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Windsor

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Windsor Flights as Low as $114

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Sat, Dec 7 - Mon, Dec 9
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$114 Roundtrip, found 5 days ago
$114
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Dec 7 from Luis Munoz Marin Intl. to Bradley Intl., returning Mon, Dec 9, priced at $114 found 5 days ago
Frontier Airlines
Sat, Dec 7 - Mon, Dec 9
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$125 Roundtrip, found 5 days ago
$125
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Dec 7 from Luis Munoz Marin Intl. to Bradley Intl., returning Mon, Dec 9, priced at $125 found 5 days ago
Frontier Airlines
Sat, Dec 7 - Mon, Dec 9
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$137 Roundtrip, found 5 days ago
$137
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Dec 7 from Luis Munoz Marin Intl. to Bradley Intl., returning Mon, Dec 9, priced at $137 found 5 days ago
American Airlines
Wed, Dec 4 - Sun, Jan 5
DCA
Ronald Reagan Washington National
BDL
Bradley Intl.
$199 Roundtrip, found 4 days ago
$199
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Dec 4 from Ronald Reagan Washington National to Bradley Intl., returning Sun, Jan 5, priced at $199 found 4 days ago
Delta
Wed, Dec 4 - Tue, Jan 7
DCA
Ronald Reagan Washington National
BDL
Bradley Intl.
$208 Roundtrip, found 4 days ago
$208
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Dec 4 from Ronald Reagan Washington National to Bradley Intl., returning Tue, Jan 7, priced at $208 found 4 days ago
Frontier Airlines
Sat, Nov 23 - Mon, Nov 25
GRR
Gerald R. Ford Intl.
BDL
Bradley Intl.
$208 Roundtrip, found 11 hours ago
$208
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Sat, Nov 23 from Gerald R. Ford Intl. to Bradley Intl., returning Mon, Nov 25, priced at $208 found 11 hours ago
Delta
Mon, Dec 9 - Tue, Dec 10
GSP
Greenville-Spartanburg Intl.
BDL
Bradley Intl.
$227 Roundtrip, found 1 day ago
$227
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Dec 9 from Greenville-Spartanburg Intl. to Bradley Intl., returning Tue, Dec 10, priced at $227 found 1 day ago
Spirit Airlines
Tue, Dec 10 - Tue, Dec 17
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$229 Roundtrip, found 1 day ago
$229
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Dec 10 from Luis Munoz Marin Intl. to Bradley Intl., returning Tue, Dec 17, priced at $229 found 1 day ago
JetBlue Airways
Mon, Dec 23 - Tue, Dec 31
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$229 Roundtrip, found 4 days ago
$229
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Mon, Dec 23 from Luis Munoz Marin Intl. to Bradley Intl., returning Tue, Dec 31, priced at $229 found 4 days ago
Spirit Airlines
Tue, Dec 3 - Thu, Dec 5
IAH
George Bush Intercontinental
BDL
Bradley Intl.
$235 Roundtrip, found 4 days ago
$235
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Tue, Dec 3 from George Bush Intercontinental to Bradley Intl., returning Thu, Dec 5, priced at $235 found 4 days ago
United
Fri, Dec 6 - Mon, Dec 9
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$248 Roundtrip, found 3 days ago
$248
Roundtrip
found 3 days ago
Select United flight, departing Fri, Dec 6 from Luis Munoz Marin Intl. to Bradley Intl., returning Mon, Dec 9, priced at $248 found 3 days ago
JetBlue Airways
Wed, Jan 15 - Sun, Jan 19
BQN
Rafael Hernandez
BDL
Bradley Intl.
$262 Roundtrip, found 1 day ago
$262
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Jan 15 from Rafael Hernandez to Bradley Intl., returning Sun, Jan 19, priced at $262 found 1 day ago
Delta
Wed, Feb 19 - Tue, Feb 25
JAX
Jacksonville Intl.
BDL
Bradley Intl.
$296 Roundtrip, found 3 days ago
$296
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Feb 19 from Jacksonville Intl. to Bradley Intl., returning Tue, Feb 25, priced at $296 found 3 days ago
United
Wed, Feb 19 - Tue, Feb 25
LAX
Los Angeles Intl.
BDL
Bradley Intl.
$300 Roundtrip, found 4 days ago
$300
Roundtrip
found 4 days ago
Select United flight, departing Wed, Feb 19 from Los Angeles Intl. to Bradley Intl., returning Tue, Feb 25, priced at $300 found 4 days ago
Delta
Mon, Nov 25 - Thu, Nov 28
HOU
William P. Hobby
BDL
Bradley Intl.
$438 Roundtrip, found 19 hours ago
$438
Roundtrip
found 19 hours ago
Select Delta flight, departing Mon, Nov 25 from William P. Hobby to Bradley Intl., returning Thu, Nov 28, priced at $438 found 19 hours ago
Delta
Mon, Dec 23 - Tue, Dec 31
ONT
Los Angeles - Ontario Intl.
BDL
Bradley Intl.
$618 Roundtrip, found 16 hours ago
$618
Roundtrip
found 16 hours ago
Select Delta flight, departing Mon, Dec 23 from Los Angeles - Ontario Intl. to Bradley Intl., returning Tue, Dec 31, priced at $618 found 16 hours ago

