SWF

$39 Find Cheap Flights to New Windsor

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to New Windsor departing on 4/9. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to New Windsor

 
These are the airlines KAYAK users have selected most often from within our search results for flights to New Windsor, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to New Windsor, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$97
Overall average: $209
Allegiant Air
Sun 3/29Sun 4/12
FLL - SWF • Non-stop
Cheapest one-way
$39
Typical prices: $52-$124
Allegiant Air
Thu 4/9
FLL - SWF • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
JetBlue’s Even More Space adds 7” legroom and priority.
Breeze’s Nicest fare offers 39” legroom and free Wi-Fi.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Allegiant Air
Most flights • 23 per week
Breeze Airways
Best reviews • 8.1 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to New Windsor!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights to New Windsor

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to New Windsor that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals to New Windsor

Sun, Mar 29 - Sun, Apr 12
Allegiant Air Logo
6:30 am - 9:39 am
FLL
-
SWF
3h 09mnonstop
Allegiant Air Logo
11:45 am - 2:52 pm
SWF
-
FLL
3h 07mnonstop
$97Allegiant Air
Wed, May 6 - Sat, May 9
Breeze Airways Logo
9:45 am - 11:25 am
RDU
-
SWF
1h 40mnonstop
Breeze Airways Logo
12:05 pm - 1:45 pm
SWF
-
RDU
1h 40mnonstop
$98Breeze Airways
Thu, Apr 9 - Sun, Apr 12
Allegiant Air Logo
7:40 am - 10:55 am
FLL
-
SWF
3h 15mnonstop
Allegiant Air Logo
11:45 am - 2:52 pm
SWF
-
FLL
3h 07mnonstop
$98Allegiant Air
Thu, Apr 23 - Sun, Apr 26
Allegiant Air Logo
7:40 am - 10:55 am
FLL
-
SWF
3h 15mnonstop
Allegiant Air Logo
11:45 am - 2:52 pm
SWF
-
FLL
3h 07mnonstop
$101Allegiant Air
Wed, May 6 - Sat, May 9
Breeze Airways Logo
9:45 am - 11:25 am
RDU
-
SWF
1h 40mnonstop
Breeze Airways Logo
12:05 pm - 1:45 pm
SWF
-
RDU
1h 40mnonstop
$102Breeze Airways
Thu, Apr 23 - Sun, Apr 26
Allegiant Air Logo
7:40 am - 10:55 am
FLL
-
SWF
3h 15mnonstop
Allegiant Air Logo
11:45 am - 2:52 pm
SWF
-
FLL
3h 07mnonstop
$102Allegiant Air
Thu, May 7 - Sun, May 10
Allegiant Air Logo
7:40 am - 10:55 am
FLL
-
SWF
3h 15mnonstop
Allegiant Air Logo
11:45 am - 2:52 pm
SWF
-
FLL
3h 07mnonstop
$104Allegiant Air
Thu, Apr 23 - Sun, Apr 26
Allegiant Air Logo
7:40 am - 10:55 am
FLL
-
SWF
3h 15mnonstop
Allegiant Air Logo
11:45 am - 2:52 pm
SWF
-
FLL
3h 07mnonstop
$105Allegiant Air
Sun, Mar 29 - Sun, Apr 5
Allegiant Air Logo
6:30 am - 9:39 am
FLL
-
SWF
3h 09mnonstop
Allegiant Air Logo
10:29 am - 1:49 pm
SWF
-
FLL
3h 20mnonstop
$106Allegiant Air
Sat, May 9 - Sun, May 10
Multiple Airlines Logo
7:00 am - 11:25 am
TPA
-
SWF
4h 25m
1 stop
Multiple Airlines Logo
11:45 am - 10:09 pm
SWF
-
TPA
10h 24m
1 stop
$184Multiple Airlines
Booking Insights

KAYAK's insights & trends for flights to New Windsor

Get data-powered insights and trends for flights to New Windsor to help you find the cheapest flights, the best time to fly and much more.

How much is a flight to New Windsor?

The average and cheapest price for all round-trip flights to New Windsor from each origin found by users searching on KAYAK in the last month.

On average, a flight to New Windsor costs $166. The cheapest price found on KAYAK in the last 2 weeks cost $48 and departed from Orlando Sanford Intl Airport. The most popular routes on KAYAK are Fort Lauderdale to New Windsor which costs $137 on average, and Orlando to New Windsor, which costs $143 on average.

See prices from:

What is a good deal for flights to New Windsor?

If you’re looking for cheap airfare to New Windsor, 25% of our users found tickets to New Windsor for the following prices or less: From Tampa $80 one-way - $173 round-trip, from Orlando Airport $103 one-way - $178 round-trip, from Orlando Sanford Intl Airport $112 one-way - $118 round-trip.

Expert advice

Expert advice for your flight to New Windsor

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Joe Cortez

Joe Cortez

Expert on Spirit Airlines

Joe Cortez is a seasoned managing editor in aviation with over a decade of industry experience. His work has been featured on prominent platforms such as FlyerTalk and TripSavvy, establishing him as a respected voice in aviation journalism.

Daniel Scheffler

Daniel Scheffler

Expert on Allegiant Air

Daniel Scheffler is a travel writer, podcaster, and producer. Born in Africa, bred in Europe and now living in America he has traveled to 140 countries (and all 50 U.S. states). Plus he has stayed at over 2500 hotels across the globe. His original shows Everywhere and Without Maps (available on Spotify) showcase his beliefs, travel is about humanity and sharing that beauty. And thus it reminds you that you shouldn’t believe everything you think.

