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Windsor

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Windsor Flights as Low as $121

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

Avelo Airlines
Fri, Aug 29 - Mon, Sep 1
RDU
Raleigh - Durham Intl.
ALB
Albany Intl.
$121 Roundtrip, found 1 day ago
$121
Roundtrip
found 1 day ago
Select Avelo Airlines flight, departing Fri, Aug 29 from Raleigh - Durham Intl. to Albany Intl., returning Mon, Sep 1, priced at $121 found 1 day ago
Breeze Airways
Thu, Aug 28 - Sun, Aug 31
RDU
Raleigh - Durham Intl.
ALB
Albany Intl.
$122 Roundtrip, found 1 hour ago
$122
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Thu, Aug 28 from Raleigh - Durham Intl. to Albany Intl., returning Sun, Aug 31, priced at $122 found 1 hour ago
Breeze Airways
Thu, Aug 28 - Sun, Aug 31
RDU
Raleigh - Durham Intl.
ALB
Albany Intl.
$127 Roundtrip, found 1 hour ago
$127
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Thu, Aug 28 from Raleigh - Durham Intl. to Albany Intl., returning Sun, Aug 31, priced at $127 found 1 hour ago
Breeze Airways
Thu, Aug 28 - Sun, Aug 31
RDU
Raleigh - Durham Intl.
ALB
Albany Intl.
$132 Roundtrip, found 1 hour ago
$132
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Thu, Aug 28 from Raleigh - Durham Intl. to Albany Intl., returning Sun, Aug 31, priced at $132 found 1 hour ago
American Airlines
Mon, Sep 15 - Wed, Sep 17
DCA
Ronald Reagan Washington National
ALB
Albany Intl.
$137 Roundtrip, found 3 days ago
$137
Roundtrip
found 3 days ago
Select American Airlines flight, departing Mon, Sep 15 from Ronald Reagan Washington National to Albany Intl., returning Wed, Sep 17, priced at $137 found 3 days ago
Breeze Airways
Sun, Aug 3 - Thu, Aug 7
RDU
Raleigh - Durham Intl.
ALB
Albany Intl.
$159 Roundtrip, found 2 days ago
$159
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sun, Aug 3 from Raleigh - Durham Intl. to Albany Intl., returning Thu, Aug 7, priced at $159 found 2 days ago
American Airlines
Tue, Jul 8 - Tue, Jul 15
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$161 Roundtrip, found 1 day ago
$161
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jul 8 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Tue, Jul 15, priced at $161 found 1 day ago
Breeze Airways
Sun, Aug 3 - Thu, Aug 7
RDU
Raleigh - Durham Intl.
ALB
Albany Intl.
$164 Roundtrip, found 2 days ago
$164
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sun, Aug 3 from Raleigh - Durham Intl. to Albany Intl., returning Thu, Aug 7, priced at $164 found 2 days ago
Delta
Mon, Sep 15 - Wed, Sep 17
DCA
Ronald Reagan Washington National
ALB
Albany Intl.
$177 Roundtrip, found 3 days ago
$177
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Sep 15 from Ronald Reagan Washington National to Albany Intl., returning Wed, Sep 17, priced at $177 found 3 days ago
JetBlue Airways
Tue, Jul 8 - Tue, Jul 15
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$181 Roundtrip, found 1 day ago
$181
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Jul 8 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Tue, Jul 15, priced at $181 found 1 day ago
United
Tue, Jul 8 - Tue, Jul 15
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$190 Roundtrip, found 1 day ago
$190
Roundtrip
found 1 day ago
Select United flight, departing Tue, Jul 8 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Tue, Jul 15, priced at $190 found 1 day ago
American Airlines
Wed, Jul 30 - Sat, Aug 30
AVL
Asheville Regional
ALB
Albany Intl.
$194 Roundtrip, found 1 day ago
$194
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jul 30 from Asheville Regional to Albany Intl., returning Sat, Aug 30, priced at $194 found 1 day ago
United
Mon, Aug 25 - Sat, Aug 30
SFO
San Francisco Intl.
ALB
Albany Intl.
$264 Roundtrip, found 1 day ago
$264
Roundtrip
found 1 day ago
Select United flight, departing Mon, Aug 25 from San Francisco Intl. to Albany Intl., returning Sat, Aug 30, priced at $264 found 1 day ago
JetBlue Airways
Wed, Jul 9 - Sat, Jul 12
LAX
Los Angeles Intl.
ALB
Albany Intl.
$273 Roundtrip, found 14 hours ago
$273
Roundtrip
found 14 hours ago
Select JetBlue Airways flight, departing Wed, Jul 9 from Los Angeles Intl. to Albany Intl., returning Sat, Jul 12, priced at $273 found 14 hours ago
Delta
Mon, Aug 11 - Wed, Aug 27
DEN
Denver Intl.
ALB
Albany Intl.
$415 Roundtrip, found 1 day ago
$415
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Aug 11 from Denver Intl. to Albany Intl., returning Wed, Aug 27, priced at $415 found 1 day ago
Alaska Airlines
Mon, Jul 14 - Tue, Jul 29
SFO
San Francisco Intl.
ALB
Albany Intl.
$588 Roundtrip, just found
$588
Roundtrip
just found
Select Alaska Airlines flight, departing Mon, Jul 14 from San Francisco Intl. to Albany Intl., returning Tue, Jul 29, priced at $588 just found

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 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 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 $121, 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 $121 right now, why wait?

Windsor Flight Information
Destination airport
Albany Intl.
Destination airport IATA code
ALB
Roundtrip price
$121

Last Minute Hotel Deals in Windsor

Red Roof Inn PLUS+ South Deerfield – Amherst
Red Roof Inn PLUS+ South Deerfield – Amherst
2.5 out of 5
9 Greenfield Rd, South Deerfield, MA
Stay at this hotel in South Deerfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
7/10 Good! (1,008 reviews)
"Good Location"

Reviewed on Jun 16, 2025

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Red Roof Inn PLUS+ South Deerfield – Amherst
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
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! (1,003 reviews)
"Great service from staff. Quite and comfortable room. Liked having a balcony."

Reviewed on Jun 12, 2025

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The Yankee, Trademark Collection by Wyndham
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,828 reviews)

Reviewed on Jun 16, 2025

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Vacation Village in the Berkshires
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
2.5 out of 5
1350 W Housatonic St, Pittsfield, MA
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,003 reviews)
"good stay, clean friendly and it was nice to be able to open the window in the room for fresh clean air. only drawback was it is close to the road and road noise was a little annoying. our room was facing the road and we had the window open so it was a trade off"

Reviewed on Jun 14, 2025

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Best Western Plus Berkshire Hills Inn & Suites
Berkshires Untold
Berkshires Untold
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
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! (609 reviews)
"Overall I would recommend this property. It is certainly a nice place to stay."

Reviewed on Jun 15, 2025

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Berkshires Untold
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
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! (656 reviews)
"Well run, clean, and comfortable."

Reviewed on Jun 16, 2025

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Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Williams Inn
The Williams Inn
4 out of 5
101 Spring Street, Williamstown, MA
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! (456 reviews)
"Beautiful property. Very clean. Short distance to campus."

Reviewed on Jun 10, 2025

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The Williams Inn
Hotel Downstreet, Ascend Hotel Collection
Hotel Downstreet, Ascend Hotel Collection
3 out of 5
40 Main St, North Adams, MA
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)
"Staff super friendly, most comfortable beds imo I’ve slept in. I sleep better there then at my house."

Reviewed on Jun 18, 2025

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Hotel Downstreet, Ascend Hotel Collection
See all 968 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.