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Windsor

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Windsor Flights as Low as $178

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

JetBlue Airways
Tue, Jul 8 - Tue, Jul 15
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$178 Roundtrip, found 5 days ago
$178
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Tue, Jul 8 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Tue, Jul 15, priced at $178 found 5 days ago
JetBlue Airways
Wed, May 14 - Sun, May 18
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$187 Roundtrip, found 10 hours ago
$187
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Wed, May 14 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Sun, May 18, priced at $187 found 10 hours ago
JetBlue Airways
Sat, May 17 - Sun, May 18
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$191 Roundtrip, found 10 hours ago
$191
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Sat, May 17 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Sun, May 18, priced at $191 found 10 hours ago
United
Wed, May 14 - Tue, May 20
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$197 Roundtrip, found 10 hours ago
$197
Roundtrip
found 10 hours ago
Select United flight, departing Wed, May 14 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Tue, May 20, priced at $197 found 10 hours ago
American Airlines
Wed, May 14 - Tue, May 20
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$197 Roundtrip, found 10 hours ago
$197
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Wed, May 14 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Tue, May 20, priced at $197 found 10 hours ago
United
Tue, May 6 - Tue, May 13
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$200 Roundtrip, found 10 hours ago
$200
Roundtrip
found 10 hours ago
Select United flight, departing Tue, May 6 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Tue, May 13, priced at $200 found 10 hours ago
United
Tue, May 6 - Tue, May 13
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$201 Roundtrip, found 10 hours ago
$201
Roundtrip
found 10 hours ago
Select United flight, departing Tue, May 6 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Tue, May 13, priced at $201 found 10 hours ago
JetBlue Airways
Sun, Jul 13 - Thu, Jul 17
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$204 Roundtrip, found 5 days ago
$204
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Sun, Jul 13 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Thu, Jul 17, priced at $204 found 5 days ago
JetBlue Airways
Tue, May 13 - Fri, May 16
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$205 Roundtrip, found 10 hours ago
$205
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Tue, May 13 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Fri, May 16, priced at $205 found 10 hours ago
Delta
Wed, May 14 - Sat, May 17
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$217 Roundtrip, found 10 hours ago
$217
Roundtrip
found 10 hours ago
Select Delta flight, departing Wed, May 14 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Sat, May 17, priced at $217 found 10 hours ago
American Airlines
Sat, May 31 - Tue, Jun 3
GSP
Greenville-Spartanburg Intl.
ALB
Albany Intl.
$237 Roundtrip, found 3 days ago
$237
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, May 31 from Greenville-Spartanburg Intl. to Albany Intl., returning Tue, Jun 3, priced at $237 found 3 days ago
Delta
Tue, Jun 3 - Tue, Jun 10
IND
Indianapolis Intl.
ALB
Albany Intl.
$261 Roundtrip, found 11 hours ago
$261
Roundtrip
found 11 hours ago
Select Delta flight, departing Tue, Jun 3 from Indianapolis Intl. to Albany Intl., returning Tue, Jun 10, priced at $261 found 11 hours ago
Bargain Flight
Tue, Aug 26 - Thu, Aug 28
CLT
Charlotte-Douglas Intl.
ALB
Albany Intl.
$283 Roundtrip, found 4 days ago
$283
Roundtrip
found 4 days ago
Select Bargain Flight flight, departing Tue, Aug 26 from Charlotte-Douglas Intl. to Albany Intl., returning Thu, Aug 28, priced at $283 found 4 days ago
Bargain Flight
Wed, May 14 - Sun, May 25
SAT
San Antonio Intl.
ALB
Albany Intl.
$291 Roundtrip, found 2 hours ago
$291
Roundtrip
found 2 hours ago
Select Bargain Flight flight, departing Wed, May 14 from San Antonio Intl. to Albany Intl., returning Sun, May 25, priced at $291 found 2 hours ago
Delta
Tue, Jun 17 - Tue, Jun 24
PHX
Sky Harbor Intl.
ALB
Albany Intl.
$312 Roundtrip, found 8 hours ago
$312
Roundtrip
found 8 hours ago
Select Delta flight, departing Tue, Jun 17 from Sky Harbor Intl. to Albany Intl., returning Tue, Jun 24, priced at $312 found 8 hours ago
American Airlines
Wed, May 28 - Tue, Jun 3
FLG
Flagstaff Pulliam Field
ALB
Albany Intl.
$441 Roundtrip, found 8 hours ago
$441
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Wed, May 28 from Flagstaff Pulliam Field to Albany Intl., returning Tue, Jun 3, priced at $441 found 8 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 ALB 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 July, 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 14 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 Pittsfield Municipal 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 $178, 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 $178 right now, why wait?

