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Windsor

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Windsor Flights as Low as $66

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

Frontier Airlines
Thu, Feb 27 - Mon, Mar 3
MCO
Orlando Intl.
BDL
Bradley Intl.
$66 Roundtrip, found 1 day ago
$66
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Feb 27 from Orlando Intl. to Bradley Intl., returning Mon, Mar 3, priced at $66 found 1 day ago
Frontier Airlines
Thu, Feb 27 - Mon, Mar 3
MCO
Orlando Intl.
BDL
Bradley Intl.
$68 Roundtrip, found 1 day ago
$68
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Feb 27 from Orlando Intl. to Bradley Intl., returning Mon, Mar 3, priced at $68 found 1 day ago
Breeze Airways
Fri, Jan 31 - Mon, Feb 3
MCO
Orlando Intl.
BDL
Bradley Intl.
$89 Roundtrip, found 6 days ago
$89
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Fri, Jan 31 from Orlando Intl. to Bradley Intl., returning Mon, Feb 3, priced at $89 found 6 days ago
Spirit Airlines
Tue, Feb 25 - Tue, Mar 4
MCO
Orlando Intl.
BDL
Bradley Intl.
$113 Roundtrip, found 2 days ago
$113
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, Feb 25 from Orlando Intl. to Bradley Intl., returning Tue, Mar 4, priced at $113 found 2 days ago
Frontier Airlines
Wed, Apr 2 - Tue, Apr 8
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$119 Roundtrip, found 4 days ago
$119
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Apr 2 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Tue, Apr 8, priced at $119 found 4 days ago
JetBlue Airways
Wed, Feb 26 - Wed, Feb 26
MCO
Orlando Intl.
BDL
Bradley Intl.
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Wed, Feb 26 from Orlando Intl. to Bradley Intl., returning Wed, Feb 26, priced at $137 found 2 days ago
American Airlines
Wed, Feb 19 - Wed, Feb 26
JAX
Jacksonville Intl.
BDL
Bradley Intl.
$155 Roundtrip, found 1 day ago
$155
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Feb 19 from Jacksonville Intl. to Bradley Intl., returning Wed, Feb 26, priced at $155 found 1 day ago
American Airlines
Fri, Feb 28 - Mon, Mar 3
MCO
Orlando Intl.
BDL
Bradley Intl.
$159 Roundtrip, found 1 day ago
$159
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Feb 28 from Orlando Intl. to Bradley Intl., returning Mon, Mar 3, priced at $159 found 1 day ago
United
Thu, Feb 27 - Mon, Mar 3
MCO
Orlando Intl.
BDL
Bradley Intl.
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select United flight, departing Thu, Feb 27 from Orlando Intl. to Bradley Intl., returning Mon, Mar 3, priced at $197 found 1 day ago
Delta
Tue, Mar 11 - Wed, Mar 12
ROA
Roanoke Regional
BDL
Bradley Intl.
$218 Roundtrip, found 1 day ago
$218
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Mar 11 from Roanoke Regional to Bradley Intl., returning Wed, Mar 12, priced at $218 found 1 day ago
Spirit Airlines
Wed, Mar 12 - Tue, Mar 18
SNA
John Wayne
BDL
Bradley Intl.
$222 Roundtrip, found 1 day ago
$222
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Mar 12 from John Wayne to Bradley Intl., returning Tue, Mar 18, priced at $222 found 1 day ago
Spirit Airlines
Wed, Apr 9 - Mon, Apr 14
SAT
San Antonio Intl.
BDL
Bradley Intl.
$235 Roundtrip, found 1 day ago
$235
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Apr 9 from San Antonio Intl. to Bradley Intl., returning Mon, Apr 14, priced at $235 found 1 day ago
Delta
Tue, Feb 18 - Sat, Feb 22
ATW
Appleton Intl.
BDL
Bradley Intl.
$237 Roundtrip, found 18 hours ago
$237
Roundtrip
found 18 hours ago
Select Delta flight, departing Tue, Feb 18 from Appleton Intl. to Bradley Intl., returning Sat, Feb 22, priced at $237 found 18 hours ago
American Airlines
Wed, Apr 2 - Mon, Apr 7
CAE
Columbia Metropolitan
BDL
Bradley Intl.
$249 Roundtrip, found 1 day ago
$249
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Apr 2 from Columbia Metropolitan to Bradley Intl., returning Mon, Apr 7, priced at $249 found 1 day ago
Delta
Wed, Feb 19 - Mon, Feb 24
TUL
Tulsa Intl.
BDL
Bradley Intl.
$297 Roundtrip, found 1 day ago
$297
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Feb 19 from Tulsa Intl. to Bradley Intl., returning Mon, Feb 24, priced at $297 found 1 day ago
JetBlue Airways
Mon, Feb 3 - Sun, Feb 9
PWM
Portland Intl. Jetport
BDL
Bradley Intl.
$430 Roundtrip, found 21 hours ago
$430
Roundtrip
found 21 hours ago
Select JetBlue Airways flight, departing Mon, Feb 3 from Portland Intl. Jetport to Bradley Intl., returning Sun, Feb 9, priced at $430 found 21 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 February, 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 16 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 $66, 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 $66 right now, why wait?

