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Isle of Wight

$104+ Cheap flights from San Diego (SAN) 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 1/8. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — RIC
Jan 15 — Jan 221
Thu 1/15
Thu 1/22
1 adult, Economy
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Cheapflights Tip: The best prices from San Diego to Isle of Wight are usually found in May or August, booked 90 days in advance, depart on a Tuesday or Thursday and return on a Tuesday

Cheap flight deals from San Diego to Isle of Wight

Cheapest flights from San Diego to Isle of Wight
Explore the most affordable flight options available from San Diego to Isle of Wight. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 16, 2025.

This Delta deal was found by Cheapflights users on 12/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2511:25 amSAN - ORF
1 stop7h 27mDelta
Wed 1/712:15 pmORF - SAN
1 stop10h 24mDelta
Deal found 12/15$322
This American Airlines deal was found by Cheapflights users on 12/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/259:50 amSAN - ORF
2 stops9h 56mAmerican Airlines
Wed 1/73:41 pmORF - SAN
1 stop10h 09mAmerican Airlines
Deal found 12/15$327
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/301:06 pmSAN - ORF
2 stops18h 26mMultiple Airlines
Thu 1/89:33 amORF - SAN
1 stop27h 24mMultiple Airlines
Deal found 12/15$390
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/181:06 pmSAN - ORF
2 stops21h 33mMultiple Airlines
Sun 1/49:37 amORF - SAN
1 stop30h 38mMultiple Airlines
Deal found 12/15$467
This Southwest deal was found by Cheapflights users on 12/15. 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.
Tue 12/308:35 amSAN - ORF
1 stop8h 30mSouthwest
Thu 1/86:30 amORF - SAN
1 stop10h 50mSouthwest
Deal found 12/15$480
This American Airlines deal was found by Cheapflights users on 12/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:20 amSAN - ORF
1 stop8h 02mAmerican Airlines
Wed 12/314:45 pmORF - SAN
1 stop8h 03mAmerican Airlines
Deal found 12/15$486
This United Airlines deal was found by Cheapflights users on 12/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3012:42 pmSAN - ORF
1 stop7h 17mUnited Airlines
Thu 1/88:00 amORF - SAN
1 stop10h 04mUnited Airlines
Deal found 12/15$542
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/261:12 pmSAN - ORF
Nonstop5h 13mBreeze Airways
Fri 1/29:21 amORF - SAN
Nonstop6h 06mBreeze Airways
Deal found 12/15$548

Find flight deals from San Diego to Isle of Wight

Keep the following information in mind while searching for San Diego to Isle of Wight flight deals. Data was last updated December 16, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$257
(Kiwi.com)

One-way from

$104
(Kiwi.com)

Popular in

March

Cheapest in

May

Average price

$482
Provider with most accurate pricing for San Diego-Norfolk flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Diego-Norfolk flights.
Search Deals
From San Diego to Isle of Wight
Search Deals
One-way flight from San Diego to Isle of Wight
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($51 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Diego 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 16, 2025.
Use the filters below to find and compare flights from San Diego to Isle of Wight that are best for you.

