Search Cheap Flights toWindsor
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Windsor Flights as Low as $68
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Apr 29 - Sat, May 31
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$68 Roundtrip, found 9 hours ago
$68
Roundtrip
found 9 hours ago
Thu, Mar 27 - Mon, Mar 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$83 Roundtrip, found 19 hours ago
$83
Roundtrip
found 19 hours ago
Thu, Jun 5 - Fri, Jun 6
MCO
Orlando Intl.
BDL
Bradley Intl.
$88 Roundtrip, found 20 hours ago
$88
Roundtrip
found 20 hours ago
Thu, Mar 27 - Mon, Mar 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$97 Roundtrip, found 19 hours ago
$97
Roundtrip
found 19 hours ago
Mon, Mar 24 - Fri, Mar 28
ORF
Norfolk Intl.
BDL
Bradley Intl.
$107 Roundtrip, found 23 hours ago
$107
Roundtrip
found 23 hours ago
Tue, Mar 18 - Tue, Mar 25
TPA
Tampa Intl.
BDL
Bradley Intl.
$129 Roundtrip, found 16 hours ago
$129
Roundtrip
found 16 hours ago
Sat, May 31 - Mon, Jun 9
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$148 Roundtrip, found 2 days ago
$148
Roundtrip
found 2 days ago
Thu, May 1 - Fri, May 30
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$160 Roundtrip, found 9 hours ago
$160
Roundtrip
found 9 hours ago
Tue, Apr 8 - Tue, Apr 15
ORD
O'Hare Intl.
BDL
Bradley Intl.
$161 Roundtrip, found 16 hours ago
$161
Roundtrip
found 16 hours ago
Thu, Mar 13 - Tue, Mar 18
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$166 Roundtrip, found 1 day ago
$166
Roundtrip
found 1 day ago
Tue, Mar 25 - Tue, Mar 25
ORF
Norfolk Intl.
BDL
Bradley Intl.
$172 Roundtrip, found 23 hours ago
$172
Roundtrip
found 23 hours ago
Fri, Mar 21 - Mon, Mar 24
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$187 Roundtrip, found 4 days ago
$187
Roundtrip
found 4 days ago
Wed, May 21 - Tue, May 27
LAX
Los Angeles Intl.
BDL
Bradley Intl.
$244 Roundtrip, found 23 hours ago
$244
Roundtrip
found 23 hours ago
Tue, Jun 24 - Tue, Jul 8
LAS
Harry Reid Intl.
BDL
Bradley Intl.
$296 Roundtrip, found 22 hours ago
$296
Roundtrip
found 22 hours ago
Wed, Jun 25 - Mon, Jun 30
SAV
Savannah - Hilton Head Intl.
BDL
Bradley Intl.
$322 Roundtrip, found 2 hours ago
$322
Roundtrip
found 2 hours ago
Wed, Mar 19 - Tue, Mar 25
MFR
Rogue Valley Intl.
BDL
Bradley Intl.
$482 Roundtrip, found 16 hours ago
$482
Roundtrip
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 April, 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?
Destination airport | Bradley Intl. |
Destination airport IATA code | BDL |
Roundtrip price | $68 |
Last Minute Hotel Deals in Windsor
HYATT house Hartford North/Windsor
200 Corporate Dr, Windsor, CT
The price is $154 per night from Mar 31 to Apr 1
$154
includes taxes & fees
Mar 31 - Apr 1
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! (1,012 reviews)
Memorable & Trip of a childs lifetime!!
"This vacation waa a last minute change of plans. 13 year old Daughters birthday. She researched and picked the hotel, and she ended up changing our whole trip, We were supposed to go north, ended up going south. Noone will believe there was a Santa convention that weekend, & she was invited into ..."
Reviewed on Mar 3, 2025
Hilton Garden Inn Hartford North/Bradley Int'l Airport
555 Corporate Dr, Windsor, CT
The price is $136 per night from Mar 13 to Mar 14
$136
includes taxes & fees
Mar 13 - Mar 14
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! (1,002 reviews)
"Great"
Reviewed on Mar 2, 2025
Marriott Hartford/Windsor Airport
28 Day Hill Rd, Windsor, CT
The price is $183 per night from Mar 7 to Mar 8
$183
includes taxes & fees
Mar 7 - Mar 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! (1,000 reviews)
"Amazing!"
Reviewed on Feb 26, 2025
Hampton Inn Hartford/Airport
2168 Poquonock Ave, Windsor, CT
The price is $136 per night from Mar 13 to Mar 14
$136
includes taxes & fees
Mar 13 - Mar 14
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)
"We enjoyed the property and getting away from our regular lives for the weekend. We found the room and bathroom to be nice but the pillows offered no support. Our check-in seemed to go smoothly until we got a phone call on our 2nd day saying we weren't checked-in only to have someone knocking on ..."
