Cheap Flights to Windsor from $180
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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 $254 and $180 for one-way flights to Windsor for the period specified. Prices and availability are subject to change. Additional terms apply
YYC
Calgary Intl.
YQG
Windsor
$321 Roundtrip, found 3 days ago
$321
Roundtrip
found 3 days ago
MDW
Midway Intl.
YQG
Windsor
$425 Roundtrip, found 6 days ago
$425
Roundtrip
found 6 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| YTZ | Windsor | April 8 to April 9 | $254 |
| YOW | Windsor | May 4 to May 10 | $286 |
| YEG | Windsor | April 26 to May 5 | $367 |
| YYZ | Windsor | May 29 to June 2 | $393 |
| YHZ | Windsor | March 20 to March 26 | $537 |
| YYC | Windsor | March 30 to April 6 | $584 |
| YVR | Windsor | April 10 to April 11 | $585 |
| RSW | Windsor | April 18 to April 20 | $617 |
Windsor Flight Information
Traveling to | Windsor |
|---|---|
Lowest Price | $254 |
Number of Airlines Serving | |
Airlines Serving | Porter Airlines, WestJet, JetBlue Airways |
Number of Daily Flights | |
Airlines with Direct Flights |
Find The Perfect Hotel For After Your Flight
Amazing Windsor Accommodation Deals
Travelodge by Wyndham Windsor
2225 Division Rd Windsor ON
$61 nightly
The price is $73 total per night from Mar 22 to Mar 23
$73 total
Mar 22 - Mar 23
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! (995 reviews)
Bed uncomfortable. Room and linens didn’t smell great. Dripping faucet in bathroom.
Reviewed on Mar 5, 2026
SureStay Plus by Best Western Windsor
2530 Ouellette Avenue Windsor ON
$66 nightly
The price is $79 total per night from Mar 10 to Mar 11
$79 total
Mar 10 - Mar 11
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! (1,160 reviews)
Clean room staff were great
Reviewed on Mar 4, 2026
Rymal's Motel
136 Erie Street South Leamington ON
$80 nightly
The price is $91 total per night from Mar 10 to Mar 11
$91 total
Mar 10 - Mar 11
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 ...
Save an average of 15% on thousands of hotels when you're signed in
Super 8 by Wyndham Windsor/Dougall
2498 Dougall Avenue Windsor ON
$56 nightly
The price is $68 total per night from Mar 23 to Mar 24
$68 total
Mar 23 - Mar 24
Total with taxes and fees
Book a stay at this business-friendly motel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8/10 Very Good! (1,004 reviews)
Not Applicable
Reviewed on Mar 5, 2026
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
377 Riverside Dr E Windsor ON
$111 nightly
The price is $133 total per night from Apr 7 to Apr 8
$133 total
Apr 7 - Apr 8
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! (3,221 reviews)
Comfortable Mattress Good temperature in room Bad shower but good shampoo, conditioner, and body wash Noisy Crappy coffee in room for such an expensive place Old TV. Needs an update. Also the check in process was terrible and so hard to get around that place. Would stay elsewhere for 1/3 the ...
Reviewed on Mar 7, 2026
Quality Inn & Suites Downtown Windsor
675 Goyeau St Windsor ON
$62 nightly
The price is $74 total per night from Mar 31 to Apr 1
$74 total
Mar 31 - Apr 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! (1,009 reviews)
Check-in was quick and friendly, as was check out. Room was clean and had everything for a one night stay. Convenient location to the Colossum, where the casino and shows are. Close walk but wouldn’t recommend that as the area was a little rough. We were happy with our short stay.
Reviewed on Mar 7, 2026
Best Western Plus Waterfront Hotel
277 Riverside Drive West Windsor ON
$76 nightly
The price is $91 total per night from Mar 16 to Mar 17
$91 total
Mar 16 - Mar 17
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)
The hotel was under some Reno's but it didn't really detract from our stay
Reviewed on Mar 7, 2026
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Comfort Inn & Suites Ambassador Bridge
2330 Huron Church Rd Windsor ON
$65 nightly
The price is $77 total per night from Mar 15 to Mar 16
$77 total
Mar 15 - Mar 16
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 breakfast and ...
8/10 Very Good! (1,187 reviews)
.
Reviewed on Mar 5, 2026
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
566 Bevel Line Rd Leamington ON
$119 nightly
The price is $134 total per night from Mar 22 to Mar 23
$134 total
Mar 22 - Mar 23
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! (1,001 reviews)
Families like: Indoor pool, playground, game room, games and toys
Travelers say...
The facilities were nice, but we had an atrium room and there were kids running around the atrium and hallways well past midnight, being very loud which is a problem if you plan on getting any sleep. The locks to the room from the atrium felt pretty cheap
Reviewed on Feb 22, 2026
Caesars Windsor - A Caesars Rewards Destination
377 Riverside Dr E Windsor ON
$111 nightly
The price is $133 total per night from Apr 7 to Apr 8
$133 total
Apr 7 - Apr 8
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! (3,221 reviews)
Comfortable Mattress Good temperature in room Bad shower but good shampoo, conditioner, and body wash Noisy Crappy coffee in room for such an expensive place Old TV. Needs an update. Also the check in process was terrible and so hard to get around that place. Would stay elsewhere for 1/3 the ...
Reviewed on Mar 7, 2026
Best Western Plus Waterfront Hotel
277 Riverside Drive West Windsor ON
$76 nightly
The price is $91 total per night from Mar 16 to Mar 17
$91 total
Mar 16 - Mar 17
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)
The hotel was under some Reno's but it didn't really detract from our stay
Reviewed on Mar 7, 2026
Save an average of 15% on thousands of hotels when you're signed in
Hampton Inn & Suites by Hilton Windsor
1840 Huron Church Road Windsor ON
$101 nightly
The price is $121 total per night from Mar 20 to Mar 21
$121 total
Mar 20 - Mar 21
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! (1,011 reviews)
Excellent breakfast with fresh fruit, real scrambled eggs, and back bacon . Attentive staff .
Reviewed on Mar 9, 2026
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 - first class flights
Price found within the past 48 hours. Click for updated prices.
Need a Car For After Your Flight?
Economy
Chevrolet Spark or similar
Compact
Ford Focus or similar
Midsize
Toyota Corolla or similar
SUV
Jeep Compass or similar
Frequently asked questions
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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