Windsor Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$65

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
The price is $116 per night from Feb 7 to Feb 8
$116
includes taxes & fees
Feb 7 - Feb 8
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! (1,004 reviews)
"Nice spacious well appointed rooms. Friendly service, quiet location."

Reviewed on Jan 26, 2025

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
The price is $148 per night from Feb 7 to Feb 8
$148
includes taxes & fees
Feb 7 - Feb 8
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! (1,001 reviews)
"The hotel was nice and cozy with the storm. The warms drinks hit the spot. Staff was very nice! Just needs EV chargers!"

Reviewed on Jan 21, 2025

Hilton Garden Inn Hartford North/Bradley Int'l Airport
Marriott Hartford/Windsor Airport
Marriott Hartford/Windsor Airport
3.5 out of 5
28 Day Hill Rd, Windsor, CT
The price is $160 per night from Feb 7 to Feb 8
$160
includes taxes & fees
Feb 7 - Feb 8
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! (1,001 reviews)
Great customer service
"Wonderful staff. Very comfortable to stay at."

Reviewed on Jan 24, 2025

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
The price is $130 per night from Feb 9 to Feb 10
$130
includes taxes & fees
Feb 9 - Feb 10
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! (568 reviews)
Bedding
"Well room was great but the bedding was very thin, definitely not something that I expected Connecticut is very cold at this time and the quilt was a thin as a shower curtain, not warm at all I expected warm comforters to keep you warm not paper thin like if you were in Florida"

Reviewed on Jan 29, 2025

Residence Inn by Marriott Hartford/Windsor
MGM Springfield
MGM Springfield
4 out of 5
One MGM Way, Springfield, MA
The price is $175 per night from Feb 2 to Feb 3
$175
includes taxes & fees
Feb 2 - Feb 3
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! (1,274 reviews)
"Beautiful clean room, dinner at Chandler restaurant was great! Will stay here again."

Reviewed on Jan 27, 2025

MGM Springfield
Holiday Inn Express Southington, an IHG Hotel
Holiday Inn Express Southington, an IHG Hotel
2.5 out of 5
120 Laning St, Southington, CT
The price is $127 per night from Feb 2 to Feb 3
$127
includes taxes & fees
Feb 2 - Feb 3
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! (1,003 reviews)
"Its great"

Reviewed on Jan 19, 2025

Holiday Inn Express Southington, an IHG Hotel
The Farmington Inn & Suites
The Farmington Inn & Suites
3 out of 5
827 Farmington Ave, Farmington, CT
The price is $131 per night from Feb 2 to Feb 3
$131
includes taxes & fees
Feb 2 - Feb 3
Stay at this 3-star business-friendly hotel in Farmington. Enjoy free breakfast, room service, and a health club. Our guests praise the helpful staff and the ...
8.6/10 Excellent! (1,001 reviews)
"I needed to check in quickly to make an online meeting and the speedy staff got me processed immediately. This is a lovely hotel and the staff works hard to make sure the guests are comfortable."

Reviewed on Jan 24, 2025

The Farmington Inn & Suites
Candlewood Suites Windsor Locks Bradley Arpt, an IHG Hotel
Candlewood Suites Windsor Locks Bradley Arpt, an IHG Hotel
2.5 out of 5
149 Ella Grasso Turnpike, Windsor Locks, CT
The price is $105 per night from Feb 8 to Feb 9
$105
includes taxes & fees
Feb 8 - Feb 9
Book a stay at this family-friendly hotel in Windsor Locks. Enjoy free WiFi, free parking, and a free airport shuttle. Our guests praise the helpful staff and ...
8.2/10 Very Good! (789 reviews)
"Excellent property close to airport"

Reviewed on Jan 27, 2025

Candlewood Suites Windsor Locks Bradley Arpt, an IHG Hotel
See all 654 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.