$84+ 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 3/28. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — RIC
Apr 17 — Apr 241
Round-trip
1 adult, Economy
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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 June or May, booked 73 days in advance, depart on a Monday or Friday and return on a Friday
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 March 18, 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 March 18, 2026.
This JetBlue deal was found by Cheapflights users on 3/15. 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.
Tue 4/288:50 am
BOS
- ORF
Nonstop1h 42m
JetBlue
Thu 4/3011:48 am
ORF
- BOS
Nonstop1h 38m
JetBlue
Deal found 3/15![JetBlue logo]()
$197
This CheapOair deal was found by Cheapflights users on 3/16. 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.
Mon 4/133:25 pm
BOS
- ORF
Nonstop1h 40m
Multiple Airlines
Mon 4/206:02 pm
ORF
- BOS
1 stop16h 19m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$199
This Cheapflightsfares deal was found by Cheapflights users on 3/15. 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.
Mon 3/303:25 pm
BOS
- ORF
Nonstop1h 48m
JetBlue
Wed 4/16:00 pm
ORF
- BOS
Nonstop1h 45m
JetBlue
Deal found 3/15![JetBlue logo]()
$202
This JetBlue deal was found by Cheapflights users on 3/13. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/274:10 pm
BOS
- ORF
Nonstop1h 50m
JetBlue
Mon 3/306:10 pm
ORF
- BOS
Nonstop1h 43m
JetBlue
Deal found 3/13![JetBlue logo]()
$207
This Priceline deal was found by Cheapflights users on 3/13. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1610:07 am
BOS
- ORF
1 stop8h 22m
Multiple Airlines
Wed 5/2011:24 am
ORF
- BOS
Nonstop1h 38m
Multiple Airlines
Deal found 3/13![Multiple Airlines logo]()
$210
This Cheapflightsfares deal was found by Cheapflights users on 3/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/289:50 am
BOS
- ORF
1 stop11h 57m
Spirit Airlines
Wed 4/16:45 am
ORF
- BOS
1 stop10h 09m
Spirit Airlines
Deal found 3/13![Spirit Airlines logo]()
$211
This Cheapflightsfares deal was found by Cheapflights users on 3/16. 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 4/23:25 pm
BOS
- ORF
Nonstop1h 40m
JetBlue
Thu 4/96:00 pm
ORF
- BOS
Nonstop1h 45m
JetBlue
Deal found 3/16![JetBlue logo]()
$212
This CheapOair deal was found by Cheapflights users on 3/13. 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 5/910:07 am
BOS
- ORF
1 stop8h 22m
Multiple Airlines
Tue 5/1211:24 am
ORF
- BOS
Nonstop1h 38m
Multiple Airlines
Deal found 3/13![Multiple Airlines logo]()
$215
This JetBlue deal was found by Cheapflights users on 3/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/23:25 pm
BOS
- ORF
Nonstop1h 40m
JetBlue
Mon 4/66:00 pm
ORF
- BOS
Nonstop1h 45m
JetBlue
Deal found 3/14![JetBlue logo]()
$216
This KAYAK deal was found by Cheapflights users on 3/17. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/73:25 pm
BOS
- ORF
Nonstop1h 40m
JetBlue
Tue 4/1411:24 am
ORF
- BOS
Nonstop1h 38m
JetBlue
Deal found 3/17![JetBlue logo]()
$217
This Southwest deal was found by Cheapflights users on 3/16. 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 4/146:20 am
BOS
- ORF
1 stop5h 35m
Southwest
Wed 4/1512:45 pm
ORF
- BOS
2 stops9h 55m
Southwest
Deal found 3/16![Southwest logo]()
$222
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 March 18, 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 March 18, 2026.
This JetBlue deal was found by Cheapflights users on 3/12. 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.
