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Windsor

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Windsor Flights as Low as $153

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

JetBlue Airways
Tue, Dec 9 - Wed, Dec 10
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$153 Roundtrip, found 5 days ago
$153
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Tue, Dec 9 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Wed, Dec 10, priced at $153 found 5 days ago
JetBlue Airways
Wed, Dec 10 - Thu, Dec 11
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$155 Roundtrip, found 5 days ago
$155
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Wed, Dec 10 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Thu, Dec 11, priced at $155 found 5 days ago
Frontier Airlines
Mon, Nov 3 - Sat, Nov 8
CVG
Cincinnati - Northern Kentucky Intl.
BDL
Bradley Intl.
$155 Roundtrip, found 4 days ago
$155
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Nov 3 from Cincinnati - Northern Kentucky Intl. to Bradley Intl., returning Sat, Nov 8, priced at $155 found 4 days ago
JetBlue Airways
Thu, Nov 27 - Tue, Dec 2
ORD
O'Hare Intl.
BDL
Bradley Intl.
$205 Roundtrip, found 10 hours ago
$205
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Thu, Nov 27 from O'Hare Intl. to Bradley Intl., returning Tue, Dec 2, priced at $205 found 10 hours ago
Frontier Airlines
Thu, Oct 30 - Sun, Nov 2
DFW
Dallas-Fort Worth Intl.
BDL
Bradley Intl.
$207 Roundtrip, found 6 days ago
$207
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Oct 30 from Dallas-Fort Worth Intl. to Bradley Intl., returning Sun, Nov 2, priced at $207 found 6 days ago
Bargain Flight
Mon, Nov 3 - Thu, Nov 6
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$211 Roundtrip, found 2 days ago
$211
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Mon, Nov 3 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Thu, Nov 6, priced at $211 found 2 days ago
Delta
Thu, Nov 27 - Wed, Dec 3
DCA
Ronald Reagan Washington National
BDL
Bradley Intl.
$212 Roundtrip, found 1 day ago
$212
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Nov 27 from Ronald Reagan Washington National to Bradley Intl., returning Wed, Dec 3, priced at $212 found 1 day ago
American Airlines
Tue, Dec 9 - Fri, Dec 12
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$226 Roundtrip, found 5 days ago
$226
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Dec 9 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Fri, Dec 12, priced at $226 found 5 days ago
Delta
Wed, Nov 19 - Thu, Nov 27
GSO
Piedmont Triad Intl.
BDL
Bradley Intl.
$243 Roundtrip, found 5 hours ago
$243
Roundtrip
found 5 hours ago
Select Delta flight, departing Wed, Nov 19 from Piedmont Triad Intl. to Bradley Intl., returning Thu, Nov 27, priced at $243 found 5 hours ago
United
Mon, Nov 24 - Fri, Nov 28
IAD
Washington Dulles Intl.
BDL
Bradley Intl.
$249 Roundtrip, found 1 day ago
$249
Roundtrip
found 1 day ago
Select United flight, departing Mon, Nov 24 from Washington Dulles Intl. to Bradley Intl., returning Fri, Nov 28, priced at $249 found 1 day ago
American Airlines
Mon, Nov 24 - Wed, Dec 3
DCA
Ronald Reagan Washington National
BDL
Bradley Intl.
$249 Roundtrip, found 1 day ago
$249
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Nov 24 from Ronald Reagan Washington National to Bradley Intl., returning Wed, Dec 3, priced at $249 found 1 day ago
JetBlue Airways
Thu, Nov 27 - Thu, Dec 4
LAX
Los Angeles Intl.
BDL
Bradley Intl.
$258 Roundtrip, found 6 days ago
$258
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Thu, Nov 27 from Los Angeles Intl. to Bradley Intl., returning Thu, Dec 4, priced at $258 found 6 days ago
Breeze Airways
Mon, Nov 17 - Fri, Nov 28
GSO
Piedmont Triad Intl.
BDL
Bradley Intl.
$272 Roundtrip, found 3 days ago
$272
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Mon, Nov 17 from Piedmont Triad Intl. to Bradley Intl., returning Fri, Nov 28, priced at $272 found 3 days ago
JetBlue Airways
Wed, Dec 24 - Sun, Jan 4
DTW
Detroit Metropolitan Wayne County
BDL
Bradley Intl.
$381 Roundtrip, found 13 hours ago
$381
Roundtrip
found 13 hours ago
Select JetBlue Airways flight, departing Wed, Dec 24 from Detroit Metropolitan Wayne County to Bradley Intl., returning Sun, Jan 4, priced at $381 found 13 hours ago
Delta
Sat, Mar 28 - Sat, Apr 4
DAL
Love Field
BDL
Bradley Intl.
$457 Roundtrip, found 11 hours ago
$457
Roundtrip
found 11 hours ago
Select Delta flight, departing Sat, Mar 28 from Love Field to Bradley Intl., returning Sat, Apr 4, priced at $457 found 11 hours ago
American Airlines
Wed, Dec 24 - Tue, Dec 30
ONT
Los Angeles - Ontario Intl.
BDL
Bradley Intl.
$503 Roundtrip, found 3 hours ago
$503
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Wed, Dec 24 from Los Angeles - Ontario Intl. to Bradley Intl., returning Tue, Dec 30, priced at $503 found 3 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 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 $153, 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 $153 right now, why wait?

Windsor Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$152

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! (1,010 reviews)
Clean room

Reviewed on Oct 19, 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 ...
8.6/10 Excellent! (999 reviews)
Nice, clean room and friendly staff.

Reviewed on Oct 23, 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! (1,000 reviews)
Room was extremely clean and staff was very attentive

Reviewed on Oct 18, 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! (1,011 reviews)
Great

Reviewed on Oct 18, 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! (648 reviews)
Perfect

Reviewed on Oct 23, 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! (1,002 reviews)
Staff pleasant. Clean room. Spacious room.

Reviewed on Oct 8, 2025

Get rates
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 ...
7.4/10 Good! (1,066 reviews)
Limited choices but ok overall

Reviewed on Oct 27, 2025

Get rates
The Capitol Hotel
Best Western Hartford Hotel & Suites

Best Western Hartford Hotel & Suites

2.5 out of 5
185 Brainard Rd, Hartford, CT
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! (1,015 reviews)
Good basic hotel and would stay here again. Towels could be more fresh but ok. Nice breakfast offering with fresh strawberries, blueberries and yoghurt machine. The breakfast attendant was on the ball keeping items topped off during the busy period.

Reviewed on Oct 27, 2025

Get rates
Best Western Hartford Hotel & Suites
See all 678 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! (1,002 reviews)
Staff pleasant. Clean room. Spacious room.

Reviewed on Oct 8, 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! (1,011 reviews)
Great

Reviewed on Oct 18, 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! (1,010 reviews)
Clean room

Reviewed on Oct 19, 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 ...
8.6/10 Excellent! (999 reviews)
Nice, clean room and friendly staff.

Reviewed on Oct 23, 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! (1,000 reviews)
Room was extremely clean and staff was very attentive

Reviewed on Oct 18, 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! (648 reviews)
Perfect

Reviewed on Oct 23, 2025

Get rates
Residence Inn by Marriott Hartford/Windsor
See all 678 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.