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Windsor

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Windsor Flights as Low as $77

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

Frontier Airlines
Mon, Oct 20 - Thu, Oct 23
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$77 Roundtrip, found 9 hours ago
$77
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Mon, Oct 20 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Thu, Oct 23, priced at $77 found 9 hours ago
Breeze Airways
Sat, Oct 4 - Mon, Oct 6
MCO
Orlando Intl.
BDL
Bradley Intl.
$113 Roundtrip, found 1 day ago
$113
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Oct 4 from Orlando Intl. to Bradley Intl., returning Mon, Oct 6, priced at $113 found 1 day ago
Breeze Airways
Sat, Oct 4 - Mon, Oct 6
MCO
Orlando Intl.
BDL
Bradley Intl.
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Oct 4 from Orlando Intl. to Bradley Intl., returning Mon, Oct 6, priced at $117 found 1 day ago
JetBlue Airways
Sat, Oct 18 - Tue, Oct 28
MCO
Orlando Intl.
BDL
Bradley Intl.
$139 Roundtrip, found 9 hours ago
$139
Roundtrip
found 9 hours ago
Select JetBlue Airways flight, departing Sat, Oct 18 from Orlando Intl. to Bradley Intl., returning Tue, Oct 28, priced at $139 found 9 hours ago
United
Sat, Sep 20 - Mon, Sep 22
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$147 Roundtrip, found 3 days ago
$147
Roundtrip
found 3 days ago
Select United flight, departing Sat, Sep 20 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Sep 22, priced at $147 found 3 days ago
JetBlue Airways
Wed, Oct 8 - Mon, Oct 13
TPA
Tampa Intl.
BDL
Bradley Intl.
$156 Roundtrip, just found
$156
Roundtrip
just found
Select JetBlue Airways flight, departing Wed, Oct 8 from Tampa Intl. to Bradley Intl., returning Mon, Oct 13, priced at $156 just found
Spirit Airlines
Fri, Sep 19 - Mon, Sep 29
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$156 Roundtrip, found 3 days ago
$156
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Fri, Sep 19 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Sep 29, priced at $156 found 3 days ago
American Airlines
Sat, Oct 4 - Mon, Oct 6
MCO
Orlando Intl.
BDL
Bradley Intl.
$161 Roundtrip, found 1 day ago
$161
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Oct 4 from Orlando Intl. to Bradley Intl., returning Mon, Oct 6, priced at $161 found 1 day ago
Frontier Airlines
Mon, Oct 20 - Thu, Oct 23
DEN
Denver Intl.
BDL
Bradley Intl.
$173 Roundtrip, found 4 hours ago
$173
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Mon, Oct 20 from Denver Intl. to Bradley Intl., returning Thu, Oct 23, priced at $173 found 4 hours ago
Delta
Mon, Oct 20 - Sat, Oct 25
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$179 Roundtrip, found 9 hours ago
$179
Roundtrip
found 9 hours ago
Select Delta flight, departing Mon, Oct 20 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Sat, Oct 25, priced at $179 found 9 hours ago
United
Fri, Sep 26 - Mon, Sep 29
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$205 Roundtrip, found 9 hours ago
$205
Roundtrip
found 9 hours ago
Select United flight, departing Fri, Sep 26 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Sep 29, priced at $205 found 9 hours ago
Breeze Airways
Mon, Oct 20 - Sat, Oct 25
JAX
Jacksonville Intl.
BDL
Bradley Intl.
$226 Roundtrip, found 2 days ago
$226
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Mon, Oct 20 from Jacksonville Intl. to Bradley Intl., returning Sat, Oct 25, priced at $226 found 2 days ago
Breeze Airways
Wed, Dec 24 - Fri, Jan 2
PHX
Sky Harbor Intl.
BDL
Bradley Intl.
$240 Roundtrip, found 4 hours ago
$240
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Wed, Dec 24 from Sky Harbor Intl. to Bradley Intl., returning Fri, Jan 2, priced at $240 found 4 hours ago
Bargain Flight
Sat, Sep 27 - Tue, Sep 30
CMH
John Glenn Columbus Intl.
BDL
Bradley Intl.
$249 Roundtrip, found 18 hours ago
$249
Roundtrip
found 18 hours ago
Select Bargain Flight flight, departing Sat, Sep 27 from John Glenn Columbus Intl. to Bradley Intl., returning Tue, Sep 30, priced at $249 found 18 hours ago
Frontier Airlines
Fri, Oct 3 - Fri, Oct 17
BQN
Rafael Hernandez
BDL
Bradley Intl.
$266 Roundtrip, found 18 hours ago
$266
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Fri, Oct 3 from Rafael Hernandez to Bradley Intl., returning Fri, Oct 17, priced at $266 found 18 hours ago
United
Mon, Nov 3 - Sat, Nov 8
DRO
La Plata County
BDL
Bradley Intl.
$303 Roundtrip, found 1 day ago
$303
Roundtrip
found 1 day ago
Select United flight, departing Mon, Nov 3 from La Plata County to Bradley Intl., returning Sat, Nov 8, priced at $303 found 1 day 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 October, 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 15 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 $77, 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 $77 right now, why wait?

