Cheap flights To New Windsor (NYC) from $48

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Cheap Flights to New Windsor from $48 One Way, $87 Round Trip

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

Wed, Sep 2 - Sat, Sep 5
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$87 Roundtrip, found 5 days ago
$87
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Sep 2 from Raleigh - Durham Intl. to Westchester County, returning Sat, Sep 5, priced at $87 found 5 days ago
Thu, Sep 3 - Sun, Sep 6
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$92 Roundtrip, found 18 hours ago
$92
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Thu, Sep 3 from Raleigh - Durham Intl. to Westchester County, returning Sun, Sep 6, priced at $92 found 18 hours ago
Fri, Aug 21 - Sun, Aug 23
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$97 Roundtrip, found 1 day ago
$97
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Aug 21 from Raleigh - Durham Intl. to Westchester County, returning Sun, Aug 23, priced at $97 found 1 day ago
Fri, Sep 4 - Mon, Sep 7
CHS
Charleston Intl.
SWF
Stewart Intl.
$102 Roundtrip, found 2 days ago
$102
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Sep 4 from Charleston Intl. to Stewart Intl., returning Mon, Sep 7, priced at $102 found 2 days ago
Wed, May 6 - Sat, May 9
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$102 Roundtrip, found 8 hours ago
$102
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Wed, May 6 from Raleigh - Durham Intl. to Stewart Intl., returning Sat, May 9, priced at $102 found 8 hours ago
Fri, May 8 - Sun, May 10
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$102 Roundtrip, found 12 hours ago
$102
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Fri, May 8 from Raleigh - Durham Intl. to Westchester County, returning Sun, May 10, priced at $102 found 12 hours ago
Fri, Mar 13 - Mon, Mar 16
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$103 Roundtrip, found 11 hours ago
$103
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Fri, Mar 13 from Raleigh - Durham Intl. to Westchester County, returning Mon, Mar 16, priced at $103 found 11 hours ago
Fri, Feb 27 - Mon, Mar 2
MCO
Orlando Intl.
HPN
Westchester County
$110 Roundtrip, found 4 days ago
$110
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Feb 27 from Orlando Intl. to Westchester County, returning Mon, Mar 2, priced at $110 found 4 days ago
Fri, Sep 11 - Sun, Sep 13
CHS
Charleston Intl.
HPN
Westchester County
$122 Roundtrip, found 6 days ago
$122
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Fri, Sep 11 from Charleston Intl. to Westchester County, returning Sun, Sep 13, priced at $122 found 6 days ago
Tue, Mar 10 - Tue, Mar 17
JAX
Jacksonville Intl.
HPN
Westchester County
$122 Roundtrip, found 7 hours ago
$122
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Tue, Mar 10 from Jacksonville Intl. to Westchester County, returning Tue, Mar 17, priced at $122 found 7 hours ago

New Windsor Flight Information

Traveling To
New Windsor
Destination Airport IATA Code
NYC
Number of Airlines Serving
Airlines
Breeze Airways
Flight Price
$87
Earliest Departing Flight
Latest Departing Flight

Flights Review

Oct 14, 2019

Newark airport is a pain...but it's not United's fault. The actual flight was just fine.

A verified traveler
Philadelphia to Newark · United

Book Your Flight & Hotel Together & Save

New Windsor economy flight packages

Price found within the past 48 hours. Click for updated prices.
Sleep Inn & Suites Monroe - Woodbury
2.5-star property

Sleep Inn & Suites Monroe - Woodbury

Mar 24 - Mar 27

3 night stay

Los Angeles (LAX) to Newburgh (SWF)

Spirit Airlines • Roundtrip • Coach
Price was $427, price is now $391 per person
$391
per person
found 1 day ago
Caldwell House Bed & Breakfast
3.0-star property

Caldwell House Bed & Breakfast

Mar 8 - Mar 13

5 night stay

Chicago (ORD) to Newburgh (SWF)

Frontier Airlines • Coach

Newburgh (SWF) to Chicago (ORD)

Spirit Airlines • Coach
Price was $1,144, price is now $1,080 per person
$1,080
per person
found 1 day ago
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New Windsor

Finding cheap flights to New Windsor is easy when you have Orbitz at your fingertips. Not only does Orbitz offer great deals on New Windsor flights, but we also include some special extras to make booking a breeze. Just check out our:

Mobile Site and Apps

With Orbitz’s mobile site, m.orbitz.com, you can book your flights to New Windsor through your smartphone or tablet’s Web browser. Plus, our free downloadable apps for Android and iPhone mean it’s just a simple click to access your flight updates and alerts. You can even book exclusive mobile-only deals on hotels to go with your flights to New Windsor—even on the same day.

Pick and Choose or Book Full Vacation Packages

Don’t just be satisfied with great deals on New Windsor flights—go for the full package! With Orbitz, you can also find fantastic savings on the perfect hotel, car rental, cruise, and even activities, so you don’t waste your trip waiting in line but have the time to enjoy your trip. Pick and choose the add-ons you need, or book an entire vacation package for greater overall discounts.

