Cheap Flight Deals to Windsor ENG from CA $248

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How to find cheap flights to Windsor?

The cheapest prices found with in the last 7 days for return flights were CA $132 and CA $248 for one-way flights to Windsor for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
FCOGatwickJanuary 10 to January 19CA $132
FCOLondonDecember 7 to December 9CA $207
FCOLondonJanuary 16 to January 22CA $276
JFKLondonDecember 9 to December 15CA $551
YYZLondonJanuary 18 to February 8CA $628
SFOLondonDecember 6 to December 10CA $806
PEKGatwickFebruary 12 to February 20CA $885
BOSLondonDecember 7 to December 11CA $930
PEKLondonDecember 6 to December 8CA $979
LAXGatwickNovember 28 to December 10CA $1,081
SYDLondonDecember 1 to December 4CA $1,757
SFOGatwickDecember 1 to December 4CA $1,945
SYDLondonFebruary 6 to February 9CA $2,029
MELLondonDecember 3 to December 7CA $2,223
SFOLondonDecember 1 to December 4CA $3,734
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
JFKLondonNovember 24 to November 28CA $876
BOSLondonNovember 24 to January 7CA $918
YYZLondonNovember 24 to December 8CA $974
JFKLondonNovember 24 to December 7CA $1,046
LAXLondonNovember 24 to December 8CA $1,052
YYZGatwickNovember 24 to November 28CA $1,336
SFOLondonNovember 23 to December 2CA $1,412
YYZLondonNovember 24 to November 28CA $1,736
JFKGatwickNovember 24 to November 28CA $1,778
*Prices include taxes and fees

Your guide to flights to Windsor, ENG

WestJet, TAP Portugal fly to Windsor, so use Travelocity to search, find, and compare some truly tempting deals from the 2 airlines—that way you can be sure you’ve found the best deal for you. A flight to Windsor ENG currently costs between CA $132 and CA $3,734. Prices vary, but for the best fares, travel in December when prices are at their lowest.  

Top tips for finding cheap flights to Windsor  

The cheapest flight for a round trip to Windsor is currently CA $132. When you search for flights to Windsor, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Windsor for nearby days.  The cheapest month to travel to Windsor is February from our list of deals available.  

But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.   

How to cancel flights to Windsor 

We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.  

Why you should book your flight to Windsor with Travelocity 

We have top deals on plane tickets even for last minute flights to Windsor, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Windsor for less. 

Find The Perfect Hotel For After Your Flight

Amazing Place to Stay After Flight to Windsor

De Vere Beaumont Estate

De Vere Beaumont Estate

4 out of 5
Burfield Road, Berkshire, Windsor, England
The price is CA $133 per night from Nov. 24 to Nov. 25
CA $133
CA $159 total
includes taxes & fees
24 Nov - 25 Nov
Stay at this 4-star eco-certified hotel in Windsor. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
7.4/10 Good! (989 reviews)
Amazing hotel
"Yet again an amazing hotel, been to most of of the De vere hotels! Room amazing, albeit quite a trek from reception ! 1705 restaurant was a bit of a let down, as I asked for a plain chicken filet burger but it came with a pickle relish inside and the chips were still hard inside, did advise staff ..."

Reviewed on 19 Nov. 2024

De Vere Beaumont Estate
The Royal Adelaide Hotel

The Royal Adelaide Hotel

3.5 out of 5
46 Kings Road, Windsor, England
The price is CA $190 per night from Nov. 24 to Nov. 25
CA $190
CA $228 total
includes taxes & fees
24 Nov - 25 Nov
Stay at this hotel in Windsor. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Windsor ...
8.2/10 Very Good! (406 reviews)
Over night stay
"Good value for money, close to Heathrow and Windsor town."

Reviewed on 3 Nov. 2024

The Royal Adelaide Hotel
New Oscar

New Oscar

2 out of 5
65 Vansittart Road, Windsor, England
Stay at this B&B in Windsor. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Popular attractions Windsor Castle and LEGOLAND® Windsor are located ...
5.8/10 (73 reviews)
£10 car parking fee a surprise!
"The hotel is clean and comfortable but we were surprised by the £10 parking fee to use the car park behind the hotel. There’s no option as parking on the street is restricted"

Reviewed on 6 Oct. 2019

New Oscar
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The Union Inn

The Union Inn

4 out of 5
Crimp Hill, Windsor, England
Stay at this 4-star inn in Windsor. Enjoy free parking, breakfast (surcharge), and a bar/lounge. Popular attractions Windsor Castle and LEGOLAND® Windsor are ...
7.8/10 Good! (489 reviews)
Our stay
"The food was good, welcome was very friendly and the bed comfortable."

