Search Cheap Flights toWindsor
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Windsor Flights as Low as $81
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Fri, Aug 1 - Mon, Aug 4
MCO
Orlando Intl.
BDL
Bradley Intl.
$81 Roundtrip, found 2 hours ago
$81
Roundtrip
found 2 hours ago
Fri, Aug 1 - Mon, Aug 4
MCO
Orlando Intl.
BDL
Bradley Intl.
$86 Roundtrip, found 2 hours ago
$86
Roundtrip
found 2 hours ago
Fri, Aug 1 - Mon, Aug 4
MCO
Orlando Intl.
BDL
Bradley Intl.
$91 Roundtrip, found 2 hours ago
$91
Roundtrip
found 2 hours ago
Wed, Jun 18 - Wed, Jun 25
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$92 Roundtrip, found 2 days ago
$92
Roundtrip
found 2 days ago
Fri, Jul 11 - Mon, Jul 14
TPA
Tampa Intl.
BDL
Bradley Intl.
$141 Roundtrip, found 4 hours ago
$141
Roundtrip
found 4 hours ago
Tue, Aug 12 - Sat, Aug 23
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$148 Roundtrip, just found
$148
Roundtrip
just found
Thu, Jul 10 - Thu, Jul 24
PBI
Palm Beach Intl.
BDL
Bradley Intl.
$151 Roundtrip, found 1 day ago
$151
Roundtrip
found 1 day ago
Sat, Jul 5 - Sat, Jul 12
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$157 Roundtrip, just found
$157
Roundtrip
just found
Sat, Jul 12 - Mon, Jul 14
MCO
Orlando Intl.
BDL
Bradley Intl.
$157 Roundtrip, found 8 hours ago
$157
Roundtrip
found 8 hours ago
Wed, Nov 12 - Tue, Nov 18
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$177 Roundtrip, found 19 hours ago
$177
Roundtrip
found 19 hours ago
Tue, Aug 12 - Tue, Aug 19
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$190 Roundtrip, found 1 day ago
$190
Roundtrip
found 1 day ago
Sun, Jun 29 - Mon, Jun 30
ORD
O'Hare Intl.
BDL
Bradley Intl.
$205 Roundtrip, found 1 day ago
$205
Roundtrip
found 1 day ago
Wed, Aug 6 - Fri, Aug 15
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$210 Roundtrip, found 6 days ago
$210
Roundtrip
found 6 days ago
Wed, Jun 25 - Sat, Jun 28
LAX
Los Angeles Intl.
BDL
Bradley Intl.
$215 Roundtrip, found 9 hours ago
$215
Roundtrip
found 9 hours ago
Wed, Jul 9 - Sat, Jul 19
MGM
Montgomery Regional
BDL
Bradley Intl.
$278 Roundtrip, found 1 day ago
$278
Roundtrip
found 1 day ago
Tue, Jul 1 - Wed, Jul 2
AGS
Augusta Regional
BDL
Bradley Intl.
$335 Roundtrip, found 19 hours ago
$335
Roundtrip
found 19 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 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 $81, 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 $81 right now, why wait?
Destination airport | Bradley Intl. |
Destination airport IATA code | BDL |
Roundtrip price | $80 |
Last Minute Hotel Deals in Windsor
Marriott Hartford/Windsor Airport
28 Day Hill Rd, Windsor, CT
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)
"A good option for short stays. Good proximity, but not at all congested."
Reviewed on Jun 9, 2025
Hilton Garden Inn Hartford North/Bradley Int'l Airport
555 Corporate Dr, Windsor, CT
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! (1,002 reviews)
"Location worked out wonderfully for us. We did not use shuttle but it was a great feature."
Reviewed on Jun 14, 2025
HYATT house Hartford North/Windsor
200 Corporate Dr, Windsor, CT
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! (1,001 reviews)
"It was amazing"
Reviewed on Jun 8, 2025
The Capitol Hotel
440 Asylum St, Hartford, CT
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 ...
7.4/10 Good! (1,010 reviews)
"This hotel was nice and reasonable! Few issues here and there but very minimal. Otherwise would stay again :)"
Reviewed on Jun 15, 2025
MGM Springfield
One MGM Way, Springfield, MA
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! (1,380 reviews)
"Pros: The hotel is beautiful. Our room was clean & comfortable. I appreciate the security of only hotel guests being able to access the upper floors. Cons: Waited 10 minutes for valet park on arrival & no one came to take our car, so we went to self-park. Next, we had to schlep our luggage across ..."
Reviewed on Jun 15, 2025
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
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 ...
6.6/10 (1,492 reviews)
"Value stay close to airport and bfast."
Reviewed on Jun 15, 2025
Motel 6 Wethersfield, CT - Hartford
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. ...
6.6/10 (1,003 reviews)
"it was very nice amazing"
Reviewed on Jun 9, 2025
Baymont by Wyndham East Windsor Bradley Airport
260 Main St, East Windsor, CT
Book a stay at this business-friendly hotel in East Windsor. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Broad Brook Brewing and Connecticut ...
6/10 (1,007 reviews)
"It was just ok 😐"
Reviewed on Jun 14, 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
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! (992 reviews)
"Nice, clean property in a convenient location to meet family and friends"
Reviewed on Jun 10, 2025
Hampton Inn Hartford/Airport
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! (1,002 reviews)
"Single women traveler here, I felt extremely safe the entire stay - I didn’t even have to ask for a room on the second floor, it was already assigned!"
Reviewed on Jun 13, 2025
Marriott Hartford/Windsor Airport
28 Day Hill Rd, Windsor, CT
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)
"A good option for short stays. Good proximity, but not at all congested."
Reviewed on Jun 9, 2025
Hilton Garden Inn Hartford North/Bradley Int'l Airport
555 Corporate Dr, Windsor, CT
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! (1,002 reviews)
"Location worked out wonderfully for us. We did not use shuttle but it was a great feature."
Reviewed on Jun 14, 2025
HYATT house Hartford North/Windsor
200 Corporate Dr, Windsor, CT
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! (1,001 reviews)
"It was amazing"
Reviewed on Jun 8, 2025
Residence Inn by Marriott Hartford/Windsor
100 Dunfey Ln, Windsor, CT
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! (604 reviews)
"Great Service- Great Breakfast, I got there right at 9, and the Lady made sure I had some food, she was very nice."
Reviewed on May 31, 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
- Marriott Hartford/Windsor Airport
- Hilton Garden Inn Hartford North/Bradley Int'l Airport
- HYATT house Hartford North/Windsor
- The Capitol Hotel
- MGM Springfield
- Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
- Motel 6 Wethersfield, CT - Hartford
- Baymont by Wyndham East Windsor Bradley Airport
- Holiday Inn Express Southington by IHG
- Holiday Inn Express & Suites Bradley Airport by IHG
- Ramada by Wyndham Hartford North / Bradley Airport
- Quality Inn West Springfield
- Holiday Inn Express & Suites Meriden by IHG
- La Quinta Inn & Suites by Wyndham Springfield MA
- Rodeway Inn & Suites