Cheap Flights to Windsor from $181

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

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 $349 and $181 for one-way flights to Windsor for the period specified. Prices and availability are subject to change. Additional terms apply

Thu, Sep 10 - Wed, Sep 16
YYZ
Pearson Intl.
YQG
Windsor
$349 Roundtrip, found 5 days ago
$349
Roundtrip
found 5 days ago
Select Porter Airlines flight, departing Thu, Sep 10 from Pearson Intl. to Windsor, returning Wed, Sep 16, priced at $349 found 5 days ago
Tue, Aug 11 - Mon, Aug 17
SEA
Seattle - Tacoma Intl.
YQG
Windsor
$658 Roundtrip, found 6 days ago
$658
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Tue, Aug 11 from Seattle - Tacoma Intl. to Windsor, returning Mon, Aug 17, priced at $658 found 6 days ago
OriginDestinationTravel DatesFlights From*
YYZWindsorSeptember 10 to September 16$349
YYZWindsorSeptember 10 to September 16$349
YYCWindsorSeptember 25 to October 3$364
YOWWindsorJuly 30 to August 2$369
YXXWindsorSeptember 12 to September 19$411
YHZWindsorSeptember 10 to September 16$447
YEGWindsorSeptember 2 to September 10$483
YULWindsorJuly 19 to July 21$883
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
YOWWindsorJuly 12 to July 21$762
YYZWindsorJuly 12 to July 13$882
YYZWindsorJuly 12 to July 13$882
YYCWindsorJuly 11 to July 18$939
YEGWindsorJuly 12 to July 19$958
YVRWindsorJuly 12 to July 19$969
*Prices include taxes and fees

Windsor Flight Information

Traveling to
Windsor
Lowest Price
$349
Number of Airlines Serving
Airlines Serving
WestJet, Porter Airlines, Air Canada, Alaska 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
$56 nightly
The price is $67 total per night from Jul 26 to Jul 27
$67 total
Jul 26 - Jul 27
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 ...
7/10 Good! (1,006 reviews)
"The staff were great and helpful with my belongings to my room. The only slight thing that was off they're having issues with cable TV. But made it up in other ways..."

Reviewed on Jul 8, 2026

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 $70 total per night from Jul 12 to Jul 13
$70 total
Jul 12 - Jul 13
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 ...
7.8/10 Good! (1,148 reviews)
"Room was very clean. Breakfast was average. Limited seating area. Staff at check in was extremely helpful and pleasant."

Reviewed on Jul 7, 2026

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
$91 nightly
The price is $103 total per night from Aug 2 to Aug 3
$103 total
Aug 2 - Aug 3
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! (196 reviews)
"Large room with great amenities. Large real fridge with freezer for our extended stay. Could easily be considered a studio appartment.. Great stay. Will be back again when visiting family."

Reviewed on Jul 1, 2026

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

Bestway Motel

2 out of 5
1954 Huron Church Rd. (Hwy #3) Windsor ON
$49 nightly
The price is $59 total per night from Jul 13 to Jul 14
$59 total
Jul 13 - Jul 14
Total with taxes and fees
Stay at this motel in Windsor. Enjoy free WiFi, free parking, and room service. Popular attractions Comerica Park and Ford Field are located nearby.
7.4/10 Good! (361 reviews)
"All was clean, comfortable, well kept. Quiet. Staff worked well and was helpful. I will definitely recommend and would go again."

Reviewed on Jun 22, 2026

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
$70 nightly
The price is $84 total per night from Jul 13 to Jul 14
$84 total
Jul 13 - Jul 14
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! (3,292 reviews)
"My husband and I enjoyed our weekend at Caesars Windsor. The room was clean and amenities were simple to use."

Reviewed on Jul 8, 2026

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

Quality Inn & Suites Downtown Windsor

2.5 out of 5
675 Goyeau St Windsor ON
$84 nightly
The price is $100 total per night from Jul 12 to Jul 13
$100 total
Jul 12 - Jul 13
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 ...
8.4/10 Very Good! (1,009 reviews)
"Beware - unauthorized credit card charge (in addition to $250 deposit). They charged me an additional $10 the day after I checked out. I emailed manger, who replied, ”parking fee”. I emailed back that I have no car and have never learnt to drive. Manager replied again, “our front desk had detailed ..."

Reviewed on Jul 5, 2026

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

Best Western Plus Waterfront Hotel

2.5 out of 5
277 Riverside Drive West Windsor ON
$78 nightly
The price is $93 total per night from Jul 12 to Jul 13
$93 total
Jul 12 - Jul 13
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 ...
8.2/10 Very Good! (1,086 reviews)
"The patio door was very dirty, and the television was not working"

Reviewed on Jul 8, 2026

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

Comfort Inn & Suites Ambassador Bridge

2.5 out of 5
2330 Huron Church Rd Windsor ON
$73 nightly
The price is $87 total per night from Aug 9 to Aug 10
$87 total
Aug 9 - Aug 10
Total with taxes and fees
Book a stay at this family-friendly hotel in Windsor. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the breakfast and the ...
8/10 Very Good! (1,500 reviews)
"Rooms were not clean but the service was better. Ac was not working properly in one of the rooms ..the property needs a renk"

Reviewed on Jul 8, 2026

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
$113 nightly
The price is $128 total per night from Aug 3 to Aug 4
$128 total
Aug 3 - Aug 4
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! (1,010 reviews)

Families like: Playground, game room, games and toys, laundry

Travelers say...
"Our stay at this hotel was so pleasant, clean rooms, accommodating staff, will definitely recommend it and hopefully will be back. Breakfast included would have been the cherry on the top"

Reviewed on Jul 8, 2026

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
$70 nightly
The price is $84 total per night from Jul 13 to Jul 14
$84 total
Jul 13 - Jul 14
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! (3,292 reviews)
"My husband and I enjoyed our weekend at Caesars Windsor. The room was clean and amenities were simple to use."

Reviewed on Jul 8, 2026

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
$78 nightly
The price is $93 total per night from Jul 12 to Jul 13
$93 total
Jul 12 - Jul 13
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 ...
8.2/10 Very Good! (1,086 reviews)
"The patio door was very dirty, and the television was not working"

Reviewed on Jul 8, 2026

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

Hampton Inn & Suites by Hilton Windsor

2.5 out of 5
1840 Huron Church Road Windsor ON
$95 nightly
The price is $113 total per night from Aug 3 to Aug 4
$113 total
Aug 3 - Aug 4
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 ...
9/10 Wonderful! (1,004 reviews)
"Breakfast was included with an excellent selection and many options and fresh toppings for waffles."

Reviewed on Jul 8, 2026

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.

Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

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.