Cheap Flights to Windsor from $239
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How Much Does it Cost To Fly To Windsor?
The cheapest prices found with in the last 7 days for return flights were $56 and $239 for one-way flights to Windsor for the period specified. Prices and availability are subject to change. Additional terms apply
JFK
John F. Kennedy Intl.
LGW
Gatwick
$571 Roundtrip, found 1 day ago
$571
Roundtrip
found 1 day ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| FCO | Luton | June 6 to June 6 | $56 |
| FCO | London | June 5 to June 8 | $281 |
| YYZ | Gatwick | June 4 to June 12 | $569 |
| PEK | Gatwick | June 5 to June 21 | $715 |
| JFK | Gatwick | July 14 to July 18 | $724 |
| PEK | London | June 3 to June 19 | $748 |
| JFK | London | August 10 to August 26 | $784 |
| YYZ | London | June 20 to July 4 | $910 |
| LAX | London | August 11 to August 25 | $933 |
| SYD | London | June 8 to June 15 | $1,218 |
| PEK | London | July 10 to August 28 | $1,394 |
| SYD | Gatwick | June 8 to June 15 | $1,554 |
| SYD | London | June 1 to June 15 | $1,748 |
| MEL | London | June 21 to June 22 | $2,380 |
| SFO | Luton | July 30 to August 3 | $6,097 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| FCO | Luton | May 17 to May 19 | $180 |
| FCO | London | May 16 to June 1 | $197 |
| FCO | Gatwick | May 15 to May 17 | $227 |
| FCO | London | May 15 to May 18 | $443 |
| YYZ | London | May 16 to May 31 | $667 |
| YYZ | Gatwick | May 16 to May 31 | $779 |
| JFK | London | May 15 to May 21 | $792 |
| JFK | Gatwick | May 16 to May 24 | $947 |
| JFK | London | May 15 to May 21 | $990 |
| PEK | Gatwick | May 17 to May 21 | $1,140 |
| PEK | London | May 17 to May 21 | $1,149 |
| LAX | Gatwick | May 15 to May 23 | $1,160 |
| LAX | London | May 15 to May 23 | $1,267 |
| SYD | London | May 17 to May 17 | $1,629 |
| YYZ | London | May 16 to May 26 | $1,710 |
Windsor Flight Information
Traveling to | Windsor |
|---|---|
Lowest Price | $56 |
Number of Airlines Serving | |
Airlines Serving | Icelandair, Norse Atlantic UK |
Number of Daily Flights | |
Airlines with Direct Flights |
Find The Perfect Hotel For After Your Flight
Amazing Windsor Accommodation Deals
De Vere Beaumont Estate
Burfield Road, Berkshire Windsor England
$108 nightly
The price is $130 total per night from Jun 5 to Jun 6
$130 total
Jun 5 - Jun 6
Total with taxes and fees
Stay at this hotel in Windsor. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8/10 Very Good! (1,007 reviews)
This hotel is extremely big; many rooms are in flat-style blocks that feel disjointed from the main hotel, but it's good for big events. The drinks are at a high premium rate but the staff lack knowledge of how they should be served. The pool is family-friendly, so it's not good for couples looking ...
Reviewed on May 4, 2026
The Royal Adelaide Hotel
46 Kings Road Windsor England
$121 nightly
The price is $146 total per night from May 10 to May 11
$146 total
May 10 - May 11
Total with taxes and fees
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. ...
8.6/10 Excellent! (610 reviews)
Excellent
Reviewed on May 7, 2026
New Oscar
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 ...
Save an average of 15% on thousands of hotels when you're signed in
The Crown And Cushion
84 High Street Windsor England
$88 nightly
The price is $106 total per night from May 10 to May 11
$106 total
May 10 - May 11
Total with taxes and fees
Stay at this inn in Windsor. Enjoy free breakfast, free parking, and daily housekeeping. Popular attractions Windsor Castle and LEGOLAND® Windsor are located ...
9/10 Wonderful! (1,000 reviews)
If you would like to save some money, and want to stay in a historic building, this is the way to go. Everybody was really nice, there was a free hot breakfast that was to order. The rooms were simple and comfortable.
