S$1,060 Cheap Flights to New Windsor

Featured airlines

Singapore Airlines
AirAsia
Scoot
Philippine Airlines
Malaysia Airlines
Thai Airways International
Asiana Airlines
Qatar Airways
Air India
  • Plan, book, fly with confidence
  • trending down icon
    Be in the know
    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon
    Book smarter
    Save up to 40% on select hotels after you book a flight*
  • payments icon
    Earn twice
    Earn your airline miles on top of our rewards
    Sign in

Cheap round-trip flights to New Windsor

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

Virgin Atlantic
Thu, 13 Mar - Wed, 19 Mar
MAD
Adolfo Suárez Madrid-Barajas
HPN
Westchester County
S$1,047 Return, found 1 day ago
S$1,047
Return
found 1 day ago
Select Virgin Atlantic flight, departing Thu, 13 Mar from Adolfo Suárez Madrid-Barajas to Westchester County, returning Wed, 19 Mar, priced at S$1,047 found 1 day ago
Virgin Atlantic
Thu, 13 Mar - Wed, 19 Mar
MAD
Adolfo Suárez Madrid-Barajas
HPN
Westchester County
S$1,075 Return, found 1 day ago
S$1,075
Return
found 1 day ago
Select Virgin Atlantic flight, departing Thu, 13 Mar from Adolfo Suárez Madrid-Barajas to Westchester County, returning Wed, 19 Mar, priced at S$1,075 found 1 day ago
Delta
Thu, 13 Mar - Wed, 19 Mar
MAD
Adolfo Suárez Madrid-Barajas
HPN
Westchester County
S$1,093 Return, found 1 day ago
S$1,093
Return
found 1 day ago
Select Delta flight, departing Thu, 13 Mar from Adolfo Suárez Madrid-Barajas to Westchester County, returning Wed, 19 Mar, priced at S$1,093 found 1 day ago
Delta
Thu, 13 Mar - Wed, 19 Mar
MAD
Adolfo Suárez Madrid-Barajas
HPN
Westchester County
S$1,122 Return, found 1 day ago
S$1,122
Return
found 1 day ago
Select Delta flight, departing Thu, 13 Mar from Adolfo Suárez Madrid-Barajas to Westchester County, returning Wed, 19 Mar, priced at S$1,122 found 1 day ago
Delta
Thu, 13 Mar - Wed, 19 Mar
MAD
Adolfo Suárez Madrid-Barajas
HPN
Westchester County
S$1,182 Return, found 1 day ago
S$1,182
Return
found 1 day ago
Select Delta flight, departing Thu, 13 Mar from Adolfo Suárez Madrid-Barajas to Westchester County, returning Wed, 19 Mar, priced at S$1,182 found 1 day ago
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Find Your Flights to New Windsor NYC

Cheap flights to New Windsor (NYC)

Get started finding a cheap flight to New Windsor on Expedia by either choosing a deal on this page or using the search bar to enter your travel dates, origin airport and whether you want a return or one-way airfare. You can filter for flexibility, number of stops, airline and departure/arrival times to find the best flight for you.

We recommend using the ‘Flexible Dates’ calendar at the top of the page to see the price of plane tickets on the surrounding dates. This allows you to pick the cheapest days to fly if your trip allows flexibility and score cheap flight deals to New Windsor.

Return prices range from S$1,047 - S$1,182 and one-ways New Windsor start as low as S$1,060.

Be aware that choosing a non-stop flight can sometimes be more expensive while saving you time. And routes with connections may be available at a cheaper rate.

 

Airlines that fly to New Windsor (NYC)

You have several options for which airline you choose to travel with to New Windsor. There are 10 airlines flying into NYC: American Airlines, British Airways, Iberia, Virgin Atlantic, Delta. 

Cheap plane tickets may be available from different airlines at different times and with unique terms. It’s best to understand the details of each airline’s offer before judging its value.

For example, if you plan to check in a bag or bring hand baggage, it's worth checking whether the cheap airfare deal includes a baggage allowance. If not, verify whether the baggage fee is higher than the difference of other airline plane ticket deals offering free checked in/hand baggage in exchange for a slightly higher airfare. 

Additionally, your preferred frequent flyer membership programmes may influence your choice of cheap airline. Expedia allows you to enter your membership numbers during checkout to earn points from your airline and Expedia Rewards—all while getting a great deal and planning all your travel on one online platform.

 

Find the best deals

At Expedia, we source many flight deals from multiple providers, so you can easily find the best deals that are right for you. A great strategy for getting the best deals can be to make sure you book and travel at optimal times. Airfare to New Windsor (NYC) varies throughout the year based on seasonal demand. You’ll see the lowest rates for return trips to NYC in March and in March for one-ways.