Cheap Flights to Windsor

Fall in love at first flight with your vacation to Windsor by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Windsor on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Windsor, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Windsor

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Windsor with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the HFD airport.

What is the cheapest month to fly to Windsor?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Windsor are in December, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Windsor?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Windsor.

What airport is best to fly into Windsor?

When you’re planning your trip to Windsor, convenience is the name of the game. Luckily, Windsor Bradley Intl. Airport is nearby so you can deplane and get going on checking off everything on your Windsor must-do list.

How much are flights to Windsor?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Windsor on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $114, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Windsor?

The trick to saving a stack of cash on your flight to Windsor? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $114 right now, why wait?

Windsor Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$114

Last Minute Hotel Deals in Windsor

HYATT house Hartford North/Windsor
HYATT house Hartford North/Windsor
3 out of 5
200 Corporate Dr, Windsor, CT
The price is $116 per night from Dec 5 to Dec 6
$116
includes taxes & fees
Dec 5 - Dec 6
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! (1,005 reviews)
"IT was amazing and breakfast was delicious"

Reviewed on Nov 14, 2024

HYATT house Hartford North/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 $136 per night from Nov 24 to Nov 25
$136
includes taxes & fees
Nov 24 - Nov 25
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 ...
8.6/10 Excellent! (1,000 reviews)
"Nice place. Gym was lacking. Staff is terrific. Nice balcony but all around the place is parking lot."

Reviewed on Nov 15, 2024

Hilton Garden Inn Hartford North/Bradley Int'l Airport
Marriott Hartford/Windsor Airport
Marriott Hartford/Windsor Airport
3.5 out of 5
28 Day Hill Rd, Windsor, CT
The price is $171 per night from Dec 6 to Dec 7
$171
includes taxes & fees
Dec 6 - Dec 7
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! (1,002 reviews)
Quiet Luxury
"This hotel is very comfortable and convenient to the Hartford area. Our room was clean and quiet. I cannot say enough about the wonderful restaurant staff. Thank you! The cleaning staff was superb."

Reviewed on Nov 13, 2024

Marriott Hartford/Windsor Airport
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 $174 per night from Nov 24 to Nov 25
$174
includes taxes & fees
Nov 24 - Nov 25
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! (970 reviews)
"The deco was beautiful"

Reviewed on Sep 26, 2024

Courtyard By Marriott Hartford/Windsor Airport
The Capitol Hotel, Ascend Hotel Collection
The Capitol Hotel, Ascend Hotel Collection
3 out of 5
440 Asylum St, Hartford, CT
The price is $86 per night from Dec 1 to Dec 2
$86
includes taxes & fees
Dec 1 - Dec 2
Book a stay at this business-friendly hotel in Hartford. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
7.2/10 Good! (938 reviews)
"The staff is the reason for my rating."

