$105+ Cheap flights from Boston (BOS) to Isle of Wight, VA
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/17. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — RIC
Oct 15 — Oct 221
Round-trip
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 January or October, booked 83 days in advance, depart on a Thursday or Tuesday and return on a Thursday
Cheap flight deals from Boston to Isle of Wight
Cheapest
Best
Last-minute
One-way
Cheapest flights from Boston to Isle of WightExplore 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 September 15, 2026.
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 September 15, 2026.
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/311:26 am -
1 stop7h 22m
Sun 10/47:43 pm -
1 stop15h 08m
Deal found 9/10![Frontier logo]()
$245
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1711:47 am -
1 stop6h 59m
Tue 11/36:45 pm -
Nonstop2h 15m
Deal found 9/10![Multiple Airlines logo]()
$254
This CheapOair deal was found by Cheapflights users on 9/13. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/311:26 am -
1 stop7h 22m
Wed 10/77:43 pm -
1 stop15h 19m
Deal found 9/13![Frontier logo]()
$255
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/111:17 am -
1 stop7h 31m
Sun 10/47:43 pm -
1 stop15h 08m
Deal found 9/10![Frontier logo]()
$257
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/133:00 pm -
Nonstop1h 43m
Sat 10/247:41 pm -
1 stop15h 21m
Deal found 9/10![Multiple Airlines logo]()
$259
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/145:35 am -
1 stop3h 45m
Wed 10/214:45 pm -
1 stop6h 00m
Deal found 9/14![Southwest logo]()
$264
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/311:26 am -
1 stop7h 22m
Sun 10/47:37 pm -
Nonstop1h 55m
Deal found 9/10![Multiple Airlines logo]()
$269
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2711:45 am -
2 stops8h 10m
Wed 10/284:45 pm -
1 stop6h 00m
Deal found 9/14![Southwest logo]()
$270
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/82:30 pm -
1 stop7h 28m
Sat 12/126:00 am -
1 stop8h 43m
Deal found 9/9![American Airlines logo]()
$277
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/14:45 pm -
Nonstop1h 48m
Sat 10/316:45 pm -
Nonstop2h 15m
Deal found 9/10![JetBlue logo]()
$278
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/111:17 am -
1 stop7h 31m
Sun 10/47:37 pm -
Nonstop1h 55m
Deal found 9/10![Multiple Airlines logo]()
$281
Best flights from Boston to Isle of WightDiscover carefully curated flight deals from Boston to Isle of Wight that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 15, 2026.
Discover carefully curated flight deals from Boston to Isle of Wight that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 15, 2026.
This CheapOair deal was found by Cheapflights users on 9/14. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/153:00 pm -
Nonstop1h 43m
Sun 10/187:41 pm -
1 stop15h 21m
Deal found 9/14![Multiple Airlines logo]()
$304
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/285:35 am -
1 stop6h 15m
Mon 11/26:15 am -
1 stop3h 25m
Deal found 9/11![Southwest logo]()
$307
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/158:20 am -
Nonstop1h 59m
Mon 11/164:46 pm -
1 stop7h 08m
Deal found 9/10![Delta logo]()
$312
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.
Fri 9/254:35 pm -
Nonstop1h 48m
Tue 9/297:27 pm -
Nonstop2h 19m
Deal found 9/10![JetBlue logo]()
$317
This CheapOair deal was found by Cheapflights users on 9/14. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1511:47 am -
1 stop6h 59m
Sun 10/187:41 pm -
1 stop15h 21m
Deal found 9/14![Frontier logo]()
$330
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2810:00 am -
1 stop3h 45m
Mon 11/211:53 am -
Nonstop1h 58m
Deal found 9/11![Delta logo]()
$317
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2811:45 am -
2 stops8h 10m
Sun 11/16:15 am -
1 stop3h 25m
Deal found 9/11![Southwest logo]()
$327
This Delta deal was found by Cheapflights users on 9/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/129:10 am -
Nonstop1h 55m
Tue 11/1710:00 am -
1 stop5h 17m
Deal found 9/12![Delta logo]()
$317
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/67:45 pm -
1 stop3h 50m
Sun 11/86:15 am -
1 stop3h 25m
Deal found 9/14![Southwest logo]()
$346
This Delta deal was found by Cheapflights users on 9/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/129:10 am -
Nonstop1h 55m
Mon 11/166:37 pm -
1 stop4h 40m
Deal found 9/12![Delta logo]()
$317
This Delta deal was found by Cheapflights users on 9/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/98:00 am -
1 stop5h 54m
Sat 11/145:40 am -
1 stop6h 13m
Deal found 9/12![Delta logo]()
$327
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/309:05 am -
Nonstop1h 53m
Wed 9/305:02 pm -
1 stop8h 15m
Deal found 9/14![Delta logo]()
$347
Last-minute flights from Boston to Isle of WightDiscover last-minute flight deals from Boston to Isle of Wight. Data last updated September 15, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Isle of Wight. Data last updated September 15, 2026 and is based on user searches.
