Cheap Flight Deals to Windsor ON from CA $201
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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 $342 and CA $201 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* |
|---|---|---|---|
| YTZ | Windsor | December 25 to December 31 | CA $342 |
| YUL | Windsor | December 18 to December 25 | CA $445 |
| YOW | Windsor | December 25 to December 31 | CA $465 |
| YYZ | Windsor | December 25 to January 6 | CA $534 |
| YHZ | Windsor | December 25 to January 2 | CA $604 |
| YYC | Windsor | January 19 to January 26 | CA $631 |
| YVR | Windsor | January 7 to January 19 | CA $654 |
| YEG | Windsor | December 14 to December 25 | CA $659 |
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 $342 and CA $1,593. Prices vary, but for the best fares, travel in January 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 $342. 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 December 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
The room was clean and the staff was excellent!
Reviewed on Nov 10, 2025
SureStay Plus by Best Western Windsor
Recent Improvements were nice and the beds very comfortable
Reviewed on Nov 6, 2025
Rymal's Motel
Rooms are very clean and bathroom was modern and efficient.
Reviewed on Sep 29, 2025
Bestway Motel
It was exceptionally clean, quite, and friendly.
Reviewed on Oct 31, 2025
Luxury Hotels in Windsor
Caesars Windsor - A Caesars Rewards Destination
Room clean
Reviewed on Nov 9, 2025
Quality Inn & Suites Downtown
Yes the Breakfast was fine
Reviewed on Nov 11, 2025
Best Western Plus Waterfront Hotel
Clean room, friendly staff, easy check in and out.
Reviewed on Nov 11, 2025
Comfort Inn & Suites Ambassador Bridge
The breakfast was good and tasty. The place was clean. The parking was good and we felt safe. The only thing i was disappointed with, the coffee machine in the room wouldn't work and i like my coffee first thing.
Reviewed on Nov 9, 2025
Family Friendly Hotels in Windsor
Best Western Plus Leamington Hotel & Conference Centre
Nice staff, very accomodating. Lits of families and kids in the atrium having a blast. We will definitely be back !
Reviewed on Nov 9, 2025
Caesars Windsor - A Caesars Rewards Destination
Room clean
Reviewed on Nov 9, 2025
Best Western Plus Waterfront Hotel
Clean room, friendly staff, easy check in and out.
Reviewed on Nov 11, 2025
Hampton Inn & Suites by Hilton Windsor
Nice and clean. Friendly and welcoming staff. Great breakfast. The only place I will be staying in future visits to Windsor. Highly recommend. JN
Reviewed on Nov 11, 2025
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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