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Windsor

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Windsor Flights as Low as $58

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
Fri, Aug 22 - Sat, Aug 23
SAN
San Diego Intl.
OAK
Oakland Intl.
$58 Roundtrip, found 6 days ago
$58
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Fri, Aug 22 from San Diego Intl. to Oakland Intl., returning Sat, Aug 23, priced at $58 found 6 days ago
Spirit Airlines
Wed, Aug 20 - Fri, Aug 22
SAN
San Diego Intl.
OAK
Oakland Intl.
$65 Roundtrip, found 5 days ago
$65
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Wed, Aug 20 from San Diego Intl. to Oakland Intl., returning Fri, Aug 22, priced at $65 found 5 days ago
Spirit Airlines
Wed, Aug 20 - Fri, Aug 22
SAN
San Diego Intl.
OAK
Oakland Intl.
$77 Roundtrip, found 5 days ago
$77
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Wed, Aug 20 from San Diego Intl. to Oakland Intl., returning Fri, Aug 22, priced at $77 found 5 days ago
Spirit Airlines
Wed, Aug 20 - Fri, Aug 22
SAN
San Diego Intl.
OAK
Oakland Intl.
$79 Roundtrip, found 5 days ago
$79
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Wed, Aug 20 from San Diego Intl. to Oakland Intl., returning Fri, Aug 22, priced at $79 found 5 days ago
Spirit Airlines
Wed, Aug 20 - Fri, Aug 22
SAN
San Diego Intl.
OAK
Oakland Intl.
$91 Roundtrip, found 5 days ago
$91
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Wed, Aug 20 from San Diego Intl. to Oakland Intl., returning Fri, Aug 22, priced at $91 found 5 days ago
Spirit Airlines
Fri, Aug 22 - Sat, Aug 23
SAN
San Diego Intl.
OAK
Oakland Intl.
$96 Roundtrip, found 6 days ago
$96
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Fri, Aug 22 from San Diego Intl. to Oakland Intl., returning Sat, Aug 23, priced at $96 found 6 days ago
Alaska Airlines
Tue, Sep 16 - Tue, Sep 23
SNA
John Wayne
STS
Sonoma County
$137 Roundtrip, found 4 days ago
$137
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Tue, Sep 16 from John Wayne to Sonoma County, returning Tue, Sep 23, priced at $137 found 4 days ago
Hawaiian Airlines
Wed, Sep 24 - Sat, Sep 27
SAN
San Diego Intl.
STS
Sonoma County
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago
Select Hawaiian Airlines flight, departing Wed, Sep 24 from San Diego Intl. to Sonoma County, returning Sat, Sep 27, priced at $137 found 2 days ago
Spirit Airlines
Tue, Aug 12 - Thu, Aug 21
SNA
John Wayne
OAK
Oakland Intl.
$152 Roundtrip, found 5 days ago
$152
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Tue, Aug 12 from John Wayne to Oakland Intl., returning Thu, Aug 21, priced at $152 found 5 days ago
American Airlines
Mon, Sep 22 - Sat, Sep 27
CLD
McClellan-Palomar
STS
Sonoma County
$161 Roundtrip, found 2 hours ago
$161
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Mon, Sep 22 from McClellan-Palomar to Sonoma County, returning Sat, Sep 27, priced at $161 found 2 hours ago
Delta
Wed, Aug 20 - Fri, Aug 22
SAN
San Diego Intl.
OAK
Oakland Intl.
$213 Roundtrip, found 5 days ago
$213
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Aug 20 from San Diego Intl. to Oakland Intl., returning Fri, Aug 22, priced at $213 found 5 days ago
Alaska Airlines
Wed, Aug 20 - Tue, Aug 26
BOI
Boise
STS
Sonoma County
$266 Roundtrip, found 1 day ago
$266
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Wed, Aug 20 from Boise to Sonoma County, returning Tue, Aug 26, priced at $266 found 1 day ago
Hawaiian Airlines
Tue, Oct 7 - Sat, Oct 11
HLN
Helena Regional
STS
Sonoma County
$313 Roundtrip, found 1 day ago
$313
Roundtrip
found 1 day ago
Select Hawaiian Airlines flight, departing Tue, Oct 7 from Helena Regional to Sonoma County, returning Sat, Oct 11, priced at $313 found 1 day ago
Hawaiian Airlines
Tue, Oct 7 - Tue, Oct 14
JFK
John F. Kennedy Intl.
STS
Sonoma County
$358 Roundtrip, found 1 day ago
$358
Roundtrip
found 1 day ago
Select Hawaiian Airlines flight, departing Tue, Oct 7 from John F. Kennedy Intl. to Sonoma County, returning Tue, Oct 14, priced at $358 found 1 day ago
Delta
Mon, Nov 24 - Wed, Dec 3
JFK
John F. Kennedy Intl.
OAK
Oakland Intl.
$366 Roundtrip, found 17 hours ago
$366
Roundtrip
found 17 hours ago
Select Delta flight, departing Mon, Nov 24 from John F. Kennedy Intl. to Oakland Intl., returning Wed, Dec 3, priced at $366 found 17 hours ago
Spirit Airlines
Mon, Aug 4 - Fri, Aug 8
BOI
Boise
OAK
Oakland Intl.
$488 Roundtrip, found 17 hours ago
$488
Roundtrip
found 17 hours ago
Select Spirit Airlines flight, departing Mon, Aug 4 from Boise to Oakland Intl., returning Fri, Aug 8, priced at $488 found 17 hours ago

