HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Isle of Wight

$55+ 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 7/28. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — RIC
Jun 19 — Jun 261
Thu 6/19
Thu 6/26
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Boston to Isle of Wight 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 Boston Logan Intl to Isle of Wight are usually found in September or July, booked 67 days in advance, depart on a Monday or Friday and return on a Friday

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 June 14, 2025.

Round-trip from

$84
(Mytrip)

One-way from

$55
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$183
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. 24% potential increase in price ($80 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2025
Search Deals

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 June 14, 2025.

This Gotogate deal was found by Cheapflights users on 6/12. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/712:51 pmBOS - ORF
Nonstop1h 39mAllegiant Air
Fri 7/1110:25 amORF - BOS
Nonstop1h 36mAllegiant Air
Deal found 6/12$84
This Booking.com deal was found by Cheapflights users on 6/12. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/2712:53 pmBOS - ORF
Nonstop1h 36mMultiple Airlines
Sun 6/2911:34 amORF - BOS
1 stop12h 13mMultiple Airlines
Deal found 6/12$137
This JetBlue deal was found by Cheapflights users on 6/12. 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.
Wed 7/23:18 pmBOS - ORF
Nonstop1h 44mJetBlue
Tue 7/85:57 pmORF - BOS
Nonstop1h 40mJetBlue
Deal found 6/12$157
This American Airlines deal was found by Cheapflights users on 6/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/68:00 amBOS - ORF
1 stop3h 27mAmerican Airlines
Mon 9/85:15 pmORF - BOS
1 stop5h 35mAmerican Airlines
Deal found 6/13$173
This United Airlines deal was found by Cheapflights users on 6/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/306:59 pmBOS - ORF
1 stop4h 37mUnited Airlines
Tue 7/18:10 pmORF - BOS
1 stop3h 49mUnited Airlines
Deal found 6/13$192
This FlightHub deal was found by Cheapflights users on 6/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1012:26 pmBOS - ORF
1 stop5h 09mSpirit Airlines
Fri 7/115:20 pmORF - BOS
1 stop6h 28mSpirit Airlines
Deal found 6/12$194
This Delta deal was found by Cheapflights users on 6/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/89:30 amBOS - ORF
Nonstop1h 53mDelta
Tue 7/155:28 pmORF - BOS
1 stop5h 23mDelta
Deal found 6/13$207
This Southwest deal was found by Cheapflights users on 6/12. 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 10/315:00 amBOS - ORF
2 stops9h 50mSouthwest
Fri 11/76:15 amORF - BOS
1 stop3h 30mSouthwest
Deal found 6/12$288

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 June 14, 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

Mon 7/7

12:51 pm-2:30 pm

Nonstop1h 39m

Norfolk

Fri 7/11

10:25 am-12:01 pm

Nonstop1h 36m

$84

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Fri 6/27

12:53 pm-2:29 pm

Nonstop1h 36m

Norfolk

Sun 6/29

11:34 am-11:47 pm

1 stop12h 13m

$137

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Wed 7/2

3:18 pm-5:02 pm

Nonstop1h 44m

Norfolk

Tue 7/8

5:57 pm-7:37 pm

Nonstop1h 40m

$157

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Thu 8/7

7:34 am-12:13 pm

1 stop4h 39m

Norfolk

Mon 8/18

4:13 pm-10:08 pm

1 stop5h 55m

$159

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Mon 6/30

6:59 pm-11:36 pm

1 stop4h 37m

Norfolk

Tue 7/1

8:10 pm-11:59 pm

1 stop3h 49m

$192

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Thu 7/10

12:26 pm-5:35 pm

1 stop5h 09m

Norfolk

Fri 7/11

5:20 pm-11:48 pm

1 stop6h 28m

$194

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Tue 7/8

9:30 am-11:23 am

Nonstop1h 53m

Norfolk

Tue 7/15

5:28 pm-10:51 pm

1 stop5h 23m

$207

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Fri 10/31

5:00 am-2:50 pm

2 stops9h 50m

Norfolk

Fri 11/7

6:15 am-9:45 am

1 stop3h 30m

$288

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Mon 7/28

12:51 pm-2:30 pm

Nonstop1h 39m

$55

BostonNorfolk

BOS - ORF

BOSORF

Boston Logan Intl

Wed 8/13

12:40 pm-5:15 pm

1 stop4h 35m

$79

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/13

Showing 1-10 of 16 results
1
2

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 June 13, 2025.

