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Windsor

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Windsor Flights as Low as $112

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

Frontier Airlines
Fri, May 29 - Mon, Jun 1
MCO
Orlando Intl.
BDL
Bradley Intl.
$112 Roundtrip, found 7 hours ago
$112
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Fri, May 29 from Orlando Intl. to Bradley Intl., returning Mon, Jun 1, priced at $112 found 7 hours ago
Breeze Airways
Tue, Sep 8 - Tue, Sep 22
RDU
Raleigh - Durham Intl.
BDL
Bradley Intl.
$117 Roundtrip, found 7 hours ago
$117
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Tue, Sep 8 from Raleigh - Durham Intl. to Bradley Intl., returning Tue, Sep 22, priced at $117 found 7 hours ago
Frontier Airlines
Fri, May 29 - Mon, Jun 1
MCO
Orlando Intl.
BDL
Bradley Intl.
$118 Roundtrip, found 7 hours ago
$118
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Fri, May 29 from Orlando Intl. to Bradley Intl., returning Mon, Jun 1, priced at $118 found 7 hours ago
Frontier Airlines
Sat, May 30 - Sat, Jun 6
MCO
Orlando Intl.
BDL
Bradley Intl.
$121 Roundtrip, found 6 hours ago
$121
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Sat, May 30 from Orlando Intl. to Bradley Intl., returning Sat, Jun 6, priced at $121 found 6 hours ago
Breeze Airways
Tue, Sep 8 - Tue, Sep 22
RDU
Raleigh - Durham Intl.
BDL
Bradley Intl.
$127 Roundtrip, found 7 hours ago
$127
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Tue, Sep 8 from Raleigh - Durham Intl. to Bradley Intl., returning Tue, Sep 22, priced at $127 found 7 hours ago
Frontier Airlines
Fri, May 29 - Sat, May 30
MCO
Orlando Intl.
BDL
Bradley Intl.
$128 Roundtrip, found 3 hours ago
$128
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Fri, May 29 from Orlando Intl. to Bradley Intl., returning Sat, May 30, priced at $128 found 3 hours ago
Bargain Flight
Wed, May 27 - Tue, Jun 9
RDU
Raleigh - Durham Intl.
BDL
Bradley Intl.
$191 Roundtrip, found 16 hours ago
$191
Roundtrip
found 16 hours ago
Select Bargain Flight flight, departing Wed, May 27 from Raleigh - Durham Intl. to Bradley Intl., returning Tue, Jun 9, priced at $191 found 16 hours ago
Delta
Tue, Sep 8 - Tue, Sep 22
RDU
Raleigh - Durham Intl.
BDL
Bradley Intl.
$197 Roundtrip, found 7 hours ago
$197
Roundtrip
found 7 hours ago
Select Delta flight, departing Tue, Sep 8 from Raleigh - Durham Intl. to Bradley Intl., returning Tue, Sep 22, priced at $197 found 7 hours ago
American Airlines
Tue, Jun 9 - Tue, Jun 16
RDU
Raleigh - Durham Intl.
BDL
Bradley Intl.
$201 Roundtrip, found 19 hours ago
$201
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Tue, Jun 9 from Raleigh - Durham Intl. to Bradley Intl., returning Tue, Jun 16, priced at $201 found 19 hours ago
Frontier Airlines
Mon, Jul 20 - Mon, Aug 10
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$234 Roundtrip, found 4 days ago
$234
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Jul 20 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Mon, Aug 10, priced at $234 found 4 days ago
Frontier Airlines
Thu, Jun 11 - Sat, Jun 13
CLE
Hopkins Intl.
BDL
Bradley Intl.
$240 Roundtrip, found 1 day ago
$240
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Jun 11 from Hopkins Intl. to Bradley Intl., returning Sat, Jun 13, priced at $240 found 1 day ago
JetBlue Airways
Sat, May 30 - Tue, Jun 9
RDU
Raleigh - Durham Intl.
BDL
Bradley Intl.
$255 Roundtrip, found 3 days ago
$255
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Sat, May 30 from Raleigh - Durham Intl. to Bradley Intl., returning Tue, Jun 9, priced at $255 found 3 days ago
Frontier Airlines
Thu, Jul 9 - Sat, Jul 11
DFW
Dallas-Fort Worth Intl.
BDL
Bradley Intl.
$274 Roundtrip, found 5 days ago
$274
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Jul 9 from Dallas-Fort Worth Intl. to Bradley Intl., returning Sat, Jul 11, priced at $274 found 5 days ago
Bargain Flight
Sat, May 30 - Sat, Jun 6
LAX
Los Angeles Intl.
BDL
Bradley Intl.
$305 Roundtrip, found 6 days ago
$305
Roundtrip
found 6 days ago
Select Bargain Flight flight, departing Sat, May 30 from Los Angeles Intl. to Bradley Intl., returning Sat, Jun 6, priced at $305 found 6 days ago
Delta
Wed, Jun 10 - Tue, Jun 16
OMA
Eppley Field
BDL
Bradley Intl.
$371 Roundtrip, found 1 day ago
$371
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Jun 10 from Eppley Field to Bradley Intl., returning Tue, Jun 16, priced at $371 found 1 day ago
Delta
Wed, Jul 8 - Tue, Jul 14
DAL
Love Field
BDL
Bradley Intl.
$420 Roundtrip, just found
$420
Roundtrip
just found
Select Delta flight, departing Wed, Jul 8 from Love Field to Bradley Intl., returning Tue, Jul 14, priced at $420 just found

