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Isle of Wight

$139+ Cheap flights from San Jose (SJC) 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 11/8. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — RIC
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from San Jose to Isle of Wight

Keep the following information in mind while searching for San Jose to Isle of Wight flight deals. Data was last updated September 11, 2025.

Round-trip from

$277
(Delta)

One-way from

$139
(Delta)

Popular in

June

Cheapest in

May

Average price

$469
From San Jose to Isle of Wight
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One-way flight from San Jose to Isle of Wight
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Highest demand for flights based on searches. 2% potential increase in price ($10 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from San Jose to Isle of Wight

Cheapest flights from San Jose to Isle of Wight
Explore the most affordable flight options available from San Jose to Isle of Wight. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/812:40 pmSJC - ORF
1 stop8h 40mDelta
Tue 11/183:18 pmORF - SJC
1 stop10h 38mDelta
Deal found 9/9$277
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.
Mon 10/1310:25 pmSJC - ORF
1 stop7h 35mDelta
Tue 10/216:24 amORF - SJC
1 stop7h 53mDelta
Deal found 9/10$278
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/136:00 amSJC - ORF
1 stop9h 29mAmerican Airlines
Tue 10/213:44 pmORF - SJC
1 stop9h 22mAmerican Airlines
Deal found 9/11$282
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2212:40 pmSJC - ORF
1 stop8h 40mDelta
Mon 10/274:23 pmORF - SJC
1 stop9h 35mDelta
Deal found 9/9$289
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/76:35 amSJC - ORF
2 stops10h 05mSouthwest
Sat 11/152:05 pmORF - SJC
1 stop9h 15mSouthwest
Deal found 9/9$300
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.
Sat 11/86:00 amSJC - ORF
2 stops11h 48mAmerican Airlines
Mon 11/173:15 pmORF - SJC
2 stops10h 01mAmerican Airlines
Deal found 9/9$303
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/86:35 amSJC - ORF
1 stop7h 37mDelta
Tue 11/113:18 pmORF - SJC
1 stop8h 12mDelta
Deal found 9/9$317
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.
Sat 11/86:00 amSJC - ORF
2 stops11h 48mAmerican Airlines
Tue 11/1110:05 amORF - SJC
2 stops13h 43mAmerican Airlines
Deal found 9/9$327

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Jose 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 September 11, 2025.
Use the filters below to find and compare flights from San Jose to Isle of Wight that are best for you.

Fly from

San Jose

Fly to

Isle of Wight

Route

Depart

Return

Price

San JoseNorfolk

SJC - ORF

SJCORF

San Jose

Sat 11/8

12:40 pm-12:20 am

1 stop8h 40m

Norfolk

Tue 11/18

3:18 pm-10:56 pm

1 stop10h 38m

$277

San JoseNorfolk

SJC - ORF

SJCORF

San Jose

Mon 10/13

6:00 am-6:29 pm

1 stop9h 29m

Norfolk

Tue 10/21

3:44 pm-10:06 pm

1 stop9h 22m

$282

San JoseNorfolk

SJC - ORF

SJCORF

San Jose

Sat 11/8

5:55 am-7:22 pm

2 stops10h 27m

Norfolk

Mon 11/17

3:10 pm-10:56 pm

1 stop10h 46m

$283

San JoseNorfolk

SJC - ORF

SJCORF

San Jose

Mon 10/13

8:10 pm-11:17 am

2 stops12h 07m

Norfolk

Tue 10/21

6:24 am-11:17 am

1 stop7h 53m

$283

San JoseNorfolk

SJC - ORF

SJCORF

San Jose

Wed 10/22

9:00 am-9:33 pm

2 stops9h 33m

Norfolk

Mon 10/27

6:17 pm-10:58 pm

1 stop7h 41m

$294

San JoseNorfolk

SJC - ORF

SJCORF

San Jose

Sat 11/8

12:45 pm-10:20 pm

1 stop6h 35m

Norfolk

Tue 11/11

8:30 am-2:45 pm

2 stops9h 15m

$300

San JoseNorfolk

SJC - ORF

SJCORF

San Jose

Fri 11/7

6:30 am-10:25 pm

1 stop12h 55m

Norfolk

Sat 11/15

2:05 pm-8:20 pm

1 stop9h 15m

$300

San JoseNorfolk

SJC - ORF

SJCORF

San Jose

Sat 11/8

6:00 am-8:48 pm

2 stops11h 48m

Norfolk

Tue 11/11

10:05 am-8:48 pm

2 stops13h 43m

$327

San JoseNorfolk

SJC - ORF

SJCORF

San Jose

Fri 10/3

6:22 pm-9:37 am

2 stops12h 15m

Norfolk

Sat 10/11

12:45 pm-6:14 pm

1 stop8h 29m

$353

San JoseNorfolk

SJC - ORF

SJCORF

San Jose

Fri 11/7

6:30 am-10:25 pm

1 stop12h 55m

Norfolk

Sat 11/8

2:05 pm-8:20 pm

1 stop9h 15m

$353

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 19 results
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Best time to book a flight from San Jose to Isle of Wight

Have a flexible travel schedule? Discover the best time to fly to Isle of Wight from San Jose with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from San Jose to Isle of Wight

What is the cheapest month to book a flight from San Jose to Isle of Wight?

Currently, January is the cheapest month in which you can book a flight from San Jose to Isle of Wight (average of $281). Flying from San Jose to Isle of Wight in March is currently the most expensive (average of $351). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from SJC to I1W?

Find hourly flight availability from San Jose 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 11, 2025.

When flying from San Jose to Isle of Wight, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 11, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from San Jose 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.
Southwest
8.0
Very good
4,248 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,960 reviews
Southwest
8.0
Very good
4,248 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,937 reviews
Southwest
8.0
Very good
4,248 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,248 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

Find useful and relevant information for your journey from San Jose to Isle of Wight. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from San Jose to Isle of Wight?

    If you book a flight to Isle of Wight from San Jose, you will be flying from San Jose, which is the city’s only airport. San Jose (SJC) is located 2.9 mi from the center of San Jose. There are 0 flights from San Jose to Isle of Wight per day from 4 different airlines.

  • How long is the flight from San Jose to Isle of Wight?

    A quick flight from San Jose to Isle of Wight can take about 8h 40m. Delta provides one of the quickest options available for as low as $277. San Jose and Isle of Wight are separated by a distance of 2492 mi. This flight may include one or multiple stops.

  • Can I find deals for flights from San Jose to Isle of Wight that include hotel bookings?

    Yes. In addition to deals on San Jose to Isle of Wight flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San Jose to Isle of Wight?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Jose to Isle of Wight.

  • Can I find deals for business class flights from San Jose to Isle of Wight?

    Yes. Cheapflights offers flight deals from San Jose to Isle of Wight by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from San Jose to Isle of Wight?

    Currently, January is the cheapest month in which you can book a flight from San Jose to Isle of Wight (average of $281). Flying from San Jose to Isle of Wight in March is currently the most expensive (average of $351). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 4 airlines flying from San Jose to Isle of Wight

Discover the top 4 airlines that operate flights from San Jose 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$206Average$538FlexibilityNo cancel feeOn-time71%
DeltaCheapest$276Average$464FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$353Average$466FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$366Average$550FlexibilityNo cancel feeOn-time63%

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