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 $142 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*
FCOGatwickNovember 21 to November 25CA $142
FCOLondonJanuary 21 to January 26CA $215
FCOLondonJanuary 20 to January 25CA $309
SFOGatwickDecember 9 to December 12CA $748
LAXLondonFebruary 4 to February 11CA $802
BOSGatwickDecember 29 to February 27CA $814
PEKGatwickNovember 21 to November 27CA $852
PEKLondonNovember 21 to November 27CA $903
SFOLondonNovember 25 to December 10CA $924
LAXGatwickFebruary 15 to February 23CA $957
LAXLondonFebruary 15 to February 23CA $1,029
MELLondonFebruary 12 to February 20CA $1,208
MELGatwickNovember 22 to December 9CA $1,215
SYDLondonFebruary 13 to February 22CA $1,245
SYDGatwickNovember 18 to December 1CA $1,779
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
JFKGatwickNovember 15 to November 22CA $722
YYZGatwickNovember 16 to November 24CA $723
YYZLondonNovember 17 to December 10CA $792
JFKLondonNovember 15 to November 21CA $792
BOSLondonNovember 16 to November 26CA $794
JFKLondonNovember 15 to November 21CA $885
SFOLondonNovember 16 to November 24CA $900
LAXLondonNovember 17 to December 7CA $966
YYZLondonNovember 17 to December 10CA $970
SYDLondonNovember 15 to November 22CA $1,684
SFOGatwickNovember 15 to November 22CA $2,686
*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 $142 and CA $2,686. Prices vary, but for the best fares, travel in November 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 $142. 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 December 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 $121 per night from Nov. 24 to Nov. 25
CA $121
CA $146 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! (980 reviews)
"We stayed one night- when visiting Windsor. Best hotel to stay in that is close by to the castle- the estate is beautiful, the facilities are all clean and modern. It’s only a couple of minutes drive to the centre! Staff were lovely and helpful."

Reviewed on 8 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 $253 per night from Nov. 17 to Nov. 18
CA $253
CA $304 total
includes taxes & fees
17 Nov - 18 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 ...
8.4/10 Very Good! (404 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 $192 per night from Nov. 17 to Nov. 18
CA $192
CA $230 total
includes taxes & fees
17 Nov - 18 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 ...
9/10 Wonderful! (1,001 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 $178 per night from Nov. 17 to Nov. 18
CA $178
CA $214 total
includes taxes & fees
17 Nov - 18 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! (287 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 $214 per night from Nov. 14 to Nov. 15
CA $214
CA $257 total
includes taxes & fees
14 Nov - 15 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)
"This was our first hotel on a two week vacation in the UK and by far the best place we stayed. Steps away from everything you'd want to see in Windsor including the castle. The staff is wonderful and really take great care of their guests. Make sure to include breakfast in your plans, you won't regret ..."

Reviewed on 4 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 $229 per night from Dec. 11 to Dec. 12
CA $229
CA $275 total
includes taxes & fees
11 Dec - 12 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! (1,001 reviews)
"Great location and lovely hotel. Good breakfast. All staff were very polite and efficient. Will defo go back!"

Reviewed on 7 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 $121 per night from Nov. 24 to Nov. 25
CA $121
CA $146 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! (980 reviews)
"We stayed one night- when visiting Windsor. Best hotel to stay in that is close by to the castle- the estate is beautiful, the facilities are all clean and modern. It’s only a couple of minutes drive to the centre! Staff were lovely and helpful."

Reviewed on 8 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 $151 per night from Nov. 14 to Nov. 15
CA $151
CA $182 total
includes taxes & fees
14 Nov - 15 Nov
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! (1,002 reviews)
Great for Windsor trip
"Easy to find hotel, with added advantage of basement patking. £15 a night. Check in was easy, the room was ready and clean and the bed was very comfortable. Took 5 mins to get to Windsor town. 10/15 to the castle. Breakfast was self service buffet. Overall, perfect for a tourist trip."

Reviewed on 8 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 $132 per night from Nov. 11 to Nov. 12
CA $132
CA $158 total
includes taxes & fees
11 Nov - 12 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! (1,002 reviews)
"Historical property with quirky angles, some slightly sloping and creaky floorboards but superb location for Windsor castle, river and theatre. Friendly helpful staff."

Reviewed on 6 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 $192 per night from Nov. 17 to Nov. 18
CA $192
CA $230 total
includes taxes & fees
17 Nov - 18 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 ...
9/10 Wonderful! (1,001 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.
Pestana Chelsea Bridge Hotel & SPA
1 Hotel Mayfair
Fountain House
Don't see what you're looking for?
See all available trips from Québec to Windsor
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Windsor flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
The Athenaeum Hotel & Residences
Taj 51 Buckingham Gate, Suites and Residences
The Savoy
Don't see what you're looking for?
See all available trips from Vancouver to Windsor
View all trips

Windsor flight + hotel packages - business class flights

Price found within the past 48 hours. Click for updated prices.
The Milestone Hotel
Corinthia London
Brown's Hotel, a Rocco Forte Hotel
Don't see what you're looking for?
See all available trips from Toronto to Windsor
View all trips

Windsor flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Taj 51 Buckingham Gate, Suites and Residences
The Savoy
Corinthia London
Don't see what you're looking for?
See all available trips from Toronto 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.