Reviewed on Apr 22, 2026
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
18 High Street Windsor England
$176 nightly
The price is $211 total per night from May 21 to May 22
$211 total
May 21 - May 22
Total with taxes and fees
Book a stay at this 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! (1,003 reviews)
Lovely hotel central to everything
Reviewed on May 7, 2026
Macdonald Windsor Hotel
23 High Street Windsor England
$141 nightly
The price is $170 total per night from Jun 7 to Jun 8
$170 total
Jun 7 - Jun 8
Total with taxes and fees
Book a stay at this business-friendly hotel in Windsor. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the breakfast and ...
8.8/10 Excellent! (1,004 reviews)
This hotel & the brilliant staff working there (Michael, Matthew, Hannah just to name a few!!!) made our stay in Windsor fantastic!!! Great location 👍 rooms are lovely (ours was a dog friendly room too!!!) classy décor & cosy beds; bathroom was excellent plus large walk-in shower!!! Car parking ...
Reviewed on May 4, 2026
Sir Christopher Wren Hotel
Thames Street Windsor England
$184 nightly
The price is $221 total per night from May 25 to May 26
$221 total
May 25 - May 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and 24-hour room service. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,011 reviews)
I’ve stayed at this hotel a few times. The location in Windsor is excellent. Everything is within walking distance. The other times I’ve stayed there, I was in the newer annex building. Those rooms are modern and quiet. This time I stayed in the older main building. The view was lovely, but the room ...
Reviewed on May 5, 2026
Save an average of 15% on thousands of hotels when you're signed in
De Vere Beaumont Estate
Burfield Road, Berkshire Windsor England
$108 nightly
The price is $130 total per night from Jun 5 to Jun 6
$130 total
Jun 5 - Jun 6
Total with taxes and fees
Stay at this hotel in Windsor. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8/10 Very Good! (1,007 reviews)
This hotel is extremely big; many rooms are in flat-style blocks that feel disjointed from the main hotel, but it's good for big events. The drinks are at a high premium rate but the staff lack knowledge of how they should be served. The pool is family-friendly, so it's not good for couples looking ...
Reviewed on May 4, 2026
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
Burfield Road, Berkshire Windsor England
$108 nightly
The price is $130 total per night from Jun 5 to Jun 6
$130 total
Jun 5 - Jun 6
Total with taxes and fees
Stay at this hotel in Windsor. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8/10 Very Good! (1,007 reviews)
This hotel is extremely big; many rooms are in flat-style blocks that feel disjointed from the main hotel, but it's good for big events. The drinks are at a high premium rate but the staff lack knowledge of how they should be served. The pool is family-friendly, so it's not good for couples looking ...
Reviewed on May 4, 2026
Holiday Inn Express Windsor by IHG
71 Alma Road Windsor England
$134 nightly
The price is $160 total per night from May 10 to May 11
$160 total
May 10 - May 11
Total with taxes and fees
Book a stay at this business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,003 reviews)
Check-in was easy; had no issues with room or any amenities. Free breakfast was a bonus.
Reviewed on May 1, 2026
The Crown And Cushion
84 High Street Windsor England
$88 nightly
The price is $106 total per night from May 10 to May 11
$106 total
May 10 - May 11
Total with taxes and fees
Stay at this inn in Windsor. Enjoy free breakfast, free parking, and daily housekeeping. Popular attractions Windsor Castle and LEGOLAND® Windsor are located ...
9/10 Wonderful! (1,000 reviews)
If you would like to save some money, and want to stay in a historic building, this is the way to go. Everybody was really nice, there was a free hot breakfast that was to order. The rooms were simple and comfortable.
Reviewed on Apr 22, 2026
Save an average of 15% on thousands of hotels when you're signed in
Castle Hotel Windsor
18 High Street Windsor England
$176 nightly
The price is $211 total per night from May 21 to May 22
$211 total
May 21 - May 22
Total with taxes and fees
Book a stay at this 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! (1,003 reviews)
Lovely hotel central to everything
Reviewed on May 7, 2026
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.
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See all available trips from Philadelphia to Windsor
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Price found within the past 48 hours. Click for updated prices.
Windsor flight + hotel packages - business class flights
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Need a Car For After Your Flight?
Mini
Hounslow, GBR
$41
$134 total
found 2 days ago
Economy
London, GBR
$46
$139 total
found 2 days ago
Compact
London, GBR
$48
$143 total
found 2 days ago
Midsize
Heathrow, GBR
$53
$158 total
found 2 days ago
Lowest prices found within the past 2 days. Prices and availability subject to change. Additional terms may apply.
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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