Search Cheap Flights to
Windsor

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Windsor Flights as Low as $68

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

Frontier Airlines
Fri, Jan 17 - Mon, Jan 20
MCO
Orlando Intl.
BDL
Bradley Intl.
$68 Roundtrip, found 16 hours ago
$68
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Fri, Jan 17 from Orlando Intl. to Bradley Intl., returning Mon, Jan 20, priced at $68 found 16 hours ago
Spirit Airlines
Thu, Jan 16 - Thu, Jan 23
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$78 Roundtrip, found 2 days ago
$78
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Thu, Jan 16 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Thu, Jan 23, priced at $78 found 2 days ago
Frontier Airlines
Fri, Jan 10 - Mon, Jan 13
MCO
Orlando Intl.
BDL
Bradley Intl.
$88 Roundtrip, found 3 days ago
$88
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Fri, Jan 10 from Orlando Intl. to Bradley Intl., returning Mon, Jan 13, priced at $88 found 3 days ago
Breeze Airways
Fri, Jan 10 - Mon, Jan 13
MCO
Orlando Intl.
BDL
Bradley Intl.
$101 Roundtrip, found 3 days ago
$101
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Jan 10 from Orlando Intl. to Bradley Intl., returning Mon, Jan 13, priced at $101 found 3 days ago
Frontier Airlines
Fri, Jan 17 - Fri, Jan 24
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$108 Roundtrip, found 1 day ago
$108
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Jan 17 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Fri, Jan 24, priced at $108 found 1 day ago
Frontier Airlines
Thu, Jan 16 - Mon, Jan 20
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$126 Roundtrip, found 1 day ago
$126
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Jan 16 from Luis Munoz Marin Intl. to Bradley Intl., returning Mon, Jan 20, priced at $126 found 1 day ago
JetBlue Airways
Fri, Jan 17 - Mon, Jan 20
MCO
Orlando Intl.
BDL
Bradley Intl.
$177 Roundtrip, found 16 hours ago
$177
Roundtrip
found 16 hours ago
Select JetBlue Airways flight, departing Fri, Jan 17 from Orlando Intl. to Bradley Intl., returning Mon, Jan 20, priced at $177 found 16 hours ago
United
Sat, Jan 18 - Sat, Jan 25
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$186 Roundtrip, found 2 days ago
$186
Roundtrip
found 2 days ago
Select United flight, departing Sat, Jan 18 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Sat, Jan 25, priced at $186 found 2 days ago
Delta
Wed, Jan 22 - Wed, Jan 22
MCO
Orlando Intl.
BDL
Bradley Intl.
$193 Roundtrip, found 6 days ago
$193
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Jan 22 from Orlando Intl. to Bradley Intl., returning Wed, Jan 22, priced at $193 found 6 days ago
American Airlines
Sun, Jan 26 - Mon, Jan 27
MCO
Orlando Intl.
BDL
Bradley Intl.
$196 Roundtrip, found 6 hours ago
$196
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Sun, Jan 26 from Orlando Intl. to Bradley Intl., returning Mon, Jan 27, priced at $196 found 6 hours ago
Delta
Thu, Jan 16 - Mon, Jan 20
CAE
Columbia Metropolitan
BDL
Bradley Intl.
$248 Roundtrip, found 1 day ago
$248
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Jan 16 from Columbia Metropolitan to Bradley Intl., returning Mon, Jan 20, priced at $248 found 1 day ago
American Airlines
Wed, Feb 19 - Tue, Feb 25
LAX
Los Angeles Intl.
BDL
Bradley Intl.
$279 Roundtrip, found 1 day ago
$279
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Feb 19 from Los Angeles Intl. to Bradley Intl., returning Tue, Feb 25, priced at $279 found 1 day ago
Frontier Airlines
Wed, Dec 25 - Wed, Jan 1
PHL
Philadelphia Intl.
BDL
Bradley Intl.
$318 Roundtrip, found 5 days ago
$318
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, Dec 25 from Philadelphia Intl. to Bradley Intl., returning Wed, Jan 1, priced at $318 found 5 days ago
WestJet
Tue, Apr 29 - Thu, May 8
YQR
Regina Intl.
BDL
Bradley Intl.
$537 Roundtrip, found 3 days ago
$537
Roundtrip
found 3 days ago
Select WestJet flight, departing Tue, Apr 29 from Regina Intl. to Bradley Intl., returning Thu, May 8, priced at $537 found 3 days ago
American Airlines
Sun, Dec 29 - Sun, Dec 29
BWI
Baltimore Washington Intl. Thurgood Marshall
BDL
Bradley Intl.
$560 Roundtrip, found 20 hours ago
$560
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Sun, Dec 29 from Baltimore Washington Intl. Thurgood Marshall to Bradley Intl., returning Sun, Dec 29, priced at $560 found 20 hours ago
Air Canada
Fri, May 2 - Mon, May 5
YQR
Regina Intl.
BDL
Bradley Intl.
$699 Roundtrip, found 1 day ago
$699
Roundtrip
found 1 day ago
Select Air Canada flight, departing Fri, May 2 from Regina Intl. to Bradley Intl., returning Mon, May 5, priced at $699 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 January, 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 $68, 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 $68 right now, why wait?

