Cheap Flight Deals to Windsor ENG from CA $311

Feel at ease with free flight cancellations within 24 hours of booking

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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 $236 and CA $311 for one-way flights to Windsor for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
FCOLondonSeptember 11 to September 17CA $236
FCOLondonSeptember 11 to September 17CA $281
JFKLondonSeptember 8 to September 18CA $547
SFOLondonAugust 9 to August 28CA $680
SFOLondonSeptember 16 to October 1CA $775
LAXLondonAugust 14 to August 30CA $833
PEKGatwickJune 22 to July 6CA $916
SFOGatwickAugust 8 to August 19CA $942
PEKLondonSeptember 7 to September 15CA $1,154
SYDGatwickAugust 4 to August 20CA $1,226
MELGatwickAugust 4 to August 20CA $1,263
MELLondonAugust 4 to August 20CA $1,661
MELLondonAugust 4 to August 20CA $2,007
PEKLondonSeptember 1 to September 24CA $2,066
SYDLondonJuly 27 to August 12CA $2,775
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
FCOGatwickJune 22 to June 28CA $445
YYZLondonJune 21 to July 5CA $840
PEKGatwickJune 22 to July 6CA $916
YYZGatwickJune 22 to June 29CA $916
JFKLondonJune 20 to June 27CA $1,060
JFKGatwickJune 21 to July 7CA $1,243
JFKLondonJune 22 to July 18CA $1,252
PEKLondonJune 22 to July 6CA $1,314
LAXLondonJune 21 to July 4CA $1,529
SFOLondonJune 20 to June 25CA $1,570
YYZLondonJune 22 to July 13CA $1,645
LAXGatwickJune 22 to June 28CA $1,679
LAXLondonJune 22 to June 28CA $2,127
SFOGatwickJune 20 to June 25CA $2,670
SFOLondonJune 20 to June 25CA $3,004
*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 $236 and CA $3,004. Prices vary, but for the best fares, travel in October 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 $236. 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 September 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
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 ...
7.8/10 Good! (1,000 reviews)
"No air con so the room was very warm, just a fan. Too much light coming in via the bathroom window and glazed bathroom door. Dogs staying in neighbouring room which started barking in the early hours of the morning, so all in all we didn’t get much sleep."

Reviewed on Jun. 2, 2025

De Vere Beaumont Estate
The Royal Adelaide Hotel

The Royal Adelaide Hotel

3.5 out of 5
46 Kings Road, Windsor, England
Book a stay at this business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff in our reviews. ...
8.4/10 Very Good! (460 reviews)
"A genuinely warm welcome, comfortable room but signs of wear and tear - shower frame very scuffed, shower tray a bit lumpy and bumpy, but overall a very nice place to stay for a night or two."

Reviewed on Jun. 15, 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 ...
£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 Oct. 6, 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 ...
Our stay
"The food was good, welcome was very friendly and the bed comfortable."

Reviewed on Oct. 23, 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
Stay at this 4-star luxury hotel in Windsor. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,004 reviews)
"This hotel is in the perfect spot. Plenty of dining options and shopping right there. Windsor Castle is right across the street. Wonderful stay! Hotel is very clean and staff was super. Very comfortable bed as well."

Reviewed on Jun. 11, 2025

Castle Hotel Windsor
Macdonald Windsor Hotel

Macdonald Windsor Hotel

4 out of 5
23 High Street, Windsor, England
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 ...
8.6/10 Excellent! (1,001 reviews)
"Excellent location and beautiful hotel"

Reviewed on Jun. 14, 2025

Macdonald Windsor Hotel
Sir Christopher Wren Hotel

Sir Christopher Wren Hotel

4 out of 5
Thames Street, Windsor, England
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 ...
8.8/10 Excellent! (1,000 reviews)
"Property very nice"

Reviewed on Jun. 11, 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
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 ...
7.8/10 Good! (1,000 reviews)
"No air con so the room was very warm, just a fan. Too much light coming in via the bathroom window and glazed bathroom door. Dogs staying in neighbouring room which started barking in the early hours of the morning, so all in all we didn’t get much sleep."

Reviewed on Jun. 2, 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
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 ...
7.8/10 Good! (1,000 reviews)
"No air con so the room was very warm, just a fan. Too much light coming in via the bathroom window and glazed bathroom door. Dogs staying in neighbouring room which started barking in the early hours of the morning, so all in all we didn’t get much sleep."

Reviewed on Jun. 2, 2025

De Vere Beaumont Estate
Holiday Inn Express Windsor by IHG

Holiday Inn Express Windsor by IHG

3 out of 5
71 Alma Road, Windsor, England
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! (1,001 reviews)
"Nice and clean"

Reviewed on Jun. 14, 2025

Holiday Inn Express Windsor by IHG
The Crown And Cushion

The Crown And Cushion

3 out of 5
84 High Street, Windsor, England
Stay at this 3-star inn in Windsor. Enjoy free breakfast, free parking, and daily housekeeping. Popular attractions Windsor Castle and LEGOLAND® Windsor are ...
9/10 Wonderful! (1,002 reviews)
"Very welcoming hosts, a lovely pub,great location and good value accommodation"

Reviewed on Jun. 1, 2025

The Crown And Cushion
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Castle Hotel Windsor

Castle Hotel Windsor

4 out of 5
18 High Street, Windsor, England
Stay at this 4-star luxury hotel in Windsor. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,004 reviews)
"This hotel is in the perfect spot. Plenty of dining options and shopping right there. Windsor Castle is right across the street. Wonderful stay! Hotel is very clean and staff was super. Very comfortable bed as well."

Reviewed on Jun. 11, 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.
Three Falcons Hotel
Corinthia London
ME London
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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.