Cheap Flight Deals to Windsor ON from CA $190

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How to find cheap flights to Windsor?

The cheapest prices found with in the last 7 days for return flights were CA $364 and CA $190 for one-way flights to Windsor for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
YTZWindsorSeptember 4 to September 10CA $364
YYCWindsorJuly 30 to August 6CA $374
YYZWindsorJune 24 to June 25CA $423
YVRWindsorJuly 3 to July 9CA $482
YULWindsorJuly 10 to July 13CA $494
YOWWindsorSeptember 4 to September 7CA $511
YEGWindsorAugust 19 to August 20CA $542
YHZWindsorSeptember 8 to September 16CA $757
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YTZWindsorJune 22 to June 24CA $566
YULWindsorJune 20 to June 30CA $588
YYZWindsorJune 21 to June 21CA $650
YOWWindsorJune 21 to June 24CA $768
YHZWindsorJune 20 to June 24CA $912
YYCWindsorJune 20 to July 22CA $1,006
YVRWindsorJune 20 to June 26CA $1,155
*Prices include taxes and fees

Your guide to flights to Windsor, ON

Porter Airlines fly to Windsor, so use Travelocity to search, find, and compare some truly tempting deals from the 2 airlines—that way you can be sure you’ve found the best deal for you. A flight to Windsor ON currently costs between CA $364 and CA $1,155. Prices vary, but for the best fares, travel in September when prices are at their lowest.  

Top tips for finding cheap flights to Windsor  

The cheapest flight for a round trip to Windsor is currently CA $364. When you search for flights to Windsor, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Windsor for nearby days.  The cheapest month to travel to Windsor is September from our list of deals available.  

But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.   

How to cancel flights to Windsor 

We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.  

Why you should book your flight to Windsor with Travelocity 

We have top deals on plane tickets even for last minute flights to Windsor, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Windsor for less. 

Find The Perfect Hotel For After Your Flight

Amazing Place to Stay After Flight to Windsor

Travelodge by Wyndham Windsor

Travelodge by Wyndham Windsor

2 out of 5
2225 Division Rd, Windsor, ON
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 (1,001 reviews)
"stay was work related, clean, neat, tidy, and quiet. Very good."

Reviewed on Jun. 11, 2025

Travelodge 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
Book a stay at this business-friendly hotel in Windsor. Enjoy free parking, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
7.4/10 Good! (1,137 reviews)

Reviewed on Jun. 8, 2025

SureStay Plus by Best Western Windsor
Rymal's Motel

Rymal's Motel

2 out of 5
136 Erie Street South, Leamington, ON
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! (169 reviews)
"An okay inexpensive motel. Clean and relatively quiet except the door hinges to Room 2 needs to be oiled. Good luck trying to watch anything on the TV."

Reviewed on May 24, 2025

Rymal's Motel
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Bestway Motel

Bestway Motel

2 out of 5
1954 Huron Church Rd. (Hwy #3), Windsor, ON
Stay at this motel in Windsor. Enjoy free WiFi, free parking, and room service. Popular attractions MGM Grand Detroit Casino and Comerica Park are located ...
7.4/10 Good! (331 reviews)
"The room comes as advertised. I needed a bed for a couple hours and then get back on the road. The bed was incredibly comfortable."

Reviewed on Feb. 28, 2025

Bestway 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

Caesars Windsor

4 out of 5
377 Riverside Dr E, Windsor, ON
Stay at this 4-star business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and 6 restaurants. Our guests praise the bar and the helpful staff in ...
8.4/10 Very Good! (2,964 reviews)
"Very comfortable. Excellent staff."

Reviewed on Jun. 12, 2025

Caesars Windsor
Quality Inn & Suites Downtown

Quality Inn & Suites Downtown

2.5 out of 5
675 Goyeau St, Windsor, ON
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! (1,000 reviews)
"Clean property. Excellent breakfast. Staff very friendly and accommodating"

Reviewed on Jun. 9, 2025

Quality Inn & Suites Downtown
Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

2.5 out of 5
277 Riverside Drive West, Windsor, ON
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! (1,007 reviews)
Cut short
"Well the pool was not working but you could use the adjoining hotels pool which was inconvenient as you had to obtain a separate card to access the pool...and our room lost power"

Reviewed on Jun. 13, 2025

Best Western Plus Waterfront Hotel
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Comfort Inn & Suites Ambassador Bridge

Comfort Inn & Suites Ambassador Bridge

2.5 out of 5
2330 Huron Church Rd, Windsor, ON
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! (1,002 reviews)
"My stay was good and splendid.....I just had issues with the fact there was no elevator at the hotel"

Reviewed on Jun. 11, 2025

Comfort 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

Best Western Plus Leamington Hotel & Conference Centre

3 out of 5
566 Bevel Line Rd, Leamington, ON
Stay at this 3-star eco-certified hotel in Leamington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
8/10 Very Good! (1,002 reviews)
"Lovely staff and excellent proximity to PPNP."

Reviewed on Jun. 12, 2025

Best Western Plus Leamington Hotel & Conference Centre
Caesars Windsor

Caesars Windsor

4 out of 5
377 Riverside Dr E, Windsor, ON
Stay at this 4-star business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and 6 restaurants. Our guests praise the bar and the helpful staff in ...
8.4/10 Very Good! (2,964 reviews)
"Very comfortable. Excellent staff."

Reviewed on Jun. 12, 2025

Caesars Windsor
Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

2.5 out of 5
277 Riverside Drive West, Windsor, ON
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! (1,007 reviews)
Cut short
"Well the pool was not working but you could use the adjoining hotels pool which was inconvenient as you had to obtain a separate card to access the pool...and our room lost power"

Reviewed on Jun. 13, 2025

Best 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
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 ...
8.4/10 Very Good! (1,006 reviews)
"Clean and convenient."

Reviewed on Jun. 5, 2025

Hampton 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.
Windsor Manor
Hampton Inn & Suites by Hilton Windsor
Holiday Inn Express & Suites Windsor East - Lakeshore by IHG
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Need a car after flight to Windsor?

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.

*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.