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 $278 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*
FCOLondonMarch 5 to March 11CA $343
BOSGatwickMay 2 to May 10CA $746
LAXGatwickMay 16 to May 31CA $856
BOSLondonMarch 11 to March 26CA $869
PEKLondonMarch 6 to March 14CA $872
PEKGatwickMay 15 to June 13CA $910
SFOLondonMarch 9 to March 25CA $939
LAXLondonMarch 17 to March 24CA $940
SYDGatwickMarch 1 to March 15CA $1,237
MELLondonMarch 10 to March 23CA $1,274
MELGatwickMarch 10 to March 23CA $1,301
SYDLondonMay 7 to May 14CA $1,303
SYDLondonMarch 10 to March 17CA $1,887
MELLondonMay 7 to May 14CA $2,274
SFOGatwickMarch 24 to March 31CA $2,461
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
FCOLondonMarch 1 to March 4CA $278
FCOGatwickMarch 1 to March 4CA $299
FCOLondonMarch 2 to March 3CA $449
JFKGatwickMarch 2 to March 11CA $691
YYZLondonMarch 2 to March 11CA $728
JFKLondonMarch 2 to March 9CA $809
SFOLondonMarch 2 to March 19CA $832
BOSLondonFebruary 28 to March 6CA $877
YYZGatwickFebruary 28 to March 6CA $1,030
SYDGatwickMarch 1 to March 15CA $1,237
JFKLondonMarch 1 to March 7CA $1,491
MELLondonMarch 1 to March 17CA $1,567
LAXLondonMarch 2 to March 22CA $1,622
SYDLondonMarch 2 to March 15CA $1,661
MELGatwickMarch 1 to March 17CA $1,818
*Prices include taxes and fees

Your guide to flights to Windsor, ENG

WestJet, Air Transat 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 $278 and CA $2,461. Prices vary, but for the best fares, travel in March 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 $278. 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 April 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 $123 per night from Mar. 23 to Mar. 24
CA $123
CA $147 total
includes taxes & fees
23 Mar - 24 Mar
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 ...
7.6/10 Good! (1,002 reviews)
Nice getaway but improvements could be made
"We received a nice welcome at the reception desk and told we should be able to check in early so went to the bar and had a drink whilst we waited. The bar staff were quite chaotic and disorganized. When we entered our room it smelt very musty almost as though someone has been smoking in the room. ..."

Reviewed on 16 Feb. 2025

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 $148 per night from Mar. 2 to Mar. 3
CA $148
CA $178 total
includes taxes & fees
2 Mar - 3 Mar
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! (416 reviews)
"Lovely room, staff went out of their way to help, very pleased with food, very close to Castle the shops and opposite the long walk, all in all highly recommended."

Reviewed on 18 Feb. 2025

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 $180 per night from Mar. 2 to Mar. 3
CA $180
CA $216 total
includes taxes & fees
2 Mar - 3 Mar
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)
"Ideally located in the heart of Windsor. We were going to the castle and out for dinner in the evening and everything was right on your doorstep."

Reviewed on 2 Feb. 2025

Castle Hotel Windsor
Macdonald Windsor Hotel

Macdonald Windsor Hotel

4 out of 5
23 High Street, Windsor, England
The price is CA $178 per night from Feb. 23 to Feb. 24
CA $178
CA $214 total
includes taxes & fees
23 Feb - 24 Feb
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! (1,003 reviews)
"Hotel & restaurant staff are attentive. Ideal location for visiting Windsor Castle."

Reviewed on 19 Feb. 2025

Macdonald Windsor Hotel
Sir Christopher Wren Hotel

Sir Christopher Wren Hotel

4 out of 5
Thames Street, Windsor, England
The price is CA $206 per night from Feb. 23 to Feb. 24
CA $206
CA $247 total
includes taxes & fees
23 Feb - 24 Feb
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! (1,003 reviews)
Sir Christopher Wren Hotel - midweek break
"The hotel has rooms over three locations, all of which are in close proximity but not something we were aware of. That said, the standard was good, and the bar area / brasserie was clean, fresh, friendly and great views overlooking the river."

Reviewed on 19 Feb. 2025

Sir Christopher Wren Hotel
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De Vere Beaumont Estate

De Vere Beaumont Estate

4 out of 5
Burfield Road, Berkshire, Windsor, England
The price is CA $123 per night from Mar. 23 to Mar. 24
CA $123
CA $147 total
includes taxes & fees
23 Mar - 24 Mar
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 ...
7.6/10 Good! (1,002 reviews)
Nice getaway but improvements could be made
"We received a nice welcome at the reception desk and told we should be able to check in early so went to the bar and had a drink whilst we waited. The bar staff were quite chaotic and disorganized. When we entered our room it smelt very musty almost as though someone has been smoking in the room. ..."

Reviewed on 16 Feb. 2025

De Vere Beaumont Estate
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 $123 per night from Mar. 23 to Mar. 24
CA $123
CA $147 total
includes taxes & fees
23 Mar - 24 Mar
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 ...
7.6/10 Good! (1,002 reviews)
Nice getaway but improvements could be made
"We received a nice welcome at the reception desk and told we should be able to check in early so went to the bar and had a drink whilst we waited. The bar staff were quite chaotic and disorganized. When we entered our room it smelt very musty almost as though someone has been smoking in the room. ..."

Reviewed on 16 Feb. 2025

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 $117 per night from Feb. 28 to Mar. 1
CA $117
CA $140 total
includes taxes & fees
28 Feb - 1 Mar
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)
"The propeety has been renovated and undergoing refurb so no hot breakfast available which tainted the stay a bit. Staff very friendly and welcoming and apologetic."

Reviewed on 7 Feb. 2025

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 $125 per night from Mar. 18 to Mar. 19
CA $125
CA $150 total
includes taxes & fees
18 Mar - 19 Mar
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! (1,000 reviews)
"The excellent service provided by the staff made this a most enjoyable stay."

Reviewed on 15 Jan. 2025

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 $180 per night from Mar. 2 to Mar. 3
CA $180
CA $216 total
includes taxes & fees
2 Mar - 3 Mar
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)
"Ideally located in the heart of Windsor. We were going to the castle and out for dinner in the evening and everything was right on your doorstep."

Reviewed on 2 Feb. 2025

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.
Kensington Residences by MySquare
1 Hotel Mayfair
Hotel Cafe Royal, London
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See all available trips from Toronto to Windsor
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Windsor flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
Corinthia London
Sea Containers London
Hotel Riu Plaza London Victoria
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See all available trips from Toronto to Windsor
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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.