Cheap Flights to Windsor from $181

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How Much Does it Cost To Fly To Windsor?

The cheapest prices found with in the last 7 days for return flights were $339 and $181 for one-way flights to Windsor for the period specified. Prices and availability are subject to change. Additional terms apply

Mon, Jul 13 - Mon, Jul 20
YYC
Calgary Intl.
YQG
Windsor
$339 Roundtrip, found 16 hours ago
$339
Roundtrip
found 16 hours ago
Select WestJet flight, departing Mon, Jul 13 from Calgary Intl. to Windsor, returning Mon, Jul 20, priced at $339 found 16 hours ago
Fri, Aug 14 - Tue, Aug 18
BOS
Logan Intl.
YQG
Windsor
$606 Roundtrip, found 19 hours ago
$606
Roundtrip
found 19 hours ago
Select Air Canada flight, departing Fri, Aug 14 from Logan Intl. to Windsor, returning Tue, Aug 18, priced at $606 found 19 hours ago
OriginDestinationTravel DatesFlights From*
YYCWindsorJuly 13 to July 20$339
YOWWindsorJuly 4 to July 5$372
YEGWindsorSeptember 11 to September 16$405
YXXWindsorSeptember 12 to September 19$409
YYZWindsorAugust 6 to August 10$419
YYZWindsorAugust 6 to August 10$419
YHZWindsorSeptember 10 to September 16$525
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
YOWWindsorJune 21 to June 23$541
YYCWindsorJune 20 to June 27$837
YYZWindsorJune 20 to June 27$995
YYZWindsorJune 20 to June 27$995
YVRWindsorJune 21 to June 25$1,104
*Prices include taxes and fees

Windsor Flight Information

Traveling to
Windsor
Lowest Price
$339
Number of Airlines Serving
Airlines Serving
Porter Airlines, Air Canada, WestJet
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
The price is $67 total per night from Jun 23 to Jun 24
$67 total
per night
Jun 23 - Jun 24
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! (1,000 reviews)
"Breakfast was good but if you get there at closing you will not find a good variety plus you won’t find clean cups or plates but the manager is very helpful and goes out of his way to accomodate"

Reviewed on Jun 12, 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 $68 total per night from Jul 5 to Jul 6
$68 total
per night
Jul 5 - Jul 6
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! (1,154 reviews)
"When checking in the staff member copied my drivers license but didn't return it - he was more concerned about the $200 hold on my card and whispering through the plexiglass that is installed. My room smelled like a bottle of cheap cologne was spilled in the room and the scent did not dissipate throughout ..."

Reviewed on Jun 15, 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 $81 total per night from Jul 13 to Jul 14
$81 total
per night
Jul 13 - Jul 14
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! (195 reviews)
"The motel is in a good location and it is very quiet, the staff is friendly but the room needs more attention in term of cleaning"

Reviewed on Jun 10, 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
The price is $62 total per night from Jun 21 to Jun 22
$62 total
per night
Jun 21 - Jun 22
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! (360 reviews)
"Great place to stay for great low prices."

Reviewed on Jun 2, 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
$71 nightly
The price is $85 total per night from Jul 13 to Jul 14
$85 total
Jul 13 - Jul 14
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! (3,267 reviews)
"Room was very big, clean and nicely decorated. Hotel was very quiet, which made for a peaceful stay. The pool area was also very nice. Staff were friendly. Would definitely recommend this location."

Reviewed on Jun 16, 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
$81 nightly
The price is $97 total per night from Jun 28 to Jun 29
$97 total
Jun 28 - Jun 29
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! (1,013 reviews)
"Hotel suite and breakfast were great!"

Reviewed on Jun 13, 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 $95 total per night from Jun 21 to Jun 22
$95 total
Jun 21 - Jun 22
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! (1,009 reviews)
"Clean and comfortable. Staff were super helpful. Check in/check out was easy. Location is excellent."

Reviewed on Jun 15, 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
$72 nightly
The price is $86 total per night from Jun 28 to Jun 29
$86 total
Jun 28 - Jun 29
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! (1,448 reviews)
"Room was clean and AC worked well."

Reviewed on Jun 16, 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
$108 nightly
The price is $122 total per night from Jun 21 to Jun 22
$122 total
Jun 21 - Jun 22
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! (1,002 reviews)

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

Travelers say...
"Great hotel for families with kids. Lots of things to do. It was a rainy day on one of the days and was just as fun. Nice size rooms as well."

Reviewed on Jun 17, 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
$71 nightly
The price is $85 total per night from Jul 13 to Jul 14
$85 total
Jul 13 - Jul 14
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! (3,267 reviews)
"Room was very big, clean and nicely decorated. Hotel was very quiet, which made for a peaceful stay. The pool area was also very nice. Staff were friendly. Would definitely recommend this location."

Reviewed on Jun 16, 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 $95 total per night from Jun 21 to Jun 22
$95 total
Jun 21 - Jun 22
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! (1,009 reviews)
"Clean and comfortable. Staff were super helpful. Check in/check out was easy. Location is excellent."

Reviewed on Jun 15, 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
$90 nightly
The price is $108 total per night from Jun 28 to Jun 29
$108 total
Jun 28 - Jun 29
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! (1,026 reviews)
"Nice Hotel .. clean room , very good gym"

Reviewed on Jun 16, 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.