Cheap Flights to Windsor from $121

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

How Much Does it Cost To Fly To Windsor?

The cheapest prices found with in the last 7 days for return flights were $246 and $121 for one-way flights to Windsor for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
YTZWindsorJanuary 16 to January 22$246
YULWindsorJanuary 15 to January 19$292
YOWWindsorJanuary 15 to January 19$319
YEGWindsorFebruary 13 to February 23$412
YHZWindsorMarch 11 to March 17$439
YVRWindsorMarch 10 to March 12$469
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
YULWindsorJanuary 2 to January 9$802
*Prices include taxes and fees

Windsor Flight Information

Traveling to
Windsor
Lowest Price
$246
Number of Airlines Serving
Airlines Serving
Porter Airlines
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Windsor Accommodation Deals

Travelodge by Wyndham Windsor

Travelodge by Wyndham Windsor

2 out of 5
2225 Division Rd Windsor ON
$52 nightly
The price is $63 total per night from Jan 4 to Jan 5
$63 total
Jan 4 - Jan 5, 2026
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 ...
6.8/10 (1,002 reviews)
I would go back again thank you for the excellent customer service during our stay 👍

Reviewed on Dec 8, 2025

Opens in a new windowTravelodge by Wyndham Windsor
SureStay Plus by Best Western Windsor

SureStay Plus by Best Western Windsor

2.5 out of 5
2530 Ouellette Avenue Windsor ON
$59 nightly
The price is $71 total per night from Jan 11 to Jan 12
$71 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
Book a stay at this business-friendly hotel in Windsor. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
7.6/10 Good! (1,152 reviews)
All good value.

Reviewed on Dec 24, 2025

Opens in a new windowSureStay Plus by Best Western Windsor
Rymal's Motel

Rymal's Motel

2 out of 5
136 Erie Street South Leamington ON
$73 nightly
The price is $83 total per night from Jan 4 to Jan 5
$83 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Stay at this motel in Leamington. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ...
8/10 Very Good! (182 reviews)
Rooms are very clean and bathroom was modern and efficient.

Reviewed on Sep 29, 2025

Opens in a new windowRymal's Motel
Save an average of 15% on thousands of hotels when you're signed in
Bestway Motel

Bestway Motel

2 out of 5
1954 Huron Church Rd. (Hwy #3) Windsor ON
$48 nightly
The price is $58 total per night from Jan 3 to Jan 4
$58 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
Stay at this motel in Windsor. Enjoy free WiFi, free parking, and room service. Popular attractions Ford Field and Detroit Windsor Tunnel are located ...
7.2/10 Good! (347 reviews)
It was exceptionally clean, quite, and friendly.

Reviewed on Oct 31, 2025

Opens in a new windowBestway Motel
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

Caesars Windsor - A Caesars Rewards Destination

Caesars Windsor - A Caesars Rewards Destination

4 out of 5
377 Riverside Dr E Windsor ON
$129 nightly
The price is $154 total per night from Jan 4 to Jan 5
$154 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Book a stay at this business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and 6 restaurants. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (3,171 reviews)
The lady at the check in desk was professional, answered my questions about getting the Caesar's reward points while booking although I didn't qualify this time. Security staff were also friendly & professional.

Reviewed on Dec 25, 2025

Opens in a new windowCaesars Windsor - A Caesars Rewards Destination
Quality Inn & Suites Downtown

Quality Inn & Suites Downtown

2.5 out of 5
675 Goyeau St Windsor ON
$76 nightly
The price is $91 total per night from Jan 18 to Jan 19
$91 total
Jan 18 - Jan 19, 2026
Total with taxes and fees
Book a stay at this business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,001 reviews)
Clean, comfortable, amazing staff, and little things that are above and beyond.

Reviewed on Dec 17, 2025

Opens in a new windowQuality Inn & Suites Downtown
Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

2.5 out of 5
277 Riverside Drive West Windsor ON
$68 nightly
The price is $81 total per night from Jan 4 to Jan 5
$81 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Book a stay at this business-friendly hotel in Windsor. Enjoy breakfast (surcharge), a fitness center, and parking (surcharge). Our guests praise the helpful ...
8/10 Very Good! (1,001 reviews)
Room overall was nice. The tv remote didn’t work right which was very annoying and the actual tv channels were all pretty lousy. The bed was pretty comfortable but the pillow cases were scratchy. The biggest feature is the view of the river which was very nice.

Reviewed on Dec 23, 2025

Opens in a new windowBest Western Plus Waterfront Hotel
Save an average of 15% on thousands of hotels when you're signed in
Comfort Inn & Suites Ambassador Bridge

Comfort Inn & Suites Ambassador Bridge

2.5 out of 5
2330 Huron Church Rd Windsor ON
$74 nightly
The price is $89 total per night from Dec 30 to Dec 31
$89 total
Dec 30 - Dec 31
Total with taxes and fees
Book a stay at this business-friendly hotel in Windsor. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the breakfast and ...
7.8/10 Good! (1,112 reviews)
Room was good and great value for the price. Breakfast is exactly what you would expect.

Reviewed on Dec 23, 2025

Opens in a new windowComfort Inn & Suites Ambassador Bridge
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

Best Western Plus Leamington Hotel & Conference Centre
Great for families

Best Western Plus Leamington Hotel & Conference Centre

3 out of 5
566 Bevel Line Rd Leamington ON
$123 nightly
The price is $139 total per night from Jan 4 to Jan 5
$139 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Book a stay at this golf hotel in Leamington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our ...
7.8/10 Good! (1,001 reviews)

Families like: Indoor pool, playground, game room, cribs

Travelers say...
Nice place

Reviewed on Dec 20, 2025

Opens in a new windowBest Western Plus Leamington Hotel & Conference Centre
Caesars Windsor - A Caesars Rewards Destination

Caesars Windsor - A Caesars Rewards Destination

4 out of 5
377 Riverside Dr E Windsor ON
$129 nightly
The price is $154 total per night from Jan 4 to Jan 5
$154 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Book a stay at this business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and 6 restaurants. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (3,171 reviews)
The lady at the check in desk was professional, answered my questions about getting the Caesar's reward points while booking although I didn't qualify this time. Security staff were also friendly & professional.