Tue 4/73:25 pm
BOS
- ORF
Nonstop1h 40m
JetBlue
Thu 4/96:00 pm
ORF
- BOS
Nonstop1h 45m
JetBlue
Deal found 3/12![JetBlue logo]()
$197
This Southwest deal was found by Cheapflights users on 3/14. 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 4/247:25 pm
BOS
- ORF
1 stop3h 30m
Southwest
Wed 4/2911:10 am
ORF
- BOS
1 stop6h 05m
Southwest
Deal found 3/14![Southwest logo]()
$217
This United Airlines deal was found by Cheapflights users on 3/17. 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 4/96:00 am
BOS
- ORF
1 stop5h 54m
United Airlines
Tue 4/146:04 am
ORF
- BOS
1 stop4h 11m
United Airlines
Deal found 3/17![United Airlines logo]()
$307
This American Airlines deal was found by Cheapflights users on 3/17. 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 3/261:00 pm
BOS
- ORF
1 stop3h 23m
American Airlines
Sun 3/296:00 am
ORF
- BOS
1 stop4h 00m
American Airlines
Deal found 3/17![American Airlines logo]()
$367
This Southwest deal was found by Cheapflights users on 3/15. 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 6/47:50 pm
BOS
- ORF
1 stop3h 45m
Southwest
Sat 6/65:40 pm
ORF
- BOS
1 stop5h 55m
Southwest
Deal found 3/15![Southwest logo]()
$217
This Southwest deal was found by Cheapflights users on 3/16. 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 5/279:15 am
BOS
- ORF
2 stops11h 35m
Southwest
Thu 5/285:25 pm
ORF
- BOS
1 stop6h 30m
Southwest
Deal found 3/16![Southwest logo]()
$228
This Southwest deal was found by Cheapflights users on 3/16. 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 4/146:20 am
BOS
- ORF
1 stop3h 40m
Southwest
Tue 4/2112:45 pm
ORF
- BOS
2 stops9h 55m
Southwest
Deal found 3/16![Southwest logo]()
$287
This JetBlue deal was found by Cheapflights users on 3/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/303:25 pm
BOS
- ORF
Nonstop1h 48m
JetBlue
Fri 4/36:00 pm
ORF
- BOS
Nonstop1h 45m
JetBlue
Deal found 3/14![JetBlue logo]()
$370
This Southwest deal was found by Cheapflights users on 3/16. 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 4/187:25 pm
BOS
- ORF
1 stop3h 40m
Southwest
Tue 4/2112:45 pm
ORF
- BOS
1 stop9h 45m
Southwest
Deal found 3/16![Southwest logo]()
$292
Last-minute flights from Boston to Isle of WightDiscover last-minute flight deals from Boston to Isle of Wight. Data last updated March 18, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Isle of Wight. Data last updated March 18, 2026 and is based on user searches.
This JetBlue deal was found by Cheapflights users on 3/12. 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.
Fri 3/274:10 pm
BOS
- ORF
Nonstop1h 50m
JetBlue
Wed 4/16:00 pm
ORF
- BOS
Nonstop1h 45m
JetBlue
Deal found 3/12![JetBlue logo]()
$207
This Cheapflightsfares deal was found by Cheapflights users on 3/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/289:50 am
BOS
- ORF
1 stop11h 57m
Spirit Airlines
Wed 4/16:45 am
ORF
- BOS
1 stop10h 09m
Spirit Airlines
Deal found 3/13![Spirit Airlines logo]()
$211
This Cheapflightsfares deal was found by Cheapflights users on 3/16. 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.
