Cheap Flights to Windsor

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OriginDestinationTravel DatesFlights From*
YOWWindsorJune 26 to June 29$334
YYCWindsorAugust 26 to September 12$379
YYZWindsorJuly 16 to July 20$397
YYZWindsorJuly 16 to July 20$397
YEGWindsorJune 15 to June 24$409
YULWindsorJune 18 to June 22$530
YVRWindsorJune 18 to June 24$546
YHZWindsorJune 22 to June 25$608
BUDWindsorAugust 24 to September 9$944
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
YOWWindsorJune 5 to June 8$596
YYZWindsorJune 5 to June 12$631
YYZWindsorJune 5 to June 12$631
YEGWindsorJune 5 to June 8$728
YYCWindsorJune 7 to July 9$795
*Prices include taxes and fees

Windsor Flight Information

Traveling to
Windsor
Lowest Price
$334
Number of Airlines Serving
Airlines Serving
Porter Airlines, WestJet, Air Canada, Lufthansa
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Windsor Accommodation Deals

Travelodge by Wyndham Windsor

Travelodge by Wyndham Windsor

2 out of 5
2225 Division Rd Windsor ON
$60 nightly
The price is $72 total per night from Jun 14 to Jun 15
$72 total
Jun 14 - Jun 15
Total with taxes and 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! (1,001 reviews)
"Room was clean, but a lot of the electrical outlets didn’t work so we had nowhere to charge our devices. Building is quite old and is showing its age. Great water pressure in the shower though. It was good enough for a weekend trip for a tournament."

Reviewed on May 25, 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
$61 nightly
The price is $73 total per night from Jun 8 to Jun 9
$73 total
Jun 8 - Jun 9
Total with taxes and 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! (1,143 reviews)
"A good place to stay. Great staff, good breakfast and clean rooms"

Reviewed on Jun 1, 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
$86 nightly
The price is $98 total per night from Jun 7 to Jun 8
$98 total
Jun 7 - Jun 8
Total with taxes and 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! (194 reviews)
"The room was clean. The mattress was super comfortable."

Reviewed on May 27, 2026

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
$49 nightly
The price is $59 total per night from Jun 2 to Jun 3
$59 total
Jun 2 - Jun 3
Total with taxes and fees
Stay at this motel in Windsor. Enjoy free WiFi, free parking, and room service. Popular attractions Comerica Park and Ford Field are located nearby.
7.4/10 Good! (359 reviews)
"Staff was great."

Reviewed on May 30, 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
$130 nightly
The price is $156 total per night from Jun 10 to Jun 11
$156 total
Jun 10 - Jun 11
Total with taxes and 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! (3,272 reviews)
"Really enjoyed staying here and liked the layout of the hotel and casino floors. Coming back again."

Reviewed on Jun 1, 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
$78 nightly
The price is $94 total per night from Jun 30 to Jul 1
$94 total
Jun 30 - Jul 1
Total with taxes and 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! (1,002 reviews)
"It was an okay place overall. It’s not located in the best part of town, and"

Reviewed on May 31, 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
$79 nightly
The price is $94 total per night from Jun 7 to Jun 8
$94 total
Jun 7 - Jun 8
Total with taxes and 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! (1,014 reviews)
"Clean room with amazing view."

Reviewed on Jun 1, 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
$66 nightly
The price is $79 total per night from Jun 26 to Jun 27
$79 total
Jun 26 - Jun 27
Total with taxes and fees
Book a stay at this family-friendly hotel in Windsor. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the breakfast and the ...
8/10 Very Good! (1,379 reviews)
"The staff was great, the breakfast was excellent, the pool was nice but could have been a bit cleaner. Rooms were also good."

Reviewed on Jun 1, 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
Great for families

Best Western Plus Leamington Hotel & Conference Centre

3 out of 5
566 Bevel Line Rd Leamington ON
$121 nightly
The price is $136 total per night from Jun 14 to Jun 15
$136 total
Jun 14 - Jun 15
Total with taxes and 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! (1,004 reviews)

Families like: Indoor pool, playground, game room, games and toys

Travelers say...
"We really didn’t have much time to use the facilities but we thoroughly enjoyed what we did use Its close proximity to the ferry terminal for our early morning trip to Pelee Island was so much more accessible from this property. The road closures made it difficult to get there in the first place ..."

Reviewed on May 30, 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
$130 nightly
The price is $156 total per night from Jun 10 to Jun 11
$156 total
Jun 10 - Jun 11
Total with taxes and 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! (3,272 reviews)
"Really enjoyed staying here and liked the layout of the hotel and casino floors. Coming back again."

Reviewed on Jun 1, 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
$79 nightly
The price is $94 total per night from Jun 7 to Jun 8
$94 total
Jun 7 - Jun 8
Total with taxes and 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! (1,014 reviews)
"Clean room with amazing view."

Reviewed on Jun 1, 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
$89 nightly
The price is $106 total per night from Jun 14 to Jun 15
$106 total
Jun 14 - Jun 15
Total with taxes and 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! (1,003 reviews)
"Staff are friendly and accommodating. Room is clean. Very close to restaurants. Breakfast is satisfactory."

Reviewed on May 31, 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.

Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 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 5 mi 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
It's possible that the odds will be against you at Caesars Casino, but that's no excuse not to try a game of poker or blackjack. Need some more ideas? Detroit Windsor Tunnel is a fantastic street where you are sure to be entertained. But that's not all. Caesar's Windsor offers its visitors memorable evenings full of fun in a friendly atmosphere.
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.