Cheap Flight Deals to Windsor ON from CA $147

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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 $281 and CA $147 for one-way flights to Windsor for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
YTZWindsorOctober 21 to October 23CA $281
YULWindsorOctober 20 to October 21CA $370
YOWWindsorNovember 28 to December 3CA $382
YYCWindsorOctober 16 to October 23CA $576
YHZWindsorOctober 16 to October 22CA $648
YEGWindsorDecember 15 to December 31CA $657
YVRWindsorDecember 3 to December 5CA $663
RSWWindsorDecember 21 to January 3CA $1,412
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YTZWindsorSeptember 27 to September 28CA $529
YOWWindsorSeptember 28 to September 30CA $598
YULWindsorSeptember 26 to September 29CA $621
YEGWindsorSeptember 27 to October 22CA $877
YYCWindsorSeptember 27 to September 30CA $892
YVRWindsorSeptember 26 to September 30CA $1,088
YHZWindsorSeptember 26 to October 12CA $1,164
*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 $281 and CA $1,412. Prices vary, but for the best fares, travel in December 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 $281. 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 October 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 $81 per night from Sep 25 to Sep 26
CA $81
CA $97 total
Sep 25 - Sep 26
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 (1,007 reviews)
We would definitely stay here again!👍
"I was on a friends/photography weekend. We stayed 3 nights. This hotel was very quiet and clean. There was a friendly handyman working around the hotel on Friday, he offered to carry in our luggage. I definitely would stay their again. There was a hugh mall beside the hotel,we were walking distance ..."

Reviewed on Sep 16, 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 $87 per night from Oct 16 to Oct 17
CA $87
CA $104 total
Oct 16 - Oct 17
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! (1,139 reviews)
"Clean"

Reviewed on Sep 15, 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 Sep 21 to Sep 22
CA $100
CA $113 total
Sep 21 - Sep 22
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! (178 reviews)
"Nice stay Clean under bed"

Reviewed on Sep 5, 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 $75 per night from Sep 21 to Sep 22
CA $75
CA $90 total
Sep 21 - Sep 22
includes taxes & fees
Stay at this motel in Windsor. Enjoy free WiFi, free parking, and room service. Popular attractions MGM Grand Detroit Casino and Comerica Park are located ...
7.2/10 Good! (341 reviews)
Great Value for what you pay
"Great value for what you get.."

Reviewed on Aug 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

Caesars Windsor

4 out of 5
377 Riverside Dr E, Windsor, ON
The price is CA $152 per night from Sep 22 to Sep 23
CA $152
CA $211 total
Sep 22 - Sep 23
includes taxes & fees
Stay at this 4-star business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and 6 restaurants. Our guests praise the bar and the helpful staff in ...
8.4/10 Very Good! (3,056 reviews)
"."

Reviewed on Sep 15, 2025

Opens in a new windowCaesars Windsor
Quality Inn & Suites Downtown

Quality Inn & Suites Downtown

2.5 out of 5
675 Goyeau St, Windsor, ON
The price is CA $122 per night from Oct 8 to Oct 9
CA $122
CA $151 total
Oct 8 - Oct 9
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! (1,010 reviews)
"Staff and rooms were excellent. Windsor downtown is in poor shape."

Reviewed on Sep 15, 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 $138 per night from Sep 28 to Sep 29
CA $138
CA $165 total
Sep 28 - Sep 29
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! (1,016 reviews)
"It was great. Best mattress ever!!"

Reviewed on Sep 15, 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 $116 per night from Sep 24 to Sep 25
CA $116
CA $143 total
Sep 24 - Sep 25
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! (1,011 reviews)
"Great"

Reviewed on Sep 16, 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 $166 per night from Sep 22 to Sep 23
CA $166
CA $194 total
Sep 22 - Sep 23
includes taxes & fees
Stay at this 3-star eco-certified hotel in Leamington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
7.8/10 Good! (1,008 reviews)
"We liked the hotel; My 4 years old had so much fun on the pool and waterslide. We just had a little problem with our room; We got a room with two queen beds, one for my husband and I and one for our son; when we moved the bed close to the wall so my son wouldn't fall out during the night, we noticed ..."

Reviewed on Sep 14, 2025

Opens in a new windowBest Western Plus Leamington Hotel & Conference Centre
Caesars Windsor

Caesars Windsor

4 out of 5
377 Riverside Dr E, Windsor, ON
The price is CA $152 per night from Sep 22 to Sep 23
CA $152
CA $211 total
Sep 22 - Sep 23
includes taxes & fees
Stay at this 4-star business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and 6 restaurants. Our guests praise the bar and the helpful staff in ...
8.4/10 Very Good! (3,056 reviews)
"."

Reviewed on Sep 15, 2025

Opens in a new windowCaesars Windsor
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 $138 per night from Sep 28 to Sep 29
CA $138
CA $165 total
Sep 28 - Sep 29
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! (1,016 reviews)
"It was great. Best mattress ever!!"

Reviewed on Sep 15, 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 $135 per night from Sep 28 to Sep 29
CA $135
CA $162 total
Sep 28 - Sep 29
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! (1,013 reviews)
"Nothing unique, unfortunately my room was dusty and had some sticky substance on the table and floor."

Reviewed on Sep 14, 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.

Best Windsor Flight and Hotel Packages

Windsor flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Comfort Inn & Suites Ambassador Bridge
Caesars Windsor
Hampton Inn & Suites by Hilton Windsor
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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.