$410 Cheap flights to Isle of Wight

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Many airlines offer flexible change policies

Top places to visit in Isle of Wight

Freshwater Bay, Isle of Wight, England; Shutterstock ID 625955066; Purchase Order: -

Ventnor

Cheap flights to Isle of Wight from $410 One Way, $363 Round Trip

$363 return flights and $410 one-way flights to Isle of Wight were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Sep 6 - Mon, Sep 14

JFK

New York

SOU

Southampton

$853

Roundtrip

found 5 days ago

Sat, Sep 5 - Mon, Sep 14

EWR

New York

SOU

Southampton

$853

Roundtrip

found 2 days ago

Tue, Sep 1 - Tue, Sep 8

RDU

Raleigh

SOU

Southampton

$922

Roundtrip

found 6 days ago

Thu, Jan 7 - Thu, Jan 14

BOS

Boston

SOU

Southampton

$947

Roundtrip

found 4 days ago

Wed, Jan 20 - Fri, Jan 29

ORD

Chicago

SOU

Southampton

$965

Roundtrip

found 5 days ago

Tue, Sep 8 - Mon, Sep 28

MCO

Orlando

SOU

Southampton

$977

Roundtrip

found 3 days ago

Deals For This Weekend's Flights

Origin	Destination	Travel Dates	Flights From*
EDI	Southampton	May 30 to May 31	$363

*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Isle of Wight Accommodation Deals

Royal Esplanade Hotel

16 The Esplanade Ryde England

Fully refundableReserve now, pay when you stay

$120 nightly

$144 total

May 31 - Jun 1

Total with taxes and fees

Book a stay at this beach hotel in Ryde. Enjoy free breakfast, 2 bars/lounges, and parking (surcharge). Our guests praise the breakfast and the helpful staff ...

8/10 Very Good! (1,000 reviews)

"I highly recommend staying at this hotel . Friendly, very helpful staff ,. The room was spotlessly clean . And only very short distance from.the beach and all the amenities . I shall be going back"

Reviewed on May 24, 2026

Medehamstede Hotel

9 QUEENS ROAD Shanklin England

$80 nightly

$96 total

Jun 14 - Jun 15

Total with taxes and fees

Stay at this hotel in Shanklin. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Shanklin Beach and Shanklin Theatre are located ...

7.6/10 Good! (139 reviews)

"Good Hotel. Adequate shower. Lovely building structure, dining, garden and bar area. Adorable Vintage Decor and interiors. Excellent Food Menu. Reasonable pricing."

Reviewed on May 19, 2026

The Wheatsheaf Hotel

16 St.Thomas's Square Newport England

Stay at this hotel in Newport. Enjoy free breakfast, free WiFi, and 2 restaurants. Popular attractions Quay Arts and Seaclose Park are located nearby.

6.8/10 (120 reviews)

"I booked this with pay at property option. Hotel took money straight away and refused to pay back. 2 days before my stay I receive a voicemail to say under new management and not honouring existing bookings. Disgraceful !!!"

Reviewed on May 22, 2023

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Dorset Hotel

31 Dover Street Ryde England

$80 nightly

$96 total

May 31 - Jun 1

Total with taxes and fees

Stay at this guesthouse in Ryde. Enjoy free parking, daily housekeeping, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...

8.4/10 Very Good! (334 reviews)

"A good hotel just a short uphill walk from the ferry & hover points with a convenient bus stop nearby. Our room was comfortable and clean. The staff were friendly and breakfast was delicious and cooked to order. We would definitely stay again."

Reviewed on May 15, 2026

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Our Top Isle of Wight Apartment Hotels

Beautiful and luxurious Seaside Home

Ventnor ENG

Stay at this vacation home in Ventnor. Enjoy free WiFi, a garden, and dry cleaning or laundry services. Popular attractions Old St Boniface Church and Ventnor ...

9.2/10 Wonderful! (16 reviews)

Brilliant stay

"We loved the space the seven of us had in the seaside home - even had room for my morning yoga. Great location for getting into Ventnor on foot and Bonchurch beach was easily walkable. Only downside was the road leading to Shanklin, but that was also handy for our day trips."

