Cheap flights from Windsor

Many airlines offer flexible change policies

Earn BONUS+ rewardsOpens in a new window on top of your airline points

Enjoy exclusive promotions on the ebookers app!

Windsor Flight Information
Origin airport IATA code
OAK

Sourcing the best flights from Windsor on ebookers

If you’re seeking a flight from Windsor, you can swiftly and easily find exactly what you’re looking for using ebookers. Our easy-to-use tool will let you select the destination and ideal travel dates to immediately see which routes and airlines are available. Have a preferred airline in mind for the trip? You can filter your ebookers search to see if they have flights from OAK. For more bespoke options, you can also set your search for multiple destinations and flights that are refundable, so you can have the most relevant information in moments.

Getting the best deal on a cheap flight from OAK

There are a few golden rules for keeping costs low when booking flights from Windsor. The first thing to think about is being flexible on your travel dates. It can help to shift your departure by a day, or even a few hours, as prices can vary by significant amounts. Use ebookers to compare and contrast your options ahead of time, and you can make a savvy decision. Want more savings? If book the hotel at your chosen destination through ebookers while also arranging your flight from Windsor, you can get a discount of up to 15% off the total price. For help on which pad to pick, you can make use of our snappy hotel descriptions, which are accompanied by useful photos.

Getting things going at your destination

With ebookers, you don’t just have access to the latest, constantly updated information on flights from OAK. You can also get inspiration on the most interesting things to get up to when you’re there. Just check out our Things to Do tool and you’ll soon be drawing up an exciting itinerary. And if you’re keen to take in as much of the wider area as possible, you could also look into the best car hire deals and have your very own set of wheels waiting, so you can roam to your heart’s content.

Featured Hotels near Windsor

The Inn at the Tides

The Inn at the Tides

2.5 out of 5
800 Coast Hwy One Bodega Bay CA
The price is €275 per night from 10 Jun to 11 Jun
€275
per night
10 Jun - 11 Jun
Our customers tell us that they can't get enough of the free breakfast at The Inn at the Tides. During your stay, you're just a quick walk from Bodega Harbour. You'll find features such as free WiFi in public areas and free self-parking, plus an outdoor pool.
9.4/10 Exceptional! (1,780 reviews)
"It was amazing!"

Reviewed on 9 Jun 2026

Opens in a new windowThe Inn at the Tides
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

2.5 out of 5
8865 Conde Lane Windsor CA
The price is €128 per night from 6 Jul to 7 Jul
€128
per night
6 Jul - 7 Jul
The free breakfast at Holiday Inn Express® Windsor Sonoma Wine Country by IHG gets high marks from our customers. During your stay, you're just a quick walk from Powell's Sweet Shoppe - Windsor. Free WiFi in public areas, free self-parking and an outdoor pool are available.
9.2/10 Wonderful! (1,357 reviews)
"cable tv didn’t work in the room. phone didn’t work -had to walk down to the reception just to ask simple questions. out of coffee in the room -didn’t have any in the hotel at all walls are so thin you can hear conversations being had in room next door"

Reviewed on 8 Jun 2026

Opens in a new windowHoliday Inn Express® Windsor Sonoma Wine Country by IHG
Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country

2.5 out of 5
8937 Brooks Road South Windsor CA
The price is €137 per night from 2 Jul to 3 Jul
€137
per night
2 Jul - 3 Jul
Our customers tell us that they enjoy the free breakfast at Hampton Inn & Suites Windsor - Sonoma Wine Country. During your stay, you'll be within walking distance of Powell's Sweet Shoppe - Windsor. Free WiFi in public areas, free self-parking and an outdoor pool are available.
9.2/10 Wonderful! (1,009 reviews)
"This is a reasonably priced Hotel for the wine country. Ask for a room not facing the Freeway. As breakfast is included, there are many families staying here so expect toddler noises during the meal. The gym is small but adequate with a Peloton bike, an elliptical trainer and two treadmills as well ..."

Reviewed on 9 Jun 2026

Opens in a new windowHampton Inn & Suites Windsor - Sonoma Wine Country
Save an average of 15% on thousands of hotels when you're signed in
Holiday Inn Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG

3 out of 5
8755 Old Redwood Hwy Windsor CA
The price is €124 per night from 6 Jul to 7 Jul
€124
per night
6 Jul - 7 Jul
Our customers tell us that they can't get enough of the helpful staff at Holiday Inn Windsor Wine Country by IHG. During your stay, you'll be within walking distance of Powell's Sweet Shoppe - Windsor. Features include free WiFi in public areas and free self-parking, plus an indoor pool.
9/10 Wonderful! (1,065 reviews)
"Nice clean room"

Reviewed on 9 Jun 2026

Opens in a new windowHoliday Inn Windsor Wine Country by IHG
WorldMark Windsor

WorldMark Windsor

3 out of 5
1251 Shilo Rd Windsor CA
Our customers tell us that they can't get enough of the helpful staff at WorldMark Windsor. During your stay, you're just a quick walk from Windsor Golf Club. Enjoy features like free self-parking, plus 2 outdoor pools and a full-service spa.
9/10 Wonderful! (407 reviews)
"I feel like I discovered a hidden gem for staying in the Windsor area. I was so pleased and happy with my "room" which was as actually a one-bedroom apartment. The catch is that this is actually a time-share that tries to recruit new members right after the check-in process, You are told to go to ..."

Reviewed on 9 Jun 2026

Opens in a new windowWorldMark Windsor
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

3 out of 5
3421 Cleveland Ave Santa Rosa CA
The price is €112 per night from 11 Jun to 12 Jun
€112
per night
11 Jun - 12 Jun
Our customers tell us that they can't get enough of the pool at The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel. During your stay, you'll be within walking distance of Charles M. Schulz Museum. Features include free breakfast, plus an outdoor pool and a gym. This property offers pet-friendly amenities, such as food and water bowls.
8.6/10 Excellent! (2,334 reviews)
"Room was clean, front desk was friendly. Breakfast was ok. Hot scrambled eggs, sausages and coffee were all good. However, indoor seatings were limited and the waffle makers were both badly burnt and smoking before we could even make some waffles. I also wish they would offer bottled water in the ..."

Reviewed on 9 Jun 2026

Opens in a new windowThe Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
Don't see what you're looking for?
See all available properties in Windsor
View all properties
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.

Fare, taxes & fees: Fares were found on ebookers.com and are updated daily. They include all taxes and fees, except baggage fees.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a £25.00 / 45.00 Euro service fee charged by ebookers, plus any airline fare and tax increase that may be applicable.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.