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/111:17 am -
1 stop7h 31m
Sun 10/47:43 pm -
1 stop15h 08m
Deal found 9/10![Frontier logo]()
$257
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/14:45 pm -
Nonstop1h 48m
Sat 10/316:45 pm -
Nonstop2h 15m
Deal found 9/10![JetBlue logo]()
$278
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/111:17 am -
1 stop7h 31m
Sun 10/47:37 pm -
Nonstop1h 55m
Deal found 9/10![Multiple Airlines logo]()
$281
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/311:26 am -
1 stop7h 22m
Sun 10/47:43 pm -
1 stop15h 08m
Deal found 9/10![Frontier logo]()
$245
This CheapOair deal was found by Cheapflights users on 9/13. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/311:26 am -
1 stop7h 22m
Wed 10/77:43 pm -
1 stop15h 19m
Deal found 9/13![Frontier logo]()
$255
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/311:26 am -
1 stop7h 22m
Sun 10/47:37 pm -
Nonstop1h 55m
Deal found 9/10![Multiple Airlines logo]()
$269
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/133:00 pm -
Nonstop1h 43m
Sat 10/247:41 pm -
1 stop15h 21m
Deal found 9/10![Multiple Airlines logo]()
$259
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/145:35 am -
1 stop3h 45m
Wed 10/214:45 pm -
1 stop6h 00m
Deal found 9/14![Southwest logo]()
$264
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1711:47 am -
1 stop6h 59m
Tue 11/36:45 pm -
Nonstop2h 15m
Deal found 9/10![Multiple Airlines logo]()
$254
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2711:45 am -
2 stops8h 10m
Wed 10/284:45 pm -
1 stop6h 00m
Deal found 9/14![Southwest logo]()
$270
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/275:35 am -
1 stop3h 45m
Thu 10/295:50 pm -
1 stop6h 05m
Deal found 9/14![Southwest logo]()
$282
One-way flights from Boston to Isle of WightSearch for one-way flight options from Boston to Isle of Wight. Find affordable one-way fares based on user searches. Data last updated September 15, 2026.
Search for one-way flight options from Boston to Isle of Wight. Find affordable one-way fares based on user searches. Data last updated September 15, 2026.
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 10/1711:47 am -
1 stop6h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Frontier logo]()
$105
This Frontier deal was found by Cheapflights users on 9/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/129:35 am -
1 stop8h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Frontier logo]()
$115
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/511:57 am -
1 stop26h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Frontier logo]()
$126
This Super.com 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2411:47 am -
1 stop6h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Frontier logo]()
$127
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/311:57 am -
1 stop26h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Frontier logo]()
$128
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.
Tue 11/2411:06 am -
1 stop6h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Frontier logo]()
$129
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.
Sun 11/2211:06 am -
1 stop6h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Frontier logo]()
$130
This Southwest deal was found by Cheapflights users on 9/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1411:35 am -
1 stop3h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Southwest logo]()
$132
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.
Thu 10/111:17 am -
1 stop7h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Frontier logo]()
$134
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.
Mon 11/238:36 am -
1 stop10h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Frontier logo]()
$135
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/411:57 am -
1 stop29h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Frontier logo]()
$136
This Southwest deal was found by Cheapflights users on 9/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2711:45 am -
2 stops8h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Southwest logo]()
$138
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 September 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $245 (CheapOair) |
One-way from | $105 (Priceline) |
Popular in | November |
Cheapest in | January |
Average price | $277 |
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 7,457,451 searches. Data last updated September 15, 2026.