Reviewed on Mar 2, 2025
Residence Inn by Marriott Hartford/Windsor
100 Dunfey Ln, Windsor, CT
The price is $123 per night from Mar 16 to Mar 17
$123
includes taxes & fees
Mar 16 - Mar 17
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! (572 reviews)
Comfortable 2 bedroom suite
"Room was bilevel on 2nd floor. Very well stocked and comfortable. A few annoyances- tv didnt work in the living room (but there were 2 others), and the shampoo container was empty. The breakfast was very good and staff there was very friendly."
Reviewed on Feb 21, 2025
MGM Springfield
One MGM Way, Springfield, MA
The price is $203 per night from Mar 11 to Mar 12
$203
includes taxes & fees
Mar 11 - Mar 12
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! (1,313 reviews)
"So if you want to gamble, this is the place to stay. Had good restraurant, bars, kids enjoyed the food court and the bowling and the movie theater. But no pool so that was a bummer. Rooms were nice."
Reviewed on Mar 4, 2025
Fairfield Inn & Suites Hartford Airport
2 Loten Dr, Windsor Locks, CT
The price is $97 per night from Mar 9 to Mar 10
$97
includes taxes & fees
Mar 9 - Mar 10
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 in our reviews. ...
8.2/10 Very Good! (712 reviews)
"Decent place"
Reviewed on Mar 2, 2025
The Capitol Hotel, Ascend Hotel Collection
440 Asylum St, Hartford, CT
The price is $108 per night from Mar 9 to Mar 10
$108
includes taxes & fees
Mar 9 - Mar 10
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! (1,003 reviews)
"Close to everything downtown"
Reviewed on Feb 23, 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 $155 per night from Mar 16 to Mar 17
$155
includes taxes & fees
Mar 16 - Mar 17
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! (978 reviews)
"Quick trip to visit colleges. Hotel was convenient and beds were comfortable."
Reviewed on Feb 27, 2025
Hampton Inn Hartford/Airport
2168 Poquonock Ave, Windsor, CT
The price is $136 per night from Mar 13 to Mar 14
$136
includes taxes & fees
Mar 13 - Mar 14
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)
"We enjoyed the property and getting away from our regular lives for the weekend. We found the room and bathroom to be nice but the pillows offered no support. Our check-in seemed to go smoothly until we got a phone call on our 2nd day saying we weren't checked-in only to have someone knocking on ..."
Reviewed on Mar 2, 2025
Marriott Hartford/Windsor Airport
28 Day Hill Rd, Windsor, CT
The price is $183 per night from Mar 7 to Mar 8
$183
includes taxes & fees
Mar 7 - Mar 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! (1,000 reviews)
"Amazing!"
Reviewed on Feb 26, 2025
Hilton Garden Inn Hartford North/Bradley Int'l Airport
555 Corporate Dr, Windsor, CT
The price is $136 per night from Mar 13 to Mar 14
$136
includes taxes & fees
Mar 13 - Mar 14
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! (1,002 reviews)
"Great"
Reviewed on Mar 2, 2025
HYATT house Hartford North/Windsor
200 Corporate Dr, Windsor, CT
The price is $154 per night from Mar 31 to Apr 1
$154
includes taxes & fees
Mar 31 - Apr 1
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! (1,012 reviews)
Memorable & Trip of a childs lifetime!!
"This vacation waa a last minute change of plans. 13 year old Daughters birthday. She researched and picked the hotel, and she ended up changing our whole trip, We were supposed to go north, ended up going south. Noone will believe there was a Santa convention that weekend, & she was invited into ..."
Reviewed on Mar 3, 2025
Residence Inn by Marriott Hartford/Windsor
100 Dunfey Ln, Windsor, CT
The price is $123 per night from Mar 16 to Mar 17
$123
includes taxes & fees
Mar 16 - Mar 17
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! (572 reviews)
Comfortable 2 bedroom suite
"Room was bilevel on 2nd floor. Very well stocked and comfortable. A few annoyances- tv didnt work in the living room (but there were 2 others), and the shampoo container was empty. The breakfast was very good and staff there was very friendly."
Reviewed on Feb 21, 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
- HYATT house Hartford North/Windsor
- Hilton Garden Inn Hartford North/Bradley Int'l Airport
- Marriott Hartford/Windsor Airport
- Hampton Inn Hartford/Airport
- MGM Springfield
- Fairfield Inn & Suites Hartford Airport
- The Capitol Hotel, Ascend Hotel Collection
- Sheraton Hartford Hotel at Bradley Airport
- Holiday Inn Express Southington, an IHG Hotel
- Hampton Inn & Suites Hartford/East Hartford
- Extended Stay America Suites Hartford Farmington
- Motel 6 Wethersfield, CT - Hartford
- The Goodwin Hotel
- DoubleTree by Hilton Hartford - Bradley Airport