Rewards That Are Miles Better

Booking directly with an airline earns you air miles or points, and you can get those same rewards with booking on Orbitz too. When you book qualifying flights to New Windsor with Orbitz, just add in your frequent flyer number during your online booking and your details will be sent to your program.

Great Deals Every Day

Add in our extra savings on packages, free nights, and other discounts, and you know you are in good hands.

Frequently asked questions

Which airlines fly to New Windsor?
You can choose from 20 airlines with services to Liberty Intl. Airport (EWR), the leading airport in the city. With plenty of options, you're bound to pick up a fabulous deal. Here are some of the favorite international airlines that'll get you to New Windsor — and then exploring every nook and cranny of this city:

  • United Airlines - 1,152 flights to New Windsor per month
  • Porter Airlines - 232 flights to New Windsor per month
  • Air Canada - 187 flights to New Windsor per month

How much is a flight to New Windsor?
Prices for return flights to New Windsor this past week fluctuated between $87 and $122. If you were traveling one-way out of Orlando (MCO), you could have bagged ticket prices from as low as $48.
How to book the cheapest flight to New Windsor?
With some of the best flight deals around, you can jet for less with Orbitz. The following useful tips will help you pick up cheap flights to New Windsor — and leave you with cash to spare:

  • Consider departing from or arriving at alternative airports to save on your airfare. Enter your preferred departure and arrival airports in the form fields, then choose the 'Nearby airports' function below. It will list any available options.
  • If your plans aren't written in stone, click on the 'Show flexible dates' option to check out the flight deals for different departure dates. You may find a cheaper fare.
  • You can also select the 'Show options' link to filter results for your preferred airline, seating class, and nonstop and refundable flights. Under 'Sort & Filter' to the left, you can even choose the time of day you'd like to fly.
  • The early bird catches the most impressive deals, so book as soon as you know your travel dates. The cheapest fares sell fast and prices normally increase as the departure date nears.
  • Bundle your hotels, flights and car rental into a package deal and score great discounts. Save your hard-earned dollars for things that really excite you, like exploring New Windsor.
  • Flying during peak season means expensive airfares. If possible, plan your vacation outside of popular dates, such as school breaks, Thanksgiving and Easter.

What is the best time to book a flight to New Windsor?
If possible, purchase your flights to New Windsor in January. This is the best month to reserve low airfares, followed by February and August. With a bit of patience and planning, you're guaranteed to find a cheap flight with Orbitz.
What day of the week is the cheapest to book a flight to New Windsor?
Make a booking on a Tuesday, Wednesday or Saturday. Generally, these are the cheapest days to purchase seats to New Windsor. The vacation of your dreams starts with an incredible flight deal!
What is the cheapest day of the week to fly to New Windsor?
Based on Orbitz data from 2020, Monday is normally the best day to get cheap flights to New Windsor. Tuesday also has budget-friendly fares whereas Saturday has the most expensive ticket prices. Although leaving at the weekend may be more convenient, you'll have more money in your pocket to play with if you fly out earlier in the week.
What is the cheapest month to fly to New Windsor?
If you're flexible with your travel dates, think about leaving in August. Orbitz data shows that this is generally the best month to take off if you're after cheap flights to New Windsor. As you might imagine, fares rise in the busy month of June and flights get snapped up fast.
Which airlines allow free cancellation?
If you're worried your travel plans may change, Orbitz can help you lock in a flexible ticket. All you need to do is select "Filter by flexible change policies" when searching for your New Windsor flights. We'll show you all the airlines that offer free cancellation and no change fees — along with awesome low prices.
What do I need for the flight to New Windsor?
The key to a comfortable and stress-free flight is to prepare well. Listed below are some tips that'll help get you ready for your journey:

  • Before you step on board the plane, you'll need to present some type of government-issued ID, such as a passport. You'll also need your boarding pass. If you're traveling with children, check with your airline about which documents they require — if any.
  • Take some activities to keep you busy on your trip to New Windsor. Books and electronic gadgets like tablets and e-readers are perfect. Remember to take a refillable water bottle as well. Even on a short flight, it's important to stay well-hydrated.
  • Whatever the weather's doing outside, plane cabins can get seriously cold. Bring a light jacket on board to keep yourself cozy.

How do I get cheap first-class/business deals to New Windsor?
There are ways of booking first or business-class airfares to New Windsor that won't burn through your budget. Claim a seat at the front of the plane for less with these handy tips:

  • Flexibility is key. By being open to other travel dates, you'll have more chances of finding a deal on business or first-class airfares.
  • A lot of low-cost carriers these days have comfortable business or premium-class seating without the hefty fees.
  • Bid for an upgrade in online auctions (if available) or upgrade with points earned through loyalty programs.

What is the best time to go to New Windsor?
If you want to immerse yourself in the culture of New Windsor in the peak season, April, May and July are the best months to visit. June 20 marks the beginning of summertime in the Northern Hemisphere and is a fantastic time to go if you enjoy the great outdoors. At this time of the year, average daily temperatures generally range from 60 ºF to 80 ºF.

More to Explore

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.