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Windsor

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Windsor Flights as Low as $98

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

Frontier Airlines
Fri, Sep 26 - Fri, Oct 3
MCO
Orlando Intl.
BDL
Bradley Intl.
$98 Roundtrip, found 6 days ago
$98
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Fri, Sep 26 from Orlando Intl. to Bradley Intl., returning Fri, Oct 3, priced at $98 found 6 days ago
Spirit Airlines
Fri, Sep 26 - Mon, Sep 29
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$98 Roundtrip, found 10 hours ago
$98
Roundtrip
found 10 hours ago
Select Spirit Airlines flight, departing Fri, Sep 26 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Sep 29, priced at $98 found 10 hours ago
Spirit Airlines
Sat, Aug 30 - Sun, Aug 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$100 Roundtrip, found 8 hours ago
$100
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Sat, Aug 30 from Orlando Intl. to Bradley Intl., returning Sun, Aug 31, priced at $100 found 8 hours ago
Breeze Airways
Fri, Sep 5 - Sun, Sep 7
MCO
Orlando Intl.
BDL
Bradley Intl.
$121 Roundtrip, found 12 hours ago
$121
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Fri, Sep 5 from Orlando Intl. to Bradley Intl., returning Sun, Sep 7, priced at $121 found 12 hours ago
United
Tue, Sep 30 - Tue, Sep 30
ORD
O'Hare Intl.
BDL
Bradley Intl.
$134 Roundtrip, found 10 hours ago
$134
Roundtrip
found 10 hours ago
Select United flight, departing Tue, Sep 30 from O'Hare Intl. to Bradley Intl., returning Tue, Sep 30, priced at $134 found 10 hours ago
American Airlines
Tue, Sep 30 - Tue, Sep 30
ORD
O'Hare Intl.
BDL
Bradley Intl.
$140 Roundtrip, found 10 hours ago
$140
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Tue, Sep 30 from O'Hare Intl. to Bradley Intl., returning Tue, Sep 30, priced at $140 found 10 hours ago
American Airlines
Wed, Oct 8 - Wed, Oct 15
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$142 Roundtrip, found 15 hours ago
$142
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Wed, Oct 8 from Charlotte-Douglas Intl. to Bradley Intl., returning Wed, Oct 15, priced at $142 found 15 hours ago
JetBlue Airways
Tue, Sep 30 - Sat, Oct 4
MCO
Orlando Intl.
BDL
Bradley Intl.
$150 Roundtrip, found 6 days ago
$150
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, Sep 30 from Orlando Intl. to Bradley Intl., returning Sat, Oct 4, priced at $150 found 6 days ago
Bargain Flight
Mon, Nov 24 - Thu, Nov 27
RIC
Richmond Intl.
BDL
Bradley Intl.
$171 Roundtrip, found 1 day ago
$171
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Mon, Nov 24 from Richmond Intl. to Bradley Intl., returning Thu, Nov 27, priced at $171 found 1 day ago
Spirit Airlines
Mon, Nov 3 - Mon, Nov 10
IAH
George Bush Intercontinental
BDL
Bradley Intl.
$191 Roundtrip, found 1 day ago
$191
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Mon, Nov 3 from George Bush Intercontinental to Bradley Intl., returning Mon, Nov 10, priced at $191 found 1 day ago
Delta
Tue, Sep 30 - Tue, Sep 30
MCO
Orlando Intl.
BDL
Bradley Intl.
$195 Roundtrip, found 2 days ago
$195
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Sep 30 from Orlando Intl. to Bradley Intl., returning Tue, Sep 30, priced at $195 found 2 days ago
Breeze Airways
Thu, Sep 11 - Sat, Oct 4
LAX
Los Angeles Intl.
BDL
Bradley Intl.
$228 Roundtrip, found 14 hours ago
$228
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Thu, Sep 11 from Los Angeles Intl. to Bradley Intl., returning Sat, Oct 4, priced at $228 found 14 hours ago
United
Tue, Oct 7 - Wed, Oct 15
SFO
San Francisco Intl.
BDL
Bradley Intl.
$255 Roundtrip, found 14 hours ago
$255
Roundtrip
found 14 hours ago
Select United flight, departing Tue, Oct 7 from San Francisco Intl. to Bradley Intl., returning Wed, Oct 15, priced at $255 found 14 hours ago
Delta
Tue, Aug 26 - Sun, Aug 31
FSD
Sioux Falls Regional
BDL
Bradley Intl.
$318 Roundtrip, found 15 hours ago
$318
Roundtrip
found 15 hours ago
Select Delta flight, departing Tue, Aug 26 from Sioux Falls Regional to Bradley Intl., returning Sun, Aug 31, priced at $318 found 15 hours ago
Delta
Sat, Sep 20 - Tue, Sep 30
ONT
Los Angeles - Ontario Intl.
BDL
Bradley Intl.
$337 Roundtrip, found 20 hours ago
$337
Roundtrip
found 20 hours ago
Select Delta flight, departing Sat, Sep 20 from Los Angeles - Ontario Intl. to Bradley Intl., returning Tue, Sep 30, priced at $337 found 20 hours ago
Alaska Airlines
Tue, Oct 7 - Wed, Oct 15
SFO
San Francisco Intl.
BDL
Bradley Intl.
$640 Roundtrip, found 14 hours ago
$640
Roundtrip
found 14 hours ago
Select Alaska Airlines flight, departing Tue, Oct 7 from San Francisco Intl. to Bradley Intl., returning Wed, Oct 15, priced at $640 found 14 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 September, 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 $98, 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 $98 right now, why wait?

Windsor Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$98

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! (1,000 reviews)
"Bed was comfortable and room was spacious and nice"

Reviewed on Aug 18, 2025

Get rates
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)
"Back patio needs some repairs"

Reviewed on Aug 14, 2025

Get rates
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
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! (1,001 reviews)
Would definitely stay here again
"Clean, comfortable, close to BDL, restaurant/bar in building, attractive outdoor area. Just what I needed on this trip."

Reviewed on Aug 21, 2025

Get rates
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
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! (1,000 reviews)
"Front desk person, professionsl, helpful"

Reviewed on Aug 20, 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! (625 reviews)
"."

Reviewed on Aug 8, 2025

Get rates
Residence Inn by Marriott Hartford/Windsor
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! (999 reviews)
"-"

Reviewed on Jun 19, 2025

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Courtyard By Marriott Hartford/Windsor Airport
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 ...
7.6/10 Good! (1,029 reviews)
"It was very convenient to downtown short walk to the Capitol Building and to the Secretary of state's office where I needed to do some work right across the street from the train station will stay there again"

Reviewed on Aug 20, 2025

Get rates
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! (1,398 reviews)
"Can’t smoke the grass."

Reviewed on Aug 20, 2025

Get rates
MGM Springfield
See all 672 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! (999 reviews)
"-"

Reviewed on Jun 19, 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! (1,000 reviews)
"Front desk person, professionsl, helpful"

Reviewed on Aug 20, 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! (1,000 reviews)
"Bed was comfortable and room was spacious and nice"

Reviewed on Aug 18, 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! (1,001 reviews)
Would definitely stay here again
"Clean, comfortable, close to BDL, restaurant/bar in building, attractive outdoor area. Just what I needed on this trip."

Reviewed on Aug 21, 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)
"Back patio needs some repairs"

Reviewed on Aug 14, 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! (625 reviews)
"."

Reviewed on Aug 8, 2025

Get rates
Residence Inn by Marriott Hartford/Windsor
See all 672 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.