$114+ 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 9/10. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — RIC
Aug 31 — Sep 71
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 October or August, booked 59 days in advance, depart on a Wednesday or Tuesday 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 August 1, 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 August 1, 2026.
This Frontier deal was found by Cheapflights users on 7/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1211:36 am
BOS
- ORF
1 stop7h 12m
Frontier
Sun 9/137:43 pm
ORF
- BOS
1 stop15h 08m
Frontier
Deal found 7/27![Frontier logo]()
$224
This Priceline deal was found by Cheapflights users on 7/30. 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 10/1311:05 am
BOS
- ORF
1 stop6h 25m
Multiple Airlines
Sat 10/175:33 pm
ORF
- BOS
Nonstop2h 21m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$229
This Priceline deal was found by Cheapflights users on 7/27. 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.
Sat 9/1211:36 am
BOS
- ORF
1 stop7h 12m
Multiple Airlines
Sun 9/137:27 pm
ORF
- BOS
Nonstop2h 19m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$244
This Priceline deal was found by Cheapflights users on 7/29. 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 9/1211:36 am
BOS
- ORF
1 stop7h 12m
Multiple Airlines
Thu 9/177:27 pm
ORF
- BOS
Nonstop2h 19m
Multiple Airlines
Deal found 7/29![Multiple Airlines logo]()
$245
This Frontier deal was found by Cheapflights users on 7/30. 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 9/1911:36 am
BOS
- ORF
1 stop7h 12m
Frontier
Sun 9/207:43 pm
ORF
- BOS
1 stop15h 08m
Frontier
Deal found 7/30![Frontier logo]()
$246
This CheapOair deal was found by Cheapflights users on 7/30. 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 10/2111:05 am
BOS
- ORF
1 stop6h 25m
Multiple Airlines
Mon 10/266:50 pm
ORF
- BOS
Nonstop1h 40m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$249
This Priceline deal was found by Cheapflights users on 7/30. 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 9/2411:17 am
BOS
- ORF
1 stop7h 31m
Multiple Airlines
Sat 9/267:27 pm
ORF
- BOS
Nonstop2h 19m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$253
This Super.com deal was found by Cheapflights users on 7/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/193:27 pm
BOS
- ORF
Nonstop1h 43m
JetBlue
Wed 8/266:00 pm
ORF
- BOS
Nonstop1h 43m
JetBlue
Deal found 7/27![JetBlue logo]()
$254
This Cheapflightsfares deal was found by Cheapflights users on 7/26. 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.
Wed 9/94:35 pm
BOS
- ORF
Nonstop1h 48m
JetBlue
Sat 9/127:27 pm
ORF
- BOS
Nonstop2h 19m
JetBlue
Deal found 7/26![JetBlue logo]()
$255
This Delta deal was found by Cheapflights users on 7/29. 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 9/229:05 am
BOS
- ORF
Nonstop1h 53m
Delta
Wed 9/3011:40 am
ORF
- BOS
Nonstop1h 57m
Delta
Deal found 7/29![Delta logo]()
$257
This Priceline deal was found by Cheapflights users on 7/31. 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.
Fri 10/239:15 am
BOS
- ORF
1 stop8h 15m
Multiple Airlines
Mon 10/266:50 pm
ORF
- BOS
Nonstop1h 40m
Multiple Airlines
Deal found 7/31![Multiple Airlines logo]()
$258
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 August 1, 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 August 1, 2026.
This Delta deal was found by Cheapflights users on 7/27. 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.
Wed 10/219:15 am
BOS
- ORF
Nonstop1h 58m
Delta
Mon 10/262:25 pm
ORF
- BOS
1 stop6h 04m
Delta
Deal found 7/27![Delta logo]()
$282
This Southwest deal was found by Cheapflights users on 7/31. 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 10/135:35 am
BOS
- ORF
2 stops8h 30m
Southwest
Sat 10/246:25 am
ORF
- BOS
2 stops10h 05m
Southwest
Deal found 7/31![Southwest logo]()
$302
This United Airlines deal was found by Cheapflights users on 7/27. 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.
