Find Cheap Flights from Isle of Wight to Oakland – Compare and Save

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Everything you should know

Direct flights
Not available
There are currently no direct flights between Isle of Wight and Oakland. You'll need to take a connecting flight to reach the destination.
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Insights
When to travel
January
Cheapest • 13% price drop
July
Most popular
Good to know
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Good to know
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Price, demand, and travel trends for Isle of Wight to Oakland flights

Use KAYAK data on prices, travel dates, airlines, and seasonal trends to compare options and book flights with more confidence.

What is the cheapest stopover airport when flying from Isle of Wight to Oakland?

Flights via Chicago Midway (MDW) offer the most affordable fares, with an average return price of £402. Based on KAYAK data over the past 3 months.

When flying from Isle of Wight to Oakland, which airport offers the shortest stopover?

Chicago Midway (MDW) had the shortest average connection time for Isle of Wight to Oakland stopovers at 4h 47m over the past 3 months.

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Key details for Isle of Wight to Oakland flights

Low season

February
Beat the crowds with an average 67% drop in traveller numbers.
The most popular month to fly with an average 78% increase in traveller numbers.

When to book flights from Isle of Wight to Oakland

Are your dates flexible? Find out the best times to travel from Isle of Wight to Oakland based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price

Your Isle of Wight to Oakland flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines, and booking tips.

  • How long is a flight from Isle of Wight to Oakland?

    A direct flight from Isle of Wight to Oakland takes 00m, covering 2,475 miles.

  • Do I need a passport to fly from Isle of Wight to Oakland?

    No, a passport is not required for this domestic route, but you will need another form of identification, such as a driving licence.

  • How much should I expect to pay for a Isle of Wight to Oakland flight?

    Return flights from Isle of Wight to Oakland range from £335 to £418, with an average of £364 over the past 12 months. Anything below £335 counts as a good deal.

  • Which car hire options are available at Oakland Airport (OAK)?

    Oakland Airport (OAK) hosts 5 major car hire companies, with daily rates starting from around £53 for economy cars. Top options include:

    • Dollar
    • Thrifty
    • Hertz
    • Budget
    • Alamo

  • Which airports can I use when flying from Isle of Wight to Oakland?

    Flights from Isle of Wight to Oakland usually depart from Norfolk (ORF) and arrive at Oakland (OAK).

  • Which airports do connecting flights from Isle of Wight to Oakland pass through?

    Most connecting flights from Isle of Wight to Oakland pass through Chicago Midway (MDW), which handles 100% of one-stop traffic on this route.

  • Can I save money by using flexible dates for flights from Isle of Wight to Oakland?

    Yes. Flexible dates can save you up to 27% on flights from Isle of Wight to Oakland. Monday is the cheapest departure day at £287 return on average, while Tuesday is the most expensive at £391, a difference of £104.

    KAYAK's flexible dates feature shows options up to three days before and after your selected dates, making it easier to compare nearby fares.

  • What is the time difference between Isle of Wight and Oakland?

    Oakland is 3 hours behind Isle of Wight (Pacific Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Oakland?

    Oakland Arena is one of the most viewed places in Oakland on KAYAK.

Your guide to booking Isle of Wight to Oakland flights

Get tips on when to book, when to fly, and what to know before your trip.
  • If your dates are flexible, aim for a Monday departure and avoid flying on Tuesday. On this route, Monday flights average £287, about £104 less than Tuesday fares (27% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Isle of Wight to Oakland trip for January. Fares historically average £317 return in that month – typically £302 less than the most expensive month, which is May (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Oakland Airport.

    • Oakland Airport Executive Hotel
    • Holiday Inn Express & Suites Oakland-Airport By IHG
    • Holiday Inn & Suites Oakland - Airport By IHG

More options for your flight from Isle of Wight to Oakland

Complete your trip to Oakland with a hotel stay or car hire

Car hire in Oakland
Hotels in Oakland
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