Search Cheap Flights toWindsor
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Windsor Flights as Low as $141
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, May 20 - Tue, May 27
RSW
Southwest Florida Intl.
BDL
Bradley Intl.
$141 Roundtrip, found 17 hours ago
$141
Roundtrip
found 17 hours ago
Wed, May 21 - Tue, May 27
RSW
Southwest Florida Intl.
BDL
Bradley Intl.
$144 Roundtrip, found 17 hours ago
$144
Roundtrip
found 17 hours ago
Tue, Aug 5 - Tue, Aug 12
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$145 Roundtrip, found 8 hours ago
$145
Roundtrip
found 8 hours ago
Thu, Jun 12 - Sun, Jun 22
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$157 Roundtrip, found 5 hours ago
$157
Roundtrip
found 5 hours ago
Sat, May 31 - Sat, Jun 7
BWI
Baltimore Washington Intl. Thurgood Marshall
BDL
Bradley Intl.
$172 Roundtrip, found 15 hours ago
$172
Roundtrip
found 15 hours ago
Fri, May 23 - Sun, May 25
RSW
Southwest Florida Intl.
BDL
Bradley Intl.
$176 Roundtrip, found 17 hours ago
$176
Roundtrip
found 17 hours ago
Wed, Jul 30 - Sun, Aug 3
RSW
Southwest Florida Intl.
BDL
Bradley Intl.
$182 Roundtrip, found 9 hours ago
$182
Roundtrip
found 9 hours ago
Sat, May 17 - Wed, May 28
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$187 Roundtrip, found 11 hours ago
$187
Roundtrip
found 11 hours ago
Thu, Jun 19 - Sun, Jun 22
DCA
Ronald Reagan Washington National
BDL
Bradley Intl.
$193 Roundtrip, found 20 hours ago
$193
Roundtrip
found 20 hours ago
Sat, Aug 2 - Tue, Aug 12
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$197 Roundtrip, found 8 hours ago
$197
Roundtrip
found 8 hours ago
Sat, May 31 - Sun, Jun 8
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$214 Roundtrip, found 5 days ago
$214
Roundtrip
found 5 days ago
Tue, May 13 - Tue, May 20
AVL
Asheville Regional
BDL
Bradley Intl.
$256 Roundtrip, found 1 day ago
$256
Roundtrip
found 1 day ago
Sat, Jul 26 - Tue, Aug 5
BZN
Bozeman Yellowstone Intl.
BDL
Bradley Intl.
$277 Roundtrip, found 5 days ago
$277
Roundtrip
found 5 days ago
Thu, May 1 - Sat, May 10
JAX
Jacksonville Intl.
BDL
Bradley Intl.
$307 Roundtrip, found 10 hours ago
$307
Roundtrip
found 10 hours ago
Wed, Jun 11 - Tue, Jun 17
GEG
Spokane Intl.
BDL
Bradley Intl.
$312 Roundtrip, found 13 hours ago
$312
Roundtrip
found 13 hours ago
Sat, Jun 14 - Fri, Jun 20
GEG
Spokane Intl.
BDL
Bradley Intl.
$747 Roundtrip, found 13 hours ago
$747
Roundtrip
found 13 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 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 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 $141, 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 $141 right now, why wait?
Destination airport | Bradley Intl. |
Destination airport IATA code | BDL |
Roundtrip price | $141 |
Last Minute Hotel Deals in Windsor
Hilton Garden Inn Hartford North/Bradley Int'l Airport
555 Corporate Dr, Windsor, CT
The price is $146 per night from May 11 to May 12
$146
includes taxes & fees
May 11 - May 12
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! (999 reviews)
"Excellent"
Reviewed on Apr 28, 2025
HYATT house Hartford North/Windsor
200 Corporate Dr, Windsor, CT
The price is $175 per night from May 7 to May 8
$175
includes taxes & fees
May 7 - May 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! (1,000 reviews)
"Great breakfast!"
