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Windsor Flights as Low as $157

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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 June, 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 $157, 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 $157 right now, why wait?

Windsor Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$157

Last Minute Hotel Deals in 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 $146 per night from May 4 to May 5
$146
includes taxes & fees
May 4 - May 5
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 ...
8.8/10 Excellent! (1,003 reviews)
"Every staff member was excellent!"

Reviewed on Apr 27, 2025

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 $175 per night from May 5 to May 6
$175
includes taxes & fees
May 5 - May 6
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! (1,002 reviews)
"Great breakfast!"

Reviewed on Apr 25, 2025

HYATT house Hartford North/Windsor
Marriott Hartford/Windsor Airport
Marriott Hartford/Windsor Airport
3.5 out of 5
28 Day Hill Rd, Windsor, CT
The price is $217 per night from May 2 to May 3
$217
includes taxes & fees
May 2 - May 3
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)
"It was quaint & convenient. I was there with my daughter for a competition. The hotel staff was very nice and accommodating. I was able to check into my room promptly and the accommodations were very comfortable. Only thing, there are no microwaves in the rooms but one was available for use when ..."

Reviewed on Apr 13, 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 $152 per night from May 4 to May 5
$152
includes taxes & fees
May 4 - May 5
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! (595 reviews)
"I really like the 2 floors"

Reviewed on Apr 22, 2025

Residence Inn by Marriott Hartford/Windsor
Hampton Inn Hartford/Airport
Hampton Inn Hartford/Airport
2.5 out of 5
2168 Poquonock Ave, Windsor, CT
The price is $155 per night from May 4 to May 5
$155
includes taxes & fees
May 4 - May 5
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)
"Sherries was fantastic at check-in and very helpful and accommodating."

Reviewed on Apr 25, 2025

Hampton Inn Hartford/Airport
MGM Springfield
MGM Springfield
4 out of 5
One MGM Way, Springfield, MA
The price is $185 per night from Apr 28 to Apr 29
$185
includes taxes & fees
Apr 28 - Apr 29
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! (1,345 reviews)
"."

Reviewed on Apr 25, 2025

MGM Springfield
Candlewood Suites Windsor Locks Bradley Arpt by IHG
Candlewood Suites Windsor Locks Bradley Arpt by IHG
2.5 out of 5
149 Ella Grasso Turnpike, Windsor Locks, CT
The price is $97 per night from May 4 to May 5
$97
includes taxes & fees
May 4 - May 5
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! (877 reviews)
"I loved the stay, this was my second trip, and I will keep returning without a doubt. The staff was amazing, the room was really big, clean, and nice. I got one of the largest rooms, amazing"

Reviewed on Apr 26, 2025

Candlewood Suites Windsor Locks Bradley Arpt by IHG
Holiday Inn Express Southington by IHG
Holiday Inn Express Southington by IHG
2.5 out of 5
120 Laning St, Southington, CT
The price is $132 per night from May 26 to May 27
$132
includes taxes & fees
May 26 - May 27
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! (1,006 reviews)
"N/A"

Reviewed on Apr 26, 2025

Holiday Inn Express Southington by IHG
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 $175 per night from May 4 to May 5
$175
includes taxes & fees
May 4 - May 5
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! (984 reviews)
Would stay anytime in the area
"I was in and out. I had a great experience with the staff. They recommended the wings and they were good! We were snowed in which is not normal to me but they made everything comfortable for me."

Reviewed on Apr 25, 2025

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 $155 per night from May 4 to May 5
$155
includes taxes & fees
May 4 - May 5
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)
"Sherries was fantastic at check-in and very helpful and accommodating."

Reviewed on Apr 25, 2025

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 $217 per night from May 2 to May 3
$217
includes taxes & fees
May 2 - May 3
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)
"It was quaint & convenient. I was there with my daughter for a competition. The hotel staff was very nice and accommodating. I was able to check into my room promptly and the accommodations were very comfortable. Only thing, there are no microwaves in the rooms but one was available for use when ..."

Reviewed on Apr 13, 2025

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 $146 per night from May 4 to May 5
$146
includes taxes & fees
May 4 - May 5
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 ...
8.8/10 Excellent! (1,003 reviews)
"Every staff member was excellent!"

Reviewed on Apr 27, 2025

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 $175 per night from May 5 to May 6
$175
includes taxes & fees
May 5 - May 6
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! (1,002 reviews)
"Great breakfast!"

Reviewed on Apr 25, 2025

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 $152 per night from May 4 to May 5
$152
includes taxes & fees
May 4 - May 5
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! (595 reviews)
"I really like the 2 floors"

Reviewed on Apr 22, 2025

Residence Inn by Marriott Hartford/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.