Cheap Flight Deals to Windsor ON from CA $226
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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 $458 and CA $226 for one-way flights to Windsor for the period specified. Prices and availability are subject to change. Additional terms apply
| Origin | Destination | Travel dates | Flights from* |
|---|---|---|---|
| YOW | Windsor | September 9 to September 9 | CA $458 |
| YTZ | Windsor | September 6 to September 8 | CA $466 |
| YYC | Windsor | September 3 to September 9 | CA $491 |
| YYZ | Windsor | September 9 to September 13 | CA $499 |
| YXX | Windsor | September 12 to September 19 | CA $530 |
| YEG | Windsor | August 29 to September 12 | CA $625 |
| YHZ | Windsor | September 14 to September 21 | CA $631 |
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 $458 and CA $1,073. 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 $458. 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
"Breakfast was good but if you get there at closing you will not find a good variety plus you won’t find clean cups or plates but the manager is very helpful and goes out of his way to accomodate"
Reviewed on Jun 12, 2026
SureStay Plus by Best Western Windsor
"When checking in the staff member copied my drivers license but didn't return it - he was more concerned about the $200 hold on my card and whispering through the plexiglass that is installed. My room smelled like a bottle of cheap cologne was spilled in the room and the scent did not dissipate throughout ..."
Reviewed on Jun 15, 2026
Rymal's Motel
"The motel is in a good location and it is very quiet, the staff is friendly but the room needs more attention in term of cleaning"
Reviewed on Jun 10, 2026
Bestway Motel
"Great place to stay for great low prices."
Reviewed on Jun 2, 2026
Luxury Hotels in Windsor
Caesars Windsor - A Caesars Rewards Destination
"Good location. Saw a show. Worth the upgrade to have the view of Detroit. Rooms are a bit dated. Staff is top notch to the bell people, concierge and bartenders."
Reviewed on Jun 15, 2026
Quality Inn & Suites Downtown Windsor
"Hotel suite and breakfast were great!"
Reviewed on Jun 13, 2026
Best Western Plus Waterfront Hotel
"Clean and comfortable. Staff were super helpful. Check in/check out was easy. Location is excellent."
Reviewed on Jun 15, 2026
Comfort Inn & Suites Ambassador Bridge
"The room was clean but the AC unit leaked and soaked the carpet. No elevator and room was on the second floor. This was not made clear in the booking and have mobility issues. Was offered a downgrade room. Breakfast was late to open and not enough food for the amount of people. Should have opened ..."
Reviewed on Jun 15, 2026
Family Friendly Hotels in Windsor
Best Western Plus Leamington Hotel & Conference Centre
"The room was nice and clean, but very small. Staff were all very friendly."
Reviewed on Jun 11, 2026
Caesars Windsor - A Caesars Rewards Destination
"Good location. Saw a show. Worth the upgrade to have the view of Detroit. Rooms are a bit dated. Staff is top notch to the bell people, concierge and bartenders."
Reviewed on Jun 15, 2026
Best Western Plus Waterfront Hotel
"Clean and comfortable. Staff were super helpful. Check in/check out was easy. Location is excellent."
Reviewed on Jun 15, 2026
Hampton Inn & Suites by Hilton Windsor
"I had a fantastic experience at this hotel. From check-in to check out, the staff was friendly, professional, and attentive. The room was clean, spacious, and very comfortable, with all the amenities needed for a relaxing stay."
Reviewed on Jun 14, 2026
Need a car after flight to Windsor?
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Frequently asked questions
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.
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