
Cheap Flight Deals to Windsor ENG from CA $253
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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 $169 and CA $253 for one-way flights to Windsor for the period specified. Prices and availability are subject to change. Additional terms apply
| Origin | Destination | Travel dates | Flights from* |
|---|---|---|---|
| FCO | Gatwick | May 21 to May 31 | CA $169 |
| FCO | London | March 27 to March 31 | CA $240 |
| FCO | London | April 23 to April 27 | CA $378 |
| LAX | Gatwick | April 18 to May 4 | CA $727 |
| JFK | London | May 2 to May 9 | CA $770 |
| YYZ | Gatwick | April 13 to April 21 | CA $772 |
| YYZ | London | April 3 to April 12 | CA $993 |
| PEK | London | April 22 to April 29 | CA $1,016 |
| PEK | Gatwick | March 23 to April 6 | CA $1,072 |
| LAX | London | March 23 to April 7 | CA $1,297 |
| SYD | London | May 3 to May 15 | CA $1,402 |
| SYD | Gatwick | May 3 to May 15 | CA $1,422 |
| SFO | Gatwick | March 28 to April 1 | CA $1,492 |
| SFO | London | June 10 to June 24 | CA $2,015 |
| SYD | London | April 30 to May 13 | CA $3,966 |
| Origin | Destination | Travel dates | Flights from* |
|---|---|---|---|
| FCO | London | March 22 to March 29 | CA $575 |
| FCO | London | March 22 to March 29 | CA $595 |
| JFK | London | March 20 to April 1 | CA $858 |
| BOS | London | March 21 to March 23 | CA $883 |
| SFO | London | March 22 to April 14 | CA $940 |
| YYZ | Gatwick | March 21 to June 9 | CA $943 |
| JFK | Gatwick | March 20 to April 1 | CA $1,160 |
| YYZ | London | March 20 to March 26 | CA $1,302 |
| SYD | London | March 21 to April 11 | CA $1,820 |
| SYD | Gatwick | March 21 to April 11 | CA $1,853 |
| JFK | London | March 22 to March 24 | CA $1,899 |
| LAX | London | March 22 to March 27 | CA $2,068 |
| SFO | Gatwick | March 22 to April 12 | CA $2,433 |
| LAX | Gatwick | March 22 to March 27 | CA $2,797 |
| LAX | London | March 22 to March 27 | CA $3,602 |
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 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 $169 and CA $3,966. Prices vary, but for the best fares, travel in May 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 $169. 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
Stayed in academy room. Basically an OK room but uncomfortable bed, cold with only a thin duvet. Did ‘t sleep well as a result.
Reviewed on Mar 5, 2026

The Royal Adelaide Hotel
Had a lovely one night stay, staff were very friendly
Reviewed on Mar 13, 2026

New Oscar

The Crown And Cushion
Great location. Newly refurbished rooms. Can be noisy before 11 pm
Reviewed on Mar 12, 2026
Luxury Hotels in Windsor

Castle Hotel Windsor
Nicely refurbished rooms … The Hotel is bang in the centre of things, sadly the front of house refurbishment work limited their full potential when we stayed but I’m sure it will look great when it’s finished ..
Reviewed on Mar 4, 2026

Macdonald Windsor Hotel
Looking shabby, needing an update!
Reviewed on Mar 6, 2026

Sir Christopher Wren Hotel
Clean room
Reviewed on Mar 12, 2026

De Vere Beaumont Estate
Stayed in academy room. Basically an OK room but uncomfortable bed, cold with only a thin duvet. Did ‘t sleep well as a result.
Reviewed on Mar 5, 2026
Family Friendly Hotels in Windsor

De Vere Beaumont Estate
Stayed in academy room. Basically an OK room but uncomfortable bed, cold with only a thin duvet. Did ‘t sleep well as a result.
Reviewed on Mar 5, 2026

Holiday Inn Express Windsor by IHG
Daniel & Ms Bena were excellent from check in to check out. Hospitality fit for royalty
Reviewed on Mar 12, 2026

The Crown And Cushion
Great location. Newly refurbished rooms. Can be noisy before 11 pm
Reviewed on Mar 12, 2026

Castle Hotel Windsor
Nicely refurbished rooms … The Hotel is bang in the centre of things, sadly the front of house refurbishment work limited their full potential when we stayed but I’m sure it will look great when it’s finished ..
Reviewed on Mar 4, 2026
Best Windsor Flight and Hotel Packages
Windsor flight + hotel packages - economy flights



Windsor flight + hotel packages - premium economy flights



Windsor flight + hotel packages - business class flights



Need a car after flight to Windsor?
Economy

Compact

Midsize

SUV

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!
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