Cheap Flights to Windsor from $25

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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 $48 and $25 for one-way flights to Windsor for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
MCOWindsor LocksMay 30 to June 1$84
FLLWindsor LocksJune 8 to June 9$98
TPAWindsor LocksMay 24 to June 2$126
CLTWindsor LocksJuly 16 to July 23$145
ATLWindsor LocksJune 1 to June 8$147
ORDWindsor LocksJune 15 to June 17$160
SJUWindsor LocksJuly 10 to July 13$187
DCAWindsor LocksJuly 11 to July 13$189
LAXWindsor LocksMay 17 to May 24$191
DENWindsor LocksJune 10 to June 11$245
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MCOWindsor LocksMay 10 to May 11$88
FLLWindsor LocksMay 11 to May 23$139
TPAWindsor LocksMay 11 to May 14$165
ATLWindsor LocksMay 11 to May 25$186
CLTWindsor LocksMay 10 to May 13$218
DCAWindsor LocksMay 11 to May 24$236
LAXWindsor LocksMay 10 to May 12$239
SJUWindsor LocksMay 9 to May 12$279
DENWindsor LocksMay 11 to June 1$304
ORDWindsor LocksMay 10 to May 15$322
*Prices include taxes and fees

Windsor Flight Information

Traveling to
Windsor
Lowest Price
$48
Number of Airlines Serving
Airlines Serving
Spirit 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 $146 per night from May 11 to May 12
$146
includes taxes & fees
$127 per night
May 11 - May 12
Stay at this 3-star business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,000 reviews)
"Excellent"

Reviewed on Apr 28, 2025

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 $155 per night from May 29 to May 30
$155
includes taxes & fees
$135 per night
May 29 - May 30
Book a stay at this business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9/10 Wonderful! (1,002 reviews)
"Very clean hotel. Nice indoor swimming pool. Front desk staff are always ready to help."

Reviewed on Apr 26, 2025

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 $171 per night from May 4 to May 5
$171
includes taxes & fees
$149 per night
May 4 - May 5
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! (1,001 reviews)
Bit disappointed in service.
"Quick trip for family event. Requested the room be away from ice machine and elevator. My room was directly beside the elevator. I was surprised, since acknowledgement of special request was noted. Also, I book two rooms and they were on 5th and 2nd floor. One would expect they would be same floor, ..."

Reviewed on Apr 24, 2025

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 $175 per night from May 25 to May 26
$175
includes taxes & fees
$152 per night
May 25 - May 26
Book a stay at this business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
8.8/10 Excellent! (986 reviews)
"Stay was very pleasant and comfortable. The add can make it seem as though this Hotel is IN or very near the Airport, but its a few short miles away. Older but very clean. The Staff are great. We enjoyed our short stay!"

Reviewed on Apr 30, 2025

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 $155 per night from May 29 to May 30
$155
includes taxes & fees
$135 per night
May 29 - May 30
Book a stay at this business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9/10 Wonderful! (1,002 reviews)
"Very clean hotel. Nice indoor swimming pool. Front desk staff are always ready to help."

Reviewed on Apr 26, 2025

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 $217 per night from May 9 to May 10
$217
includes taxes & fees
$189 per night
May 9 - May 10
Stay at this 3.5-star business-friendly hotel in Windsor. Enjoy free parking, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (1,001 reviews)
"Great"

Reviewed on Apr 30, 2025

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 $146 per night from May 11 to May 12
$146
includes taxes & fees
$127 per night
May 11 - May 12
Stay at this 3-star business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,000 reviews)
"Excellent"

Reviewed on Apr 28, 2025

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 $146 per night from May 11 to May 12
$146
includes taxes & fees
$127 per night
May 11 - May 12
Stay at this 3-star business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,000 reviews)
"Excellent"

Reviewed on Apr 28, 2025

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 $171 per night from May 4 to May 5
$171
includes taxes & fees
$149 per night
May 4 - May 5
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! (1,001 reviews)
Bit disappointed in service.
"Quick trip for family event. Requested the room be away from ice machine and elevator. My room was directly beside the elevator. I was surprised, since acknowledgement of special request was noted. Also, I book two rooms and they were on 5th and 2nd floor. One would expect they would be same floor, ..."

Reviewed on Apr 24, 2025

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

Courtyard By Marriott Hartford/Windsor Airport

3 out of 5
1 Day Hill Rd, Windsor, CT
The price is $175 per night from May 25 to May 26
$175
includes taxes & fees
$152 per night
May 25 - May 26
Book a stay at this business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
8.8/10 Excellent! (986 reviews)
"Stay was very pleasant and comfortable. The add can make it seem as though this Hotel is IN or very near the Airport, but its a few short miles away. Older but very clean. The Staff are great. We enjoyed our short stay!"

Reviewed on Apr 30, 2025

Courtyard By Marriott Hartford/Windsor Airport
HYATT house Hartford North/Windsor

HYATT house Hartford North/Windsor

3 out of 5
200 Corporate Dr, Windsor, CT
The price is $171 per night from May 4 to May 5
$171
includes taxes & fees
$149 per night
May 4 - May 5
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! (1,001 reviews)
Bit disappointed in service.
"Quick trip for family event. Requested the room be away from ice machine and elevator. My room was directly beside the elevator. I was surprised, since acknowledgement of special request was noted. Also, I book two rooms and they were on 5th and 2nd floor. One would expect they would be same floor, ..."

Reviewed on Apr 24, 2025

HYATT house Hartford North/Windsor
Marriott Hartford/Windsor Airport

Marriott Hartford/Windsor Airport

3.5 out of 5
28 Day Hill Rd, Windsor, CT
The price is $217 per night from May 9 to May 10
$217
includes taxes & fees
$189 per night
May 9 - May 10
Stay at this 3.5-star business-friendly hotel in Windsor. Enjoy free parking, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (1,001 reviews)
"Great"

Reviewed on Apr 30, 2025

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

Residence Inn by Marriott Hartford/Windsor

3 out of 5
100 Dunfey Ln, Windsor, CT
The price is $152 per night from May 18 to May 19
$152
includes taxes & fees
$132 per night
May 18 - May 19
Stay at this 3-star business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (596 reviews)
"I really like the 2 floors"

Reviewed on Apr 22, 2025

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

Price found within the past 48 hours. Click for updated prices.
Omni New Haven Hotel at Yale
Graduate by Hilton New Haven
New Haven Hotel
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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.

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.