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Isle of Wight

$102+ 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 1/29. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — RIC
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
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

Keep the following information in mind while searching for San Diego to Isle of Wight flight deals. Data was last updated October 30, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$257
(Kiwi.com)

One-way from

$102
(Kiwi.com)

Popular in

March

Cheapest in

May

Average price

$391
Provider with most accurate pricing for San Diego-Norfolk flight deals.
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Provider most trusted by Cheapflights users for San Diego-Norfolk flights.
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From San Diego to Isle of Wight
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One-way flight from San Diego to Isle of Wight
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Highest demand for flights based on searches. 12% potential increase in price ($55 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 October 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/141:12 pmSAN - ORF
Nonstop5h 13mBreeze Airways
Mon 11/179:21 amORF - SAN
Nonstop6h 06mBreeze Airways
Deal found 10/30$257
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/51:12 pmSAN - ORF
Nonstop5h 13mMultiple Airlines
Mon 12/87:00 amORF - SAN
3 stops19h 59mMultiple Airlines
Deal found 10/30$264
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/141:12 pmSAN - ORF
Nonstop5h 13mMultiple Airlines
Mon 11/1711:29 amORF - SAN
2 stops27h 38mMultiple Airlines
Deal found 10/30$269
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/88:10 pmSAN - ORF
3 stops20h 06mMultiple Airlines
Sat 12/139:21 amORF - SAN
Nonstop6h 06mMultiple Airlines
Deal found 10/30$274
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/141:12 pmSAN - ORF
Nonstop5h 13mMultiple Airlines
Thu 11/201:09 pmORF - SAN
2 stops28h 58mMultiple Airlines
Deal found 10/29$276
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:34 amSAN - ORF
3 stops22h 09mMultiple Airlines
Mon 12/89:21 amORF - SAN
Nonstop6h 06mMultiple Airlines
Deal found 10/29$283
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/151:12 pmSAN - ORF
Nonstop5h 13mMultiple Airlines
Tue 11/187:00 amORF - SAN
2 stops17h 39mMultiple Airlines
Deal found 10/29$292

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 October 30, 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

Mon 12/8

6:34 am-3:41 pm

2 stops30h 07m

Norfolk

Sat 12/13

9:21 am-12:27 pm

Nonstop6h 06m

$269

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Fri 11/14

1:12 pm-9:25 pm

Nonstop5h 13m

Norfolk

Mon 11/17

11:29 am-12:07 pm

2 stops27h 38m

$269

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Sat 1/17

1:05 pm-11:30 pm

1 stop7h 25m

Norfolk

Tue 1/20

6:05 am-11:45 am

1 stop8h 40m

$315

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Mon 11/10

1:12 pm-9:25 pm

Nonstop5h 13m

Norfolk

Fri 11/21

9:26 pm-11:59 pm

2 stops29h 33m

$339

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Sat 1/10

9:24 am-7:52 pm

1 stop7h 28m

Norfolk

Sat 1/17

10:24 am-6:31 pm

2 stops11h 07m

$351

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Wed 12/24

1:12 pm-9:25 pm

Nonstop5h 13m

Norfolk

Wed 12/31

9:21 am-12:27 pm

Nonstop6h 06m

$358

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Tue 3/3

6:20 am-5:07 pm

1 stop7h 47m

Norfolk

Wed 3/4

6:05 pm-11:11 pm

1 stop8h 06m

$359

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Wed 2/18

7:25 am-4:45 pm

1 stop6h 20m

Norfolk

Sat 2/21

2:40 pm-8:55 pm

2 stops9h 15m

$370

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Sat 1/10

8:00 am-7:29 pm

1 stop8h 29m

Norfolk

Sat 1/17

12:11 pm-5:41 pm

1 stop8h 30m

$379

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Wed 12/24

1:12 pm-9:25 pm

Nonstop5h 13m

Norfolk

Mon 12/29

7:40 pm-9:57 am

2 stops41h 17m

$384

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 17 results
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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 October 24, 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 $294). 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 October 30, 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.

What is the cheapest day to fly from San Diego to Isle of Wight?

Use this chart to determine the cheapest time to fly round-trip from San Diego to Isle of Wight. Price data was last updated on October 26, 2025.

Travelers seeking maximum savings on their San Diego to Isle of Wight flight should consider departing on Saturday afternoons 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 October 30, 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
8.1
Very good
222 reviews

Food

6.7

Crew

8.7

Comfort

8.2

Overall

8.1

Boarding

8.3

Entertainment

6.6

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Breeze Airways
8.1
Very good
222 reviews
Breeze Airways
8.1
Very good
222 reviews

Food

6.7

Crew

8.7

Comfort

8.2

Overall

8.1

Boarding

8.3

Entertainment

6.6

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Southwest
8.0
Very good
4,243 reviews
Breeze Airways
8.1
Very good
222 reviews

Food

6.7

Crew

8.7

Comfort

8.2

Overall

8.1

Boarding

8.3

Entertainment

6.6

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Delta
7.9
Good
7,998 reviews
Breeze Airways
8.1
Very good
222 reviews

Food

6.7

Crew

8.7

Comfort

8.2

Overall

8.1

Boarding

8.3

Entertainment

6.6

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
United Airlines
7.4
Good
8,998 reviews
Breeze Airways
8.1
Very good
222 reviews

Food

6.7

Crew

8.7

Comfort

8.2

Overall

8.1

Boarding

8.3

Entertainment

6.6

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
American Airlines
7.2
Good
11,035 reviews
Breeze Airways
8.1
Very good
222 reviews

Food

6.7

Crew

8.7

Comfort

8.2

Overall

8.1

Boarding

8.3

Entertainment

6.6

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

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 5 different airlines.

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

    For as low as $315, United Airlines can have you in Isle of Wight from San Diego in 7h 25m. 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.

  • 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 $294). 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 5 airlines flying from San Diego to Isle of Wight

Discover the top 5 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$146Average$315FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$197Average$470FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$206Average$454FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$308Average$474FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$312Average$491FlexibilityNo cancel feeOn-time71%

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