Sat 9/123:35 pm
BOS
- ORF
2 stops8h 08m
United Airlines
Sun 9/136:02 am
ORF
- BOS
1 stop3h 46m
United Airlines
Deal found 7/27![United Airlines logo]()
$347
This Delta deal was found by Cheapflights users on 7/29. 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 10/289:15 am
BOS
- ORF
Nonstop1h 58m
Delta
Mon 11/23:13 pm
ORF
- BOS
1 stop5h 55m
Delta
Deal found 7/29![Delta logo]()
$284
This Southwest deal was found by Cheapflights users on 7/26. 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 9/94:55 pm
BOS
- ORF
1 stop4h 00m
Southwest
Wed 9/1612:40 pm
ORF
- BOS
2 stops8h 50m
Southwest
Deal found 7/26![Southwest logo]()
$316
This Delta deal was found by Cheapflights users on 7/26. 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.
Sat 9/58:20 am
BOS
- ORF
Nonstop1h 56m
Delta
Sat 9/122:00 pm
ORF
- BOS
1 stop5h 23m
Delta
Deal found 7/26![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 7/26. 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 10/1411:45 am
BOS
- ORF
2 stops8h 05m
Southwest
Sat 10/1711:20 am
ORF
- BOS
1 stop7h 00m
Southwest
Deal found 7/26![Southwest logo]()
$318
This Delta deal was found by Cheapflights users on 7/27. 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.
Fri 10/237:00 am
BOS
- ORF
1 stop6h 45m
Delta
Mon 10/2610:00 am
ORF
- BOS
1 stop5h 23m
Delta
Deal found 7/27![Delta logo]()
$307
This Southwest deal was found by Cheapflights users on 7/28. 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 9/125:00 am
BOS
- ORF
2 stops10h 00m
Southwest
Sun 9/136:25 pm
ORF
- BOS
1 stop5h 15m
Southwest
Deal found 7/28![Southwest logo]()
$322
This Delta deal was found by Cheapflights users on 7/31. 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 8/201:00 pm
BOS
- ORF
1 stop5h 29m
Delta
Thu 8/2711:55 am
ORF
- BOS
Nonstop1h 53m
Delta
Deal found 7/31![Delta logo]()
$327
This Delta deal was found by Cheapflights users on 7/28. 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.
Fri 8/216:00 pm
BOS
- ORF
1 stop4h 47m
Delta
Fri 8/287:09 pm
ORF
- BOS
1 stop4h 21m
Delta
Deal found 7/28![Delta logo]()
$337
This Delta deal was found by Cheapflights users on 7/29. 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.
Fri 8/289:20 am
BOS
- ORF
Nonstop1h 51m
Delta
Fri 9/45:00 pm
ORF
- BOS
1 stop6h 41m
Delta
Deal found 7/29![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 August 1, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Isle of Wight. Data last updated August 1, 2026 and is based on user searches.
This Priceline deal was found by Cheapflights users on 7/28. 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 8/113:27 pm
BOS
- ORF
Nonstop1h 43m
Multiple Airlines
Fri 8/1410:02 pm
ORF
- BOS
1 stop11h 07m
Multiple Airlines
Deal found 7/28![Multiple Airlines logo]()
$273
This Expedia deal was found by Cheapflights users on 7/28. 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.
Tue 8/113:27 pm
BOS
- ORF
Nonstop1h 43m
Multiple Airlines
Thu 8/139:34 pm
ORF
- BOS
1 stop11h 35m
Multiple Airlines
Deal found 7/28![Multiple Airlines logo]()
$278
This Frontier deal was found by Cheapflights users on 7/29. 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.
Fri 8/1410:04 am
BOS
- ORF
1 stop11h 13m
Frontier
Sun 8/169:34 pm
ORF
- BOS
1 stop11h 35m
Frontier
Deal found 7/29![Frontier logo]()
$274
This Delta deal was found by Cheapflights users on 7/27. 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.
