop4h 49m

Norfolk

Tue 1/27

7:26 pm-11:51 pm

1 stop4h 25m

$207

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Fri 1/23

11:21 am-4:10 pm

1 stop4h 49m

Norfolk

Sun 1/25

7:10 am-11:41 am

1 stop4h 31m

$207

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Fri 1/30

4:20 pm-10:58 pm

1 stop6h 38m

Norfolk

Sun 2/1

7:10 am-11:41 am

1 stop4h 31m

$207

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Tue 1/27

5:50 am-4:45 pm

2 stops10h 55m

Norfolk

Thu 1/29

12:40 pm-4:10 pm

1 stop3h 30m

$222

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Fri 2/20

5:00 am-2:25 pm

2 stops9h 25m

Norfolk

Tue 2/24

8:50 am-2:20 pm

1 stop5h 30m

$247

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Thu 3/19

7:05 am-11:06 am

1 stop4h 01m

Norfolk

Sun 3/22

6:00 am-11:06 am

1 stop5h 06m

$257

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Wed 2/11

2:40 pm-9:50 pm

2 stops7h 10m

Norfolk

Mon 2/16

7:55 pm-11:40 pm

1 stop3h 45m

$257

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Tue 3/3

5:05 pm-11:01 pm

1 stop5h 56m

Norfolk

Sat 3/7

7:03 am-11:12 am

1 stop4h 09m

$259

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Fri 1/30

5:34 am-9:50 pm

2 stops16h 16m

Norfolk

Sun 2/1

6:45 am-5:44 pm

2 stops10h 59m

$261

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

Showing 1-10 of 22 results
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Best time to book a flight from Boston to Isle of Wight

Have a flexible travel schedule? Discover the best time to fly to Isle of Wight from Boston 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 Boston to Isle of Wight

How far ahead should I book a flight from Boston to Isle of Wight?

Use this chart to determine the optimal time to book a round-trip flight from Boston to Isle of Wight. Price data was last updated on December 5, 2025.

The best time to book flights from Boston to Isle of Wight is 51 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Boston to Isle of Wight?

Currently, July is the cheapest month in which you can book a flight from Boston to Isle of Wight (average of $52). Flying from Boston to Isle of Wight in April is currently the most expensive (average of $88). 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 BOS to I1W?

Find hourly flight availability from Boston to Isle of Wight. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 12, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 44% on flights from Boston to Isle of Wight by exploring options for tickets in the evening.

What is the cheapest day to fly from Boston to Isle of Wight?

Use this chart to determine the cheapest time to fly round-trip from Boston to Isle of Wight. Price data was last updated on December 6, 2025.

Travelers seeking maximum savings on their Boston to Isle of Wight flight should consider departing on Tuesday evenings when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Boston to Isle of Wight

Explore weekly flight availability from Boston to Isle of Wight. 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 December 12, 2025.

The most flights from BOS to I1W are scheduled on a Thursday (26 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 on average).

Reviews of airlines servicing Isle of Wight

Get insights into the airlines that provide service to Isle of Wight. 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 Isle of Wight. Reviews last updated December 12, 2025.
Read reviews from past customers who have flown Delta, American Airlines, and JetBlue from Boston to Isle of Wight. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,005 reviews

Boarding

8.1

Food

7.3

Entertainment

7.9

Crew

8.5

Comfort

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,005 reviews
Delta
7.9
Good
8,005 reviews

Boarding

8.1

Food

7.3

Entertainment

7.9

Crew

8.5

Comfort

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,049 reviews
Delta
7.9
Good
8,005 reviews

Boarding

8.1

Food

7.3

Entertainment

7.9

Crew

8.5

Comfort

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
JetBlue
7.2
Good
2,899 reviews
Delta
7.9
Good
8,005 reviews

Boarding

8.1

Food

7.3

Entertainment

7.9

Crew

8.5

Comfort

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Allegiant Air
7.2
Good
699 reviews
Delta
7.9
Good
8,005 reviews

Boarding

8.1

Food

7.3

Entertainment

7.9

Crew

8.5

Comfort

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Spirit Airlines
6.3
Okay
8,176 reviews
Delta
7.9
Good
8,005 reviews

Boarding

8.1

Food

7.3

Entertainment

7.9

Crew

8.5

Comfort

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Boston to Isle of Wight. 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 from for flights from Boston to Isle of Wight?

    Located just 2.6 mi from the city center, Boston Logan Intl is the airport most travelers will use when flying to Isle of Wight from Boston. Booking flights from Logan Intl (BOS) to Isle of Wight should be relatively easy as there is 1 daily outbound flight to Isle of Wight from 8 different airlines.

  • How popular is this Boston to Isle of Wight flight route?

    The Boston Logan Intl to Isle of Wight flight path was viewed by 1 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 Boston to Isle of Wight?

    A quick flight from Boston to Isle of Wight can take about 3h 50m. Southwest provides one of the quickest options available for as low as $207. Boston and Isle of Wight are separated by a distance of 468 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Boston to Isle of Wight one-way?

    One-way options have recently been found by users for as low as $40 on Spirit Airlines. Other airlines that offer cheap prices include Allegiant Air from $48 and Breeze Airways from $70 one-way.

  • What are the most reliable airlines from Boston to Isle of Wight?

    The top 3 most reliable airlines when flying from Boston to Isle of Wight are United Airlines (100%), Aeromexico (100%) and Delta (81%).

  • What are the cheapest flights from Boston to Isle of Wight?

    While on average a flight from Boston to Isle of Wight is generally $245, our data shows the cheapest flight currently is $89. When looking at the most popular route, (Boston Logan Intl - Norfolk), you can expect to pay $128 for that flight.

  • Can I find deals for flights from Boston to Isle of Wight that include hotel bookings?

    Yes. In addition to deals on Boston to Isle of Wight flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Boston to Isle of Wight?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Boston to Isle of Wight.

  • Can I find deals for business class flights from Boston to Isle of Wight?

    Yes. Cheapflights offers flight deals from Boston to Isle of Wight 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 Boston to Isle of Wight?

    Currently, July is the cheapest month in which you can book a flight from Boston to Isle of Wight (average of $52). Flying from Boston to Isle of Wight in April is currently the most expensive (average of $88). 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.

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Alternative routes for Boston to Isle of Wight

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Top 8 airlines flying from Boston to Isle of Wight

Discover the top 8 airlines that operate flights from Boston to Isle of Wight. 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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$49Average$82FlexibilityNo cancel feeOn-time88%
Spirit AirlinesCheapest$59Average$189FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$91Average$159FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$105Average$309FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$105Average$229FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$156Average$304FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$166Average$326FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$166Average$332FlexibilityNo cancel feeOn-time71%

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