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Isle of Wight

$107+ 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 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — RIC
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheapflights Tip: The best prices from San Diego to Isle of Wight are usually found in October or May, booked 57 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 September 15, 2025.

Round-trip from

$230
(Frontier)

One-way from

$107
(Southwest)

Popular in

March

Cheapest in

October

Average price

$350
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. 14% potential increase in price ($66 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 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 September 15, 2025.

This Frontier deal was found by Cheapflights users on 9/13. 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 10/112:24 pmSAN - ORF
2 stops18h 20mFrontier
Sun 10/1912:39 pmORF - SAN
1 stop8h 49mFrontier
Deal found 9/13$230
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Wed 9/241:12 pmSAN - ORF
Nonstop5h 13mBreeze Airways
Sat 9/279:21 amORF - SAN
Nonstop6h 06mBreeze Airways
Deal found 9/13$235
This Southwest deal was found by Cheapflights users on 9/12. 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 12/29:45 pmSAN - ORF
1 stop8h 40mSouthwest
Sat 12/66:10 amORF - SAN
2 stops14h 45mSouthwest
Deal found 9/12$241
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Wed 9/247:15 amSAN - ORF
2 stops25h 09mMultiple Airlines
Sat 9/279:21 amORF - SAN
Nonstop6h 06mMultiple Airlines
Deal found 9/13$253
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 9/256:15 amSAN - ORF
2 stops32h 35mMultiple Airlines
Sat 9/279:21 amORF - SAN
Nonstop6h 06mMultiple Airlines
Deal found 9/13$256
This Breeze Airways deal was found by Cheapflights users on 9/13. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/181:12 pmSAN - ORF
Nonstop5h 13mBreeze Airways
Sat 10/259:21 amORF - SAN
Nonstop6h 06mBreeze Airways
Deal found 9/13$258
This United Airlines deal was found by Cheapflights users on 9/12. 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 12/612:50 pmSAN - ORF
1 stop7h 09mUnited Airlines
Mon 12/84:45 pmORF - SAN
1 stop8h 45mUnited Airlines
Deal found 9/12$263
This Breeze Airways deal was found by Cheapflights users on 9/13. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/241:12 pmSAN - ORF
Nonstop5h 13mBreeze Airways
Mon 9/299:21 amORF - SAN
Nonstop6h 06mBreeze Airways
Deal found 9/13$268
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/111:12 pmSAN - ORF
Nonstop5h 13mBreeze Airways
Fri 10/179:21 amORF - SAN
Nonstop6h 06mBreeze Airways
Deal found 9/13$274

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 September 15, 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

Sat 10/11

1:12 pm-9:25 pm

Nonstop5h 13m

Norfolk

Sat 10/18

9:21 am-12:27 pm

Nonstop6h 06m

$258

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Fri 10/10

1:12 pm-9:25 pm

Nonstop5h 13m

Norfolk

Fri 10/17

9:21 am-12:27 pm

Nonstop6h 06m

$258

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Fri 10/31

1:12 pm-9:25 pm

Nonstop5h 13m

Norfolk

Mon 11/10

9:21 am-12:27 pm

Nonstop6h 06m

$258

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Sat 12/6

12:50 pm-10:59 pm

1 stop7h 09m

Norfolk

Mon 12/8

4:45 pm-10:30 pm

1 stop8h 45m

$263

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Wed 9/24

1:12 pm-9:25 pm

Nonstop5h 13m

Norfolk

Mon 9/29

9:21 am-12:27 pm

Nonstop6h 06m

$268

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Fri 10/10

1:12 pm-9:25 pm

Nonstop5h 13m

Norfolk

Mon 10/20

9:21 am-12:27 pm

Nonstop6h 06m

$274

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Mon 10/20

1:12 pm-9:25 pm

Nonstop5h 13m

Norfolk

Fri 10/24

9:21 am-12:27 pm

Nonstop6h 06m

$278

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Thu 10/23

8:11 am-8:11 pm

1 stop9h 00m

Norfolk

Mon 10/27

10:05 pm-12:36 pm

2 stops17h 31m

$288

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Sat 10/11

1:12 pm-9:25 pm

Nonstop5h 13m

Norfolk

Mon 10/13

9:21 am-12:27 pm

Nonstop6h 06m

$288

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Sat 12/6

9:45 pm-9:25 am

1 stop8h 40m

Norfolk

Mon 12/8

6:05 am-1:20 pm

2 stops10h 15m

$290

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

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 September 12, 2025.

The best time to book flights from San Diego to Isle of Wight is 57 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, January is the cheapest month in which you can book a flight from San Diego to Isle of Wight (average of $281). Flying from San Diego 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 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 September 15, 2025.

When flying from San Diego 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.

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 September 14, 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 September 15, 2025.
Read through reviews of airlines operating flights from San Diego to Isle of Wight, such as Southwest, Breeze Airways, and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

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.
Breeze Airways
8.0
Very good
205 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

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
7,954 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

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
8,929 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

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
4,242 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

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 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 $258, Breeze Airways can have you in Isle of Wight from San Diego in 5h 13m. 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, January is the cheapest month in which you can book a flight from San Diego to Isle of Wight (average of $281). Flying from San Diego 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.

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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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$156Average$341FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$162Average$285FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$197Average$464FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$206Average$494FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$308Average$462FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$314Average$483FlexibilityNo cancel feeOn-time71%

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