Cheap Flights to Windsor from $34

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 $53 and $34 for one-way flights to Windsor for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
CMHWindsor LocksJune 8 to June 12$183
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
CMHWindsor LocksMay 4 to May 12$193
*Prices include taxes and fees

Windsor Flight Information

Traveling to
Windsor
Lowest Price
$53
Number of Airlines Serving
Airlines Serving
Frontier Airlines, American Airlines
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Windsor Accommodation Deals

Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
555 Corporate Dr, Windsor, CT
The price is $121 per night from Apr 28 to Apr 29
$121
per night
Apr 28 - Apr 29
Stay at this 3-star business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,002 reviews)
"Your employees were amazing"

Reviewed on Apr 22, 2024

Hilton Garden Inn Hartford North/Bradley Int'l Airport
Hampton Inn Hartford/Airport

Hampton Inn Hartford/Airport

2.5 out of 5
2168 Poquonock Ave, Windsor, CT
The price is $137 per night from May 27 to May 28
$137
per night
May 27 - May 28
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 in ...
9/10 Wonderful! (897 reviews)
"Easy check in. Great breakfast"

Reviewed on Apr 14, 2024

Hampton Inn Hartford/Airport
HYATT house Hartford North/Windsor

HYATT house Hartford North/Windsor

3 out of 5
200 Corporate Dr, Windsor, CT
The price is $111 per night from May 27 to May 28
$111
per night
May 27 - May 28
Stay at this 3-star business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,003 reviews)
solid 4 out of 5
"Stayed here for my daughters 12yr birthday party, 1 adult and 5 kids aged 12. I had called prior to booking to ensure that this would be ok and was told that while they had a no party policy this is not what they considered a party. While checking in, I was told that if this was a party, we would ..."

Reviewed on Apr 25, 2024

HYATT house Hartford North/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.

Our Top Windsor with Airport Shuttles

Courtyard By Marriott Hartford/Windsor Airport

Courtyard By Marriott Hartford/Windsor Airport

3 out of 5
1 Day Hill Rd, Windsor, CT
The price is $144 per night from May 10 to May 11
$144
per night
May 10 - May 11
Stay at this business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff and the clean rooms in our ...
8.8/10 Excellent! (939 reviews)
"Very friendly staff and clean rooms."

Reviewed on Apr 20, 2024

Courtyard By Marriott Hartford/Windsor Airport
Hampton Inn Hartford/Airport

Hampton Inn Hartford/Airport

2.5 out of 5
2168 Poquonock Ave, Windsor, CT
The price is $137 per night from May 27 to May 28
$137
per night
May 27 - May 28
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 in ...
9/10 Wonderful! (897 reviews)
"Easy check in. Great breakfast"

Reviewed on Apr 14, 2024

Hampton Inn Hartford/Airport
Marriott Hartford/Windsor Airport

Marriott Hartford/Windsor Airport

3.5 out of 5
28 Day Hill Rd, Windsor, CT
The price is $179 per night from Apr 27 to Apr 28
$179
per night
Apr 27 - Apr 28
Stay at this 3.5-star business-friendly hotel in Windsor. Enjoy free parking, breakfast, and a free airport shuttle. Our guests praise the restaurant and the ...
8.4/10 Very Good! (1,000 reviews)
"Hotel adds $50 “incidental” fee and says it comes off after the stay. But I don’t know if it will be removed. Bill included $20 room service that we did not order. We think a bunch of girls having a pageant ordered food to random rooms, grabbed the food, and let us pay. Front desk did not know how ..."

Reviewed on Apr 13, 2024

Marriott Hartford/Windsor Airport
Save an average of 15% on thousands of hotels when you're signed in
Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
555 Corporate Dr, Windsor, CT
The price is $121 per night from Apr 28 to Apr 29
$121
per night
Apr 28 - Apr 29
Stay at this 3-star business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,002 reviews)
"Your employees were amazing"

Reviewed on Apr 22, 2024

Hilton Garden Inn Hartford North/Bradley Int'l Airport
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

Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
555 Corporate Dr, Windsor, CT
The price is $121 per night from Apr 28 to Apr 29
$121
per night
Apr 28 - Apr 29
Stay at this 3-star business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,002 reviews)
"Your employees were amazing"

Reviewed on Apr 22, 2024

Hilton Garden Inn Hartford North/Bradley Int'l Airport
HYATT house Hartford North/Windsor

HYATT house Hartford North/Windsor

3 out of 5
200 Corporate Dr, Windsor, CT
The price is $111 per night from May 27 to May 28
$111
per night
May 27 - May 28
Stay at this 3-star business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,003 reviews)
solid 4 out of 5
"Stayed here for my daughters 12yr birthday party, 1 adult and 5 kids aged 12. I had called prior to booking to ensure that this would be ok and was told that while they had a no party policy this is not what they considered a party. While checking in, I was told that if this was a party, we would ..."

Reviewed on Apr 25, 2024

HYATT house Hartford North/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.

Family Friendly Hotels in Windsor

Courtyard By Marriott Hartford/Windsor Airport
Great for families

Courtyard By Marriott Hartford/Windsor Airport

3 out of 5
1 Day Hill Rd, Windsor, CT
The price is $144 per night from May 10 to May 11
$144
per night
May 10 - May 11
Stay at this business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff and the clean rooms in our ...
8.8/10 Excellent! (939 reviews)

Families like: Skiing nearby, extra beds/cribs, laundry

Travelers say...
"Very friendly staff and clean rooms."