Reviewed on Dec 25, 2025

Opens in a new windowCaesars Windsor - A Caesars Rewards Destination
Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

2.5 out of 5
277 Riverside Drive West Windsor ON
$68 nightly
The price is $81 total per night from Jan 4 to Jan 5
$81 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Book a stay at this business-friendly hotel in Windsor. Enjoy breakfast (surcharge), a fitness center, and parking (surcharge). Our guests praise the helpful ...
8/10 Very Good! (1,001 reviews)
Room overall was nice. The tv remote didn’t work right which was very annoying and the actual tv channels were all pretty lousy. The bed was pretty comfortable but the pillow cases were scratchy. The biggest feature is the view of the river which was very nice.

Reviewed on Dec 23, 2025

Opens in a new windowBest Western Plus Waterfront Hotel
Save an average of 15% on thousands of hotels when you're signed in
Hampton Inn & Suites by Hilton Windsor

Hampton Inn & Suites by Hilton Windsor

2.5 out of 5
1840 Huron Church Road Windsor ON
$107 nightly
The price is $128 total per night from Jan 4 to Jan 5
$128 total
Jan 4 - Jan 5, 2026
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 breakfast and the helpful staff ...
8.8/10 Excellent! (1,004 reviews)
Heated swimming pool. Clean room. Great service

Reviewed on Dec 22, 2025

Opens in a new windowHampton Inn & Suites by Hilton 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.

Best Windsor Flight and Hotel Packages

Windsor flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Retro Suites Hotel
Don't see what you're looking for?
See all available trips from New York to Windsor
View all trips

Need a Car For After Your Flight?

Frequently asked questions

Which airlines fly to Windsor?
Booking an airfare with Air Canada is the way to go if you intend to begin your exciting world adventure in Windsor.
What airport is best to fly into Windsor?
Windsor is serviced by one airport, which makes booking your flight here easy. Windsor Intl. Airport is around 5 mi from the action downtown.
Where to stay in Windsor
With 98 marvelous properties in Windsor, your options are many and varied. But don't drag your feet. The sooner you book, the sooner you can start looking forward to your adventure!There's no better time to truly indulge yourself than when you're taking a vacation. Lock in a room at the Caesars Windsor and enjoy a taste of the good life during your stay. Traveling with a smaller budget? Not to worry, you won't be left in the cold. The Bexon Rooms - Hotel Downtown Windsor will keep you and your savings account happy.
Places to visit in Windsor
It's possible that the odds will be against you at Caesars Casino, but that's no excuse not to try a game of poker or blackjack. Need some more ideas? Detroit Windsor Tunnel is a fantastic street where you are sure to be entertained. But that's not all. Caesar's Windsor offers its visitors memorable evenings full of fun in a friendly atmosphere.
How to get through airport security fast when traveling to Windsor
These handy tips and hints about airport security checks will save you lots of time and energy on your journey to Windsor:

  • Make sure you know the whereabouts of your boarding pass and travel ID. You don't want to hold up the line when you're asked to produce them.
  • USB sticks, wallets and mobile phones should be placed in a tub for X-raying. If you pass through the body scanner with these items, you'll be requested to turn back and remove them.
  • Ensure your laptop, phone and other electronic devices are within reach. These items need to be put through the X-ray machine separately.
  • Traveling with a favorite perfume? As long as it's no greater than 3.4 ounces (100 milliliters) and it's stored in a clear resealable plastic bag, you can keep it in your carry-on luggage.
  • Safety boots and other heavy shoes tend to be X-rayed. Consider wearing simple sneakers instead.
  • The list of non-permissible items is forever updating. Have a look at your airline's official website to learn about what is not allowed on board their flights.

Flights To Windsor

Flights to Windsor, California, couldn't be simpler! With downtown Windsor just a short drive north of Charles M. Schulz–Sonoma County Airport (STS), you'll be off your plane and out on the town with a glass of wine in your hand in no time. This small, affluent, and family-friendly town is comfortably walkable and full of everything you need to have a peaceful, relaxing vacation in the midst of Wine Country.

Transportation From STS

Windsor flights land you a mere five minutes south of downtown Windsor, and many Windsor hotels can be found here within convenient walking distance from many shops and restaurants, as well as the lush Windsor Town Green. You're on vacation, and nothing should be difficult, so grab a taxi outside the terminal or rent a car on site to allow yourself more freedom to roam the region's many wineries. Sonoma County Transit also offers a bus line between Santa Rosa, STS, and Windsor. Catch the northbound 62 bus right in front of the airport for a quick 10-minute ride into Windsor. Slip into something more comfortable in your hotel and head out for a luxurious afternoon browsing specialty shops and dining and drinking in your choice of the variety of restaurants located just off the Town Green. The next day, you can take a hike or do some fishing in the gorgeous Foothill Regional Park to the northeast, or perhaps attend tastings at a few of the local wineries and find that perfect bottle of pinot noir to take back home with you.

Experience Windsor

It's time to explore Windsor vacation packages! Travelocity is committed to helping you find the best cheap flights to Windsor. With our price guarantee, you can book with confidence, knowing that Travelocity will match a lower price and refund the difference.

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.