Cheap Flight Deals to Windsor ENG from CA $50

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 $117 and CA $50 for one-way flights to Windsor for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
FCOGatwickJune 13 to June 16CA $178
FCOLondonMay 8 to May 11CA $267
FCOLondonJune 13 to June 16CA $310
LAXGatwickMay 4 to May 19CA $728
BOSLondonApril 24 to April 28CA $753
LAXLondonApril 16 to April 23CA $866
PEKLondonApril 10 to April 23CA $911
PEKGatwickMay 5 to May 13CA $925
BOSLondonApril 28 to May 5CA $932
LAXLondonMay 1 to May 7CA $1,137
SYDGatwickJune 5 to June 11CA $1,247
SYDLondonMay 22 to June 5CA $1,274
MELLondonMay 3 to May 18CA $1,280
SYDLondonMay 19 to June 2CA $1,786
MELGatwickMay 12 to May 27CA $1,829
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
FCOGatwickApril 6 to April 17CA $269
YYZLondonApril 4 to April 11CA $793
JFKGatwickApril 4 to April 16CA $822
JFKLondonApril 4 to April 16CA $825
BOSLondonApril 5 to April 12CA $830
SFOLondonApril 6 to April 22CA $906
SFOGatwickApril 6 to April 22CA $951
PEKGatwickApril 6 to April 16CA $961
YYZGatwickApril 6 to April 10CA $1,018
LAXLondonApril 5 to April 9CA $1,052
SFOLondonApril 6 to April 22CA $1,097
JFKLondonApril 6 to April 15CA $1,266
MELLondonApril 6 to April 11CA $1,355
LAXLondonApril 5 to April 9CA $1,390
SYDLondonApril 4 to April 14CA $1,717
*Prices include taxes and fees

Your guide to flights to Windsor, ENG

British Airways, easyJet, WestJet, Air Transat fly to Windsor, so use Travelocity to search, find, and compare some truly tempting deals from the 4 airlines—that way you can be sure you’ve found the best deal for you. A flight to Windsor ENG currently costs between CA $117 and CA $1,829. 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 $117. 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 June 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 $125 per night from Apr. 16 to Apr. 17
CA $125
per night
Apr. 16 - Apr. 17
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! (1,001 reviews)
"The hotel staff were friendly and welcoming. There was a good choice for breakfast. The hotel is in a great location. Our only negatives were that the bedroom was very hot during the night with only a fan to cool the room down and sadly outside the patio doors we could see a lot of a litter. These ..."

Reviewed on 23 Mar. 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 $168 per night from Apr. 6 to Apr. 7
CA $168
per night
Apr. 6 - Apr. 7
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! (432 reviews)
"Good breakfast and dinner. Good location."

Reviewed on 26 Mar. 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 $224 per night from Apr. 27 to Apr. 28
CA $224
per night
Apr. 27 - Apr. 28
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! (1,000 reviews)
"Just yards from the entrance to Windsor. Convenient parking. Excellent restaurant."

Reviewed on 23 Mar. 2025

Castle Hotel Windsor
Macdonald Windsor Hotel

Macdonald Windsor Hotel

4 out of 5
23 High Street, Windsor, England
The price is CA $209 per night from Mar. 30 to Mar. 31
CA $209
per night
Mar. 30 - Mar. 31
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)
"Beautiful location. I’m a gym person so that was my only “complain” but there are so many places to walk so I was still able to get a workout in. The hotel is beautiful and you can’t beat it for the price and food. Friendly staff. I would recommend"

Reviewed on 24 Mar. 2025

Macdonald Windsor Hotel
Sir Christopher Wren Hotel

Sir Christopher Wren Hotel

4 out of 5
Thames Street, Windsor, England
The price is CA $239 per night from Apr. 6 to Apr. 7
CA $239
per night
Apr. 6 - Apr. 7
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)
"Great.riverside view. Excellent value for money. I have a disability and the staff were courteous and amazing in accommodating my needs"

Reviewed on 24 Mar. 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 $125 per night from Apr. 16 to Apr. 17
CA $125
per night
Apr. 16 - Apr. 17
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! (1,001 reviews)
"The hotel staff were friendly and welcoming. There was a good choice for breakfast. The hotel is in a great location. Our only negatives were that the bedroom was very hot during the night with only a fan to cool the room down and sadly outside the patio doors we could see a lot of a litter. These ..."

Reviewed on 23 Mar. 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 $125 per night from Apr. 16 to Apr. 17
CA $125
per night
Apr. 16 - Apr. 17
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! (1,001 reviews)
"The hotel staff were friendly and welcoming. There was a good choice for breakfast. The hotel is in a great location. Our only negatives were that the bedroom was very hot during the night with only a fan to cool the room down and sadly outside the patio doors we could see a lot of a litter. These ..."

Reviewed on 23 Mar. 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
The price is CA $144 per night from Apr. 6 to Apr. 7
CA $144
per night
Apr. 6 - Apr. 7
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! (998 reviews)
"It was impossible to adjust the thermostat in the room. We had to reach out to the reception twice to have this adjusted from their side to be able to sleep. The hotel was under rennovation, so the breakfast was served in a bag (we were informed in advance, so no surprise there). Staff was very helpful ..."

Reviewed on 24 Mar. 2025

Holiday Inn Express Windsor by IHG
The Crown And Cushion

The Crown And Cushion

3 out of 5
84 High Street, Windsor, England
The price is CA $119 per night from Mar. 30 to Mar. 31
CA $119
per night
Mar. 30 - Mar. 31
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! (1,000 reviews)
A good alternative for the Rugby
"Used as a base for rugby at Twickenham and it worked well with free parking and a two minute walk to the station then 25 mins to Rugby. Bar closes early on a Sunday but we found other places to eat and drink. Room was good and variable floors are certainly interesting but nothing dangerous. Staff ..."

Reviewed on 15 Mar. 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 $224 per night from Apr. 27 to Apr. 28
CA $224
per night
Apr. 27 - Apr. 28
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! (1,000 reviews)
"Just yards from the entrance to Windsor. Convenient parking. Excellent restaurant."

Reviewed on 23 Mar. 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.
Colonnade Hotel London
Cheval Phoenix House
Treehouse Hotel London
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See all available trips from Edmonton 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 Milestone Hotel
Corinthia London
The Langham, 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?

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.