$410 Cheap flights to Isle of Wight

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Top places to visit in Isle of Wight

Cheap flights to Isle of Wight from $410 One Way, $140 Round Trip

$140 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.

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
DUBSouthamptonMay 9 to May 11$140
*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
$118 nightly
The price is $142 total per night from May 24 to May 25
$142 total
May 24 - May 25
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 particularly liked the location of the hotel which is near the pierhead the trains and the bus terminus There is a good restaurant and bar The armchairs in the lounge could go with replacing but if you like Victorian hotels you will like this

Reviewed on Apr 27, 2026

Opens in a new windowRoyal Esplanade Hotel
Medehamstede Hotel

Medehamstede Hotel

3 out of 5
9 QUEENS ROAD Shanklin England
$70 nightly
The price is $84 total per night from May 15 to May 16
$84 total
May 15 - May 16
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! (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

Opens in a new windowThe Wheatsheaf Hotel
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Dorset Hotel

Dorset Hotel

3 out of 5
31 Dover Street Ryde England
$64 nightly
The price is $77 total per night from Jun 2 to Jun 3
$77 total
Jun 2 - Jun 3
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! (331 reviews)
Taking account of the fact our stay was a budget stay, I felt we received value for money for many reasons. Location was central, not far from town centre. On the arrival day, we arrived lots of delays as missed a coach and had to find another way to get into the island. Even though we got to the ...

Reviewed on Apr 28, 2026

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 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

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! (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

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

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! (85 reviews)
The van is perfect for me and Lilly, my german shepherd. She loves lying out on the decking watching the world go by. There's a very handy path we take for our walks and there are a lot of places that are easy to get to. The van is always in very good order. Debbie responded very quickly to a query ...

Reviewed on Apr 10, 2026

Opens in a new windowEnjoy a break in our dog friendly, 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 Lake Beach 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

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
$118 nightly
The price is $142 total per night from May 24 to May 25
$142 total
May 24 - May 25
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 particularly liked the location of the hotel which is near the pierhead the trains and the bus terminus There is a good restaurant and bar The armchairs in the lounge could go with replacing but if you like Victorian hotels you will like this

Reviewed on Apr 27, 2026

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
$188 nightly
The price is $226 total per night from May 10 to May 11
$226 total
May 10 - May 11
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! (150 reviews)
Fantastic staff, beautiful setting full of old charm. Nothing was too much trouble. We’ll definitely be back!

Reviewed on May 3, 2026

Opens in a new windowThe Royal Hotel
Albion Hotel

Albion Hotel

4 out of 5
Gate Lane Freshwater England
$220 nightly
The price is $264 total per night from May 11 to May 12
$264 total
May 11 - May 12
Total with taxes and fees
Book a stay at this beach hotel in Freshwater. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Freshwater Bay Beach and Dimbola Lodge ...
9.4/10 Exceptional! (45 reviews)
The hotel was wonderful, the staff were very kind and professional and always happy to assist. My room was overlooking the sea, stunning view and the dinning area was lovely with a stunning view of the sea also. Thank you for a wonderful stay. I hope to visit again.

Reviewed on May 3, 2026

Opens in a new windowAlbion Hotel
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Ryde Castle Hotel by Greene King Inns

Ryde Castle Hotel by Greene King Inns

3 out of 5
The Esplanade Ryde England
$101 nightly
The price is $122 total per night from May 13 to May 14
$122 total
May 13 - May 14
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! (383 reviews)
Great hotel! The location is ideal. We had the family room which was spacious. Plenty of lighting as there were 2 windows. The shower was a mixture of hot, cold, hot etc. We ate at the bar both nights. Food was great. Tamara at reception was amazing. She said we could leave our bags whilst we visited ...

Reviewed on May 2, 2026

Opens in a new windowRyde Castle Hotel by Greene King Inns
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

4 out of 5
8 Luccombe Road Shanklin England
Fully refundableReserve now, pay when you stay
$274 nightly
The price is $329 total per night from May 6 to May 7
$329 total
May 6 - May 7
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
Luccombe Manor Country House Hotel
Great for families

Luccombe Manor Country House Hotel

3 out of 5
11 Popham Road Shanklin England
Fully refundableReserve now, pay when you stay
$187 nightly
The price is $224 total per night from May 6 to May 7
$224 total
May 6 - May 7
Total with taxes and fees
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 ...
8.6/10 Excellent! (309 reviews)

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

Travelers say...
We had no view of the beach, our stay was mostly pleasant but the noise at night was distracting. Loud doors slamming and dogs barking due to the loud sudden noises of how heavy the doors close.

Reviewed on May 2, 2026

Opens in a new windowLuccombe Manor Country House Hotel
Royal Esplanade Hotel

Royal Esplanade Hotel

3.5 out of 5
16 The Esplanade Ryde England
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $142 total per night from May 24 to May 25
$142 total
May 24 - May 25
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 particularly liked the location of the hotel which is near the pierhead the trains and the bus terminus There is a good restaurant and bar The armchairs in the lounge could go with replacing but if you like Victorian hotels you will like this

Reviewed on Apr 27, 2026

Opens in a new windowRoyal Esplanade Hotel
Save an average of 15% on thousands of hotels when you're signed in
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)
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Reviewed on Oct 13, 2025

Opens in a new windowHarrow Lodge 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.

Need a Car For After Your Flight?

Isle of Wight

Snag some “suite” deals when you add cheap hotel rooms to Isle of Wight flights at Orbitz. You can score tickets to ballgames, concerts and other activities while planning your low fare flights. For non-stop air tickets or planned layovers, Orbitz is your discount travel resource.

Budget Prices, Luxury Life

Find mobile-only bargains on your home away from home with Orbitz cutting-edge mobile tools. Search domestic and international hotels at Orbitz On the Go. Find free travel planning apps for your iPhone, Android or iPad. You’ll always get our guaranteed low prices on your favorite hotels and flights to Isle of Wight.

Fun for All

While shopping Orbitz sales on Isle of Wight flights, remember to throw in some fun. Ticket sales for music, theatre, sports and more can be found on the Activities page. Just tell us what you want to do, and Orbitz will save your seat.

Non-Stop or Stop and Visit

Will you be flying round-trip or one-way? Going directly from Point A to Point B? Maybe you’d like to have dinner with family and friends along the way. Whether you need non-stop flights to {destination.name} or lowest cost layovers on Isle of Wight flights, you will always find the best air travel prices at Orbitz.

All in One

Now you can custom design the perfect travel package with Orbitz and save more when booking your flights to Isle of Wight. Do you have a favorite airline, hotel or car rental company? Every page at Orbitz gives you complete freedom to create your travel plans according to your unique wants and needs. Orbitz is designed to meet your discount travel planning needs completely and conveniently.

Frequently asked questions

Which airlines fly to Isle of Wight?
With 14 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 $140 this past week to Isle of Wight, and rose to a high of $1,060. 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

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.