Cheap Flight Deals to Windsor ON from CA $178

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

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 $309 and CA $178 for one-way flights to Windsor for the period specified. Prices and availability are subject to change. Additional terms apply

Tue, Jul. 29 - Thu, Jul. 31
YTZ
Billy Bishop Toronto City
YQG
Windsor
CA $309 Roundtrip, found 2 days ago
CA $309
Roundtrip
found 2 days ago
Select Porter Airlines flight, departing Tue, Jul. 29 from Billy Bishop Toronto City to Windsor, returning Thu, Jul. 31, priced at CA $309 found 2 days ago
OriginDestinationTravel datesFlights from*
YTZWindsorJuly 29 to July 31CA $309
YYCWindsorAugust 25 to August 28CA $342
YYZWindsorSeptember 5 to September 12CA $387
YVRWindsorAugust 5 to August 12CA $426
YULWindsorJuly 22 to July 25CA $470
YOWWindsorJuly 24 to July 27CA $491
YEGWindsorAugust 6 to August 27CA $497
YHZWindsorSeptember 11 to September 15CA $677
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YTZWindsorJuly 19 to July 28CA $420
YULWindsorJuly 19 to July 20CA $530
YOWWindsorJuly 19 to July 28CA $546
YYZWindsorJuly 18 to July 24CA $562
YYCWindsorJuly 20 to July 31CA $791
YXXWindsorJuly 20 to July 31CA $834
YHZWindsorJuly 18 to July 31CA $1,548
YEGWindsorJuly 20 to July 24CA $1,617
*Prices include taxes and fees

Your guide to flights to Windsor, ON

WestJet, 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 $309 and CA $1,617. Prices vary, but for the best fares, travel in August 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 $309. 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 July 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 $84 per night from Jul 18 to Jul 19
CA $84
CA $101 total
Jul 18 - Jul 19
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 (1,002 reviews)
"Good."

Reviewed on Jul. 7, 2025

Travelodge 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 $90 per night from Jul 27 to Jul 28
CA $90
CA $107 total
Jul 27 - Jul 28
includes taxes & fees
Book a stay at this business-friendly hotel in Windsor. Enjoy free parking, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
7.6/10 Good! (1,136 reviews)
"Property is clean, just renovated. Excellent staff and service. The bed was not the most comfortable but was adequate"

Reviewed on Jul. 5, 2025

SureStay 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 $120 per night from Jul 13 to Jul 14
CA $120
CA $136 total
Jul 13 - Jul 14
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! (169 reviews)
"An okay inexpensive motel. Clean and relatively quiet except the door hinges to Room 2 needs to be oiled. Good luck trying to watch anything on the TV."

Reviewed on May 24, 2025

Rymal's Motel
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Bestway Motel

Bestway Motel

2 out of 5
1954 Huron Church Rd. (Hwy #3), Windsor, ON
The price is CA $80 per night from Jul 13 to Jul 14
CA $80
CA $96 total
Jul 13 - Jul 14
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! (333 reviews)
"The room comes as advertised. I needed a bed for a couple hours and then get back on the road. The bed was incredibly comfortable."

Reviewed on Feb. 28, 2025

Bestway 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 Jul 13 to Jul 14
CA $152
CA $207 total
Jul 13 - Jul 14
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! (3,011 reviews)
"This place is always my first choice now no questions asked"

Reviewed on Jul. 9, 2025

Caesars Windsor
Quality Inn & Suites Downtown

Quality Inn & Suites Downtown

2.5 out of 5
675 Goyeau St, Windsor, ON
The price is CA $125 per night from Jul 13 to Jul 14
CA $125
CA $154 total
Jul 13 - Jul 14
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! (1,007 reviews)
Good location for access to Casino
"Check in was great. The Hotel manager was a woman whom I didn’t get her name but she was the best she offered info on restaurants directions pleasant efficient so friendly during breakfast visited with guests and helped out with replenishing coffee Bathroom very old needs renovating bath tub didn’t ..."

Reviewed on Jul. 6, 2025

Quality 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 $136 per night from Jul 13 to Jul 14
CA $136
CA $163 total
Jul 13 - Jul 14
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! (1,006 reviews)
"Walking distance to swim meet we were attending and to restaurants."

Reviewed on Jul. 6, 2025

Best Western Plus Waterfront Hotel
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
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 $110 per night from Aug 10 to Aug 11
CA $110
CA $135 total
Aug 10 - Aug 11
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! (1,014 reviews)
"It was cleaner than I expected, and all the staff were kind. The breakfast area isn’t very large, so you might have to wait during busy times. But if you're not in a hurry, it's not a problem."

Reviewed on Jul. 5, 2025

Comfort 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 $180 per night from Jul 27 to Jul 28
CA $180
CA $210 total
Jul 27 - Jul 28
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 ...
8/10 Very Good! (1,002 reviews)
"It was nice, the kids loved the playground"

Reviewed on Jul. 7, 2025

Best 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 Jul 13 to Jul 14
CA $152
CA $207 total
Jul 13 - Jul 14
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! (3,011 reviews)
"This place is always my first choice now no questions asked"

Reviewed on Jul. 9, 2025

Caesars 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 $136 per night from Jul 13 to Jul 14
CA $136
CA $163 total
Jul 13 - Jul 14
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! (1,006 reviews)
"Walking distance to swim meet we were attending and to restaurants."

Reviewed on Jul. 6, 2025

Best Western Plus Waterfront Hotel
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
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 $144 per night from Jul 20 to Jul 21
CA $144
CA $172 total
Jul 20 - Jul 21
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 ...
8.4/10 Very Good! (1,005 reviews)
Very clean and comfortable
"2nd time in 2 weeks we have been here as it is very clean , very comfortable and good breakfast . Will be back when in Windsor."

Reviewed on Jul. 8, 2025

Hampton 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.
Nicklin House

Nicklin House

3 out of 5
per person
Aug 15 - Aug 16
found 14 hours ago
Roundtrip flight included
Kelowna (YLW) to Windsor (YQG)
Caesars Windsor

Caesars Windsor

4 out of 5
per person
Aug 15 - Aug 16
found 14 hours ago
Roundtrip flight included
Kelowna (YLW) to Windsor (YQG)
Hotel STRY

Hotel STRY

2 out of 5
per person
Aug 15 - Aug 16
found 14 hours ago
Roundtrip flight included
Kelowna (YLW) to Windsor (YQG)
Don't see what you're looking for?
See all available trips from Kelowna to Windsor
View all trips

Need a car after flight to Windsor?

Economy

Chevrolet Spark or similar
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Jeep Compass
SUV Jeep Compass

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.