Reviewed on Apr 20, 2024

Courtyard By Marriott Hartford/Windsor Airport
HYATT house Hartford North/Windsor
Great for families

HYATT house Hartford North/Windsor

3 out of 5
200 Corporate Dr, Windsor, CT
The price is $111 per night from May 27 to May 28
$111
per night
May 27 - May 28
Stay at this 3-star business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,003 reviews)

Families like: Indoor pools, kitchen, skiing nearby, free breakfast for the whole family

solid 4 out of 5
"Stayed here for my daughters 12yr birthday party, 1 adult and 5 kids aged 12. I had called prior to booking to ensure that this would be ok and was told that while they had a no party policy this is not what they considered a party. While checking in, I was told that if this was a party, we would ..."

Reviewed on Apr 25, 2024

HYATT house Hartford North/Windsor
Marriott Hartford/Windsor Airport
Great for families

Marriott Hartford/Windsor Airport

3.5 out of 5
28 Day Hill Rd, Windsor, CT
The price is $179 per night from Apr 27 to Apr 28
$179
per night
Apr 27 - Apr 28
Stay at this 3.5-star business-friendly hotel in Windsor. Enjoy free parking, breakfast, and a free airport shuttle. Our guests praise the restaurant and the ...
8.4/10 Very Good! (1,000 reviews)

Families like: Indoor pools, bicycle rentals nearby, extra beds/cribs, free airport shuttle

Travelers say...
"Hotel adds $50 “incidental” fee and says it comes off after the stay. But I don’t know if it will be removed. Bill included $20 room service that we did not order. We think a bunch of girls having a pageant ordered food to random rooms, grabbed the food, and let us pay. Front desk did not know how ..."

Reviewed on Apr 13, 2024

Marriott Hartford/Windsor Airport
Save an average of 15% on thousands of hotels when you're signed in
Residence Inn by Marriott Hartford/Windsor
Great for families

Residence Inn by Marriott Hartford/Windsor

3 out of 5
100 Dunfey Ln, Windsor, CT
The price is $139 per night from Apr 28 to Apr 29
$139
per night
Apr 28 - Apr 29
Stay at this business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the clean rooms in our reviews. Popular ...
8.2/10 Very Good! (475 reviews)

Families like: Outdoor pool, kitchen, free breakfast for the whole family, laundry

Travelers say...
"In a lovely quiet area no truck noise!"

Reviewed on Apr 22, 2024

Residence Inn by Marriott Hartford/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

Prices and availability subject to change. Additional terms may apply.
Holiday Inn Express Southington, an IHG Hotel
Madison Beach Hotel
Hilton Garden Inn Hartford North/Bradley Int'l Airport
Don't see what you're looking for?
See all available trips from CMH-All Airports to Windsor
View all trips

Need a Car For After Your Flight?

Frequently asked questions

Which airlines fly to Windsor?
Don’t hang around.Book your plane ticket toWindsor now.There are 10airlines for you topick from,including:

  • American Airlines
  • Delta Air Lines
  • United Airlines

What airport is best to fly into Windsor?
Bradley International Airport is situated 4 mi from the sights and sounds of downtown Windsor. It’s the sole airport in the city, so there’s zero chance of your cab driver taking you to the wrong one!
Where to stay in Windsor
With 85 fabulous properties in Windsor, you’re spoilt for choice. But don’t dilly-dally. The sooner you book, the sooner you can start looking forward to your adventure!If you don’t want to waste hours of your time scouring the web for places to stay in Windsor, don’t stress. We’ve done all the work for you. Our top accommodations here are the Marriott Hartford/Windsor Airport and the Courtyard By Marriott Hartford/Windsor Airport.
Places to visit in Windsor
Looking for somewhere where one can enjoy a relaxing stroll or just worship the sun? Make your way over to Northwest Park. Want some more options? Windsor Arts Center boasts art courses, music shows and exhibits that will give you a better understanding of the area’s vibrant arts scene. But there’s more. If you’re up for a little education, go and check out what’s on display at Vintage Radio and Communications Museum of Connecticut.
How to get through airport security fast when traveling to Windsor
Your journey to Windsor begins the minute you’ve completed the security checks. Here are some useful tips to help you pass through quickly:

  • Make sure you know the whereabouts of your travel ID and boarding pass. You don’t want to hold up the queue when you’re asked to hand them over.
  • Take off your shoes and belt before approaching the airport security checkpoint. Items like these are not allowed in the body scanner.
  • Laptops and other electronic devices must be placed in a tray to be X-rayed.
  • When you get to the security checkpoint, you’ll be asked to place all creams, liquids and gels in a separate tub for scanning. Make sure they’re all stored in containers no larger than 3.4 ounces (100 milliliters) and sealed in a clear zip-lock bag.
  • Untie your shoelaces as you approach the body scanner. Depending on the type of shoes you’ve got on, security may ask you to remove them.
  • Some countries have strict biosecurity laws. Consider where you’re headed to and whether or not you’re permitted to travel with unpackaged foods.

How to find cheap flights

What is the best day to buy a plane ticket?

Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you’re looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you’re browsing flight deals.

 

What are the cheapest days to fly?

Frequent travellers may already know this, earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.

 

How far in advance can you book a flight?

Here’s the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.

*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

Plane Tickets To Windsor

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Windsor. Browse through our inventory to explore a wide range of cheap flights to Windsor to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Windsor as you anxiously await to exit the plane and explore what Windsor has to offer. Considering all the amazing local food and culture in Windsor, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Windsor to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Windsor without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Windsor with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Windsor today!

*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.