Cheap Flight Deals to Windsor ON from CA $171

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

How to find cheap flights to Windsor?

The cheapest prices found with in the last 7 days for return flights were CA $334 and CA $171 for one-way flights to Windsor for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
YTZWindsorJanuary 8 to January 12CA $334
YYZWindsorJanuary 21 to January 21CA $370
YULWindsorJanuary 7 to January 8CA $404
YOWWindsorJanuary 5 to January 19CA $437
YHZWindsorJanuary 16 to January 19CA $618
YYCWindsorJanuary 9 to January 15CA $650
YVRWindsorJanuary 26 to February 6CA $657
YEGWindsorFebruary 4 to February 6CA $695
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YTZWindsorDecember 20 to December 21CA $474
YOWWindsorDecember 21 to January 6CA $511
YULWindsorDecember 21 to December 31CA $531
YHZWindsorDecember 19 to December 21CA $965
YYCWindsorDecember 20 to December 28CA $1,240
YVRWindsorDecember 19 to December 23CA $1,392
YEGWindsorDecember 21 to December 22CA $1,570
*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 $334 and CA $1,570. Prices vary, but for the best fares, travel in February 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 $334. 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 January 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
The price is CA $71 per night from Dec 21 to Dec 22
CA $71
CA $85 total
Dec 21 - Dec 22
includes taxes & fees
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)
I would go back again thank you for the excellent customer service during our stay 👍

Reviewed on Dec 8, 2025

Opens in a new windowTravelodge 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
The price is CA $78 per night from Dec 26 to Dec 27
CA $78
CA $93 total
Dec 26 - Dec 27
includes taxes & fees
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 helpful staff ...
7.6/10 Good! (1,149 reviews)
The room was beautiful and clean ! And the staff was amazing !

Reviewed on Dec 5, 2025

Opens in a new windowSureStay Plus by Best Western Windsor
Rymal's Motel

Rymal's Motel

2 out of 5
136 Erie Street South Leamington ON
The price is CA $100 per night from Jan 4 to Jan 5
CA $100
CA $113 total
Jan 4 - Jan 5, 2026
includes taxes & fees
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! (182 reviews)
Rooms are very clean and bathroom was modern and efficient.

Reviewed on Sep 29, 2025

Opens in a new windowRymal's Motel
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Bestway Motel

Bestway Motel

2 out of 5
1954 Huron Church Rd. (Hwy #3) Windsor ON
The price is CA $70 per night from Dec 14 to Dec 15
CA $70
CA $84 total
Dec 14 - Dec 15
includes taxes & fees
Stay at this motel in Windsor. Enjoy free WiFi, free parking, and room service. Popular attractions Ford Field and Detroit Windsor Tunnel are located ...
7.2/10 Good! (347 reviews)
It was exceptionally clean, quite, and friendly.

Reviewed on Oct 31, 2025

Opens in a new windowBestway 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 - A Caesars Rewards Destination

Caesars Windsor - A Caesars Rewards Destination

4 out of 5
377 Riverside Dr E Windsor ON
The price is CA $152 per night from Dec 14 to Dec 15
CA $152
CA $211 total
Dec 14 - Dec 15
includes taxes & fees
Book a stay at this business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and 6 restaurants. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (3,152 reviews)
Room was immaculate, staff and amenities topp shelf.

Reviewed on Dec 12, 2025

Opens in a new windowCaesars Windsor - A Caesars Rewards Destination
Quality Inn & Suites Downtown

Quality Inn & Suites Downtown

2.5 out of 5
675 Goyeau St Windsor ON
The price is CA $101 per night from Jan 11 to Jan 12
CA $101
CA $125 total
Jan 11 - Jan 12, 2026
includes taxes & fees
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)
Custom service

Reviewed on Dec 8, 2025

Opens in a new windowQuality Inn & Suites Downtown
Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

2.5 out of 5
277 Riverside Drive West Windsor ON
The price is CA $93 per night from Jan 4 to Jan 5
CA $93
CA $111 total
Jan 4 - Jan 5, 2026
includes taxes & fees
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! (1,004 reviews)
Easy parking on a cold day. Staff is great. Keg next door. Was just great

