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Windsor

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Windsor Flights as Low as $76

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

Frontier Airlines
Thu, Apr 30 - Sat, May 9
MCO
Orlando Intl.
BDL
Bradley Intl.
$76 Roundtrip, found 7 hours ago
$76
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Thu, Apr 30 from Orlando Intl. to Bradley Intl., returning Sat, May 9, priced at $76 found 7 hours ago
Frontier Airlines
Fri, May 15 - Sat, May 30
MCO
Orlando Intl.
BDL
Bradley Intl.
$77 Roundtrip, found 1 hour ago
$77
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, May 15 from Orlando Intl. to Bradley Intl., returning Sat, May 30, priced at $77 found 1 hour ago
Frontier Airlines
Fri, May 29 - Mon, Jun 15
MCO
Orlando Intl.
BDL
Bradley Intl.
$93 Roundtrip, found 8 hours ago
$93
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Fri, May 29 from Orlando Intl. to Bradley Intl., returning Mon, Jun 15, priced at $93 found 8 hours ago
Frontier Airlines
Fri, May 1 - Sun, May 3
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$108 Roundtrip, found 1 hour ago
$108
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, May 1 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Sun, May 3, priced at $108 found 1 hour ago
Breeze Airways
Wed, Sep 9 - Tue, Sep 22
RDU
Raleigh - Durham Intl.
BDL
Bradley Intl.
$122 Roundtrip, found 14 hours ago
$122
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Wed, Sep 9 from Raleigh - Durham Intl. to Bradley Intl., returning Tue, Sep 22, priced at $122 found 14 hours ago
Delta
Mon, May 4 - Sat, May 16
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$159 Roundtrip, found 8 hours ago
$159
Roundtrip
found 8 hours ago
Select Delta flight, departing Mon, May 4 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Sat, May 16, priced at $159 found 8 hours ago
Frontier Airlines
Thu, May 7 - Sat, May 9
TPA
Tampa Intl.
BDL
Bradley Intl.
$174 Roundtrip, found 13 hours ago
$174
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Thu, May 7 from Tampa Intl. to Bradley Intl., returning Sat, May 9, priced at $174 found 13 hours ago
Frontier Airlines
Thu, Apr 16 - Thu, Apr 30
ORD
O'Hare Intl.
BDL
Bradley Intl.
$181 Roundtrip, found 9 hours ago
$181
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Thu, Apr 16 from O'Hare Intl. to Bradley Intl., returning Thu, Apr 30, priced at $181 found 9 hours ago
American Airlines
Tue, May 5 - Tue, May 12
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$187 Roundtrip, found 8 hours ago
$187
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Tue, May 5 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Tue, May 12, priced at $187 found 8 hours ago
JetBlue Airways
Thu, May 7 - Sat, May 9
TPA
Tampa Intl.
BDL
Bradley Intl.
$187 Roundtrip, found 13 hours ago
$187
Roundtrip
found 13 hours ago
Select JetBlue Airways flight, departing Thu, May 7 from Tampa Intl. to Bradley Intl., returning Sat, May 9, priced at $187 found 13 hours ago
JetBlue Airways
Wed, Apr 29 - Mon, May 18
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$211 Roundtrip, found 12 hours ago
$211
Roundtrip
found 12 hours ago
Select JetBlue Airways flight, departing Wed, Apr 29 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, May 18, priced at $211 found 12 hours ago
United
Thu, Apr 30 - Tue, May 12
TPA
Tampa Intl.
BDL
Bradley Intl.
$220 Roundtrip, found 13 hours ago
$220
Roundtrip
found 13 hours ago
Select United flight, departing Thu, Apr 30 from Tampa Intl. to Bradley Intl., returning Tue, May 12, priced at $220 found 13 hours ago
Bargain Flight
Sun, Aug 2 - Wed, Aug 19
DFW
Dallas-Fort Worth Intl.
BDL
Bradley Intl.
$261 Roundtrip, found 13 hours ago
$261
Roundtrip
found 13 hours ago
Select Bargain Flight flight, departing Sun, Aug 2 from Dallas-Fort Worth Intl. to Bradley Intl., returning Wed, Aug 19, priced at $261 found 13 hours ago
American Airlines
Wed, Jun 10 - Wed, Jun 17
IAH
George Bush Intercontinental
BDL
Bradley Intl.
$290 Roundtrip, found 13 hours ago
$290
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Wed, Jun 10 from George Bush Intercontinental to Bradley Intl., returning Wed, Jun 17, priced at $290 found 13 hours ago
Delta
Sat, May 2 - Sat, May 9
SHV
Shreveport Regional
BDL
Bradley Intl.
$291 Roundtrip, found 17 hours ago
$291
Roundtrip
found 17 hours ago
Select Delta flight, departing Sat, May 2 from Shreveport Regional to Bradley Intl., returning Sat, May 9, priced at $291 found 17 hours ago
Delta
Tue, May 12 - Tue, May 19
DAL
Love Field
BDL
Bradley Intl.
$470 Roundtrip, found 1 day ago
$470
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, May 12 from Love Field to Bradley Intl., returning Tue, May 19, priced at $470 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 April, 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 $76, 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 $76 right now, why wait?

