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 $58 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*
SANOaklandSeptember 26 to September 29$58
SNAOaklandOctober 14 to October 16$105
ONTOaklandAugust 17 to August 18$114
LAXOaklandAugust 17 to August 18$121
SEAOaklandSeptember 16 to September 16$133
SNAWindsorSeptember 9 to September 23$137
PDXWindsorOctober 8 to October 11$157
ATLOaklandSeptember 3 to September 10$179
SFOWindsorSeptember 30 to October 7$207
SFOOaklandOctober 27 to November 1$213
ONTWindsorSeptember 18 to September 20$251
ATLWindsorSeptember 10 to September 16$292
CVGOaklandOctober 9 to October 14$295
EWRWindsorSeptember 3 to September 10$309
CVGWindsorNovember 2 to November 18$403
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
SANOaklandAugust 3 to August 6$208
SNAOaklandAugust 3 to August 8$257
SANWindsorAugust 3 to September 7$301
SEAOaklandAugust 1 to August 2$351
SEAWindsorAugust 1 to August 15$356
PDXOaklandAugust 1 to August 6$368
SFOWindsorAugust 3 to August 16$386
PDXWindsorAugust 1 to August 17$441
SNAWindsorAugust 3 to August 9$443
LGAOaklandAugust 1 to September 6$499
ONTWindsorAugust 1 to August 8$514
SFOOaklandAugust 1 to August 8$520
ATLOaklandAugust 1 to August 3$534
CVGOaklandAugust 2 to August 5$700
ATLWindsorAugust 1 to August 6$851
*Prices include taxes and fees

Windsor Flight Information

Traveling to
Windsor
Lowest Price
$58
Number of Airlines Serving
Airlines Serving
Spirit 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
$131 nightly
The price is $149 total per night from Aug 20 to Aug 21
$149 total
Aug 20 - Aug 21
Total includes 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 breakfast and the helpful staff ...
9.2/10 Wonderful! (1,007 reviews)
Nice Stay Had
"Great free breakfast and comfortable bed"

Reviewed on Jul 28, 2025

Hampton 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
$119 nightly
The price is $136 total per night from Aug 3 to Aug 4
$136 total
Aug 3 - Aug 4
Total includes 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. ...
9.2/10 Wonderful! (1,080 reviews)
"Vehicle was gated in and safe."

Reviewed on Jul 29, 2025

Holiday Inn Express® Windsor Sonoma Wine Country by IHG
WorldMark Windsor

WorldMark Windsor

3 out of 5
1251 Shilo Rd, Windsor, CA
Stay at this 3-star 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 ...
8.8/10 Excellent! (329 reviews)
"Amazing staff"

Reviewed on Jun 11, 2025

WorldMark 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
$131 nightly
The price is $149 total per night from Aug 20 to Aug 21
$149 total
Aug 20 - Aug 21
Total includes 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 breakfast and the helpful staff ...
9.2/10 Wonderful! (1,007 reviews)
Nice Stay Had
"Great free breakfast and comfortable bed"

Reviewed on Jul 28, 2025

Hampton 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
$131 nightly
The price is $149 total per night from Aug 20 to Aug 21
$149 total
Aug 20 - Aug 21
Total includes 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 breakfast and the helpful staff ...
9.2/10 Wonderful! (1,007 reviews)
Nice Stay Had
"Great free breakfast and comfortable bed"

Reviewed on Jul 28, 2025

Hampton Inn & Suites Windsor - Sonoma Wine Country
WorldMark Windsor
Great for families

WorldMark Windsor

3 out of 5
1251 Shilo Rd, Windsor, CA
Stay at this 3-star 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 ...
8.8/10 Excellent! (329 reviews)

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

Travelers say...
"Amazing staff"

Reviewed on Jun 11, 2025

WorldMark 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
Book a stay at this family-friendly farm stay in Windsor. Enjoy private pools, a garden, and laundry facilities. Popular attractions Russian River and Flowers ...
9.4/10 Exceptional! (125 reviews)

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

Beautiful Setting Comfortable Home
"The home is nestled in the vineyards of Rodney Strong which makes for an amazing location. We enjoyed relaxing on the patio and swimming in the pool. The home was comfortable and offered all amenities necessary for a pleasant stay. The host was very communicative. Highly recommend!!!"

Reviewed on Jul 2, 2025

Modern 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
$119 nightly
The price is $136 total per night from Aug 3 to Aug 4
$136 total
Aug 3 - Aug 4
Total includes 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. ...
9.2/10 Wonderful! (1,080 reviews)
"Vehicle was gated in and safe."

Reviewed on Jul 29, 2025

Holiday 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.
Oakland Airport Executive Hotel
River Terrace Inn - A Noble House Hotel
RiverPointe Napa Valley Resort
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See all available trips from Las Vegas to Windsor
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Windsor flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
RiverPointe Napa Valley Resort
Solage, Auberge Resorts Collection
Hotel Yountville
Don't see what you're looking for?
See all available trips from Chicago to Windsor
View all trips

Need a Car For After Your Flight?

Lowest prices found within the past 7 hours. 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!

*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.