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Windsor

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Windsor Flights as Low as $156

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

Frontier Airlines
Wed, Aug 12 - Wed, Sep 2
MCO
Orlando Intl.
BDL
Bradley Intl.
$156 Roundtrip, just found
$156
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Aug 12 from Orlando Intl. to Bradley Intl., returning Wed, Sep 2, priced at $156 just found
Frontier Airlines
Sat, Jun 20 - Sat, Jul 4
MCO
Orlando Intl.
BDL
Bradley Intl.
$164 Roundtrip, found 2 days ago
$164
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Jun 20 from Orlando Intl. to Bradley Intl., returning Sat, Jul 4, priced at $164 found 2 days ago
Breeze Airways
Wed, Aug 12 - Wed, Sep 2
MCO
Orlando Intl.
BDL
Bradley Intl.
$168 Roundtrip, just found
$168
Roundtrip
just found
Select Breeze Airways flight, departing Wed, Aug 12 from Orlando Intl. to Bradley Intl., returning Wed, Sep 2, priced at $168 just found
Breeze Airways
Wed, Aug 12 - Wed, Sep 2
MCO
Orlando Intl.
BDL
Bradley Intl.
$173 Roundtrip, just found
$173
Roundtrip
just found
Select Breeze Airways flight, departing Wed, Aug 12 from Orlando Intl. to Bradley Intl., returning Wed, Sep 2, priced at $173 just found
Frontier Airlines
Wed, Jun 17 - Sat, Jul 4
MCO
Orlando Intl.
BDL
Bradley Intl.
$174 Roundtrip, found 6 hours ago
$174
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Wed, Jun 17 from Orlando Intl. to Bradley Intl., returning Sat, Jul 4, priced at $174 found 6 hours ago
Breeze Airways
Tue, Jul 21 - Tue, Jul 28
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$184 Roundtrip, found 2 hours ago
$184
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Tue, Jul 21 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Tue, Jul 28, priced at $184 found 2 hours ago
Delta
Wed, Aug 12 - Wed, Sep 2
MCO
Orlando Intl.
BDL
Bradley Intl.
$215 Roundtrip, just found
$215
Roundtrip
just found
Select Delta flight, departing Wed, Aug 12 from Orlando Intl. to Bradley Intl., returning Wed, Sep 2, priced at $215 just found
JetBlue Airways
Tue, Jul 21 - Tue, Jul 28
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$224 Roundtrip, found 2 hours ago
$224
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Tue, Jul 21 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Tue, Jul 28, priced at $224 found 2 hours ago
United
Wed, Aug 12 - Wed, Sep 2
MCO
Orlando Intl.
BDL
Bradley Intl.
$229 Roundtrip, just found
$229
Roundtrip
just found
Select United flight, departing Wed, Aug 12 from Orlando Intl. to Bradley Intl., returning Wed, Sep 2, priced at $229 just found
Bargain Flight
Wed, Jul 29 - Wed, Aug 19
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$229 Roundtrip, found 1 day ago
$229
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Wed, Jul 29 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Wed, Aug 19, priced at $229 found 1 day ago
American Airlines
Tue, Jul 21 - Tue, Jul 28
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$232 Roundtrip, found 2 hours ago
$232
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Tue, Jul 21 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Tue, Jul 28, priced at $232 found 2 hours ago
Frontier Airlines
Tue, Aug 4 - Wed, Aug 19
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$254 Roundtrip, found 12 hours ago
$254
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Tue, Aug 4 from Luis Munoz Marin Intl. to Bradley Intl., returning Wed, Aug 19, priced at $254 found 12 hours ago
Delta
Wed, Jul 1 - Tue, Jul 7
CID
Eastern Iowa
BDL
Bradley Intl.
$318 Roundtrip, found 19 hours ago
$318
Roundtrip
found 19 hours ago
Select Delta flight, departing Wed, Jul 1 from Eastern Iowa to Bradley Intl., returning Tue, Jul 7, priced at $318 found 19 hours ago
Delta
Tue, Jul 28 - Mon, Aug 17
LAX
Los Angeles Intl.
BDL
Bradley Intl.
$323 Roundtrip, found 6 days ago
$323
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Jul 28 from Los Angeles Intl. to Bradley Intl., returning Mon, Aug 17, priced at $323 found 6 days ago
American Airlines
Sat, Jun 20 - Mon, Jun 29
ONT
Ontario Intl. Airport
BDL
Bradley Intl.
$562 Roundtrip, found 18 hours ago
$562
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Sat, Jun 20 from Ontario Intl. Airport to Bradley Intl., returning Mon, Jun 29, priced at $562 found 18 hours ago
Sun Country Airlines
Sat, Jun 20 - Mon, Jun 29
LAX
Los Angeles Intl.
BDL
Bradley Intl.
$613 Roundtrip, found 18 hours ago
$613
Roundtrip
found 18 hours ago
Select Sun Country Airlines flight, departing Sat, Jun 20 from Los Angeles Intl. to Bradley Intl., returning Mon, Jun 29, priced at $613 found 18 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 August, 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 $156, 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 $156 right now, why wait?