Tue 8/182:00 pm
BOS
- ORF
1 stop4h 29m
Delta
Tue 8/2511:55 am
ORF
- BOS
Nonstop1h 53m
Delta
Deal found 7/27![Delta logo]()
$267
This Super.com deal was found by Cheapflights users on 7/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/193:27 pm
BOS
- ORF
Nonstop1h 43m
JetBlue
Wed 8/266:00 pm
ORF
- BOS
Nonstop1h 43m
JetBlue
Deal found 7/27![JetBlue logo]()
$254
This Cheapflightsfares deal was found by Cheapflights users on 7/28. 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.
Wed 8/193:27 pm
BOS
- ORF
Nonstop1h 43m
JetBlue
Sat 8/226:02 pm
ORF
- BOS
Nonstop1h 43m
JetBlue
Deal found 7/28![JetBlue logo]()
$285
This JetBlue deal was found by Cheapflights users on 7/30. 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 8/203:27 pm
BOS
- ORF
Nonstop1h 43m
JetBlue
Wed 8/266:00 pm
ORF
- BOS
Nonstop1h 43m
JetBlue
Deal found 7/30![JetBlue logo]()
$287
This Southwest deal was found by Cheapflights users on 7/28. 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 8/258:30 am
BOS
- ORF
2 stops7h 25m
Southwest
Tue 9/13:20 pm
ORF
- BOS
1 stop6h 05m
Southwest
Deal found 7/28![Southwest logo]()
$282
This Super.com deal was found by Cheapflights users on 7/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/263:27 pm
BOS
- ORF
Nonstop1h 43m
JetBlue
Wed 9/24:35 pm
ORF
- BOS
Nonstop2h 19m
JetBlue
Deal found 7/27![JetBlue logo]()
$255
This Justfly.com deal was found by Cheapflights users on 7/29. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/263:27 pm
BOS
- ORF
Nonstop1h 43m
JetBlue
Tue 9/14:35 pm
ORF
- BOS
Nonstop2h 19m
JetBlue
Deal found 7/29![JetBlue logo]()
$257
This Delta deal was found by Cheapflights users on 7/29. 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 8/262:00 pm
BOS
- ORF
1 stop4h 29m
Delta
Wed 9/212:50 pm
ORF
- BOS
1 stop5h 20m
Delta
Deal found 7/29![Delta logo]()
$279
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 August 1, 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 August 1, 2026.
This Frontier deal was found by Cheapflights users on 7/31. 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.
Thu 9/1011:17 am
BOS
- ORF
1 stop7h 31m
Frontier
Deal found 7/31![Frontier logo]()
$114
This Expedia deal was found by Cheapflights users on 7/26. 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 10/1011:05 am
BOS
- ORF
1 stop6h 25m
Frontier
Deal found 7/26![Frontier logo]()
$120
This Frontier deal was found by Cheapflights users on 7/31. 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.
Fri 9/1111:36 am
BOS
- ORF
1 stop7h 12m
Frontier
Deal found 7/31![Frontier logo]()
$121
This Super.com deal was found by Cheapflights users on 7/29. 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 10/229:15 am
BOS
- ORF
1 stop8h 15m
Frontier
Deal found 7/29![Frontier logo]()
$122
This Expedia deal was found by Cheapflights users on 7/26. 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.
Thu 9/2411:17 am
BOS
- ORF
1 stop7h 31m
Frontier
Deal found 7/26![Frontier logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 7/31. 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.
Sat 8/2910:04 am
BOS
- ORF
2 stops26h 21m
Frontier
Deal found 7/31![Frontier logo]()
$126
This Super.com deal was found by Cheapflights users on 7/26. 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.
Wed 9/94:35 pm
BOS
- ORF
Nonstop1h 48m
JetBlue
Deal found 7/26![JetBlue logo]()
$127
This Delta deal was found by Cheapflights users on 7/29. 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 10/289:15 am
BOS
- ORF
Nonstop1h 58m
Delta
Deal found 7/29![Delta logo]()
$129
This Delta deal was found by Cheapflights users on 7/29. 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 10/279:15 am
BOS
- ORF
Nonstop1h 58m
Delta
Deal found 7/29![Delta logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 7/26. 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.