Reviewed on Aug 21, 2024

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Enjoy a holiday in the centre of seaside Bembridge in our award winning cottage

Bembridge ENG

Book a stay at this family-friendly cottage in Bembridge. Enjoy free WiFi, a garden, and laundry facilities. Our guests praise the property condition in our ...

9.8/10 Exceptional! (58 reviews)

"We had a lovely stay in the cottage, perfect base for exploring Bembridge and the IOW. It’s"

Reviewed on Mar 31, 2026

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Enjoy a break in our dog friendly, chalet style, static van with ferry discounts

St. Helens, Isle of Wight ENG

Enjoy free WiFi, laundry facilities, and balconies. Popular attractions St Helens Beach and Bembridge Beach are located nearby.

9.8/10 Exceptional! (86 reviews)

"Wonderful stay, we’re already looking forward to returning. The beds were incredibly comfortable and we all slept so well. The caravan was spotless and had everything we needed for a comfortable stay.The thoughtful arrival touches, including tea, milk and biscuits, were especially appreciated after ..."

Reviewed on May 27, 2026

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Parterre Holiday Apartments

34 Broadway Sandown England

Stay at this apartment in Sandown. Enjoy free WiFi, free parking, and a garden. Popular attractions Sandown Beach and Dinosaur Isle are located nearby.

9.6/10 Exceptional! (28 reviews)

"Fantastic stay! We travelled from Birmingham with a baby under 2 and the host was absolutely brilliant — greeted us personally and kindly allowed an early check-in which made such a difference with a little one. The apartment is spotless, well equipped and perfectly located — just a short walk from ..."

Reviewed on May 4, 2026

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Score Epic Isle of Wight Accommodation Deals

Royal Esplanade Hotel

16 The Esplanade Ryde England

Fully refundableReserve now, pay when you stay

$120 nightly

$144 total

May 31 - Jun 1

Total with taxes and fees

Book a stay at this beach hotel in Ryde. Enjoy free breakfast, 2 bars/lounges, and parking (surcharge). Our guests praise the breakfast and the helpful staff ...

8/10 Very Good! (1,000 reviews)

"I highly recommend staying at this hotel . Friendly, very helpful staff ,. The room was spotlessly clean . And only very short distance from.the beach and all the amenities . I shall be going back"

Reviewed on May 24, 2026

The Royal Hotel

Belgrave Road Ventnor England

Fully refundableReserve now, pay when you stay

$196 nightly

$236 total

Jun 14 - Jun 15

Total with taxes and fees

Stay at this hotel in Ventnor. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Ventnor ...

9.4/10 Exceptional! (152 reviews)

"I had a wonderful stay at The Royal Hotel. It’s a charming, elegant property with beautiful grounds and a perfect location. The atmosphere is calm and refined, and the staff were consistently pleasant, friendly, and eager to help. My room was larger than expected, with a very comfortable king‑sized ..."

Reviewed on May 26, 2026

The Ocean View Hotel

5 Park Road Shanklin England

Stay at this hotel in Shanklin. Enjoy free parking, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular ...

6.8/10 (175 reviews)

"Great staff members. The room was decent as we booked twin room and the food was great"

Reviewed on May 26, 2026

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Save an average of 15% on thousands of hotels when you're signed in

Ryde Castle Hotel by Greene King Inns

The Esplanade Ryde England

$101 nightly

$121 total

Jun 18 - Jun 19

Total with taxes and fees

Book a stay at this luxury inn in Ryde. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...

8.6/10 Excellent! (386 reviews)

"Staff helpful and pleasant except for one staff member at breakfast who was actually rude and unhelpful, which was a shame as she let the hotel down. However, overall, nice place and welcoming."

Reviewed on May 8, 2026

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Isle of Wight

Luccombe Hall Hotel

8 Luccombe Road Shanklin England

Fully refundableReserve now, pay when you stay

$382 total

per night

Jun 1 - Jun 2

Book a stay at this family-friendly hotel in Shanklin. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property ...