Cheap Flights to Windsor

Fall in love at first flight with your vacation to Windsor by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Windsor on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Windsor, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Windsor

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Windsor with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the OAK airport.

What is the cheapest month to fly to Windsor?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Windsor are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Windsor?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Windsor.

What airport is best to fly into Windsor?

When you’re planning your trip to Windsor, convenience is the name of the game. Luckily, Windsor Sonoma County Airport is nearby so you can deplane and get going on checking off everything on your Windsor must-do list.

How much are flights to Windsor?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Windsor on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $58, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Windsor?

The trick to saving a stack of cash on your flight to Windsor? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $58 right now, why wait?

Windsor Flight Information
Destination airport
Oakland Intl.
Destination airport IATA code
OAK
Roundtrip price
$58

Last Minute Hotel Deals in Windsor

Holiday Inn Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG

3 out of 5
8755 Old Redwood Hwy, Windsor, CA
Stay at this 3-star business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9/10 Wonderful! (1,002 reviews)
"It was a great stay overall."

Reviewed on Jul 29, 2025

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Holiday Inn Windsor Wine Country by IHG
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
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! (1,081 reviews)
"Vehicle was gated in and safe."

Reviewed on Jul 29, 2025

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Holiday 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
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! (1,002 reviews)
Nice Stay Had
"Great free breakfast and comfortable bed"

Reviewed on Jul 28, 2025

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Hampton Inn & Suites Windsor - Sonoma Wine Country
The Inn at the Tides

The Inn at the Tides

2.5 out of 5
800 Coast Hwy One, Bodega Bay, CA
Stay at this hotel in Bodega Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
9.2/10 Wonderful! (1,425 reviews)
"Great place! Beautiful view! The champagne I ordered was delivered promptly to my room. The pool and hot tub were both clean and lovely. All around A+."

Reviewed on Jul 29, 2025

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The Inn at the Tides
Oxford Suites Sonoma County

Oxford Suites Sonoma County

3 out of 5
67 Golf Course Drive W., Rohnert Park, CA
Stay at this 3-star business-friendly hotel in Rohnert Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool ...
9.4/10 Exceptional! (2,250 reviews)
"Good hotel with nice pool"

Reviewed on Jul 27, 2025

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Oxford Suites Sonoma County
Hotel La Rose

Hotel La Rose

3.5 out of 5
308 Wilson Street, Santa Rosa, CA
Stay at this 3.5-star historic hotel in Santa Rosa. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful ...
9/10 Wonderful! (1,212 reviews)
comfy and fine
"windows that open made it ideal for me. i can't take feeling sealed inside a temperature controlled room. i also appreciated the history and charm. better internet would go a long way."

Reviewed on Jul 28, 2025

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Hotel La Rose
Hyatt Regency Sonoma Wine Country

Hyatt Regency Sonoma Wine Country

4 out of 5
170 Railroad Street, Santa Rosa, CA
Stay at this 4-star hotel in Santa Rosa. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in ...
8/10 Very Good! (1,026 reviews)
"The heated pool is great and I love that the hotel is so kid friendly"

Reviewed on Jul 29, 2025

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Hyatt Regency Sonoma Wine Country
The Sandman Santa Rosa Sonoma, Ascend Hotel Collection

The Sandman Santa Rosa Sonoma, Ascend Hotel Collection

3 out of 5
3421 Cleveland Ave, Santa Rosa, CA
Stay at this 3-star business-friendly hotel in Santa Rosa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the bar in our reviews. ...
8.2/10 Very Good! (2,030 reviews)
"Great place to stay. Close to everything"

Reviewed on Jul 28, 2025

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The Sandman Santa Rosa Sonoma, Ascend Hotel Collection
See all 2,117 properties in 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.