Cheap Flight Deals to Windsor ENG from CA $403

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

Change your flight without a fee on select flights

How to find cheap flights to Windsor?

The cheapest prices found with in the last 7 days for return flights were CA $588 and CA $403 for one-way flights to Windsor for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
CMHLondonMay 29 to June 2CA $1,487
CMHGatwickAugust 11 to August 17CA $8,590
*Prices include taxes and fees

Your guide to flights to Windsor, ENG

WestJet, Aer Lingus, Air Canada 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 $588 and CA $8,590. 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 $588. 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 August 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 $212 per night from May 29 to May 30
CA $212
per night
May 29 - May 30
Stay at this 4-star eco-certified hotel in Windsor. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
7.4/10 Good! (860 reviews)
"It’s was nice but"

Reviewed on 28 Apr. 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 $213 per night from May 19 to May 20
CA $213
per night
May 19 - May 20
Stay at this hotel in Windsor. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.2/10 Very Good! (382 reviews)
"Friendly staff, great location."

Reviewed on 6 May 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 $218 per night from May 30 to May 31
CA $218
per night
May 30 - May 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 restaurant and the ...
8.8/10 Excellent! (1,007 reviews)
"A great place to stay. Great staff Great food Very conveniently located A great experience"

Reviewed on 10 May 2024

Castle Hotel Windsor
The George Inn

The George Inn

3 out of 5
77 High Street, Windsor, England
The price is CA $140 per night from May 22 to May 23
CA $140
per night
May 22 - May 23
Stay at this 3-star inn in Windsor. Enjoy daily housekeeping, a garden, and a bar/lounge. Popular attractions Windsor Castle and LEGOLAND® Windsor are located ...
8.8/10 Excellent! (245 reviews)
"Good value, nice 'pub' but dated decor and quite a dmall room, but really gopd value"

Reviewed on 28 Apr. 2024

The George Inn
Macdonald Windsor Hotel

Macdonald Windsor Hotel

4 out of 5
23 High Street, Windsor, England
The price is CA $195 per night from May 27 to May 28
CA $195
per night
May 27 - May 28
Stay at this 4-star eco-certified hotel in Windsor. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff and ...
8.8/10 Excellent! (1,002 reviews)
"all good"

Reviewed on 2 May 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 $222 per night from Jun. 2 to Jun. 3
CA $222
per night
Jun. 2 - Jun. 3
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 restaurant ...
8.6/10 Excellent! (1,002 reviews)
"Lovely location. Great full breakfast buffet"

Reviewed on 13 May 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 $212 per night from May 29 to May 30
CA $212
per night
May 29 - May 30
Stay at this 4-star eco-certified hotel in Windsor. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
7.4/10 Good! (860 reviews)
"It’s was nice but"

Reviewed on 28 Apr. 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 $157 per night from May 27 to May 28
CA $157
per night
May 27 - May 28
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 ...
8.4/10 Very Good! (907 reviews)
"Staff were polite and helpful. Courtyard area was enjoyable to sit and location was great. Room was spotless. Happy customer"

Reviewed on 11 May 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 $122 per night from May 15 to May 16
CA $122
per night
May 15 - May 16
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)
"an ideal location very close to Windsor Castle"

Reviewed on 8 May 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 $218 per night from May 30 to May 31
CA $218
per night
May 30 - May 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 restaurant and the ...
8.8/10 Excellent! (1,007 reviews)
"A great place to stay. Great staff Great food Very conveniently located A great experience"

Reviewed on 10 May 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.
Hotel Riu Plaza London Victoria
The Standard London
Great Scotland Yard Hotel, part of Hyatt
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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.

How to find cheap flights

What is the best day to buy a plane ticket?

Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you’re looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you’re browsing flight deals.

 

What are the cheapest days to fly?

Frequent travellers may already know this, earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.

 

How far in advance can you book a flight?

Here’s the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.

*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

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.