The best time to book flights from Boston to Isle of Wight is 67 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 March is currently the most expensive (average of $351). 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 June 14, 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 June 8, 2025.

Travelers seeking maximum savings on their Boston to Isle of Wight flight should consider departing on Monday 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 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 June 14, 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 (19 on average).

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 June 14, 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
8.0
Very good
4,283 reviews

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

Food

7.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,283 reviews
Southwest
8.0
Very good
4,283 reviews

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

Food

7.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,961 reviews
Southwest
8.0
Very good
4,283 reviews

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

Food

7.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,793 reviews
Southwest
8.0
Very good
4,283 reviews

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

Food

7.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
JetBlue
7.3
Good
2,923 reviews
Southwest
8.0
Very good
4,283 reviews

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

Food

7.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Allegiant Air
7.3
Good
724 reviews
Southwest
8.0
Very good
4,283 reviews

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

Food

7.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 3 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 $55 on Allegiant Air. Other airlines that offer cheap prices include Southwest from $79 and JetBlue from $89 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%), LATAM Airlines (100%) and Turkish Airlines (100%).

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

    While on average a flight from Boston to Isle of Wight is generally $202, our data shows the cheapest flight currently is $88. When looking at the most popular route, (Boston Logan Intl - Norfolk), you can expect to pay $87 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 March is currently the most expensive (average of $351). 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

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.

Alternative routes for Boston to Isle of Wight

See prices for flight routes from nearby airports that may be better suited for you.
Boston to Reagan-National flights
Boston to Dulles Intl flights
Boston to Raleigh flights
Boston to Norfolk flights
Boston to Richmond flights
Hartford to Dulles Intl flights
Hartford to Reagan-National flights
Albany to Dulles Intl flights
Albany to Reagan-National flights
Hartford to Raleigh flights
Boston to Greensboro flights
Boston to Charlottesville flights
Albany to Norfolk flights
Hartford to Norfolk flights
Albany to Raleigh flights
Boston to Roanoke flights
Hartford to Roanoke flights
Hyannis to Reagan-National flights
Hartford to Richmond flights
Hartford to Greensboro flights
Hartford to Charlottesville flights
Nantucket to Reagan-National flights
West Tisbury to Reagan-National flights
Hartford to Blountville flights
Hyannis to Raleigh flights
Albany to Richmond flights
Albany to Greensboro flights
Boston to Newport News flights
Worcester to Raleigh flights
Boston to Salisbury flights
Albany to Charlottesville flights
West Tisbury to Richmond flights
Nantucket to Dulles Intl flights
Hyannis to Richmond flights
Hartford to Newport News flights
Hyannis to Dulles Intl flights
Albany to Blountville flights
West Tisbury to Raleigh flights
West Tisbury to Dulles Intl flights
Albany to Roanoke flights
Boston to Blountville flights
New Bedford to Raleigh flights
Hartford to Salisbury flights
Worcester to Dulles Intl flights
Boston to Lynchburg flights
Hartford to Lynchburg flights
Albany to Newport News flights
Provincetown to Raleigh flights
Provincetown to Reagan-National flights
Provincetown to Richmond flights

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 June 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$48Average$87FlexibilityNo cancel feeOn-time88%
Spirit AirlinesCheapest$59Average$164FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$91Average$143FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$102Average$316FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$103Average$227FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$176Average$327FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$186Average$329FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$203Average$394FlexibilityNo cancel feeOn-time63%

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.