Reviewed on Apr 25, 2025
Marriott Hartford/Windsor Airport
28 Day Hill Rd, Windsor, CT
The price is $217 per night from May 3 to May 4
$217
includes taxes & fees
May 3 - May 4
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 ...
"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
Residence Inn by Marriott Hartford/Windsor
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! (596 reviews)
"I really like the 2 floors"
Reviewed on Apr 22, 2025
Hampton Inn Hartford/Airport
2168 Poquonock Ave, Windsor, CT
The price is $155 per night from May 29 to May 30
$155
includes taxes & fees
May 29 - May 30
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)
"Very clean hotel. Nice indoor swimming pool. Front desk staff are always ready to help."
Reviewed on Apr 26, 2025
MGM Springfield
One MGM Way, Springfield, MA
The price is $185 per night from May 4 to May 5
$185
includes taxes & fees
May 4 - May 5
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! (1,349 reviews)
"NA"
Reviewed on Apr 25, 2025
Candlewood Suites Windsor Locks Bradley Arpt by IHG
149 Ella Grasso Turnpike, Windsor Locks, CT
The price is $101 per night from May 25 to May 26
$101
includes taxes & fees
May 25 - May 26
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! (885 reviews)
"I didn't have any issues!"
Reviewed on Apr 29, 2025
Holiday Inn Express Southington by IHG
120 Laning St, Southington, CT
The price is $117 per night from May 4 to May 5
$117
includes taxes & fees
May 4 - May 5
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! (1,001 reviews)
One Night Turned Into Four
"I stayed at this location with my son the night before a conference in downtown Hartford. The hotel was well kept and staff were welcoming. We had anticipated on staying at another hotel downtown for the rest of our stay but unfortunately did not feel safe in that neighborhood. We immediately returned ..."
Reviewed on Apr 29, 2025
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
1 Day Hill Rd, Windsor, CT
The price is $185 per night from May 5 to May 6
$185
includes taxes & fees
May 5 - May 6
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
Hampton Inn Hartford/Airport
2168 Poquonock Ave, Windsor, CT
The price is $155 per night from May 29 to May 30
$155
includes taxes & fees
May 29 - May 30
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)
"Very clean hotel. Nice indoor swimming pool. Front desk staff are always ready to help."
Reviewed on Apr 26, 2025
Marriott Hartford/Windsor Airport
28 Day Hill Rd, Windsor, CT
The price is $217 per night from May 3 to May 4
$217
includes taxes & fees
May 3 - May 4
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 ...
"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
Hilton Garden Inn Hartford North/Bradley Int'l Airport
555 Corporate Dr, Windsor, CT
The price is $146 per night from May 11 to May 12
$146
includes taxes & fees
May 11 - May 12
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! (999 reviews)
"Excellent"
Reviewed on Apr 28, 2025
HYATT house Hartford North/Windsor
200 Corporate Dr, Windsor, CT
The price is $175 per night from May 7 to May 8
$175
includes taxes & fees
May 7 - May 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! (1,000 reviews)
"Great breakfast!"
Reviewed on Apr 25, 2025
Residence Inn by Marriott Hartford/Windsor
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! (596 reviews)
"I really like the 2 floors"
Reviewed on Apr 22, 2025
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.
Popular Flight Routes
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Top Windsor Hotels
- Hilton Garden Inn Hartford North/Bradley Int'l Airport
- HYATT house Hartford North/Windsor
- Marriott Hartford/Windsor Airport
- Hampton Inn Hartford/Airport
- MGM Springfield
- Holiday Inn Express Southington by IHG
- Motel 6 Wethersfield, CT - Hartford
- Holiday Inn Express & Suites Bradley Airport by IHG
- The Goodwin Hotel
- Fairfield Inn & Suites Hartford Airport
- La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport
- La Quinta Inn & Suites by Wyndham Springfield MA