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 $395 and CA $220 for one-way flights to Windsor for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
YTZWindsorJune 8 to June 12CA $403
YYZWindsorMay 2 to May 9CA $419
YOWWindsorMay 3 to May 27CA $422
YYCWindsorJune 4 to June 11CA $431
YVRWindsorJune 18 to June 22CA $500
YEGWindsorMay 10 to May 17CA $506
YULWindsorApril 26 to April 27CA $579
YHZWindsorApril 23 to May 4CA $678
BUDWindsorJune 17 to March 4CA $1,292
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YTZWindsorApril 19 to April 20CA $519
YEGWindsorApril 19 to April 28CA $767
YOWWindsorApril 17 to April 20CA $950
YHZWindsorApril 17 to May 10CA $1,153
*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 $395 and CA $1,292. Prices vary, but for the best fares, travel in May 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 $395. 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 April 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 $77 per night from Apr 12 to Apr 13
CA $77
CA $92 total
Apr 12 - Apr 13
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 ...
7/10 Good! (1,009 reviews)
Yes

Reviewed on Apr 5, 2026

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 $84 per night from Apr 17 to Apr 18
CA $84
CA $101 total
Apr 17 - Apr 18
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 ...
7.8/10 Good! (1,142 reviews)
Clean room, breakfast good

Reviewed on Apr 9, 2026

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 $110 per night from Apr 13 to Apr 14
CA $110
CA $124 total
Apr 13 - Apr 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 ...
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 $80 per night from Apr 12 to Apr 13
CA $80
CA $96 total
Apr 12 - Apr 13
includes taxes & fees
Stay at this motel in Windsor. Enjoy free WiFi, free parking, and room service. Popular attractions Comerica Park and Detroit Windsor Tunnel are located ...
7.4/10 Good! (357 reviews)
Heater is not warm enough to keep the guest warm

Reviewed on Apr 8, 2026

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 $122 per night from Apr 22 to Apr 23
CA $122
CA $171 total
Apr 22 - Apr 23
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! (3,183 reviews)
I went to the front desk at 6am to check out but said I wouldn’t be leaving the room until 7:30am. I paid up and the one at the front desk said she didn’t che k me out so that my key would work, well as soon as my door shut and I was heading to the elevator with no key, I knew I was in trouble. I ...

Reviewed on Apr 10, 2026

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

Quality Inn & Suites Downtown Windsor

2.5 out of 5
675 Goyeau St Windsor ON
The price is CA $101 per night from May 3 to May 4
CA $101
CA $121 total
May 3 - May 4
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! (1,006 reviews)
Very noisy. Door is not sound proof. People talking in the hallway can be heard clearly in the middle of night. Windows are not sound proof either. Facing the busy street. Very noisy.

Reviewed on Apr 7, 2026

Opens in a new windowQuality Inn & Suites Downtown 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 $93 per night from Apr 19 to Apr 20
CA $93
CA $111 total
Apr 19 - Apr 20
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 ...
8.2/10 Very Good! (1,005 reviews)
The room was clean and the staff was very friendly and professional. Zero issues checking in or during the stay.

Reviewed on Apr 11, 2026

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 $82 per night from May 3 to May 4
CA $82
CA $101 total
May 3 - May 4
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 ...
8/10 Very Good! (1,233 reviews)
The staff and service were wonderful! Not kidding, everyone I interacted with was competent and friendly. The room however ( perhaps im a bit of a snob ) was a bit of a dump. they told me it was one of the best rooms, but .. yeah, super dumpy.

Reviewed on Apr 11, 2026

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 Apr 14 to Apr 15
CA $163
CA $184 total
Apr 14 - Apr 15
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 ...
8/10 Very Good! (1,001 reviews)
Staff were so friendly! My kids had tons of fun with all the activities. Food was good and the kitchen staff worked with dietary needs. Property is looking older but that didnt bother us.

Reviewed on Apr 5, 2026

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 $122 per night from Apr 22 to Apr 23
CA $122
CA $171 total
Apr 22 - Apr 23
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! (3,183 reviews)
I went to the front desk at 6am to check out but said I wouldn’t be leaving the room until 7:30am. I paid up and the one at the front desk said she didn’t che k me out so that my key would work, well as soon as my door shut and I was heading to the elevator with no key, I knew I was in trouble. I ...

Reviewed on Apr 10, 2026

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 Apr 19 to Apr 20
CA $93
CA $111 total
Apr 19 - Apr 20
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 ...
8.2/10 Very Good! (1,005 reviews)
The room was clean and the staff was very friendly and professional. Zero issues checking in or during the stay.

Reviewed on Apr 11, 2026

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 $130 per night from Apr 18 to Apr 19
CA $130
CA $156 total
Apr 18 - Apr 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 breakfast and the helpful staff ...
8.8/10 Excellent! (1,004 reviews)
Clean great breakfast always stay at Hampton

Reviewed on Apr 4, 2026

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.
Towneplace Suites By Marriott Tecumseh Windsor
Holiday Inn Express & Suites Windsor East - Lakeshore by IHG
Don't see what you're looking for?
See all available trips from Comox to Windsor
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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.

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*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.