Windsor Flight Information
Destination airport
Albany Intl.
Destination airport IATA code
ALB
Roundtrip price
$177

Last Minute Hotel Deals in Windsor

Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
The price is $115 per night from May 4 to May 5
$115
includes taxes & fees
May 4 - May 5
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (570 reviews)
"Loved the entire vibe of the property. Decor, ease of check in / out."

Reviewed on Apr 27, 2025

Life House Berkshires
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 out of 5
190 Meadow Street, South Lee, MA
The price is $134 per night from May 14 to May 15
$134
includes taxes & fees
May 14 - May 15
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff ...
9/10 Wonderful! (625 reviews)
"We loved our stay here. The location is beautiful and close to great hiking spots and nice towns . The resort amenities are awesome. The staff was friendly. We’d love to come back"

Reviewed on Apr 26, 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
The price is $115 per night from Apr 30 to May 1
$115
includes taxes & fees
Apr 30 - May 1
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,001 reviews)
"Very satisfied"

Reviewed on Apr 21, 2025

The Yankee, Trademark Collection by Wyndham
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
3 out of 5
435 Laurel St, Lee, MA
The price is $122 per night from Apr 30 to May 1
$122
includes taxes & fees
Apr 30 - May 1
Stay at this 3-star hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular ...
9/10 Wonderful! (1,006 reviews)
"Friendly staff, great location for hiking and biking in the Berkshires."

Reviewed on Apr 27, 2025

The Black Swan Lee - Lenox, Ascend Hotel Collection
Hotel Downstreet, Ascend Hotel Collection
Hotel Downstreet, Ascend Hotel Collection
3 out of 5
40 Main St, North Adams, MA
The price is $141 per night from Apr 30 to May 1
$141
includes taxes & fees
Apr 30 - May 1
Stay at this 3-star hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (999 reviews)
"Very nice and funky place! Clean, friendly nice staff. Have already stayed here twice and plan to stay again!❤️"

Reviewed on Apr 18, 2025

Hotel Downstreet, Ascend Hotel Collection
The Williams Inn
The Williams Inn
4 out of 5
101 Spring Street, Williamstown, MA
The price is $267 per night from Apr 30 to May 1
$267
includes taxes & fees
Apr 30 - May 1
Stay at this 4-star business-friendly hotel in Williamstown. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our ...
9.6/10 Exceptional! (445 reviews)
"The building has a lot of history but also up to date with amenities."

Reviewed on Apr 17, 2025

The Williams Inn
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
The price is $211 per night from Apr 30 to May 1
$211
includes taxes & fees
Apr 30 - May 1
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
8.8/10 Excellent! (1,000 reviews)
"Quaint & hospitable!"

Reviewed on Apr 13, 2025

The Red Lion Inn
The Constance, The Whitlock, & The Dewey By The Lenox Collection
The Constance, The Whitlock, & The Dewey By The Lenox Collection
3.5 out of 5
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
The price is $85 per night from May 1 to May 2
$85
includes taxes & fees
May 1 - May 2
Stay at this 3.5-star hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.6/10 Excellent! (387 reviews)
"Receptionist was excellent. The room had the smell of an old building so we opened the windows to air it out and then it was fine. A night stand was damaged so we informed the receptionist but overall we were comfortable."

Reviewed on Apr 27, 2025

The Constance, The Whitlock, & The Dewey By The Lenox Collection
See all 959 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.