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Isle of Wight

$90+ 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 4/12. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — RIC
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
1 adult, Economy
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Cheapflights Tip: The best prices from Boston Logan Intl to Isle of Wight are usually found in September or May, booked 51 days in advance, depart on a Monday or Tuesday and return on a Monday

Cheap 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 March 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$132
(JetBlue)

One-way from

$90
(CheapOair)

Popular in

December

Cheapest in

September

Average price

$308
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
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One-way flight from Boston Logan Intl to Isle of Wight
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Highest demand for flights based on searches. 25% potential increase in price ($84 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Find 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 March 28, 2025.

This JetBlue deal was found by Cheapflights users on 3/27. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/13:30 pmBOS - ORF
Nonstop1h 35mJetBlue
Tue 5/66:02 pmORF - BOS
Nonstop1h 29mJetBlue
Deal found 3/27$132
This Mytrip deal was found by Cheapflights users on 3/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/14:50 pmBOS - ORF
Nonstop1h 40mSpirit Airlines
Tue 5/65:09 pmORF - BOS
1 stop16h 00mSpirit Airlines
Deal found 3/27$136
This Priceline deal was found by Cheapflights users on 3/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/65:05 amBOS - ORF
1 stop5h 52mMultiple Airlines
Thu 5/17:25 pmORF - BOS
Nonstop1h 39mMultiple Airlines
Deal found 3/27$148
This Southwest deal was found by Cheapflights users on 3/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/15:30 amBOS - ORF
1 stop4h 50mSouthwest
Tue 5/65:40 pmORF - BOS
1 stop3h 25mSouthwest
Deal found 3/27$151
This American Airlines deal was found by Cheapflights users on 3/27. 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.
Tue 4/155:15 amBOS - ORF
1 stop5h 51mAmerican Airlines
Mon 4/218:13 pmORF - BOS
1 stop4h 17mAmerican Airlines
Deal found 3/27$188
This Delta deal was found by Cheapflights users on 3/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/19:00 amBOS - ORF
1 stop6h 13mDelta
Sat 5/39:07 amORF - BOS
Nonstop1h 53mDelta
Deal found 3/27$202
This United Airlines deal was found by Cheapflights users on 3/27. 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.
Thu 5/15:30 amBOS - ORF
1 stop3h 51mUnited Airlines
Mon 5/58:00 pmORF - BOS
1 stop3h 59mUnited Airlines
Deal found 3/27$211
This CheapOair deal was found by Cheapflights users on 3/27. 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.
Wed 4/236:00 amBOS - ORF
1 stop28h 32mFrontier
Sun 4/2711:22 amORF - BOS
1 stop13h 22mFrontier
Deal found 3/27$280

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 March 28, 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

Thu 5/1

3:30 pm-5:05 pm

Nonstop1h 35m

Norfolk

Tue 5/6

6:02 pm-7:31 pm

Nonstop1h 29m

$132

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Thu 5/1

4:50 pm-6:30 pm

Nonstop1h 40m

Norfolk

Tue 5/6

5:09 pm-9:09 am

1 stop16h 00m

$136

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Sun 4/6

5:05 am-10:57 am

1 stop5h 52m

Norfolk

Thu 5/1

7:25 pm-9:04 pm

Nonstop1h 39m

$148

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Thu 5/1

5:30 am-10:20 am

1 stop4h 50m

Norfolk

Tue 5/6

5:40 pm-9:05 pm

1 stop3h 25m

$151

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Tue 4/15

5:15 am-11:06 am

1 stop5h 51m

Norfolk

Mon 4/21

8:13 pm-12:30 am

1 stop4h 17m

$188

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Thu 5/1

9:00 am-3:13 pm

1 stop6h 13m

Norfolk

Sat 5/3

9:07 am-11:00 am

Nonstop1h 53m

$202

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Thu 5/1

5:30 am-9:21 am

1 stop3h 51m

Norfolk

Mon 5/5

8:00 pm-11:59 pm

1 stop3h 59m

$211

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Sun 3/30

6:00 am-5:43 pm

1 stop11h 43m

Norfolk

Sun 4/6

5:41 pm-12:47 am

1 stop7h 06m

$238

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Sat 4/12

6:00 am-2:36 pm

1 stop8h 36m

$90

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Sat 5/17

11:59 am-5:36 pm

1 stop5h 37m

$94

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 17 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 March 21, 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, January is the cheapest month in which you can book a flight from Boston to Isle of Wight (average of $281). Flying from Boston to Isle of Wight in June is currently the most expensive (average of $372). 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 March 28, 2025.

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

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 March 23, 2025.

Travelers seeking maximum savings on their Boston to Isle of Wight flight should consider departing on Saturday at noon 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.

Rainfall in Isle of Wight by month

Plan your trip to Isle of Wight by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Isle of Wight ranges from 2.9 - 5.8 inches per month. July is typically the wettest month, when rainfall can reach 5.8 in. November is typically the driest time to visit Isle of Wight when rainfall is around 2.9 in.

Temperature in Isle of Wight by month

Plan your trip to Isle of Wight by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Isle of Wight, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 42.8 F).

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 March 28, 2025.
Read through reviews of airlines operating flights from Boston to Isle of Wight, such as Southwest, Delta and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.1
Very good
4,273 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,896 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,603 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
JetBlue
7.3
Good
2,923 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Allegiant Air
7.3
Good
731 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 are 0 daily outbound flights to Isle of Wight from 8 different airlines.

  • 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 $90 on Frontier. Other airlines that offer cheap prices include American Airlines from $94 and Spirit Airlines from $95 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 ITA Airways (100%), Virgin Atlantic (86%) and Delta (85%).

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

    While on average a flight from Boston to Isle of Wight is generally $355, our data shows the cheapest flight currently is $68. When looking at the most popular route, (Boston Logan Intl - Norfolk), you can expect to pay $84 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, January is the cheapest month in which you can book a flight from Boston to Isle of Wight (average of $281). Flying from Boston to Isle of Wight in June is currently the most expensive (average of $372). 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

See prices for flight routes from nearby airports that may be better suited for you.
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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 March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$58Average$100FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$62Average$126FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$71Average$178FlexibilityNo cancel feeOn-time65%
DeltaCheapest$102Average$327FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$103Average$229FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$176Average$328FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$177Average$331FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$211Average$398FlexibilityNo cancel feeOn-time63%
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