Mon 3/303:25 pm
BOS
- ORF
Nonstop1h 48m
JetBlue
Tue 3/316:00 pm
ORF
- BOS
Nonstop1h 45m
JetBlue
Deal found 3/16![JetBlue logo]()
$202
This Cheapflightsfares deal was found by Cheapflights users on 3/16. 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 4/23:25 pm
BOS
- ORF
Nonstop1h 40m
JetBlue
Thu 4/96:00 pm
ORF
- BOS
Nonstop1h 45m
JetBlue
Deal found 3/16![JetBlue logo]()
$212
This JetBlue deal was found by Cheapflights users on 3/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/23:25 pm
BOS
- ORF
Nonstop1h 40m
JetBlue
Mon 4/66:00 pm
ORF
- BOS
Nonstop1h 45m
JetBlue
Deal found 3/14![JetBlue logo]()
$216
This KAYAK deal was found by Cheapflights users on 3/17. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/73:25 pm
BOS
- ORF
Nonstop1h 40m
JetBlue
Tue 4/1411:24 am
ORF
- BOS
Nonstop1h 38m
JetBlue
Deal found 3/17![JetBlue logo]()
$217
This JetBlue deal was found by Cheapflights users on 3/15. 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.
Tue 4/73:25 pm
BOS
- ORF
Nonstop1h 40m
JetBlue
Thu 4/96:00 pm
ORF
- BOS
Nonstop1h 45m
JetBlue
Deal found 3/15![JetBlue logo]()
$227
This CheapOair deal was found by Cheapflights users on 3/16. 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.
Mon 4/133:25 pm
BOS
- ORF
Nonstop1h 40m
Multiple Airlines
Mon 4/206:02 pm
ORF
- BOS
1 stop16h 19m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$199
This Southwest deal was found by Cheapflights users on 3/16. 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 4/146:20 am
BOS
- ORF
1 stop5h 35m
Southwest
Wed 4/1512:45 pm
ORF
- BOS
2 stops9h 55m
Southwest
Deal found 3/16![Southwest logo]()
$222
This CheapOair deal was found by Cheapflights users on 3/13. 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.
Thu 4/168:50 am
BOS
- ORF
Nonstop1h 42m
Multiple Airlines
Mon 4/206:02 pm
ORF
- BOS
1 stop16h 19m
Multiple Airlines
Deal found 3/13![Multiple Airlines logo]()
$229
This JetBlue deal was found by Cheapflights users on 3/15. 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.
Tue 4/288:50 am
BOS
- ORF
Nonstop1h 42m
JetBlue
Thu 4/3011:48 am
ORF
- BOS
Nonstop1h 38m
JetBlue
Deal found 3/15![JetBlue logo]()
$197
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 March 18, 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 March 18, 2026.
This Super.com deal was found by Cheapflights users on 3/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/289:50 am
BOS
- ORF
1 stop11h 57m
Spirit Airlines
Deal found 3/12![Spirit Airlines logo]()
$84
This Super.com deal was found by Cheapflights users on 3/13. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/319:45 am
BOS
- ORF
1 stop12h 02m
Spirit Airlines
Deal found 3/13![Spirit Airlines logo]()
$92
This Super.com deal was found by Cheapflights users on 3/14. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/133:25 pm
BOS
- ORF
Nonstop1h 40m
JetBlue
Deal found 3/14![JetBlue logo]()
$97
This Super.com deal was found by Cheapflights users on 3/16. 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.
Tue 5/128:50 am
BOS
- ORF
Nonstop1h 42m
JetBlue
Deal found 3/16![JetBlue logo]()
$98
This Super.com deal was found by Cheapflights users on 3/13. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/58:15 am
BOS
- ORF
Nonstop1h 44m
JetBlue
Deal found 3/13![JetBlue logo]()
$103
This Delta deal was found by Cheapflights users on 3/16. 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 6/169:00 am
BOS
- ORF
Nonstop1h 55m
Delta
Deal found 3/16![Delta logo]()
$104
This Super.com deal was found by Cheapflights users on 3/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/269:45 am
BOS
- ORF
1 stop12h 02m
Spirit Airlines
Deal found 3/12![Spirit Airlines logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 3/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/138:44 am
BOS
- ORF
2 stops26h 27m
Frontier
Deal found 3/13![Frontier logo]()
$106
This Super.com deal was found by Cheapflights users on 3/16. 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.
