Cheap Flight Deals to Windsor ON from CA $174
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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 $343 and CA $174 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 | March 23 to March 26 | CA $343 |
| YOW | Windsor | May 1 to May 7 | CA $373 |
| YYC | Windsor | May 21 to May 28 | CA $436 |
| YUL | Windsor | April 10 to April 16 | CA $451 |
| YEG | Windsor | May 1 to May 12 | CA $550 |
| YHZ | Windsor | April 30 to May 5 | CA $578 |
| YVR | Windsor | May 21 to May 25 | CA $607 |
| YYZ | Windsor | May 15 to May 25 | CA $640 |
| Origin | Destination | Travel dates | Flights from* |
|---|---|---|---|
| YTZ | Windsor | March 1 to March 6 | CA $545 |
| YUL | Windsor | February 27 to March 11 | CA $710 |
| YOW | Windsor | February 27 to March 7 | CA $854 |
| YHZ | Windsor | February 27 to March 7 | CA $899 |
| YEG | Windsor | March 1 to March 18 | CA $960 |
| YYC | Windsor | February 27 to March 7 | CA $1,217 |
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 $343 and CA $1,217. Prices vary, but for the best fares, travel in March 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 $343. 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 March 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
Room was great and staff was extremely friendly and nice.
Reviewed on Feb 22, 2026
SureStay Plus by Best Western Windsor
Everything was great, great service beautiful room nice and peaceful get away
Reviewed on Feb 23, 2026
Rymal's Motel
Bestway Motel
Very clean room, great service, so friendly staff
Reviewed on Jan 23, 2026
Luxury Hotels in Windsor
Caesars Windsor - A Caesars Rewards Destination
Great value for a luxurious room!
Reviewed on Feb 24, 2026
Quality Inn & Suites Downtown
Quick check in and very courteous staff. Room was tidy and spotless
Reviewed on Feb 22, 2026
Best Western Plus Waterfront Hotel
Room was spotless. Staff were friendly. Loved the room with the panoramic view
Reviewed on Feb 23, 2026
Comfort Inn & Suites Ambassador Bridge
Great staff and i was given a renovated room. Stayed for two weeks. There's plenty of options for complimentary breakfast. Place has lots of potential. Ill certainly be back.
Reviewed on Feb 23, 2026
Family Friendly Hotels in Windsor
Best Western Plus Leamington Hotel & Conference Centre
The facilities were nice, but we had an atrium room and there were kids running around the atrium and hallways well past midnight, being very loud which is a problem if you plan on getting any sleep. The locks to the room from the atrium felt pretty cheap
Reviewed on Feb 22, 2026
Caesars Windsor - A Caesars Rewards Destination
Great value for a luxurious room!
Reviewed on Feb 24, 2026
Best Western Plus Waterfront Hotel
Room was spotless. Staff were friendly. Loved the room with the panoramic view
Reviewed on Feb 23, 2026
Hampton Inn & Suites by Hilton Windsor
Rooms were really clean and the staff were super nice!! Definitely will book again whenever I visit Windsor again!
Reviewed on Feb 20, 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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