Cheap Flight Deals to Windsor ENG from CA $237
Wander Wisely with exceptional service, 24/7 supportOpens in a new window
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 $249 and CA $237 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 | London | February 28 to March 2 | CA $343 |
| JFK | Gatwick | April 27 to May 4 | CA $551 |
| SFO | London | February 27 to March 5 | CA $662 |
| YYZ | Gatwick | April 20 to May 5 | CA $696 |
| BOS | London | February 25 to March 4 | CA $723 |
| YYZ | London | February 19 to March 4 | CA $834 |
| SYD | London | February 17 to March 11 | CA $914 |
| LAX | Gatwick | February 21 to February 27 | CA $922 |
| PEK | Gatwick | March 3 to March 17 | CA $957 |
| PEK | London | March 8 to March 17 | CA $998 |
| SFO | Gatwick | March 8 to March 14 | CA $1,103 |
| MEL | Gatwick | February 16 to March 1 | CA $1,535 |
| MEL | London | February 18 to February 25 | CA $1,614 |
| SYD | London | February 17 to March 11 | CA $1,996 |
| PEK | London | March 3 to March 17 | CA $3,788 |
| Origin | Destination | Travel dates | Flights from* |
|---|---|---|---|
| FCO | London | January 30 to February 1 | CA $249 |
| JFK | London | January 31 to February 11 | CA $689 |
| YYZ | Gatwick | January 31 to March 3 | CA $711 |
| JFK | London | January 30 to February 3 | CA $763 |
| JFK | Gatwick | January 30 to February 3 | CA $784 |
| YYZ | London | January 31 to March 2 | CA $800 |
| SFO | London | February 1 to February 17 | CA $852 |
| SFO | London | February 1 to February 17 | CA $898 |
| YYZ | London | January 30 to February 4 | CA $1,222 |
| PEK | London | February 1 to February 28 | CA $1,333 |
| PEK | Gatwick | February 1 to February 28 | CA $1,465 |
| LAX | London | February 1 to February 2 | CA $1,480 |
| SFO | Gatwick | February 1 to February 17 | CA $1,520 |
| MEL | London | January 31 to February 17 | CA $1,669 |
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 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 $249 and CA $3,788. Prices vary, but for the best fares, travel in February 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 $249. 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 February 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
Courteous staff, very clean room
Reviewed on Jan 21, 2026
The Royal Adelaide Hotel
the staff very friendly. Handy carpal and location. let down by windows
Reviewed on Jan 23, 2026
New Oscar
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
The Crown And Cushion
Excellent location with free car parking Good breakfast
Reviewed on Jan 19, 2026
Luxury Hotels in Windsor
Castle Hotel Windsor
I would recommend the castle hotel to everyone. Lovely hotel, great location and the staff were so friendly and helpful. On arrival to the hotel, I went to check in, and found I’d booked the wrong date, I was a week early. Expedia did nothing whatsoever to help me, apart from try to charge me the ...
Reviewed on Jan 13, 2026
Macdonald Windsor Hotel
We stayed over for one night. Concierge was great upon arrival, and staff were very welcoming. Reception area smelt lovely as we walked in and the surrounding are immaculate. The room was lovely, comfortable bed and plenty of room for the 2 of us. Had a drink in the bar but didn't actually eat in ...
Reviewed on Jan 18, 2026
Sir Christopher Wren Hotel
The only downside to the hotel is the lack of parking. Whilst you can pre-book reserved parking at the railway station it's a 5 minute walk away, so not ideal with luggage, particularly if it's raining. However, that won't put me off staying again as everything else about it is wonderful! Our room, ...
Reviewed on Jan 20, 2026
De Vere Beaumont Estate
Courteous staff, very clean room
Reviewed on Jan 21, 2026
Family Friendly Hotels in Windsor
De Vere Beaumont Estate
Courteous staff, very clean room
Reviewed on Jan 21, 2026
Holiday Inn Express Windsor by IHG
This hotel far exceeded our expectations. The staff were the kindest, most conscientious, considerate, cheerful people we’ve ever seen in a hotel and they seemed to take great pride in their work. The breakfast was astounding both with the variety of offerings and the quality. The room was nice and ...
Reviewed on Jan 11, 2026
The Crown And Cushion
Excellent location with free car parking Good breakfast
Reviewed on Jan 19, 2026
Castle Hotel Windsor
I would recommend the castle hotel to everyone. Lovely hotel, great location and the staff were so friendly and helpful. On arrival to the hotel, I went to check in, and found I’d booked the wrong date, I was a week early. Expedia did nothing whatsoever to help me, apart from try to charge me the ...
Reviewed on Jan 13, 2026
Best Windsor Flight and Hotel Packages
Windsor flight + hotel packages - 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!