Thu 4/168:50 am
BOS
- ORF
Nonstop1h 42m
JetBlue
Deal found 3/16![JetBlue logo]()
$107
This Southwest deal was found by Cheapflights users on 3/16. 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 4/156:20 am
BOS
- ORF
1 stop5h 35m
Southwest
Deal found 3/16![Southwest logo]()
$109
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 March 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $197 (JetBlue) |
One-way from | $84 (Super.com) |
Popular in | November |
Cheapest in | June |
Average price | $319 |
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 18, 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
Quickest round-trip
BostonNorfolk
BOS - ORF
BOSORF
Boston Logan Intl
Tue 4/7
3:25 pm-5:05 pm
Nonstop1h 40m
Norfolk
Thu 4/9
6:00 pm-7:45 pm
Nonstop1h 45m
$197
BostonNorfolk
BOS - ORF
BOSORF
Boston Logan Intl
Fri 4/24
7:25 pm-10:55 pm
1 stop3h 30m
Norfolk
Wed 4/29
11:10 am-5:15 pm
1 stop6h 05m
$217
BostonNorfolk
BOS - ORF
BOSORF
Boston Logan Intl
Thu 6/4
7:50 pm-11:35 pm
1 stop3h 45m
Norfolk
Sat 6/6
5:40 pm-11:35 pm
1 stop5h 55m
$217
BostonNorfolk
BOS - ORF
BOSORF
Boston Logan Intl
Wed 5/27
9:15 am-8:50 pm
2 stops11h 35m
Norfolk
Thu 5/28
5:25 pm-11:55 pm
1 stop6h 30m
$228
BostonNorfolk
BOS - ORF
BOSORF
Boston Logan Intl
Tue 4/14
6:20 am-10:00 am
1 stop3h 40m
Norfolk
Tue 4/21
12:45 pm-10:40 pm
2 stops9h 55m
$287
BostonNorfolk
BOS - ORF
BOSORF
Boston Logan Intl
Sat 4/18
7:25 pm-11:05 pm
1 stop3h 40m
Norfolk
Tue 4/21
12:45 pm-10:30 pm
1 stop9h 45m
$292
BostonNorfolk
BOS - ORF
BOSORF
Boston Logan Intl
Thu 4/9
6:00 am-11:54 am
1 stop5h 54m
Norfolk
Tue 4/14
6:04 am-10:15 am
1 stop4h 11m
$307
BostonNorfolk
BOS - ORF
BOSORF
Boston Logan Intl
Thu 3/26
1:00 pm-4:23 pm
1 stop3h 23m
Norfolk
Sun 3/29
6:00 am-10:00 am
1 stop4h 00m
$367
BostonNorfolk
BOS - ORF
BOSORF
Boston Logan Intl
Mon 3/30
3:25 pm-5:13 pm
Nonstop1h 48m
Norfolk
Fri 4/3
6:00 pm-7:45 pm
Nonstop1h 45m
$370
Cheapest one-way
BostonNorfolk
BOS - ORF
BOSORF
Boston Logan Intl
Tue 6/9
8:15 am-9:59 am
Nonstop1h 44m
$99
Showing 1-10 of 21 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
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 13, 2026.
The best time to book flights from Boston to Isle of Wight is 73 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 March is currently the most expensive (average of $89). 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 18, 2026.
Unlike at noon, when flights are generally more expensive, you can save up to 38% 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 March 14, 2026.
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. 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 March 18, 2026.
The most flights from BOS to I1W are scheduled on a Tuesday (24 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 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 March 18, 2026.
Read reviews from past customers who have flown Southwest,Delta, andAllegiant Air 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.
Food
7.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Food
7.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Food
7.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Food
7.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Food
7.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Food
7.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Related info for your journey
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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 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$47 | Average$151 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$48 | Average$77 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$90 | Average$225 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$92 | Average$276 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$106 | Average$165 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$156 | Average$307 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$166 | Average$281 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$176 | Average$356 | FlexibilityNo cancel fee | On-time71% |