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Windsor

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Windsor Flights as Low as $161

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

Breeze Airways
Tue, Aug 4 - Tue, Aug 18
CVG
Cincinnati - Northern Kentucky Intl.
BDL
Bradley Intl.
$161 Roundtrip, just found
$161
Roundtrip
just found
Select Breeze Airways flight, departing Tue, Aug 4 from Cincinnati - Northern Kentucky Intl. to Bradley Intl., returning Tue, Aug 18, priced at $161 just found
American Airlines
Wed, Aug 26 - Sat, Sep 12
DCA
Ronald Reagan Washington National
BDL
Bradley Intl.
$163 Roundtrip, found 13 hours ago
$163
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Wed, Aug 26 from Ronald Reagan Washington National to Bradley Intl., returning Sat, Sep 12, priced at $163 found 13 hours ago
Breeze Airways
Tue, Aug 4 - Tue, Aug 18
CVG
Cincinnati - Northern Kentucky Intl.
BDL
Bradley Intl.
$166 Roundtrip, just found
$166
Roundtrip
just found
Select Breeze Airways flight, departing Tue, Aug 4 from Cincinnati - Northern Kentucky Intl. to Bradley Intl., returning Tue, Aug 18, priced at $166 just found
American Airlines
Wed, Aug 12 - Wed, Aug 19
DCA
Ronald Reagan Washington National
BDL
Bradley Intl.
$167 Roundtrip, found 5 hours ago
$167
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Wed, Aug 12 from Ronald Reagan Washington National to Bradley Intl., returning Wed, Aug 19, priced at $167 found 5 hours ago
American Airlines
Thu, Aug 27 - Sat, Sep 12
DCA
Ronald Reagan Washington National
BDL
Bradley Intl.
$170 Roundtrip, found 13 hours ago
$170
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Thu, Aug 27 from Ronald Reagan Washington National to Bradley Intl., returning Sat, Sep 12, priced at $170 found 13 hours ago
Breeze Airways
Tue, Aug 4 - Tue, Aug 18
CVG
Cincinnati - Northern Kentucky Intl.
BDL
Bradley Intl.
$171 Roundtrip, just found
$171
Roundtrip
just found
Select Breeze Airways flight, departing Tue, Aug 4 from Cincinnati - Northern Kentucky Intl. to Bradley Intl., returning Tue, Aug 18, priced at $171 just found
American Airlines
Mon, Aug 10 - Tue, Aug 25
DCA
Ronald Reagan Washington National
BDL
Bradley Intl.
$174 Roundtrip, found 13 hours ago
$174
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Mon, Aug 10 from Ronald Reagan Washington National to Bradley Intl., returning Tue, Aug 25, priced at $174 found 13 hours ago
Delta
Sat, Jul 18 - Tue, Aug 4
IAD
Washington Dulles Intl.
BDL
Bradley Intl.
$183 Roundtrip, found 1 day ago
$183
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Jul 18 from Washington Dulles Intl. to Bradley Intl., returning Tue, Aug 4, priced at $183 found 1 day ago
Delta
Wed, Aug 26 - Sat, Sep 12
DCA
Ronald Reagan Washington National
BDL
Bradley Intl.
$183 Roundtrip, found 13 hours ago
$183
Roundtrip
found 13 hours ago
Select Delta flight, departing Wed, Aug 26 from Ronald Reagan Washington National to Bradley Intl., returning Sat, Sep 12, priced at $183 found 13 hours ago
Delta
Wed, Aug 12 - Wed, Aug 19
DCA
Ronald Reagan Washington National
BDL
Bradley Intl.
$187 Roundtrip, found 5 hours ago
$187
Roundtrip
found 5 hours ago
Select Delta flight, departing Wed, Aug 12 from Ronald Reagan Washington National to Bradley Intl., returning Wed, Aug 19, priced at $187 found 5 hours ago
JetBlue Airways
Wed, Aug 26 - Sat, Aug 29
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$193 Roundtrip, found 13 hours ago
$193
Roundtrip
found 13 hours ago
Select JetBlue Airways flight, departing Wed, Aug 26 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Sat, Aug 29, priced at $193 found 13 hours ago
Frontier Airlines
Wed, Aug 26 - Wed, Sep 2
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$210 Roundtrip, found 13 hours ago
$210
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Wed, Aug 26 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Wed, Sep 2, priced at $210 found 13 hours ago
Bargain Flight
Fri, Sep 11 - Sun, Sep 13
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$228 Roundtrip, found 13 hours ago
$228
Roundtrip
found 13 hours ago
Select Bargain Flight flight, departing Fri, Sep 11 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Sun, Sep 13, priced at $228 found 13 hours ago
Delta
Tue, Aug 25 - Sat, Aug 29
PHX
Sky Harbor Intl.
BDL
Bradley Intl.
$365 Roundtrip, found 3 days ago
$365
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Aug 25 from Sky Harbor Intl. to Bradley Intl., returning Sat, Aug 29, priced at $365 found 3 days ago
Delta
Tue, Jun 30 - Sun, Jul 5
HHH
Hilton Head Island
BDL
Bradley Intl.
$446 Roundtrip, found 10 hours ago
$446
Roundtrip
found 10 hours ago
Select Delta flight, departing Tue, Jun 30 from Hilton Head Island to Bradley Intl., returning Sun, Jul 5, priced at $446 found 10 hours ago
American Airlines
Fri, Jul 17 - Wed, Jul 22
IDA
Idaho Falls Regional
BDL
Bradley Intl.
$587 Roundtrip, found 16 hours ago
$587
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Fri, Jul 17 from Idaho Falls Regional to Bradley Intl., returning Wed, Jul 22, priced at $587 found 16 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 August, 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 $161, 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 $161 right now, why wait?

