$405 Cheap flights to Isle of Wight

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Top places to visit in Isle of Wight

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

Ventnor

Cheap flights to Isle of Wight from $405 One Way, $367 Round Trip

$367 return flights and $405 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.

Wed, Nov 11 - Thu, Nov 26
JFK
New York
SOU
Southampton
$761 Roundtrip, found 1 day ago
$761
Roundtrip
found 1 day ago
Select Aer Lingus flight, departing Wed, Nov 11 from New York to Southampton, returning Thu, Nov 26, priced at $761 found 1 day ago
Mon, Apr 27 - Mon, May 4
EWR
New York
SOU
Southampton
$801 Roundtrip, found 14 hours ago
$801
Roundtrip
found 14 hours ago
Select Aer Lingus flight, departing Mon, Apr 27 from New York to Southampton, returning Mon, May 4, priced at $801 found 14 hours ago
Mon, Apr 13 - Wed, Apr 29
ORD
Chicago
SOU
Southampton
$824 Roundtrip, found 4 days ago
$824
Roundtrip
found 4 days ago
Select Aer Lingus flight, departing Mon, Apr 13 from Chicago to Southampton, returning Wed, Apr 29, priced at $824 found 4 days ago
Mon, Apr 13 - Wed, Apr 29
BOS
Boston
SOU
Southampton
$832 Roundtrip, found 22 hours ago
$832
Roundtrip
found 22 hours ago
Select Aer Lingus flight, departing Mon, Apr 13 from Boston to Southampton, returning Wed, Apr 29, priced at $832 found 22 hours ago
Mon, May 4 - Wed, May 13
IAD
Washington
SOU
Southampton
$872 Roundtrip, found 2 days ago
$872
Roundtrip
found 2 days ago
Select Aer Lingus flight, departing Mon, May 4 from Washington to Southampton, returning Wed, May 13, priced at $872 found 2 days ago
Tue, May 5 - Tue, May 12
ORD
Chicago
SOU
Southampton
$919 Roundtrip, found 5 days ago
$919
Roundtrip
found 5 days ago
Select Virgin Atlantic flight, departing Tue, May 5 from Chicago to Southampton, returning Tue, May 12, priced at $919 found 5 days ago
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Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
MANSouthamptonMarch 22 to March 23$367
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Isle of Wight Accommodation Deals

Royal Esplanade Hotel

Royal Esplanade Hotel

3.5 out of 5
16 The Esplanade Ryde England
Fully refundableReserve now, pay when you stay
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! (1,001 reviews)
Good location, just the rooms were old and tired. Breakfast was okay. Overall the stay was average.

Reviewed on Mar 18, 2026

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Opens in a new windowRoyal Esplanade Hotel
Medehamstede Hotel

Medehamstede Hotel

3 out of 5
9 QUEENS ROAD Shanklin England
The price is $86 total per night from Mar 24 to Mar 25
$86 total
per night
Mar 24 - Mar 25
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! (137 reviews)
Needs to be renovated but it’s good value for money and is close to the beach and town centre

Reviewed on Dec 6, 2025

Opens in a new windowMedehamstede Hotel
The Wheatsheaf Hotel

The Wheatsheaf Hotel

3 out of 5
16 St.Thomas's Square Newport England
Stay at this hotel in Newport. Enjoy free breakfast, free WiFi, and 2 restaurants. Popular attractions Seaclose Park and Carisbrooke Castle are located ...
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

Dorset Hotel

3 out of 5
31 Dover Street Ryde England
Fully refundableReserve now, pay when you stay
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! (327 reviews)
Enjoyed our two night stay, happy helpful staff

Reviewed on Mar 17, 2026

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Opens in a new windowDorset Hotel
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

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 Oceanblue ...
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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Opens in a new windowBeautiful and luxurious Seaside Home
Enjoy a holiday in the centre of seaside Bembridge in our award winning cottage

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! (57 reviews)
Great cottage and host. Marion is very welcoming and responsive as a host and the cottage is a perfect home. We love Bembridge - great walks and fabulous amenities especially the bakery! We look forward to our next visit.