Reviewed on Dec 10, 2025

Opens in a new windowBest 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
The price is CA $86 per night from Dec 21 to Dec 22
CA $86
CA $106 total
Dec 21 - Dec 22
includes taxes & fees
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! (1,096 reviews)
Great check in. Quick and easy

Reviewed on Dec 9, 2025

Opens in a new windowComfort 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
The price is CA $163 per night from Jan 4 to Jan 5
CA $163
CA $190 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this golf hotel in Leamington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our ...
7.8/10 Good! (1,000 reviews)
Perfect

Reviewed on Dec 7, 2025

Opens in a new windowBest Western Plus Leamington Hotel & Conference Centre
Caesars Windsor - A Caesars Rewards Destination

Caesars Windsor - A Caesars Rewards Destination

4 out of 5
377 Riverside Dr E Windsor ON
The price is CA $152 per night from Dec 14 to Dec 15
CA $152
CA $211 total
Dec 14 - Dec 15
includes taxes & fees
Book a stay at this business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and 6 restaurants. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (3,152 reviews)
Room was immaculate, staff and amenities topp shelf.

Reviewed on Dec 12, 2025

Opens in a new windowCaesars Windsor - A Caesars Rewards Destination
Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

2.5 out of 5
277 Riverside Drive West Windsor ON
The price is CA $93 per night from Jan 4 to Jan 5
CA $93
CA $111 total
Jan 4 - Jan 5, 2026
includes taxes & fees
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! (1,004 reviews)
Easy parking on a cold day. Staff is great. Keg next door. Was just great

Reviewed on Dec 10, 2025

Opens in a new windowBest Western Plus Waterfront Hotel
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Hampton Inn & Suites by Hilton Windsor

Hampton Inn & Suites by Hilton Windsor

2.5 out of 5
1840 Huron Church Road Windsor ON
The price is CA $127 per night from Dec 30 to Dec 31
CA $127
CA $152 total
Dec 30 - Dec 31
includes taxes & fees
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 ...
8.6/10 Excellent! (1,008 reviews)
Yes.

Reviewed on Dec 10, 2025

Opens in a new windowHampton 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.

Need a car after flight to Windsor?

Frequently asked questions

Which airlines fly to Windsor?
Booking an airfare with Air Canada is the way to go if you intend to begin your exciting world adventure in Windsor.
What airport is best to fly into Windsor?
Windsor is serviced by one airport, which makes booking your flight here easy. Windsor Intl. Airport is around 8 kilometers from the action downtown.
Where to stay in Windsor
With 98 marvelous properties in Windsor, your options are many and varied. But don't drag your feet. The sooner you book, the sooner you can start looking forward to your adventure!There's no better time to truly indulge yourself than when you're taking a vacation. Lock in a room at the Caesars Windsor and enjoy a taste of the good life during your stay. Traveling with a smaller budget? Not to worry, you won't be left in the cold. The Bexon Rooms - Hotel Downtown Windsor will keep you and your savings account happy.
Places to visit in Windsor
0 Need some more ideas? 0 But that's not all. 0
How to get through airport security fast when traveling to Windsor
These handy tips and hints about airport security checks will save you lots of time and energy on your journey to Windsor:

  • Make sure you know the whereabouts of your boarding pass and travel ID. You don't want to hold up the line when you're asked to produce them.
  • USB sticks, wallets and mobile phones should be placed in a tub for X-raying. If you pass through the body scanner with these items, you'll be requested to turn back and remove them.
  • Ensure your laptop, phone and other electronic devices are within reach. These items need to be put through the X-ray machine separately.
  • Traveling with a favorite perfume? As long as it's no greater than 3.4 ounces (100 milliliters) and it's stored in a clear resealable plastic bag, you can keep it in your carry-on luggage.
  • Safety boots and other heavy shoes tend to be X-rayed. Consider wearing simple sneakers instead.
  • The list of non-permissible items is forever updating. Have a look at your airline's official website to learn about what is not allowed on board their flights.

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.