Windsor Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Airlines serving
American Airlines, Delta, United
Number of airlines serving
3
Roundtrip price
$248
Popular airline
American Airlines

Last Minute Hotel Deals in Windsor

Marriott Hartford/Windsor Airport

Marriott Hartford/Windsor Airport

3.5 out of 5
28 Day Hill Rd, Windsor, CT
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)
"It was excellent"

Reviewed on Sep 8, 2025

Get rates
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
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! (1,005 reviews)
"Close to airport. Friendly staff. Breakfast. Clean."

Reviewed on Sep 8, 2025

Get rates
Hilton Garden Inn Hartford North/Bradley Int'l Airport
Courtyard By Marriott Hartford/Windsor Airport

Courtyard By Marriott Hartford/Windsor Airport

3 out of 5
1 Day Hill Rd, Windsor, CT
Stay at this 3-star 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! (1,000 reviews)
"Property was decent and so was the staff who was very pleasant, the diner was good but no other options to choose from"

Reviewed on Sep 9, 2025

Get rates
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
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)
Best Stay I've Had In CT!!
"Everything at the Hyatt House was fantastic! Comfortable bed, very roomy and clean. Staff was wonderful! Very convenient to the highway and 2 grocery stores within 1 or 2 miles. I have kids in Ashford, Marlborough and Watertown and all of them under 1 hour of driving time. Full kitchen was so nice ..."

Reviewed on Aug 24, 2025

Get rates
HYATT house Hartford North/Windsor
Hampton Inn Hartford/Airport

Hampton Inn Hartford/Airport

2.5 out of 5
2168 Poquonock Ave, Windsor, CT
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)
"Debbie was the best!"

Reviewed on Sep 10, 2025

Get rates
Hampton Inn Hartford/Airport
Residence Inn by Marriott Hartford/Windsor

Residence Inn by Marriott Hartford/Windsor

3 out of 5
100 Dunfey Ln, Windsor, CT
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! (634 reviews)
EVERYTHING GREAT EXCEPT PARKING
"Everything is great here, but why do you charge for parking????"

Reviewed on Sep 7, 2025

Get rates
Residence Inn by Marriott Hartford/Windsor
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St, Hartford, CT
Stay at this 3-star business-friendly hotel in Hartford. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
7.4/10 Good! (1,019 reviews)
"Our room facing the park was clean and comfortable and the King sized bed provided a restful night. The hotel staff was responsive to our request for an additional comforter and the breakfast included with our package had more options than we expected. We would definitely stay at the Capitol Hotel ..."

Reviewed on Sep 8, 2025

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The Capitol Hotel
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way, Springfield, MA
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! (1,410 reviews)
"The staff was absolutely amazing. I can't say enough about them."

Reviewed on Sep 9, 2025

Get rates
MGM Springfield
See all 676 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
Stay at this 3-star 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! (1,000 reviews)
"Property was decent and so was the staff who was very pleasant, the diner was good but no other options to choose from"

Reviewed on Sep 9, 2025

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

Hampton Inn Hartford/Airport

2.5 out of 5
2168 Poquonock Ave, Windsor, CT
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)
"Debbie was the best!"

Reviewed on Sep 10, 2025

Get rates
Hampton Inn Hartford/Airport
Marriott Hartford/Windsor Airport

Marriott Hartford/Windsor Airport

3.5 out of 5
28 Day Hill Rd, Windsor, CT
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)
"It was excellent"

Reviewed on Sep 8, 2025

Get rates
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
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! (1,005 reviews)
"Close to airport. Friendly staff. Breakfast. Clean."

Reviewed on Sep 8, 2025

Get rates
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
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)
Best Stay I've Had In CT!!
"Everything at the Hyatt House was fantastic! Comfortable bed, very roomy and clean. Staff was wonderful! Very convenient to the highway and 2 grocery stores within 1 or 2 miles. I have kids in Ashford, Marlborough and Watertown and all of them under 1 hour of driving time. Full kitchen was so nice ..."

Reviewed on Aug 24, 2025

Get rates
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
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! (634 reviews)
EVERYTHING GREAT EXCEPT PARKING
"Everything is great here, but why do you charge for parking????"

Reviewed on Sep 7, 2025

Get rates
Residence Inn by Marriott Hartford/Windsor
See all 676 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.