Reviewed on 23 Oct. 2023

The Union Inn
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.

Luxury Hotels in Windsor

Castle Hotel Windsor

Castle Hotel Windsor

4 out of 5
18 High Street, Windsor, England
The price is CA $169 per night from Dec. 22 to Dec. 23
CA $169
CA $203 total
includes taxes & fees
22 Dec - 23 Dec
Stay at this 4-star eco-certified hotel in Windsor. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the breakfast and the ...
9/10 Wonderful! (1,000 reviews)
"Alot of noise from a generator. It is an older building and we coukd hear everthing from the room above"

Reviewed on 8 Nov. 2024

Castle Hotel Windsor
The George Inn

The George Inn

3 out of 5
77 High Street, Windsor, England
The price is CA $165 per night from Nov. 24 to Nov. 25
CA $165
CA $199 total
includes taxes & fees
24 Nov - 25 Nov
Stay at this 3-star inn in Windsor. Enjoy breakfast (surcharge), daily housekeeping, and a garden. Popular attractions Windsor Castle and LEGOLAND® Windsor are ...
8.8/10 Excellent! (288 reviews)
"I had a very pleasant stay there and the staff were very helpful. The slightly annoying thing was the bulb for the bedside lamp needed replacing and the room was very cramped. I probably won't stay the night there again but will consider having a drink and a meal there if I'm in the area."

Reviewed on 16 Oct. 2024

The George Inn
Macdonald Windsor Hotel

Macdonald Windsor Hotel

4 out of 5
23 High Street, Windsor, England
The price is CA $211 per night from Nov. 24 to Nov. 25
CA $211
CA $253 total
includes taxes & fees
24 Nov - 25 Nov
Stay at this 4-star eco-certified hotel in Windsor. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the breakfast and the ...
8.8/10 Excellent! (1,000 reviews)
"Superb"

Reviewed on 18 Nov. 2024

Macdonald Windsor Hotel
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Sir Christopher Wren Hotel

Sir Christopher Wren Hotel

4 out of 5
Thames Street, Windsor, England
The price is CA $202 per night from Dec. 15 to Dec. 16
CA $202
CA $242 total
includes taxes & fees
15 Dec - 16 Dec
Stay at this 4-star business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and 24-hour room service. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,000 reviews)
"We absolutely loved the hotel the staff the food the service was amazing"

Reviewed on 17 Nov. 2024

Sir Christopher Wren 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 Windsor

De Vere Beaumont Estate

De Vere Beaumont Estate

4 out of 5
Burfield Road, Berkshire, Windsor, England
The price is CA $133 per night from Nov. 24 to Nov. 25
CA $133
CA $159 total
includes taxes & fees
24 Nov - 25 Nov
Stay at this 4-star eco-certified hotel in Windsor. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
7.4/10 Good! (989 reviews)
Amazing hotel
"Yet again an amazing hotel, been to most of of the De vere hotels! Room amazing, albeit quite a trek from reception ! 1705 restaurant was a bit of a let down, as I asked for a plain chicken filet burger but it came with a pickle relish inside and the chips were still hard inside, did advise staff ..."

Reviewed on 19 Nov. 2024

De Vere Beaumont Estate
Holiday Inn Express Windsor, an IHG Hotel

Holiday Inn Express Windsor, an IHG Hotel

3 out of 5
71 Alma Road, Windsor, England
The price is CA $145 per night from Dec. 22 to Dec. 23
CA $145
CA $175 total
includes taxes & fees
22 Dec - 23 Dec
Stay at this 3-star business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,000 reviews)
"Extremely friendly and helpful staff."

Reviewed on 18 Nov. 2024

Holiday Inn Express Windsor, an IHG Hotel
The Crown And Cushion

The Crown And Cushion

3 out of 5
84 High Street, Windsor, England
The price is CA $129 per night from Nov. 24 to Nov. 25
CA $129
CA $155 total
includes taxes & fees
24 Nov - 25 Nov
Stay at this 3-star inn in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (1,004 reviews)
Lovely stay at the Crown & Cushion
"We had a lovely stay at the Crown & Cushion. All of the staff were very helpful and friendly. Evening meals and breakfast were great. Our room was very comfortable, although one of the walls could do with some tlc, but in a 500+yr old building you've got to expect some wear and tear and quirks. The ..."