Windsor Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$160

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! (1,000 reviews)
"Good hotel but there were a couple of maintenance issues. The toilet rim was cracked. , which in itself is not terrible. The crack was very dirty. It was black and brown and looked unsightly. The toilet should be replaced. At the very least the crack should be cleaned better."

Reviewed on Jun 24, 2026

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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! (1,001 reviews)
"."

Reviewed on Jun 24, 2026

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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! (1,000 reviews)
"The room was clean. The front desk staff friendly. My only complaints are the terrible water pressure in the shower and lack of bedding on the bed."

Reviewed on Jun 22, 2026

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HYATT house Hartford North/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! (1,000 reviews)
"Meh."

Reviewed on Jun 18, 2026

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Courtyard By Marriott Hartford/Windsor Airport
Motel 6 Wethersfield, CT - Hartford

Motel 6 Wethersfield, CT - Hartford

2 out of 5
1341 Silas Deane Hwy Wethersfield CT
Stay at this motel in Wethersfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7/10 Good! (1,195 reviews)
"Stayed at room while volunteering at the Traveler's Golf Tournament. Room had dirty, sticky floor, only one towel, no hangers, toilet seat was filthy and the sink faucet was falling off. Upon checking in a parking pass was given to me to put on the dashboard of my car. Was asked if anyone else was ..."

Reviewed on Jun 26, 2026

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Motel 6 Wethersfield, CT - Hartford
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

2 out of 5
185 Ella Grasso Turnpike Windsor Locks CT
Book a stay at this business-friendly hotel in Windsor Locks. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
6.8/10 (1,825 reviews)
"the shower temperature was warm... the bed seemed aged..."

Reviewed on Jun 26, 2026

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Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
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! (1,395 reviews)
"The Capitol Hotel was more like a youth hostel than a hotel … and that’s fine except that it charges like a mid-range hotel. We were greeted by a group of homeless folks in the parking lot, including one who approached us to ask for money. Usually not an issue, but very uncomfortable when entering ..."

Reviewed on Jun 25, 2026

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The Capitol Hotel
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! (1,547 reviews)
"Nice hotel"

Reviewed on Jun 26, 2026

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MGM Springfield
See all 751 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! (1,000 reviews)
"Meh."

Reviewed on Jun 18, 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! (1,003 reviews)
"Great choices for breakfast. Comfortable beds and close to sports dome."

Reviewed on Jun 23, 2026

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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! (1,000 reviews)
"Good hotel but there were a couple of maintenance issues. The toilet rim was cracked. , which in itself is not terrible. The crack was very dirty. It was black and brown and looked unsightly. The toilet should be replaced. At the very least the crack should be cleaned better."

Reviewed on Jun 24, 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! (1,001 reviews)
"."

Reviewed on Jun 24, 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! (1,000 reviews)
"The room was clean. The front desk staff friendly. My only complaints are the terrible water pressure in the shower and lack of bedding on the bed."

Reviewed on Jun 22, 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! (761 reviews)
"clean room friendly staff quiet stay"

Reviewed on Jun 7, 2026

Get rates
Residence Inn by Marriott Hartford/Windsor
See all 751 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.