Cheap Flight Deals to Windham NY 

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Your guide to flights to Windham, NY

 fly to Windham, so use Travelocity to search, find, and compare some truly tempting deals from the airlines—that way you can be sure you’ve found the best deal for you. A flight to Windham NY currently costs between and . Prices vary, but for the best fares, travel in when prices are at their lowest.  

Top tips for finding cheap flights to Windham  

The cheapest flight for a round trip to Windham is currently . When you search for flights to Windham, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Windham for nearby days.  The cheapest month to travel to Windham is  from our list of deals available.  

But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.   

How to cancel flights to Windham 

We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.  

Why you should book your flight to Windham with Travelocity 

We have top deals on plane tickets even for last minute flights to Windham, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Windham for less. 

Find The Perfect Hotel For After Your Flight

Luxury Hotels in Windham

Antique Rose Inn Windham

Antique Rose Inn Windham

3 out of 5
326 State Route 296, Windham, NY
The price is CA $188 per night from Nov. 26 to Nov. 27
CA $188
per night
Nov. 26 - Nov. 27
Stay at this 3-star ski B&B in Windham. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Windham Mountain Resort and Windham Country Club ...
9/10 Wonderful! (114 reviews)
Lovely stay in an 1889 Bed & Breakfast.
"The owner or manager was quite accommodating with early checkin for our luggage and let us use her mini refrigerator. She was very friendly and gave us a tour of this 1889 home. She made a delicious breakfast accommodating my gluten and dairy intolerance. The bed and room were totally comfortable! ..."

Reviewed on 11 Aug. 2024

Antique Rose Inn Windham
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.

Family Friendly Hotels in Windham

Antique Rose Inn Windham

Antique Rose Inn Windham

3 out of 5
326 State Route 296, Windham, NY
The price is CA $188 per night from Nov. 26 to Nov. 27
CA $188
per night
Nov. 26 - Nov. 27
Stay at this 3-star ski B&B in Windham. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Windham Mountain Resort and Windham Country Club ...
9/10 Wonderful! (114 reviews)
Lovely stay in an 1889 Bed & Breakfast.
"The owner or manager was quite accommodating with early checkin for our luggage and let us use her mini refrigerator. She was very friendly and gave us a tour of this 1889 home. She made a delicious breakfast accommodating my gluten and dairy intolerance. The bed and room were totally comfortable! ..."

Reviewed on 11 Aug. 2024

Antique Rose Inn Windham
Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant

3.5 out of 5
43 State Route 296, Windham, NY
The price is CA $223 per night from Dec. 16 to Dec. 17
CA $223
per night
Dec. 16 - Dec. 17
Book a stay at this golf B&B in Windham. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (251 reviews)
"Breakfast was very good."

Reviewed on 26 Oct. 2024

Albergo Allegria Hotel & Breakfast Restaurant
Hotel Vienna

Hotel Vienna

2.5 out of 5
107 State Route 296, Windham, NY
The price is CA $180 per night from Nov. 27 to Nov. 28
CA $180
per night
Nov. 27 - Nov. 28
Book a stay at this golf hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.2/10 Wonderful! (474 reviews)
"Pictures give a mOre grand impression that the reality"

Reviewed on 13 Nov. 2024

Hotel Vienna
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Winwood Inn & Condominiums

Winwood Inn & Condominiums

3 out of 5
5220 NY-23, Windham, NY
The price is CA $194 per night from Nov. 27 to Nov. 28
CA $194
per night
Nov. 27 - Nov. 28
Stay at this 3-star spa hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country ...
8.6/10 Excellent! (302 reviews)
"This is our favorite place to stay. It is a beautiful setting and such a peaceful environment. We went a bit out of our way to stay sgain. Our room was clean and the view was gorgeous. Great market next door. We will definitely come back again, even if we just want to get away for the weekend."

Reviewed on 19 Nov. 2024

Winwood Inn & Condominiums
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.

Best Windham Flight and Hotel Packages

Windham flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Silas House

Silas House

3 out of 5
per person
Dec. 30 - Jan. 2
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Hudson (HCC)
The Roxbury at Stratton Falls

The Roxbury at Stratton Falls

2 out of 5
per person
Dec. 30 - Jan. 2
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Hudson (HCC)
Don't see what you're looking for?
See all available trips from Montreal to Windham
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Need a car after flight to Windham?

Economy

Chevrolet Spark or similar
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Jeep Compass
SUV Jeep Compass

Frequently asked questions

Which airlines fly to Windham?
There are 7 airlines that will fly you to the city of Windham, so finding one that suits your travel needs should be a breeze. Choose your favorite seat on one of these highly rated carriers:

  • American Airlines
  • Delta Air Lines
  • United Airlines

What airport is best to fly into Windham?
Before securing your flight to Windham, remember it’s home to two airports. Albany International Airport is 56 kilometers from the center of the city, while HCC is roughly 48 kilometers from all the action downtown.
Where to stay in Windham
Finding the perfect place to stay is a key ingredient for a memorable travel experience. Take your pick of 413 hotels in Windham and start planning the vacation of your dreams!On the hunt for someplace to get some rest in Windham? The Windham Private Heated Indoor Pool and the Windham Ridge Townhouse w/ Beautiful Views - Seasonal Rental are some of our favorite accommodations in this area.
Places to visit in Windham
0 After more ideas? 0 And, there’s still more going on in the surrounding area. 0
How to get through airport security fast when traveling to Windham
These practical hints and tips about airport security checks will save you lots of time and energy on your trip to Windham:

  • Have your boarding pass and travel ID somewhere accessible. They’ll be the first things you’ll be asked to produce by airport security staff.
  • Belts, wallets and keys should be put in a tub for X-raying. If you pass through the body scanner with any one of these items, you’ll be turned back and instructed to remove them.
  • All laptops must be removed from their protective carriers and placed in a tub before X-raying.
  • When you get to the security checkpoint, you’ll be asked to put all creams, gels and liquids in a separate tub for scanning. Make sure they’re all packed in containers no larger than 3.4 ounces (100 milliliters) and sealed in a clear zip-lock bag.
  • The airport security may instruct you to remove your shoes prior to entering the body scanner. Pick a pair that slip off easily. There’s nothing more annoying than having to do your laces up again and again.
  • Multi-tools and corkscrews are not permitted on board the plane. Stash them away in your checked luggage to avoid forfeiting them at the airport security checkpoint.

Plane Tickets To Windham

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Windham. Browse through our inventory to explore a wide range of cheap flights to Windham to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Windham as you anxiously await to exit the plane and explore what Windham has to offer. Considering all the amazing local food and culture in Windham, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Windham to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Windham without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Windham with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Windham today!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.