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Isle of Wight

$99+ 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 9/27. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — RIC
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
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Cheapflights Tip: The best prices from San Diego to Isle of Wight are usually found in September or October, booked 56 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 July 29, 2025.

Round-trip from

$198
(Breeze Airways)

One-way from

$99
(Breeze Airways)

Popular in

March

Cheapest in

September

Average price

$389
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. 16% potential increase in price ($76 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).
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Average for round-trip flights in July 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 July 29, 2025.

This Breeze Airways deal was found by Cheapflights users on 7/28. 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 8/3011:53 amSAN - ORF
Nonstop5h 22mBreeze Airways
Sat 9/69:21 amORF - SAN
Nonstop6h 06mBreeze Airways
Deal found 7/28$198
This CheapOair deal was found by Cheapflights users on 7/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/187:47 pmSAN - ORF
2 stops14h 23mSpirit Airlines
Thu 9/255:45 amORF - SAN
2 stops15h 57mSpirit Airlines
Deal found 7/29$203
This Priceline deal was found by Cheapflights users on 7/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/168:55 pmSAN - ORF
1 stop10h 01mJetBlue
Tue 9/2310:41 amORF - SAN
1 stop11h 17mJetBlue
Deal found 7/27$273
This Delta deal was found by Cheapflights users on 7/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/308:00 amSAN - ORF
1 stop7h 40mDelta
Sat 9/65:30 amORF - SAN
1 stop6h 57mDelta
Deal found 7/29$301
This CheapOair deal was found by Cheapflights users on 7/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/47:47 pmSAN - ORF
2 stops14h 23mMultiple Airlines
Wed 9/109:21 amORF - SAN
Nonstop6h 06mMultiple Airlines
Deal found 7/29$309
This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/306:15 amSAN - ORF
2 stops9h 42mAmerican Airlines
Wed 9/32:52 pmORF - SAN
1 stop7h 58mAmerican Airlines
Deal found 7/29$316
This Southwest deal was found by Cheapflights users on 7/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/287:30 amSAN - ORF
1 stop8h 10mSouthwest
Tue 9/25:25 pmORF - SAN
1 stop7h 20mSouthwest
Deal found 7/29$335
This United Airlines deal was found by Cheapflights users on 7/27. 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 9/610:54 amSAN - ORF
2 stops9h 20mUnited Airlines
Sat 9/1310:30 amORF - SAN
1 stop7h 33mUnited Airlines
Deal found 7/27$338

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 July 29, 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 8/30

11:53 am-8:15 pm

Nonstop5h 22m

Norfolk

Sat 9/6

9:21 am-12:27 pm

Nonstop6h 06m

$198

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Thu 9/18

7:47 pm-1:10 pm

2 stops14h 23m

Norfolk

Mon 9/22

2:05 pm-6:42 pm

3 stops31h 37m

$245

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Tue 9/16

8:55 pm-9:56 am

1 stop10h 01m

Norfolk

Tue 9/23

10:41 am-6:58 pm

1 stop11h 17m

$273

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Sat 8/30

6:15 am-6:40 pm

1 stop9h 25m

Norfolk

Wed 9/3

3:30 pm-9:15 pm

1 stop8h 45m

$301

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Thu 9/4

7:47 pm-1:10 pm

2 stops14h 23m

Norfolk

Wed 9/10

9:21 am-12:27 pm

Nonstop6h 06m

$309

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Sat 8/30

6:15 am-6:57 pm

2 stops9h 42m

Norfolk

Wed 9/3

2:52 pm-7:50 pm

1 stop7h 58m

$316

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Sat 9/6

10:54 am-11:14 pm

2 stops9h 20m

Norfolk

Sat 9/13

10:30 am-3:03 pm

1 stop7h 33m

$338

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Wed 10/8

9:10 pm-9:15 am

1 stop9h 05m

Norfolk

Sat 10/11

11:20 am-7:55 pm

2 stops11h 35m

$355

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Sat 9/27

1:12 pm-9:25 pm

Nonstop5h 13m

$99

San DiegoNorfolk

SAN - ORF

SANORF

San Diego

Sun 9/21

7:47 pm-1:10 pm

2 stops14h 23m

$120

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

Showing 1-10 of 15 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 July 25, 2025.

The best time to book flights from San Diego to Isle of Wight is 56 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 July 29, 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 July 27, 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. Friday at noon 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 July 29, 2025.
Read through reviews of airlines operating flights from San Diego to Isle of Wight, such as Southwest, Delta, and Breeze Airways. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Delta
8.0
Very good
7,979 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Breeze Airways
8.0
Very good
190 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
United Airlines
7.4
Good
8,896 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

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.

  • 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. Spirit Airlines flights start at $120 while deals on JetBlue start at $147 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, 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.

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 July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$98Average$300FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$130Average$275FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$187Average$462FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$206Average$465FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$308Average$474FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$324Average$471FlexibilityNo cancel feeOn-time63%

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