Luccombe Manor Country House Hotel

11 Popham Road Shanklin England

Fully refundableReserve now, pay when you stay

$312 total

per night

Jun 18 - Jun 19

Book a stay at this family-friendly hotel in Shanklin. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular ...

8.8/10 Excellent! (315 reviews)

Families like: Indoor pool, playground, miniature golf, game room

Travelers say...

"Lovely stay over the BHol weekend . Breakfast and amenities five star . Location is sublime on the cliff top above Luccombe village . Staff amazing and helpful . Hottest day of the year so the room warmed up with the windows shut . Safety locks on windows . Double room above the carpark so more noise ..."

Reviewed on May 27, 2026

Royal Esplanade Hotel

16 The Esplanade Ryde England

Fully refundableReserve now, pay when you stay

$144 total

per night

May 31 - Jun 1

Book a stay at this beach hotel in Ryde. Enjoy free breakfast, 2 bars/lounges, and parking (surcharge). Our guests praise the breakfast and the helpful staff ...

8/10 Very Good! (1,000 reviews)

"I highly recommend staying at this hotel . Friendly, very helpful staff ,. The room was spotlessly clean . And only very short distance from.the beach and all the amenities . I shall be going back"

Reviewed on May 24, 2026

Save an average of 15% on thousands of hotels when you're signed in

Harrow Lodge Hotel

Palmerston Road Shanklin England

Book a stay at this beach hotel in Shanklin. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...

9/10 Wonderful! (196 reviews)

"."

Reviewed on Oct 13, 2025

Get rates

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Need a Car For After Your Flight?

Economy

Chevrolet Spark

4 people

Compact

Ford Focus

4 people

Midsize

Toyota Corolla

5 people

SUV

Jeep Compass

5 people

Isle of Wight

Reach your destination without breaking your budget by booking your flights to Isle of Wight using Orbitz. We offer access to all of the best discounts on airfare, travel accommodations and even car rentals. Planning your trip and saving money are easier with Orbitz.

Get Discount Rates On Your Isle of Wight Flight

Whether planning ahead or deciding to book your trip at the last minute, Orbitz will provide the lowest rates on Isle of Wight flights. Using our free mobile phone apps will make you privy to a number of discounts that are unique to mobile phone users. These are perfect for harried travelers who want to find deals that they can qualify for on the same day.

Make Orbitz Your Official Travel Planner

Orbitz can be used for much more than comparing and booking a discount flight to Isle of Wight. We also offer a variety of resources for securing the ideal travel accommodations while staying on budget. Travel tips, hotel reviews, customized suggestions and even detailed images can all be accessed through your mobile phone.

Build A Comprehensive Travel Itinerary

In addition to booking a low cost flight to Isle of Wight, you can learn about the best places to visit, the best hotels to stay in and the preferred times for traveling. When you use Orbitz mobile phone apps you can also share your travel itineraries with friends and family members, all with just a few quick taps.

Using Orbitz to secure your Isle of Wight flights can save you money and time. Perfect for both the early travel planner and the last minute journey: Orbitz offers phenomenal customer service and unbeatable convenience.

Frequently asked questions

Which airlines fly to Isle of Wight?

With 12 airlines ready to take you away to Isle of Wight, finding the ideal flight will be a piece of cake. Book your airfare with one of these popular international carriers that jet into Southampton Airport (SOU):

Loganair - 107 flights to Isle of Wight per month
Eastern Airways - 43 flights to Isle of Wight per month
Aer Lingus - 20 flights to Isle of Wight per month

What is the best airport to fly to in Isle of Wight?

While many tourists fly into Southampton Airport (SOU), it's not your only option for exploring Isle of Wight. Depending on where you're staying, Bournemouth Intl. Airport (BOH) may also be a good choice. Do some research, compare the prices and find yourself a great deal.

How much is a flight to Isle of Wight?

