
Cheap Flights to Berkshire from $239 (2026/2027)
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
Jet to one of Berkshire's top cities

Windsor
Flights
How Much Does it Cost To Fly To Berkshire?
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
JFK
John F. Kennedy Intl.
LGW
Gatwick
$571 Roundtrip, found 3 days ago
$571
Roundtrip
found 3 days ago
EWR
Newark Liberty Intl. Airport
LHR
Heathrow
$600 Roundtrip, found 1 hour ago
$600
Roundtrip
found 1 hour ago
IAD
Washington Dulles Intl.
LHR
Heathrow
$613 Roundtrip, found 3 days ago
$613
Roundtrip
found 3 days ago
ORD
O'Hare Intl.
LGW
Gatwick
$729 Roundtrip, found 1 day ago
$729
Roundtrip
found 1 day ago
ORD
O'Hare Intl.
LHR
Heathrow
$730 Roundtrip, just found
$730
Roundtrip
just found
ORD
O'Hare Intl.
LHR
Heathrow
$737 Roundtrip, found 18 hours ago
$737
Roundtrip
found 18 hours ago
ORD
O'Hare Intl.
LHR
Heathrow
$749 Roundtrip, found 5 days ago
$749
Roundtrip
found 5 days ago
ORD
O'Hare Intl.
LGW
Gatwick
$846 Roundtrip, found 1 day ago
$846
Roundtrip
found 1 day ago
ORD
O'Hare Intl.
LHR
Heathrow
$851 Roundtrip, just found
$851
Roundtrip
just found
ORD
O'Hare Intl.
LHR
Heathrow
$855 Roundtrip, found 2 days ago
$855
Roundtrip
found 2 days ago
ORD
O'Hare Intl.
LHR
Heathrow
$859 Roundtrip, found 5 days ago
$859
Roundtrip
found 5 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| FCO | Luton | June 14 to June 17 | $46 |
| FCO | Gatwick | June 12 to June 14 | $153 |
| FCO | London | June 6 to June 13 | $186 |
| FCO | London | June 4 to June 8 | $302 |
| YYZ | London | June 5 to June 11 | $601 |
| JFK | London | August 18 to August 27 | $731 |
| PEK | London | June 2 to July 2 | $749 |
| YYZ | Southampton | July 25 to August 4 | $991 |
| LAX | Southampton | August 21 to August 24 | $1,066 |
| SYD | London | June 9 to November 3 | $1,197 |
| SYD | Gatwick | August 13 to September 4 | $1,346 |
| MEL | Gatwick | June 1 to June 3 | $1,355 |
| MEL | London | July 17 to August 16 | $1,376 |
| PEK | London | July 10 to August 28 | $1,394 |
| SYD | London | June 1 to June 15 | $1,748 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| FCO | Luton | May 15 to May 17 | $182 |
| FCO | London | May 16 to June 1 | $194 |
| FCO | Gatwick | May 16 to May 21 | $244 |
| FCO | London | May 15 to May 18 | $326 |
| YYZ | London | May 16 to May 30 | $666 |
| YYZ | Gatwick | May 17 to May 26 | $694 |
| JFK | London | May 17 to May 20 | $784 |
| LAX | Gatwick | May 15 to August 22 | $1,087 |
| PEK | London | May 17 to May 21 | $1,111 |
| LAX | London | May 17 to May 24 | $1,270 |
| SYD | London | May 16 to May 27 | $1,319 |
| LAX | Southampton | May 15 to June 19 | $1,367 |
| PEK | Gatwick | May 15 to May 22 | $1,374 |
| SYD | Gatwick | May 16 to May 27 | $1,443 |
| MEL | Gatwick | May 17 to May 30 | $1,504 |
Best Berkshire Flight and Hotel Packages
Price found within the past 48 hours. Click for updated prices.