Use the filters below to find and compare flights from Boston to Isle of Wight that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BostonNorfolk
BOS Boston Logan Intl - ORF Norfolk
BOSORF
Boston Logan Intl
Thu 11/12
11:45 am-5:15 pm
1 stop5h 30m
Norfolk
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$150
BostonNorfolk
BOS Boston Logan Intl - ORF Norfolk
BOSORF
Boston Logan Intl
Wed 11/11
5:30 am-9:10 am
1 stop3h 40m
Norfolk
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$154
BostonNorfolk
BOS Boston Logan Intl - ORF Norfolk
BOSORF
Boston Logan Intl
Thu 11/26
7:45 am-4:25 pm
1 stop8h 40m
Norfolk
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$156
BostonNorfolk
BOS Boston Logan Intl - ORF Norfolk
BOSORF
Boston Logan Intl
Thu 11/12
3:00 pm-10:05 pm
1 stop7h 05m
Norfolk
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$164
BostonNorfolk
BOS Boston Logan Intl - ORF Norfolk
BOSORF
Boston Logan Intl
Fri 10/9
7:00 am-1:45 pm
1 stop6h 45m
Norfolk
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$179
BostonNorfolk
BOS Boston Logan Intl - ORF Norfolk
BOSORF
Boston Logan Intl
Sun 11/8
6:00 am-11:28 am
1 stop5h 28m
Norfolk
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$179
BostonNorfolk
BOS Boston Logan Intl - ORF Norfolk
BOSORF
Boston Logan Intl
Thu 3/4
4:55 pm-11:25 pm
1 stop6h 30m
Norfolk
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$204
Quickest round-trip
BostonNorfolk
BOS Boston Logan Intl - ORF Norfolk
BOSORF
Boston Logan Intl
Sun 10/4
3:15 pm-5:14 pm
Nonstop1h 59m
Norfolk
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$209
BostonNorfolk
BOS Boston Logan Intl - ORF Norfolk
BOSORF
Boston Logan Intl
Sat 1/2
5:45 am-9:51 am
1 stop4h 06m
Norfolk
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$214
BostonNorfolk
BOS Boston Logan Intl - ORF Norfolk
BOSORF
Boston Logan Intl
Thu 10/1
10:40 am-6:25 pm
2 stops7h 45m
Norfolk
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$219
Showing 1-10 of 23 resultsSorted by cheapest first
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.
BOS-ORF
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
BOS-I1W
BOS-ORF
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 September 15, 2026.
Unlike at noon, when flights are generally more expensive, you can save up to 16% on flights from Boston to Isle of Wight by exploring options for tickets in the afternoon.
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 September 15, 2026.
The most flights from BOS to I1W are scheduled on a Monday (23 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 on average).
How much does it cost to fly round-trip from Boston to Isle of Wight?
Airfare is typical for this route at the moment.
Boston to Isle of Wight flights typically cost between $233 and $341 in October.The cheapest round-trip price found within the last 5 days was $245 on Frontier (Oct 3-Oct 4).
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 September 12, 2026.
Travelers seeking maximum savings on their Boston to Isle of Wight flight should consider departing on Thursday at noon when fares are most often at their lowest. Wednesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
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 September 15, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited Airlines 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.
Overall
8.0
Food
7.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Overall
8.0
Food
7.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Overall
8.0
Food
7.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Overall
8.0
Food
7.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Overall
8.0
Food
7.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Overall
8.0
Food
7.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
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.
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
Complete your trip
Flights by cabin class
Other flight options
Other flights from Boston
Popular flights
Top destinations
Alternative routes for Boston to Isle of Wight
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Isle of Wight by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Boston to Isle of Wight by cabin class
Find flights from Boston to Isle of Wight, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Boston and Isle of Wight flights
Browse other Boston and Isle of Wight flight options. Last updated on September 15, 2026.
Other flights from Boston
Browse through other flights departing from Boston. Flights are based on user searches made on Cheapflights and were last updated on September 15, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Boston to Isle of Wight flights
Consider these flights traveling from Boston to Isle of Wight.
Top 6 airlines flying from Boston to Isle of Wight
Discover the top 6 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 7,457,451 searches. Data last updated September 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$104 | Average$321 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$106 | Average$191 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$124 | Average$293 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$158 | Average$342 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$166 | Average$346 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$166 | Average$413 | FlexibilityNo cancel fee | On-time71% |