Fly from

San Diego

Fly to

Isle of Wight

Route

Depart

Return

Price

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Thu 1/29

2:56 pm-10:48 am

2 stops16h 52m

Norfolk

Sun 2/1

9:33 am-3:11 pm

1 stop8h 38m

$272

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Mon 1/12

10:05 am-8:30 pm

1 stop7h 25m

Norfolk

Wed 1/14

5:35 pm-10:20 pm

1 stop7h 45m

$337

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Fri 1/9

2:20 pm-12:16 am

1 stop6h 56m

Norfolk

Thu 1/15

5:35 am-10:33 am

1 stop7h 58m

$352

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Fri 1/9

10:50 am-11:10 pm

2 stops9h 20m

Norfolk

Wed 1/14

8:07 am-3:03 pm

2 stops9h 56m

$358

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Mon 2/16

6:30 am-7:15 pm

1 stop9h 45m

Norfolk

Mon 2/23

5:45 am-12:50 pm

2 stops10h 05m

$363

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Sun 2/1

10:51 am-8:38 pm

1 stop30h 47m

Norfolk

Sat 2/7

8:00 am-11:31 pm

2 stops18h 31m

$364

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Tue 2/17

6:45 am-6:25 pm

2 stops8h 40m

Norfolk

Tue 2/24

12:30 pm-8:50 pm

2 stops11h 20m

$387

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Mon 1/12

6:15 am-7:00 pm

2 stops9h 45m

Norfolk

Mon 1/19

4:45 pm-10:33 pm

1 stop8h 48m

$398

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Sun 2/1

7:55 pm-9:40 am

2 stops10h 45m

Norfolk

Sat 2/7

6:10 am-3:25 pm

2 stops12h 15m

$422

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Wed 1/7

9:43 am-6:38 pm

3 stops29h 55m

$128

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 20 results
1
2

Best time to book a flight from San Diego to Isle of Wight

Have a flexible travel schedule? Discover the best time to fly to Isle of Wight from San Diego 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 Diego to Isle of Wight

How far ahead should I book a flight from San Diego to Isle of Wight?

Use this chart to determine the optimal time to book a round-trip flight from San Diego to Isle of Wight. Price data was last updated on December 12, 2025.

The best time to book flights from San Diego to Isle of Wight is 90 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 San Diego to Isle of Wight?

Currently, May is the cheapest month in which you can book a flight from San Diego to Isle of Wight (average of $122). Flying from San Diego to Isle of Wight in January is currently the most expensive (average of $307). 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 SAN to I1W?

Find hourly flight availability from San Diego 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 16, 2025.

One of the essential ways to save on airfare from San Diego to Isle of Wight is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight in the afternoon could potentially save you up to 59% on airfare.

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 16, 2025.
Read through reviews of airlines operating flights from San Diego to Isle of Wight, such as Breeze Airways, Southwest, and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.2
Very good
248 reviews

Food

6.7

Entertainment

6.7

Boarding

8.4

Overall

8.2

Comfort

8.2

Crew

8.8

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Breeze Airways
8.2
Very good
248 reviews
Breeze Airways
8.2
Very good
248 reviews

Food

6.7

Entertainment

6.7

Boarding

8.4

Overall

8.2

Comfort

8.2

Crew

8.8

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Southwest
7.9
Good
4,250 reviews
Breeze Airways
8.2
Very good
248 reviews

Food

6.7

Entertainment

6.7

Boarding

8.4

Overall

8.2

Comfort

8.2

Crew

8.8

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Delta
7.9
Good
8,010 reviews
Breeze Airways
8.2
Very good
248 reviews

Food

6.7

Entertainment

6.7

Boarding

8.4

Overall

8.2

Comfort

8.2

Crew

8.8

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
United Airlines
7.4
Good
9,094 reviews
Breeze Airways
8.2
Very good
248 reviews

Food

6.7

Entertainment

6.7

Boarding

8.4

Overall

8.2

Comfort

8.2

Crew

8.8

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
American Airlines
7.2
Good
11,047 reviews
Breeze Airways
8.2
Very good
248 reviews

Food

6.7

Entertainment

6.7

Boarding

8.4

Overall

8.2

Comfort

8.2

Crew

8.8

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.

Related info for your journey

Find useful and relevant information for your journey from San Diego 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 Diego to Isle of Wight?

    Located just 2.6 mi from the city center, San Diego is the airport most travelers will use when flying to Isle of Wight from San Diego. Booking flights from San Diego (SAN) to Isle of Wight should be relatively easy as there are 0 daily outbound flights to Isle of Wight from 6 different airlines.

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

    For as low as $352, Southwest can have you in Isle of Wight from San Diego in 6h 56m. The distance from San Diego to Isle of Wight is about 2324 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    To fly one-way, consider booking your trip with Breeze Airways, which is currently one of the cheapest options available, starting at $99. American Airlines flights start at $156 while deals on Delta start at $158 one-way.

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

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

  • How can I find direct flights from San Diego 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 Diego to Isle of Wight.

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

    Yes. Cheapflights offers flight deals from San Diego 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 Diego to Isle of Wight?

    Currently, May is the cheapest month in which you can book a flight from San Diego to Isle of Wight (average of $122). Flying from San Diego to Isle of Wight in January is currently the most expensive (average of $307). 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 6 airlines flying from San Diego to Isle of Wight

Discover the top 6 airlines that operate flights from San Diego 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 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$139Average$323FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$190Average$463FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$196Average$272FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$241Average$449FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$308Average$474FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$314Average$489FlexibilityNo cancel feeOn-time71%

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