Sat 9/1211:36 am
BOS
- ORF
2 stops24h 53m
Frontier
Deal found 7/26![Frontier logo]()
$131
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 August 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $224 (Frontier) |
One-way from | $114 (Frontier) |
Popular in | November |
Cheapest in | October |
Average price | $252 |
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 August 1, 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 - ORF
BOSORF
Boston Logan Intl
Wed 10/21
9:15 am-11:13 am
Nonstop1h 58m
Norfolk
Mon 10/26
2:25 pm-8:29 pm
1 stop6h 04m
$282
BostonNorfolk
BOS - ORF
BOSORF
Boston Logan Intl
Wed 10/28
9:15 am-11:13 am
Nonstop1h 58m
Norfolk
Mon 11/2
3:13 pm-9:08 pm
1 stop5h 55m
$284
Quickest round-trip
BostonNorfolk
BOS - ORF
BOSORF
Boston Logan Intl
Sat 9/5
8:20 am-10:16 am
Nonstop1h 56m
Norfolk
Sat 9/12
2:00 pm-7:23 pm
1 stop5h 23m
$297
BostonNorfolk
BOS - ORF
BOSORF
Boston Logan Intl
Tue 10/13
5:35 am-2:05 pm
2 stops8h 30m
Norfolk
Sat 10/24
6:25 am-4:30 pm
2 stops10h 05m
$302
BostonNorfolk
BOS - ORF
BOSORF
Boston Logan Intl
Fri 10/23
7:00 am-1:45 pm
1 stop6h 45m
Norfolk
Mon 10/26
10:00 am-3:23 pm
1 stop5h 23m
$307
BostonNorfolk
BOS - ORF
BOSORF
Boston Logan Intl
Wed 9/9
4:55 pm-8:55 pm
1 stop4h 00m
Norfolk
Wed 9/16
12:40 pm-9:30 pm
2 stops8h 50m
$316
BostonNorfolk
BOS - ORF
BOSORF
Boston Logan Intl
Wed 10/14
11:45 am-7:50 pm
2 stops8h 05m
Norfolk
Sat 10/17
11:20 am-6:20 pm
1 stop7h 00m
$318
BostonNorfolk
BOS - ORF
BOSORF
Boston Logan Intl
Sat 9/12
5:00 am-3:00 pm
2 stops10h 00m
Norfolk
Sun 9/13
6:25 pm-11:40 pm
1 stop5h 15m
$322
BostonNorfolk
BOS - ORF
BOSORF
Boston Logan Intl
Thu 8/20
1:00 pm-6:29 pm
1 stop5h 29m
Norfolk
Thu 8/27
11:55 am-1:48 pm
Nonstop1h 53m
$327
BostonNorfolk
BOS - ORF
BOSORF
Boston Logan Intl
Fri 8/21
6:00 pm-10:47 pm
1 stop4h 47m
Norfolk
Fri 8/28
7:09 pm-11:30 pm
1 stop4h 21m
$337
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 August 1, 2026.
Unlike at noon, when flights are generally more expensive, you can save up to 7% 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 August 1, 2026.
The most flights from BOS to I1W are scheduled on a Thursday (17 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 $148 and $321 in September.The cheapest round-trip price found within the last 5 days was $224 on Frontier (Sep 12-Sep 13).
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 July 25, 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. Sunday evenings 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 August 1, 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.
Boarding
8.1
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Related info for your journey
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Alternative routes for Boston to Isle of Wight
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Complete your trip
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Search flights from Boston to Isle of Wight by cabin class
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Boston and Isle of Wight flights
Browse other Boston and Isle of Wight flight options. Last updated on August 1, 2026.
Other flights from Boston
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Boston to Isle of Wight flights
Consider these flights traveling from Boston to Isle of Wight.
Top 7 airlines flying from Boston to Isle of Wight
Discover the top 7 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 August 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$56 | Average$88 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$102 | Average$301 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$106 | Average$188 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$118 | Average$268 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$156 | Average$321 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$166 | Average$311 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$196 | Average$394 | FlexibilityNo cancel fee | On-time71% |