 

Cancellation & flexibility

To change or cancel eligible flights, go to ‘My Trips’ and navigate to your itinerary. If you booked within the last 24 hours, you might be able to cancel your flight for free. Learn more about flight changes or cancellations from our customer service portal. Some plane tickets are available with no change fees, which you can filter for during your search.

Frequently asked questions

What is the name of New Windsor's airport?
Liberty Intl. Airport (EWR) is the only airport in New Windsor.
What airport is best to fly into New Windsor?
Travellers flying into New Windsor can choose to land at two major airports. Newark Airport is 88 kilometres away from the centre of town. Westchester County Airport (HPN) is 56 kilometres away.
How many airlines fly to New Windsor?
New Windsor is serviced by 31 air carriers from at least 153 worldwide airports.
Which airlines fly to New Windsor?
Most often, travellers choose to fly with United Airlines, JetBlue Airways and Spirit Airlines when going to New Windsor. The biggest proportion of these flights come from Orlando, with United Airlines flying this route the most frequently.
How many nonstop flights are there to New Windsor?
Planning an unforgettable New Windsor holiday is a cinch when there are 4,092 nonstop flights each week to get you there.
Where are the most popular flights to New Windsor departing from?
Travellers frequently set off from Toronto, Orlando and Atlanta airports when flying to New Windsor.
How long is the flight to New Windsor Airport?
Where you depart from determines how long you’ll be strapped into your seat. From Washington to New Windsor, the average flight time is 1 hour and 22 minutes. From Orlando it’s more like 2 hours and 39 minutes, and from Toronto it’s 1 hour and 36 minutes.
How to book the cheapest flight to New Windsor?
We all know those lucky jet-setters who somehow get extremely cheap plane tickets every time they fly. Eager to know how to do it for your New Windsor holiday? Don’t wait until the last moment to secure your flight. Another easy way to get the best price is to research all options. If where you’re headed has multiple airports, don’t forget to look into the cost of flying into a less busy terminal. And finally, don’t forget that the early bird catches the worm. Know what a typical airfare costs and be ready to secure your ticket as soon as you spot an unbeatable bargain. The best deals don’t last long.
How to survive the flight to New Windsor?
Wherever you’re coming from, flying can be a pleasurable experience if you’ve prepared well. Take a peek at these handy tips that will get your New Windsor escape started on the right note.What to pack in your hand luggage:

  • It’s easy — first, put in your passport, travel docs, cash and daily medications. Next, you’ll want some in-flight entertainment to help pass the time. A juicy book and a tablet crammed with your favourite movies are always good options. If you intend to catch a few z’s, a comfy neck pillow and some earplugs will also be useful. Finally, make room for a toothbrush and some cleansing wipes to ensure you hop off the plane feeling fresh and raring to go.

Do not pack the following items in your hand luggage:

  • Make sure you don’t have sharp objects (like a knife or scissors) hiding in one of the zippers of your hand luggage. Other restricted items include explosive or flammable goods, such as aerosol cans and fuel, and gels and liquids in containers with a capacity of more than 3.4 ounces (100 milliliters).

What to wear on a flight:

  • The narrow aisles of a plane are not the best place for a fashion parade. Don comfortable layers and bring a sweater as it tends to get cool inside the cabin during longer flights. Flat, enclosed shoes are also a good choice.
  • Unfortunately, a risk of flying long distances is developing deep vein thrombosis (DVT), a blood clotting condition caused by lengthy periods of inactivity. To prevent this, take every opportunity to walk around and give your legs a stretch. Compression tights and socks are another simple way to help lower your risk.

How to get through airport security fast when flying to New Windsor?
As seasoned travellers know, the secret is to be well organised before you arrive at the airport security gate. That way, you’ll be hopping onto that plane to New Windsor before you know it. Follow these tips and get your trip off to a terrific start:

  • Airport security personnel first need to determine that you have a valid ID and matching boarding pass before anything else. Keep them close by.
  • Time to strip down. Well sort of. Your jacket, belt, keys and other contents of your pockets, like your headphones, will need to go through the X-ray machine. Make your life easier by removing them as your turn draws near.
  • All your electronic gadgets, including your phone and laptop, will also need to be separately scanned.
  • Travelling with a new hand cream? As long as it’s in a container no larger than 3.4 ounces (100 milliliters) and it’s stored in a clear zip-close bag, you’re allowed to bring it with you in your carry-on baggage.
  • It’s also possible you’ll need to remove your shoes to be X-rayed, so wearing lightweight sneakers is always a good idea.
  • Sharp items such as knives and scissors are prohibited in the cabin. They’ll be seized at security, so put them in your checked luggage.

Flights to New Windsor information
Destination airport
Westchester County
Destination airport IATA code
HPN
Destination city name
White Plains
Return price
S$1,047
*Available to Expedia members.