Cheap Flights to Windsor from $29

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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 $48 and $29 for one-way flights to Windsor for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
SANWindsorDecember 8 to December 8$112
SANOaklandDecember 1 to December 1$112
PDXOaklandJanuary 13 to January 13$112
SEAOaklandDecember 4 to December 4$132
ONTOaklandDecember 23 to December 29$137
SEAWindsorDecember 11 to December 13$157
SNAWindsorDecember 4 to December 7$157
SNAOaklandDecember 25 to December 30$157
PDXWindsorDecember 14 to December 16$187
SFOOaklandDecember 7 to December 12$204
ONTWindsorDecember 18 to December 20$217
SFOWindsorJanuary 20 to January 21$221
ATLWindsorDecember 3 to December 8$308
JFKOaklandJanuary 21 to January 27$342
CVGOaklandDecember 4 to December 7$399
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
SANWindsorNovember 14 to November 16$267
LAXWindsorNovember 15 to November 28$287
SEAWindsorNovember 15 to November 16$339
SANOaklandNovember 15 to November 19$348
SFOOaklandNovember 13 to November 14$418
SFOWindsorNovember 15 to November 19$431
ATLOaklandNovember 13 to November 15$481
PDXWindsorNovember 15 to November 17$511
SNAWindsorNovember 13 to November 18$621
EWRWindsorNovember 15 to November 18$668
CVGWindsorNovember 15 to November 19$693
ONTOaklandNovember 14 to November 18$700
SNAOaklandNovember 13 to November 15$712
CVGOaklandNovember 15 to November 17$800
ONTWindsorNovember 13 to November 14$935
*Prices include taxes and fees

Windsor Flight Information

Traveling to
Windsor
Lowest Price
$48
Number of Airlines Serving
Airlines Serving
Frontier Airlines, Alaska Airlines
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Windsor Accommodation Deals

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
$122 nightly
The price is $140 total per night from Nov 13 to Nov 14
$140 total
Nov 13 - Nov 14
Total with taxes and fees
Book a stay at this business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Opens in a new windowHampton Inn & Suites Windsor - Sonoma Wine Country
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
$99 nightly
The price is $113 total per night from Dec 6 to Dec 7
$113 total
Dec 6 - Dec 7
Total with taxes and fees
Book a stay at this golf hotel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Opens in a new windowHoliday Inn Express® Windsor Sonoma Wine Country by IHG
WorldMark Windsor

WorldMark Windsor

3 out of 5
1251 Shilo Rd Windsor CA
Book a stay at this spa hotel in Windsor. Enjoy free parking, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property condition ...
Opens in a new windowWorldMark Windsor
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

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
$122 nightly
The price is $140 total per night from Nov 13 to Nov 14
$140 total
Nov 13 - Nov 14
Total with taxes and fees
Book a stay at this business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Opens in a new windowHampton Inn & Suites Windsor - Sonoma Wine Country
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

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
$122 nightly
The price is $140 total per night from Nov 13 to Nov 14
$140 total
Nov 13 - Nov 14
Total with taxes and fees
Book a stay at this business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Opens in a new windowHampton Inn & Suites Windsor - Sonoma Wine Country
WorldMark Windsor
Great for families

WorldMark Windsor

3 out of 5
1251 Shilo Rd Windsor CA
Book a stay at this spa hotel in Windsor. Enjoy free parking, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property condition ...

Families like: Outdoor pools, kitchen, playground, game room

Opens in a new windowWorldMark Windsor
Modern Farmhouse: 2021 remodel, great pool, privacy, 5min to Healdsberg
Great for families

Modern Farmhouse: 2021 remodel, great pool, privacy, 5min to Healdsberg

Healdsburg CA
Book a stay at this family-friendly vacation home in Windsor. Enjoy private pools, a garden, and laundry facilities. Popular attractions Russian River and Windsor ...
9.6/10 Exceptional! (195 reviews)

Families like: Private pool, kitchen, game room, games and toys

Travelers say...
"Great location and place to stay in Healdsburg. Very quiet location. The set up was great for a group. Very clean. Kitchen well stocked. Highly recommend."

Reviewed on Oct 11, 2026

Opens in a new windowModern Farmhouse: 2021 remodel, great pool, privacy, 5min to Healdsberg
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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
$99 nightly
The price is $113 total per night from Dec 6 to Dec 7
$113 total
Dec 6 - Dec 7
Total with taxes and fees
Book a stay at this golf hotel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Opens in a new windowHoliday Inn Express® Windsor Sonoma Wine Country by IHG
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.
Napa Valley Marriott Hotel & Spa
Claremont Resort & Club
Kenwood Vista by Avantstay 7acres w/ Pool, Fire Pit, Vineyard Views
Don't see what you're looking for?
See all available trips from Dallas to Windsor
View all trips

Windsor flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Hotel & Suites Berkeley by IHG
Hotel Shattuck Plaza
Courtyard San Francisco Larkspur Landing/Marin County
Don't see what you're looking for?
See all available trips from Seattle to Windsor
View all trips

Need a Car For After Your Flight?

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!

Explore More Ways to Travel with Travelocity

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.