Windsor Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$76

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
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! (1,008 reviews)
Great stay, can’t wait to be back

Reviewed on Apr 6, 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! (728 reviews)
Older property in need of updating. Better single ply toilet paper could be invested. Otherwise, room size very good. Complete efficiency kitchen good. Extended later check out greatly appreciated.

Reviewed on Apr 1, 2026

Get rates
Residence Inn by Marriott Hartford/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! (1,002 reviews)
The room was nice and clean. The whole hotel looked very upgraded & nice. The only concerning thing is the water in the bathroom sink was very hot like at a boiling level which was very scary & caused us to have to have to use the shower head.

Reviewed on Apr 7, 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)
I love their breakfast, they have a good variety of different options. The only thing that rubbed me the wrong way was after paying my deposit n paying for the room separately; I was stopped like I was trying to steal for grabbing breakfast. I had a breakfast voucher, but when I checked in no one ...

Reviewed on Apr 2, 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! (1,001 reviews)
Very kind Staff

Reviewed on Apr 5, 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! (1,002 reviews)
The room was not that clean. The breakfast area was very limited & the drinks in the fountain area were not working so only water & minimal juice mix was coming out . Very crowded.

Reviewed on Apr 7, 2026

Get rates
Hampton Inn Hartford/Airport
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
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! (1,261 reviews)
Over priced

Reviewed on Apr 6, 2026

Get rates
Holiday Inn Express Southington by IHG
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! (1,517 reviews)
great

Reviewed on Apr 4, 2026

Get rates
MGM Springfield
See all 781 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! (1,001 reviews)
Very kind Staff

Reviewed on Apr 5, 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! (1,002 reviews)
The room was not that clean. The breakfast area was very limited & the drinks in the fountain area were not working so only water & minimal juice mix was coming out . Very crowded.

Reviewed on Apr 7, 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! (1,002 reviews)
The room was nice and clean. The whole hotel looked very upgraded & nice. The only concerning thing is the water in the bathroom sink was very hot like at a boiling level which was very scary & caused us to have to have to use the shower head.

Reviewed on Apr 7, 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)
I love their breakfast, they have a good variety of different options. The only thing that rubbed me the wrong way was after paying my deposit n paying for the room separately; I was stopped like I was trying to steal for grabbing breakfast. I had a breakfast voucher, but when I checked in no one ...

Reviewed on Apr 2, 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! (1,008 reviews)
Great stay, can’t wait to be back

Reviewed on Apr 6, 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! (728 reviews)
Older property in need of updating. Better single ply toilet paper could be invested. Otherwise, room size very good. Complete efficiency kitchen good. Extended later check out greatly appreciated.

Reviewed on Apr 1, 2026

Get rates
Residence Inn by Marriott Hartford/Windsor
See all 781 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.