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Isle of Wight

$135+ Cheap flights from San Jose, CA (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 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — RIC
Jan 19 — Jan 261
Mon 1/19
Mon 1/26
1 adult, Economy
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Cheap 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 December 20, 2025.

This Southwest deal was found by Cheapflights users on 12/19. 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.
Mon 12/226:45 amSJC - ORF
2 stops9h 40mSouthwest
Mon 1/55:30 amORF - SJC
1 stop8h 05mSouthwest
Deal found 12/19$720
This United Airlines deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2210:30 pmSJC - ORF
1 stop9h 08mUnited Airlines
Mon 1/55:15 pmORF - SJC
1 stop8h 19mUnited Airlines
Deal found 12/20$775
This American Airlines deal was found by Cheapflights users on 12/19. 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 12/2210:53 amSJC - ORF
2 stops9h 08mAmerican Airlines
Mon 1/512:54 pmORF - SJC
2 stops12h 26mAmerican Airlines
Deal found 12/19$814
This Delta deal was found by Cheapflights users on 12/20. 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 12/246:35 amSJC - ORF
1 stop7h 20mDelta
Sat 1/311:55 amORF - SJC
1 stop10h 41mDelta
Deal found 12/20$851
This United Airlines deal was found by Cheapflights users on 12/20. 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.
Wed 12/249:00 amSJC - ORF
2 stops11h 41mUnited Airlines
Sat 1/36:20 amORF - SJC
2 stops10h 13mUnited Airlines
Deal found 12/20$893
This United Airlines deal was found by Cheapflights users on 12/19. 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.
Tue 12/3010:30 pmSJC - ORF
1 stop9h 08mUnited Airlines
Fri 1/27:55 pmORF - SJC
2 stops20h 38mUnited Airlines
Deal found 12/19$1,730

Find 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 December 20, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$387
(American Airlines)

One-way from

$135
(Delta)

Popular in

June

Cheapest in

February

Average price

$624
Provider with most accurate pricing for San Jose-Norfolk flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Jose-Norfolk flights.
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From San Jose to Isle of Wight
Search Deals
One-way flight from San Jose to Isle of Wight
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($30 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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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 December 20, 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

Tue 3/17

6:25 pm-11:41 am

2 stops14h 16m

Norfolk

Tue 3/31

5:50 am-12:03 pm

1 stop9h 13m

$392

San JoseNorfolk

SJC - ORF

SJCORF

San Jose

Tue 5/26

10:56 pm-12:04 pm

1 stop10h 08m

Norfolk

Fri 5/29

5:00 pm-9:48 pm

1 stop7h 48m

$417

San JoseNorfolk

SJC - ORF

SJCORF

San Jose

Tue 5/26

7:18 pm-9:12 am

2 stops10h 54m

Norfolk

Fri 5/29

2:21 pm-10:10 pm

2 stops10h 49m

$427

San JoseNorfolk

SJC - ORF

SJCORF

San Jose

Tue 3/10

9:50 pm-9:15 am

1 stop8h 25m

Norfolk

Sun 3/15

5:30 am-12:30 pm

2 stops10h 00m

$432

San JoseNorfolk

SJC - ORF

SJCORF

San Jose

Sun 1/18

8:40 am-9:32 pm

2 stops9h 52m

Norfolk

Thu 1/22

8:00 am-1:39 pm

1 stop8h 39m

$436

San JoseNorfolk

SJC - ORF

SJCORF

San Jose

Wed 12/31

12:31 pm-12:18 am

1 stop8h 47m

$135

San JoseNorfolk

SJC - ORF

SJCORF

San Jose

Wed 3/18

6:00 am-6:12 pm

1 stop9h 12m

$194

San JoseNorfolk

SJC - ORF

SJCORF

San Jose

Wed 3/18

6:25 pm-11:46 am

2 stops14h 21m

$199

San JoseNorfolk

SJC - ORF

SJCORF

San Jose

Wed 3/18

8:10 am-10:09 pm

2 stops10h 59m

$249

San JoseNorfolk

SJC - ORF

SJCORF

San Jose

Thu 1/15

8:40 am-11:30 pm

2 stops11h 50m

$252

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/19

Showing 1-10 of 16 results
1
2

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, California to Isle of Wight?

Currently, August is the cheapest month in which you can book a flight from San Jose, California to Isle of Wight (average of $91). Flying from San Jose, California to Isle of Wight in December is currently the most expensive (average of $276). 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 December 20, 2025.

When flying from San Jose, California to Isle of Wight, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 56% versus a flight at noon.

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 December 20, 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
4,257 reviews

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Southwest
8.0
Very good
4,257 reviews
Southwest
8.0
Very good
4,257 reviews

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Delta
7.9
Good
8,021 reviews
Southwest
8.0
Very good
4,257 reviews

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
United Airlines
7.4
Good
9,100 reviews
Southwest
8.0
Very good
4,257 reviews

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
American Airlines
7.2
Good
11,050 reviews
Southwest
8.0
Very good
4,257 reviews

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

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, California to Isle of Wight?

    Delta can get you from San Jose, California to Isle of Wight in just under 14h 16m. Your travel time can differ by up to . The distance from San Jose, California to Isle of Wight is about 2492 mi.

  • What are the cheapest airlines to fly from San Jose, California to Isle of Wight one-way?

    One-way options have recently been found by users for as low as $175 on Delta. Other airlines that offer cheap prices include Southwest from $193 and American Airlines from $194 one-way.

  • 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, California to Isle of Wight?

    Currently, August is the cheapest month in which you can book a flight from San Jose, California to Isle of Wight (average of $91). Flying from San Jose, California to Isle of Wight in December is currently the most expensive (average of $276). 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 December 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$206Average$465FlexibilityNo cancel feeOn-time71%
DeltaCheapest$276Average$440FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$353Average$596FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$366Average$586FlexibilityNo cancel feeOn-time63%

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