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 May, 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 14 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 $112, 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 $112 right now, why wait?

Windsor Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$112

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! (1,006 reviews)
It was an awesome experience

Reviewed on May 9, 2026

Get rates
Marriott Hartford/Windsor Airport
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! (749 reviews)
This was a very pleasant experience. I travel often for work and personal. The grounds look like a townhouse or condo development. Staff was accommodating, room was clean, well kept like a nice studio apartment. Full breakfast basic but good. The only things concerning was the room was on the second ...

Reviewed on May 3, 2026

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
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! (1,002 reviews)
Staff was kind and professional

Reviewed on May 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! (1,010 reviews)
Clean room. Staff was exceptional - Karissa at check-in; everyone friendly and just above and beyond helpful. The breakfast morning staff also above and beyond. We plan to return every year for our daughter’s dance competition.

Reviewed on May 11, 2026

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
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! (1,002 reviews)
Update the bathroom. Better control of room temperature.

Reviewed on May 4, 2026

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! (1,005 reviews)
The room was clean and fresh, everything worked as it was supposed to and the breakfasts were excellent.

Reviewed on May 11, 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! (1,294 reviews)
After sleeping, we noticed the window side of the bed was dirty. Breakfast was subpar, with many options missing or empty, and multi use containers such as jelly, milk jugs, etc.

Reviewed on May 11, 2026

Get rates
Holiday Inn Express Southington by IHG
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! (1,293 reviews)
It was exactly what we were expecting

Reviewed on May 11, 2026

Get rates
The Capitol Hotel
See all 771 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! (1,002 reviews)
Staff was kind and professional

Reviewed on May 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! (1,005 reviews)
The room was clean and fresh, everything worked as it was supposed to and the breakfasts were excellent.

Reviewed on May 11, 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! (1,006 reviews)
It was an awesome experience

Reviewed on May 9, 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! (1,002 reviews)
Update the bathroom. Better control of room temperature.

Reviewed on May 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! (1,010 reviews)
Clean room. Staff was exceptional - Karissa at check-in; everyone friendly and just above and beyond helpful. The breakfast morning staff also above and beyond. We plan to return every year for our daughter’s dance competition.

Reviewed on May 11, 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! (749 reviews)
This was a very pleasant experience. I travel often for work and personal. The grounds look like a townhouse or condo development. Staff was accommodating, room was clean, well kept like a nice studio apartment. Full breakfast basic but good. The only things concerning was the room was on the second ...

Reviewed on May 3, 2026

Get rates
Residence Inn by Marriott Hartford/Windsor
See all 771 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.