Cheap Flights to Windsor from $21

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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 $41 and $21 for one-way flights to Windsor for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
CMHOaklandMay 29 to June 5$136
CMHWindsorMay 18 to May 26$516
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
CMHOaklandApril 27 to April 30$375
*Prices include taxes and fees

Windsor Flight Information

Traveling to
Windsor
Lowest Price
$41
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
The price is $146 per night from May 1 to May 2
$146
per night
May 1 - May 2
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 in ...
9.2/10 Wonderful! (1,005 reviews)
"Was perfect for two senior women who were attending a family function nearby. Like the convenience to freeway and close by shopping and dining. While breakfast was more than continental, it would have been nice to have more fresh fruit options."

Reviewed on Apr 22, 2024

Hampton Inn & Suites Windsor - Sonoma Wine Country
Holiday Inn Express® Windsor Sonoma Wine Country, an IHG Hotel

Holiday Inn Express® Windsor Sonoma Wine Country, an IHG Hotel

2.5 out of 5
8865 Conde Lane, Windsor, CA
The price is $149 per night from Apr 28 to Apr 29
$149
per night
Apr 28 - Apr 29
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. ...
8.8/10 Excellent! (1,001 reviews)
"Good place to stay"

Reviewed on Apr 21, 2024

Holiday Inn Express® Windsor Sonoma Wine Country, an IHG Hotel
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 clean rooms and the property condition ...
9/10 Wonderful! (265 reviews)
"with in easy walking distance of Windsor Golf course. Great place to stay."

Reviewed on Apr 24, 2024

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
The price is $146 per night from May 1 to May 2
$146
per night
May 1 - May 2
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 in ...
9.2/10 Wonderful! (1,005 reviews)
"Was perfect for two senior women who were attending a family function nearby. Like the convenience to freeway and close by shopping and dining. While breakfast was more than continental, it would have been nice to have more fresh fruit options."

Reviewed on Apr 22, 2024

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
Great for families

Hampton Inn & Suites Windsor - Sonoma Wine Country

2.5 out of 5
8937 Brooks Road South, Windsor, CA
The price is $146 per night from May 1 to May 2
$146
per night
May 1 - May 2
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 in ...
9.2/10 Wonderful! (1,005 reviews)

Families like: Outdoor pools, bicycle rentals, extra beds/cribs, free breakfast for the whole family

Travelers say...
"Was perfect for two senior women who were attending a family function nearby. Like the convenience to freeway and close by shopping and dining. While breakfast was more than continental, it would have been nice to have more fresh fruit options."

Reviewed on Apr 22, 2024

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 clean rooms and the property condition ...
9/10 Wonderful! (265 reviews)

Families like: Kids pool, kitchen, playground, game room

Travelers say...
"with in easy walking distance of Windsor Golf course. Great place to stay."

Reviewed on Apr 24, 2024

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
Stay at this family-friendly farm stay in Windsor. Enjoy private pools, WiFi, and onsite parking. Popular attractions Russian River and Flowers Vineyards and ...
9.4/10 Exceptional! (119 reviews)

Families like: Outdoor pools, kitchen, game room, games and toys

Cozy wine country house
"Very comfortable and cute house in great Sonoma location. Everything you need for a fun vacation in wine country! We cooked meals, barbecued and played games."

Reviewed on Jan 2, 2024

Modern Farmhouse: 2021 remodel, great pool, privacy, 5min to Healdsberg
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Holiday Inn Express® Windsor Sonoma Wine Country, an IHG Hotel
Great for families

Holiday Inn Express® Windsor Sonoma Wine Country, an IHG Hotel

2.5 out of 5
8865 Conde Lane, Windsor, CA
The price is $149 per night from Apr 28 to Apr 29
$149
per night
Apr 28 - Apr 29
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. ...
8.8/10 Excellent! (1,001 reviews)

Families like: Outdoor pools, extra beds/cribs, free breakfast for the whole family, laundry

Travelers say...
"Good place to stay"

Reviewed on Apr 21, 2024

Holiday Inn Express® Windsor Sonoma Wine Country, an IHG Hotel
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

Prices and availability subject to change. Additional terms may apply.
Holiday Inn Express Hotel & Suites Oakland-Airport, an IHG Hotel
Claremont Club & Spa - A Fairmont Hotel
Executive Inn & Suites Embarcadero Cove
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Frequently asked questions

Which airlines fly to Windsor?
Lock in your seat with one of the 12 airlines that fly to Windsor and enjoy an incredible new adventure. Carriers that have good reviews include:

  • Southwest Airlines
  • Alaska Airlines
  • Spirit Airlines

Where to stay in Windsor
With 446 fabulous properties in Windsor, you’re spoilt for choice. But don’t dilly-dally. The sooner you book, the sooner you can start counting down the days until your adventure!Keen for a taste of the high life on your break? Book a lavish room with fancy extras at the Vintners Resort. Alternatively, consider staying at the Fairview Inn and Suites. It’s a fine choice if you’re vacationing on a smaller budget.
Places to visit in Windsor
Got a spare morning up your sleeve? Head to Kendall-Jackson Wine Estate and Gardens, one of the area’s most significant attractions.Score a hole in one, get a workout and challenge yourself at Windsor Golf Club. Like some more options? Whether you have trained taste buds or simply enjoy tasting wine now and then, Chalk Hill Estate Vineyard is an excellent place to buy and taste the local flavors. But that’s not all. Indulge in the aromatic notes of this region at Windsor Oaks Vineyards.
How to get through airport security fast when traveling to Windsor
Make your flight to Windsor a little easier by reading over these useful security tips:

  • Make sure your travel ID and boarding pass are easily accessible. You’ll be required to produce them straightaway.
  • You’ll need to put your music on pause for a short while. Headphones need to be removed and placed in a tub for X-raying. The same applies to items such as belts and heavy jackets.
  • Electronic goods such as laptops, phones and cameras are always put through the X-ray machine separately. Be sure to have them within easy reach.
  • When you get to the security checkpoint, you’ll be asked to place all gels, liquids and creams in a separate tub for inspection. Make sure they’re all in containers no larger than 3.4 ounces (100 milliliters) and sealed in a clear zip-lock bag.
  • Think about the type of footwear you want to travel in. Slippers are awesome because they’re a cinch to remove when you’re doing the airport security checks. Try wearing a pair on your next flight!
  • The list of prohibited items is forever updating. Read over your airline’s official website for what is not allowed on board their flights.

How to find cheap flights

What is the best day to buy a plane ticket?

Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you’re looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you’re browsing flight deals.

 

What are the cheapest days to fly?

Frequent travellers may already know this, earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.

 

How far in advance can you book a flight?

Here’s the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.

*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

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.