Reviewed on 9 Nov. 2024

The Crown And Cushion
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Castle Hotel Windsor

Castle Hotel Windsor

4 out of 5
18 High Street, Windsor, England
The price is CA $169 per night from Dec. 22 to Dec. 23
CA $169
CA $203 total
includes taxes & fees
22 Dec - 23 Dec
Stay at this 4-star eco-certified hotel in Windsor. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the breakfast and the ...
9/10 Wonderful! (1,000 reviews)
"Alot of noise from a generator. It is an older building and we coukd hear everthing from the room above"

Reviewed on 8 Nov. 2024

Castle Hotel Windsor
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.

Best Windsor Flight and Hotel Packages

Windsor flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
The Beaumont
1 Hotel Mayfair
Henrietta Experimental
Don't see what you're looking for?
See all available trips from Toronto to Windsor
View all trips

Windsor flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
The Athenaeum Hotel & Residences
Corinthia London
The Langham, London
Don't see what you're looking for?
See all available trips from Toronto to Windsor
View all trips

Windsor flight + hotel packages - business class flights

Price found within the past 48 hours. Click for updated prices.
Sloane Place
Royal Lancaster London
COMO Metropolitan London
Don't see what you're looking for?
See all available trips from Regina to Windsor
View all trips

Need a car after flight to Windsor?

Frequently asked questions

Which airlines fly to Windsor?
There are a lot of airline companies that fly to Windsor — 20 to be exact. Highly reputable ones include:

  • British Airways
  • EasyJet
  • Aer Lingus

What airport is best to fly into Windsor?
When booking your airfare to Windsor, take into account where you’re planning to base yourself. This might help you settle on which airport would be best to disembark at. London Heathrow is 11 kilometers from the center of the city, while LGW is roughly 48 kilometers from all the action downtown.
Where to stay in Windsor
Life is one incredible journey, so why not get out there and experience it in Windsor? You can start by booking one or more of the 739 fantastic properties on offer there through Travelocity.If you’re looking for someplace fancy to rest your head, slide between the plush sheets at the Macdonald Windsor Hotel. Alternatively, look into the New Oscar. It’s a fine choice if you’re vacationing on a smaller budget.With a range of places to stay in the vicinity of Windsor Castle, you’ll be able to really get a feel for this star attraction while being within a stone’s throw of a cozy bed! The HAMPDEN APARTMENTS - THE ANNE and the Windsor Castle Townhouse are two we recommend.
Places to visit in Windsor
We hardly even need to introduce Windsor Castle, and LEGOLAND® Windsor. These sights are so extraordinary that people journey to Windsor just to see them.Gain a better understanding of the unique flavor of this happening city hub by visiting sights like Eton College, and Frogmore House.0 Want some more options? 0 But that’s not all. 0
How to get through airport security fast when traveling to Windsor
These useful tips and pointers about airport security procedures will save you lots of time on your way to Windsor:

  • Airport security staff will ask to see your boarding pass and passport as part of their checks. Store them in a convenient place, so they’re all ready for inspection.
  • Take off your belt, jewellery and shoes before arriving at the security checkpoint. Items such as these are not allowed in the body scanner.
  • Laptops must be taken out of their protective cases and placed in a tray before being X-rayed.
  • Flying with a favorite cologne or perfume? As long as it contains no more than 3.4 ounces (100 milliliters) and it’s stored in a clear zip-lock bag, you can keep it in your hand luggage.
  • Safety boots and other bulky shoes are usually X-rayed at the security checkpoint. Think about wearing lightweight sneakers instead.
  • Razors and knives are not allowed on board the plane. Put them in your checked luggage to avoid leaving them at the airport security checkpoint.

Plane Tickets To Windsor

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Windsor. Browse through our inventory to explore a wide range of cheap flights to Windsor to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Windsor as you anxiously await to exit the plane and explore what Windsor has to offer. Considering all the amazing local food and culture in Windsor, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Windsor to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Windsor without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Windsor with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Windsor today!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.