Round-trip fares fell as low as $363 this past week to Isle of Wight, and rose to a high of $977. Several lucky passengers flying out of Chicago (ORD) managed to land one-way flights starting at just $410.

How to book the cheapest flight to Isle of Wight?

Scoring cheap flights to Isle of Wight is as easy as booking with Orbitz. But if you want to make sure you're nabbing the best flight deals around, here are a few tips to follow:

Depending on where you're leaving from, click on the 'Nearby airports' function (located under the departure and arrival options). Occasionally, other departure points will have cheaper fares.
If you're flexible with your travel plans, click on the 'Show flexible dates' link. It'll show the flight deals for the days either side of your selected departure. Airfares often vary depending on what day of the week it is.
Select 'Show options' to filter your search results. You can pick your preferred airline and seating class here. Under 'Sort & Filter' to the left, you can even select whether you'd like to fly in the morning, afternoon or evening.
Lock in your fare as soon as you've worked out your travel dates. While it does happen from time to time, flights rarely get cheaper as your date of departure approaches.
Save big on your trip by combining your flights, hotels and car rentals into one handy package. Your bank account will thank you for it.
If it's an option, avoid traveling in the most popular seasons. Airfares surge during school breaks, summer and around other vacation times like Easter, Thanksgiving and Christmas.

What is the best time to book a flight to Isle of Wight?

Reserve your flights to Isle of Wight in January. This is the best month for bargain prices, closely followed by February and August. Snap up cheap flights and make your dream vacation a reality with Orbitz.

What day of the week is the cheapest to book a flight to Isle of Wight?

If you're after cheap fares to Isle of Wight, the best days to book are Tuesdays, Wednesdays and Saturdays. With Orbitz (and some good timing!), an unbeatable flight deal will be all yours.

What is the cheapest day of the week to fly to Isle of Wight?

If you're looking for cheap flights to Isle of Wight, depart at the start of the week. Orbitz data from 2020 shows Monday is the cheapest day to jet off, followed by Tuesday. Saturday has the most expensive fares, so avoid this day and do your budget a favor.

What is the cheapest month to fly to Isle of Wight?

To secure cheap flights to Isle of Wight, you should pack your bags and jet off in August. Orbitz data shows that this is generally a great month to save big on your airfare. If you're thinking of jetting to Isle of Wight during June, it's worth noting that this is the least affordable time of year to travel.

Which airlines allow free cancellation?

If you suspect your travel plans could change, Orbitz can help you lock in a flexible ticket. All you have to do is choose "Filter by flexible change policies" when searching for your Isle of Wight flights. We'll show you carriers that include free cancellation and no change fees — all on top of irresistibly low prices.

What do I need for the flight to Isle of Wight?

The trick to having a seamless flight is to be prepared. Here are a couple of useful tips to bear in mind before departure:

Nothing is more important than your travel documents. Which to bring and how many depend on whether you're traveling domestic or international. Be sure to check with your airline. In both cases, you'll need to present some type of government-issued ID.
If you're flying direct to Isle of Wight, it's likely you'll be in the sky for quite a while. Pack lots of snacks and things to keep you amused. Now is the time to get stuck into that novel you've had your eye on!
Long-haul voyages can get very cold, especially if you're flying throughout the night. If you don't want to shiver in your seat, pack a warm layer and some thick socks.

How many direct flights are there to Isle of Wight?

Each month, there are 65 flights going directly to Isle of Wight. Loganair is one airline that offers nonstop services to this destination.

How do I get cheap first-class/business deals to Isle of Wight?

If you think a first or business-class ticket is beyond your grasp, think again. Here are a few practical tips to help you score a premium flight to Isle of Wight for less:

Be more flexible with your travel dates and wait for early bird or last-minute sales on first or business-class airfares.
A lot of budget carriers nowadays have quality business-class seating for a wallet-friendly price.
Make a bid for an upgrade. Some airlines hold online auctions that let you put down a price for a seat at the front of the plane. You may also be able to upgrade with points earned through a rewards program.

More to Explore

Southampton Vacation Rentals

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.