Reviewed on Feb 24, 2026

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Opens in a new windowEnjoy a holiday in the centre of seaside Bembridge in our award winning cottage
Enjoy a break in our cosy chalet style static van with ferry discounts

Enjoy a break in our cosy chalet style static van with ferry discounts

St. Helens, Isle of Wight ENG
Stay at this mobile home in Ryde. Enjoy free WiFi, laundry facilities, and balconies. Popular attractions St Helens Duver and St Helens Beach are located ...
9.8/10 Exceptional! (84 reviews)
VERY WELL SET UP CARAVAN ALL BASIC ITEMS SUPPLIED. CLEAN AND TIDY

Reviewed on Oct 14, 2025

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Opens in a new windowEnjoy a break in our cosy chalet style static van with ferry discounts
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Parterre Holiday Apartments

Parterre Holiday Apartments

4 out of 5
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! (27 reviews)
Sandown home from home
Great location, very nice rooms, easy to relax after being out all day

Reviewed on Jul 20, 2025

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Opens in a new windowParterre Holiday Apartments
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

Royal Esplanade Hotel

3.5 out of 5
16 The Esplanade Ryde England
Fully refundableReserve now, pay when you stay
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! (1,001 reviews)
Good location, just the rooms were old and tired. Breakfast was okay. Overall the stay was average.

Reviewed on Mar 18, 2026

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Opens in a new windowRoyal Esplanade Hotel
The Royal Hotel

The Royal Hotel

4 out of 5
Belgrave Road Ventnor England
Fully refundableReserve now, pay when you stay
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! (148 reviews)
Excellent location, friendly staff and superb good.

Reviewed on Mar 10, 2026

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Opens in a new windowThe Royal Hotel
The Q Hotel

The Q Hotel

3 out of 5
12 Queens Road Shanklin England
Fully refundableReserve now, pay when you stay
Book a stay at this spa hotel in Shanklin. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Shanklin Theatre and Shanklin Beach are located ...
8.4/10 Very Good! (169 reviews)
Found the room quite claustrophobic with a very small bathroom and basin in bedroom. No food available as I was the only guest staying. Staff were very nice. Do not think I will stay there again.

Reviewed on Jan 29, 2026

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The Ocean View Hotel

The Ocean View Hotel

3 out of 5
5 Park Road Shanklin England
$80 nightly
The price is $95 total per night from Mar 31 to Apr 1
$95 total
Mar 31 - Apr 1
Total with taxes and fees
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 (159 reviews)
We recently stayed at The Ocean View Hotel from 13th–15th February and unfortunately were very disappointed with our experience. We chose this hotel specifically because of the facilities advertised on the website, including a swimming pool, bar, coffee shop, evening dining, jazz club with cocktail ...

Reviewed on Feb 23, 2026

Opens in a new windowThe Ocean View Hotel
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
Great for families

Luccombe Hall Hotel

3 out of 5
8 Luccombe Road Shanklin England
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $187 total per night from Mar 25 to Mar 26
$187 total
Mar 25 - Mar 26
Total with taxes and fees
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 ...
Opens in a new windowLuccombe Hall Hotel
Royal Esplanade Hotel

Royal Esplanade Hotel

3.5 out of 5
16 The Esplanade Ryde England
Fully refundableReserve now, pay when you stay
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! (1,001 reviews)
Good location, just the rooms were old and tired. Breakfast was okay. Overall the stay was average.

Reviewed on Mar 18, 2026

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Opens in a new windowRoyal Esplanade Hotel
Harrow Lodge Hotel

Harrow Lodge Hotel

2 out of 5
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

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Opens in a new windowHarrow Lodge Hotel
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The Fawley

The Fawley

4 out of 5
12 Hope Road Shanklin England
Stay at this guesthouse in Shanklin. Enjoy free parking, breakfast (surcharge), and mini golf on site. Popular attractions Shanklin Beach and Shanklin Theatre ...
9.6/10 Exceptional! (141 reviews)
Isle of White stay
Friendly and helpfull proprietor. Lovely breakfast and comfortable bed 🛌

Reviewed on Jul 30, 2025

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Opens in a new windowThe Fawley
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 or similar
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Jeep Compass
SUV Jeep Compass

Isle of Wight

Orbitz is your one stop for guaranteed low prices on Isle of Wight flights, as well as budget deals on hotels and rental cars. Use our state of the art mobile tools to get great deals and constant updates on the status of your trip.

Save Big On Car Rentals Too

Orbitz will find you discount air fare for flights to Isle of Wight and you can rent a car at the same time. With Orbitzyou will get a discount on the rental and have your car waiting for you when you land.

Get Free Travel Advice By Calling the Orbitz Hotline

Our experts will make things even easier by helping you to find the best budget flights to Isle of Wight Just call our toll free hotline at 1-800-649-9920 and one of our travel advisors will be happy to assist you with everything from your flight to hotel room.

Book Travel on the Fly with Orbitz on the Go

Our state of the art mobile apps will allow you to book cheap flights to Isle of Wight from your smartphone too. Discount airfare is not all; you can also find mobile-only hotel deals or check the status of your flight using this free app. So, when you’re on the go, why not take Orbitz with you?

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 $367 this past week to Isle of Wight, and rose to a high of $919. Several lucky passengers flying out of San Francisco (SFO) managed to land one-way flights starting at just $405.
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

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.