Windsor Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$68

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 Jan 1 to Jan 2
$116
includes taxes & fees
Jan 1 - Jan 2, 2025
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! (1,003 reviews)
"N/a"

Reviewed on Dec 18, 2024

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 $136 per night from Dec 29 to Dec 30
$136
includes taxes & fees
Dec 29 - Dec 30
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)
"The woman who checked us in was very helpful and polite. The man at the desk that evening was very irritated and short tempered, overall a great experience"

Reviewed on Dec 16, 2024

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 Jan 3 to Jan 4
$160
includes taxes & fees
Jan 3 - Jan 4, 2025
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! (1,002 reviews)
"What I didn’t like was that I booked thru Expedia so the extras was not available to me such as late check out."

Reviewed on Dec 20, 2024

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 $120 per night from Dec 29 to Dec 30
$120
includes taxes & fees
Dec 29 - Dec 30
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! (546 reviews)
"The property was very nice and quiet."

Reviewed on Dec 7, 2024

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
The price is $144 per night from Jan 4 to Jan 5
$144
includes taxes & fees
Jan 4 - Jan 5, 2025
Book a stay at this 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! (972 reviews)
Very Acceptable
"Friendly staff, Clean Rooms, Small Cafe"

Reviewed on Dec 16, 2024

Courtyard By Marriott Hartford/Windsor Airport
MGM Springfield
MGM Springfield
4 out of 5
One MGM Way, Springfield, MA
The price is $180 per night from Dec 29 to Dec 30
$180
includes taxes & fees
Dec 29 - Dec 30
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! (1,246 reviews)
"Very good stay overall"

Reviewed on Dec 20, 2024

MGM Springfield
The Capitol Hotel, Ascend Hotel Collection
The Capitol Hotel, Ascend Hotel Collection
3 out of 5
440 Asylum St, Hartford, CT
The price is $97 per night from Jan 5 to Jan 6
$97
includes taxes & fees
Jan 5 - Jan 6, 2025
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 ...
7.2/10 Good! (964 reviews)
Personable and Accommodating
"Asani was amazing at check in. Very hospitable and knowledgeable of the area, offering recommendations for a meal. Would recommend this hotel to anyone and will go back."

Reviewed on Dec 22, 2024

The Capitol Hotel, Ascend Hotel Collection
The Farmington Inn & Suites
The Farmington Inn & Suites
3 out of 5
827 Farmington Ave, Farmington, CT
The price is $131 per night from Dec 28 to Dec 29
$131
includes taxes & fees
Dec 28 - Dec 29
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! (1,004 reviews)
"Very nice stay simple and friendly . Could have had easier access via side door where parked during day before 7"

Reviewed on Dec 19, 2024

The Farmington Inn & Suites
See all 668 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
The price is $144 per night from Jan 4 to Jan 5
$144
includes taxes & fees
Jan 4 - Jan 5, 2025
Book a stay at this 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! (972 reviews)
Very Acceptable
"Friendly staff, Clean Rooms, Small Cafe"

Reviewed on Dec 16, 2024

Courtyard By Marriott Hartford/Windsor Airport
Hampton Inn Hartford/Airport
Hampton Inn Hartford/Airport
2.5 out of 5
2168 Poquonock Ave, Windsor, CT
The price is $136 per night from Jan 2 to Jan 3
$136
includes taxes & fees
Jan 2 - Jan 3, 2025
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! (1,000 reviews)
"Particularly appreciated the accessibility features, noting a lift for the pool and the hot tub; and appreciating the walk-in shower with grab rails and stool in the room as requested. Breakfast fare was average. Hot beverages available all day. Would have liked a quiet area for a business call, ..."

Reviewed on Dec 13, 2024

Hampton Inn Hartford/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 Jan 3 to Jan 4
$160
includes taxes & fees
Jan 3 - Jan 4, 2025
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! (1,002 reviews)
"What I didn’t like was that I booked thru Expedia so the extras was not available to me such as late check out."

Reviewed on Dec 20, 2024

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
The price is $136 per night from Dec 29 to Dec 30
$136
includes taxes & fees
Dec 29 - Dec 30
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)
"The woman who checked us in was very helpful and polite. The man at the desk that evening was very irritated and short tempered, overall a great experience"

Reviewed on Dec 16, 2024

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
The price is $116 per night from Jan 1 to Jan 2
$116
includes taxes & fees
Jan 1 - Jan 2, 2025
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! (1,003 reviews)
"N/a"

Reviewed on Dec 18, 2024

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
The price is $120 per night from Dec 29 to Dec 30
$120
includes taxes & fees
Dec 29 - Dec 30
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! (546 reviews)
"The property was very nice and quiet."

Reviewed on Dec 7, 2024

Residence Inn by Marriott Hartford/Windsor
See all 668 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.