Cheap Flights to Windsor from $112

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 Much Does it Cost To Fly To Windsor?

The cheapest prices found with in the last 7 days for return flights were $242 and $112 for one-way flights to Windsor for the period specified. Prices and availability are subject to change. Additional terms apply

Sat, May 17 - Mon, May 19
EWR
Newark Liberty Intl. Airport
YQG
Windsor
$242 Roundtrip, found 6 days ago
$242
Roundtrip
found 6 days ago
Select Air Canada flight, departing Sat, May 17 from Newark Liberty Intl. Airport to Windsor, returning Mon, May 19, priced at $242 found 6 days ago
OriginDestinationTravel DatesFlights From*
YTZWindsorJune 4 to June 6$266
YULWindsorJune 8 to June 10$376
YOWWindsorJune 27 to July 6$423
YYCWindsorAugust 4 to August 8$537
YEGWindsorJune 14 to June 17$552
YVRWindsorJuly 16 to July 30$567
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
YTZWindsorMay 10 to May 30$302
YULWindsorMay 9 to May 16$768
*Prices include taxes and fees

Windsor Flight Information

Traveling to
Windsor
Lowest Price
$242
Number of Airlines Serving
Airlines Serving
Porter Airlines, Air Canada
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 $70 per night from May 9 to May 10
$70
includes taxes & fees
$58 per night
May 9 - May 10
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 (1,006 reviews)
"The if service was terrific! Continental breakfast needs protein. The front desk was super accommodating they checked into something for us."

Reviewed on Apr 30, 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 $77 per night from May 25 to May 26
$77
includes taxes & fees
$65 per night
May 25 - May 26
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 ...
7.4/10 Good! (1,146 reviews)
"My go to when I come to Windsor. Clean and simple. Nice staff."

Reviewed on Apr 29, 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 $89 per night from May 25 to May 26
$89
includes taxes & fees
$79 per night
May 25 - May 26
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! (159 reviews)
"Right in the middle of town close to everything"

Reviewed on Apr 19, 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 $69 per night from May 4 to May 5
$69
includes taxes & fees
$58 per night
May 4 - May 5
Stay at this motel in Windsor. Enjoy free WiFi, free parking, and room service. Popular attractions MGM Grand Detroit Casino and Ford Field are located ...
7.4/10 Good! (327 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 $150 per night from May 12 to May 13
$150
includes taxes & fees
$125 per night
May 12 - May 13
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! (2,832 reviews)
"From the parking to the hotel desk and from the hotel,desk to the forum tower is back and forth across the casino floor. Not good,if you are on a business trip and just want to get your stuff to your room and go to sleep."

Reviewed on Apr 29, 2025

Caesars Windsor
Quality Inn & Suites Downtown

Quality Inn & Suites Downtown

2.5 out of 5
675 Goyeau St, Windsor, ON
The price is $116 per night from May 18 to May 19
$116
includes taxes & fees
$97 per night
May 18 - May 19
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)
Friendly helpful staff
"The staff was amazing. Everyone was so friendly and helpful. Right location for the event I was attending. Comfortable and clean."

Reviewed on Apr 30, 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 $99 per night from May 18 to May 19
$99
includes taxes & fees
$82 per night
May 18 - May 19
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! (1,002 reviews)
"Loved my panaramic view. 15th floor. The only noise i heard was road noise even this high."

Reviewed on May 1, 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 $83 per night from May 11 to May 12
$83
includes taxes & fees
$69 per night
May 11 - May 12
Book a stay at this business-friendly hotel in Windsor. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the breakfast and the ...
7.8/10 Good! (1,007 reviews)
"The only downside was the noise from the traffic all night long."

Reviewed on Apr 29, 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
Great for families

Best Western Plus Leamington Hotel & Conference Centre

3 out of 5
566 Bevel Line Rd, Leamington, ON
The price is $137 per night from May 19 to May 20
$137
includes taxes & fees
$122 per night
May 19 - May 20
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! (1,003 reviews)

Families like: Indoor pool, playground, game room, cribs

Travelers say...
"Overall, very good. Close to Point Pelee Park. Bed very comfortable. Staff very good."

Reviewed on Apr 30, 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 $150 per night from May 12 to May 13
$150
includes taxes & fees
$125 per night
May 12 - May 13
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! (2,832 reviews)
"From the parking to the hotel desk and from the hotel,desk to the forum tower is back and forth across the casino floor. Not good,if you are on a business trip and just want to get your stuff to your room and go to sleep."

Reviewed on Apr 29, 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 $99 per night from May 18 to May 19
$99
includes taxes & fees
$82 per night
May 18 - May 19
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! (1,002 reviews)
"Loved my panaramic view. 15th floor. The only noise i heard was road noise even this high."

Reviewed on May 1, 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 $129 per night from Jun 1 to Jun 2
$129
includes taxes & fees
$107 per night
Jun 1 - Jun 2
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)
"Amazingly maintained. Room was really clean and I couldnt really find any dirt or dust anywhere. This could be by far the best property in this tier that i have stayed in Canada. Breakfast options could improve. However the facility made up for any lack in breakfast oprions."

Reviewed on Apr 19, 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 - business class flights

Price found within the past 48 hours. Click for updated prices.
Lexington Inn & Suites Windsor

Lexington Inn & Suites Windsor

2.5 out of 5
per person
Jun 15 - Jun 18
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Windsor (YQG)
Caesars Windsor

Caesars Windsor

4 out of 5
per person
Jun 15 - Jun 18
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Windsor (YQG)
Super 8 by Wyndham Ambassador Bridge Windsor ON

Super 8 by Wyndham Ambassador Bridge Windsor ON

2 out of 5
per person
Jun 15 - Jun 18
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Windsor (YQG)
Don't see what you're looking for?
See all available trips from Chicago to Windsor
View all trips

Need a Car For After Your Flight?

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 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.

*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.