Reviewed on Nov 15, 2024

The Capitol Hotel, Ascend Hotel Collection
MGM Springfield
MGM Springfield
4 out of 5
One MGM Way, Springfield, MA
The price is $185 per night from Nov 21 to Nov 22
$185
includes taxes & fees
Nov 21 - Nov 22
Stay at this 4-star hotel in Springfield. Enjoy free parking, an outdoor pool, and 8 restaurants. Our guests praise the helpful staff and the convenient parking ...
8.8/10 Excellent! (1,226 reviews)
We will be back next year.
"We didn't have a mini fridge in our room but upon request they ran one right up to us in short order."

Reviewed on Nov 15, 2024

MGM Springfield
Holiday Inn Express Southington, an IHG Hotel
Holiday Inn Express Southington, an IHG Hotel
2.5 out of 5
120 Laning St, Southington, CT
The price is $147 per night from Dec 1 to Dec 2
$147
includes taxes & fees
Dec 1 - Dec 2
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,001 reviews)
"Great location; breakfast is was good. Price was good. The only bad experience was the AC unit, it was making a weird and loud noise. I think they need to change it. Other than that, it was a good experience."

Reviewed on Nov 12, 2024

Holiday Inn Express Southington, an IHG Hotel
Best Western Hartford Hotel & Suites
Best Western Hartford Hotel & Suites
2.5 out of 5
185 Brainard Rd, Hartford, CT
The price is $87 per night from Dec 1 to Dec 2
$87
includes taxes & fees
Dec 1 - Dec 2
Stay at this hotel in Hartford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
7.6/10 Good! (1,003 reviews)
"This place is dated but fully functional. Breakfast is satisfactory. Pool was closed."

Reviewed on Nov 13, 2024

Best Western Hartford Hotel & Suites
See all 665 properties in 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.

Top Hotels With Free Airport Shuttle

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 $174 per night from Nov 24 to Nov 25
$174
includes taxes & fees
Nov 24 - Nov 25
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! (970 reviews)
"The deco was beautiful"

Reviewed on Sep 26, 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 $146 per night from Nov 23 to Nov 24
$146
includes taxes & fees
Nov 23 - Nov 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 in our reviews. ...
9/10 Wonderful! (994 reviews)
Last-minute booking, awesome surprise
"After getting canceled from a beachfront hotel in Clearwater, I found this hotel. Great location five minutes from the airport 11 minutes from Davis Beach, 15 minutes from international cigar, 18 minutes from Ybor city. Just a great location, staff was friendly, and the restaurant bar food was good. ..."

Reviewed on Nov 13, 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 $171 per night from Dec 6 to Dec 7
$171
includes taxes & fees
Dec 6 - Dec 7
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! (1,002 reviews)
Quiet Luxury
"This hotel is very comfortable and convenient to the Hartford area. Our room was clean and quiet. I cannot say enough about the wonderful restaurant staff. Thank you! The cleaning staff was superb."

Reviewed on Nov 13, 2024

Marriott Hartford/Windsor Airport
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 $136 per night from Nov 24 to Nov 25
$136
includes taxes & fees
Nov 24 - Nov 25
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 ...
8.6/10 Excellent! (1,000 reviews)
"Nice place. Gym was lacking. Staff is terrific. Nice balcony but all around the place is parking lot."

Reviewed on Nov 15, 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 $116 per night from Dec 5 to Dec 6
$116
includes taxes & fees
Dec 5 - Dec 6
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! (1,005 reviews)
"IT was amazing and breakfast was delicious"

Reviewed on Nov 14, 2024

HYATT house Hartford North/Windsor
Residence Inn by Marriott Hartford/Windsor
Residence Inn by Marriott Hartford/Windsor
3 out of 5
100 Dunfey Ln, Windsor, CT
The price is $130 per night from Nov 24 to Nov 25
$130
includes taxes & fees
Nov 24 - Nov 25
Book a stay at this 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! (535 reviews)
"I enjoyed my stay and was happy to be off the beaten path. The property is on a beautiful tree-lined street and felt like a home away from home. Suite's kitchen was well-stocked w plates, utensils and kitchen basics. Breakfast was warm and a nice assortment of food. Front desk staff was friendly ..."

Reviewed on Oct 28, 2024

Residence Inn by Marriott Hartford/Windsor
See all 665 properties in 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.