Windsor Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$156

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
Book a stay at this 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! (1,007 reviews)
"Great place"

Reviewed on Jun 8, 2026

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
Book a stay at this 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! (1,003 reviews)
"We had a very pleasant stay at this hotel. Its convenient location made it easy to access local attractions and dining. The property was clean and well maintained, and the staff was consistently courteous and attentive. The rates were very reasonable, offering excellent value for the quality of accommodations ..."

Reviewed on Jun 4, 2026

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
Book a stay at this business-friendly hotel in Windsor. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...
9/10 Wonderful! (1,006 reviews)
"Parking not free, a $10 charge per day was added. Expedia did not list this extra charge. Rooms are cleaned every other day. If you stay more than one night, you have dirty towels the next day, a dirty bathroom, and an unmade bed. No warning was given by Marriott, the front desk, or Expedia as to ..."

Reviewed on Jun 7, 2026

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
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 ...
9/10 Wonderful! (1,005 reviews)
"This place is beautiful, well kept, sheets smell clean, breakfast was good. No complaints."

Reviewed on Jun 7, 2026

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
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! (760 reviews)
"clean room friendly staff quiet stay"

Reviewed on Jun 7, 2026

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Residence Inn by Marriott Hartford/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! (1,001 reviews)
"Great"

Reviewed on May 24, 2026

Get rates
Hampton Inn Hartford/Airport
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St Hartford CT
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 ...
7.4/10 Good! (1,366 reviews)
"After I paid for a none refundable reservation for a room. My wife checked out reviews, she does this when we travel. When she showed me the negative reviews she found, I became concerned since I could not get my money back. Well as it turns out my worries we not necessary. We travel often and have ..."

Reviewed on Jun 7, 2026

Get rates
The Capitol Hotel
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way Springfield MA
Stay at this hotel in Springfield. Enjoy free parking, an outdoor pool, and 8 restaurants. Our guests praise the helpful staff and the convenient parking in ...
9/10 Wonderful! (1,548 reviews)
"Parking was very convenient but the parking garage was quite dirty."

Reviewed on Jun 8, 2026

Get rates
MGM Springfield
See all 761 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
Book a stay at this business-friendly hotel in Windsor. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...
9/10 Wonderful! (1,006 reviews)
"Parking not free, a $10 charge per day was added. Expedia did not list this extra charge. Rooms are cleaned every other day. If you stay more than one night, you have dirty towels the next day, a dirty bathroom, and an unmade bed. No warning was given by Marriott, the front desk, or Expedia as to ..."

Reviewed on Jun 7, 2026

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! (1,001 reviews)
"Great"

Reviewed on May 24, 2026

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
Book a stay at this 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! (1,007 reviews)
"Great place"

Reviewed on Jun 8, 2026

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
Book a stay at this 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! (1,003 reviews)
"We had a very pleasant stay at this hotel. Its convenient location made it easy to access local attractions and dining. The property was clean and well maintained, and the staff was consistently courteous and attentive. The rates were very reasonable, offering excellent value for the quality of accommodations ..."

Reviewed on Jun 4, 2026

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
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 ...
9/10 Wonderful! (1,005 reviews)
"This place is beautiful, well kept, sheets smell clean, breakfast was good. No complaints."

Reviewed on Jun 7, 2026

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
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! (760 reviews)
"clean room friendly staff quiet stay"

Reviewed on Jun 7, 2026

Get rates
Residence Inn by Marriott Hartford/Windsor
See all 761 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.