Travelers ❤️ These Berkshire 🏨

Holiday Inn Slough - Windsor by IHG
1 Church Street Slough England
Book a stay at this business-friendly hotel in Slough. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Windsor Castle and LEGOLAND® Windsor are located nearby.
8.2/10 Very Good! (338 reviews)
Room could have been better there was someone else left over food in the mini fridge. A panel in the bath room fell off the wall when i opened the garbage can
Reviewed on May 8, 2026

pentahotel Reading
Oxford Road Reading England
Book a stay at this family-friendly hotel in Reading. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Broad Street Mall and Hexagon are located nearby.
8.4/10 Very Good! (1,003 reviews)
Excellent
Reviewed on May 3, 2026

De Vere Beaumont Estate
Burfield Road, Berkshire Windsor England
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 attractions Windsor Castle and LEGOLAND® Windsor are located nearby.
8/10 Very Good! (1,009 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
Save an average of 15% on thousands of hotels when you're signed in

Village Hotel Bracknell
Bagshot Road Bracknell England
Stay at this hotel in Bracknell. Enjoy free WiFi, breakfast (surcharge), and a sauna. Our guests praise the helpful staff in our reviews. Popular attractions LEGOLAND® Windsor and Ascot Racecourse are located nearby.
7.8/10 Good! (789 reviews)
Nice size swimming pool, friendly staff, clean big bedroom. Definitely we will stay with them next time.
Reviewed on May 10, 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.
More Ways To Wander Berkshire
Berkshire Hotels
Find the perfect hotel after your flight
Berkshire Vacation Rentals
Great Deals on alternative accommodations
Berkshire Car Rentals
Affordable cars to get you around town
Berkshire Vacations
Save more by combining flights, hotels and cars
Things to do in Berkshire
Activities, attractions and tours
Frequently asked questions
Explore More Ways to Travel with Travelocity
- Farmstay in Maidenhead
- B&B in Maidenhead
- Cottages in Maidenhead
- Extended Stay Hotels in Maidenhead
- Hostels in Maidenhead
- Kid Friendly Hotels in Maidenhead
- Hotels with Hot Tubs in Maidenhead
- Maidenhead Hotels
- Houseboats in Maidenhead
- Rv Parks in Maidenhead
- Cottages in Ascot
- Extended Stay Hotels in Ascot
- Hostels in Ascot
- All Inclusive Resorts & in Ascot
- Luxury Hotels in Ascot
- Pet Friendly Hotels in Ascot
- Ascot Hotels
- Houseboats in Ascot
- Hotels near Ascot Racecourse
- Cottages in Sonning
- Extended Stay Hotels in Sonning
- Sonning Hotels
- Apartments in Winnersh
- Winnersh Hotels
- Binfield Hotels
- Apartments in Bray
- Cabins in Bray
- Cottages in Bray
- Bray Hotels
- Extended Stay Hotels in Twyford
- Twyford Hotels
- Resorts in Twyford
- 4 Star Hotels in Bracknell
- Apartments in Bracknell
- B&B in Bracknell
- Cabins in Bracknell
- Chalets in Bracknell
- Extended Stay Hotels in Bracknell
- Hostels in Bracknell
- Hotels with Hot Tubs in Bracknell
- Hotels with an Indoor Pool in Bracknell
- Bracknell Hotels
- Woodley Hotels
- Villas in Woodley
- Hotels near Bird Hills Golf Centre
- Bracknell Forest Hotels
- Cabins in Warfield
- Warfield Hotels
- B&B in Waltham St Lawrence
- Cabins in Waltham St Lawrence
- Houseboats in Waltham St Lawrence
- Hotels near Mill Ride Golf and Country Club
- B&B in Wokingham
- Cottages in Wokingham
- Hostels in Wokingham
- Hotels with Kitchenettes in Wokingham
- Hotels with smoking rooms in Wokingham
- Wokingham Hotels
- Hotels near Nirvana Spa
- Flights to Maidenhead
- Flights to Ascot
- Flights to Beaconsfield
- Flights to Frimley
- Flights to Burnham
- Flights to Windsor
- Flights to Fleet
- Flights to Stoke Poges
- Flights to Aldershot
- Flights to Datchet
- Flights to Crowthorne
- Flights to Winnersh
- Flights to Reading
- Flights to Staines
- Flights to Henley-on-Thames
- Flights to Camberley
- Flights to Mapledurham
- Flights to Farnborough
- Flights to West Drayton
- Flights to Swallowfield
- Flights to Bray
- Flights to Bracknell
- Flights to Slough
- Flights to Frieth
- Flights to Wokingham
- Flights to Virginia Water
- Flights to Chertsey
- Flights to Hook
- Flights to Woking
- Flights to Pangbourne











