Cheap Flight Deals to Windsor ON from CA $220
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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 $440 and CA $220 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 | October 1 to October 7 | CA $440 |
| YYC | Windsor | September 14 to September 28 | CA $454 |
| YYZ | Windsor | September 11 to September 18 | CA $481 |
| YYZ | Windsor | September 11 to September 18 | CA $481 |
| YXX | Windsor | September 19 to September 21 | CA $509 |
| YHZ | Windsor | September 24 to October 7 | CA $557 |
| YEG | Windsor | September 10 to October 15 | CA $563 |
| YUL | Windsor | September 8 to September 22 | CA $758 |
| Origin | Destination | Travel dates | Flights from* |
|---|---|---|---|
| YYZ | Windsor | July 18 to July 19 | CA $854 |
| YYZ | Windsor | July 18 to July 19 | CA $854 |
| YEG | Windsor | July 18 to August 22 | CA $863 |
| YOW | Windsor | July 19 to July 21 | CA $942 |
| YVR | Windsor | July 19 to July 25 | CA $1,074 |
| YYC | Windsor | July 18 to July 22 | CA $1,139 |
| YHZ | Windsor | July 19 to September 1 | CA $1,275 |
| YUL | Windsor | July 17 to July 31 | CA $1,338 |
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 $440 and CA $1,338. 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 $440. 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
"I liked easy shower to get into. Toilet was too low and didn't always flush totally. Continental breakfast included, but no gluten free options and no non dairy milk available. Staff was pleasant and courteous. Place overall looked like it could do with a refresh. Room was clean, bed ..."
Reviewed on Jul 15, 2026
SureStay Plus by Best Western Windsor
"Clean, nicely updated room with comfortable bed. Friendly front desk staff."
Reviewed on Jul 14, 2026
Rymal's Motel
"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
Bestway Motel
"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
Luxury Hotels in Windsor
Caesars Windsor - A Caesars Rewards Destination
"Very nice stay, we had such an amazing time there. Would definitely book again!"
Reviewed on Jul 15, 2026
Quality Inn & Suites Downtown Windsor
"Staff need more flexibility with customer"
Reviewed on Jul 14, 2026
Best Western Plus Waterfront Hotel
"Very beautiful view! Def. Would book again"
Reviewed on Jul 15, 2026
Comfort Inn & Suites Ambassador Bridge
"Only disappointment was our group had 2 rooms. When booking one room was booked for 3 people, (thus costing more money). Both rooms had 1 bed and one pull out couch. If you are renting a room for 3 people have it manageable that you can love in the room with the couch out. Also provide sheets for ..."
Reviewed on Jul 13, 2026
Family Friendly Hotels in Windsor
Best Western Plus Leamington Hotel & Conference Centre
"Amazing stay. Went for business, will be bringing family next time!"
Reviewed on Jul 11, 2026
Caesars Windsor - A Caesars Rewards Destination
"Very nice stay, we had such an amazing time there. Would definitely book again!"
Reviewed on Jul 15, 2026
Best Western Plus Waterfront Hotel
"Very beautiful view! Def. Would book again"
Reviewed on Jul 15, 2026
Hampton Inn & Suites by Hilton Windsor
"Room was ready on time and staff was great"
Reviewed on Jul 14, 2026
Best Windsor Flight and Hotel Packages
Windsor flight + hotel packages - economy flights
Need a car after flight to Windsor?
Economy
CA $169
Compact
CA $169
Midsize
CA $171
Full Size
CA $175
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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