Chris Dong

Chris Dong

Expert on Breeze Airways

Chris is a consumer travel reporter covering aviation, trending travel news, hotels, and loyalty programs—all for leading global publications like Travel + Leisure, The Washington Post, AFAR, and more. In addition to writing, Chris is a video host for Travel + Leisure, giving consumers an inside look at the latest in air travel.

Stefanie Waldek

Stefanie Waldek

Expert on Frontier

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Harriet Baskas

Harriet Baskas

Expert on JetBlue

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Good to know - Book Cheap New Windsor Plane Tickets

Low seasonFebruary
Cheapest flight$39
Best time to beat the crowds but there is an average 16% increase in price.
Most popular time to fly and prices are also 11% lower on average.
Flight from Fort Lauderdale to Stewart Intl.

When to book flights to New Windsor

Are your dates flexible? Find out the best times to travel to New Windsor based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. The information is for flights to New Windsor based on your location. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs - booking Stewart Intl. flights

  • What airlines fly directly to Stewart International Airport?

    There are several US cities that you can fly direct to Stewart Airport from. Allegiant Air offers direct flights from Punta Gorda (PGD), Orlando (SFB), and Tampa (PIE) in Florida, Savannah (SAV) in Georgia, and Myrtle Beach (MYR) in South Carolina. JetBlue also flies direct to Orlando and Fort Lauderdale (FLL). American Airlines offers direct service to Stewart from Philadelphia. For each of these flights, there is usually at least one departure a week. You can set up an alert with KAYAK to notify you of any changes.

  • Does Stewart International Airport provide assistance for passengers with special needs?

    To ensure you find the increased accessibility assistance you need, you can speak to the airport staff upon your arrival so that they can make the proper arrangements, such as wheelchair services. All the restrooms at the airport are accessible, and there are customer care associates wearing red jackets throughout the terminal ready to assist passengers as well.

  • Is there a bus I can take to New York City from Stewart International Airport?

    The most direct way to get to New York City is the Stewart Airport Express coach service, which leaves from the airport terminal. Tickets are around $20 for adults and about $10 for children aged 5-11 years. There is one departure a day around 5.15 pm and takes about 90min to Port Authority Bus Terminal in New York City.

  • Are there train options from Stewart International Airport?

    There is a shuttle bus from Stewart Airport to Beacon Station Monday to Friday, from around 9.00 am to about 8.25 pm. The trip costs about $1. Or you can take a taxi during off-peak hours. From Beacon Station, you can catch the Metro-North Hudson Line to Grand Central Station. Depending on the train, you may need to transfer. Trains generally run from around 4.30 am to around 11.10 pm with departures every hour or two hours. Tickets vary from peak to off-peak times and may be subject to an extra charge if purchased aboard the train.

  • How far is New Windsor Stewart Airport from central Stewart Intl.?

    The city center of Stewart Intl. is 4 miles from New Windsor Stewart Airport.

  • What is the name of Stewart Intl.’s airport?

    Stewart Intl. is served by New Windsor Stewart Airport, also commonly referred to as Newburgh Stewart, Stewart, or Stewart Intl. The airport code is SWF.

  • How much is a flight to New Windsor?

    On average, a flight to New Windsor costs $166. The cheapest price found on KAYAK in the last 2 weeks cost $48 and departed from Orlando Sanford Intl Airport.

  • What is the cheapest day to fly to New Windsor?

    Based on KAYAK data, the cheapest day to fly to New Windsor is Friday where tickets can be as cheap as $110. On the other hand, the most expensive day to fly is Sunday, where prices are $190 on average.

  • How does KAYAK find such low prices on flights to Stewart Intl.?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Stewart Intl..

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Stewart Intl.?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Stewart Intl. is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Stewart Intl.?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Stewart Intl. with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Stewart Intl.?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Stewart Intl. up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Stewart Intl.

  • Looking for cheap airfare to Stewart Intl.? 25% of our users found round-trip tickets to Stewart Intl. for the following prices or less: From Myrtle Beach $78, from Fort Lauderdale $107, from Orlando $140
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Stewart Intl. flight deals.
  • Stewart International Airport (SWF) services New York City, as well as cities in the Hudson Valley including New Windsor, Newburgh, Beacon, Kingston, Poughkeepsie, New Paltz, and West Point.
  • The airport normally closes at around 1.00 am every day until about 4.00 am, so you should make sure to have transport plans in place if you have a late-night arrival.
  • If you need cash to continue on your journey into New York, there are ATMs by the baggage claim area and at the Welcome Center so that you can withdraw money any time of the day.
  • Car rental companies, including Avis, Enterprise, and Budget, offer pick-up car rentals from Stewart if you prefer to drive into New York from the airport.
  • If you prefer to catch a taxi from the airport, you need to contact the Welcome Center or a customer care representative to help you arrange a ride.
  • There are food services and shops at the airport if you want to grab a drink or a snack before you leave the airport to continue into New York.

Reviews of the top 4 airlines flying to New Windsor

 
See real verified KAYAK customer reviews for airlines flying to New Windsor. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from the United States to New Windsor. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to New Windsor? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.1
Breeze AirwaysOverall score based on 271 reviews
6.6Entertainment
8.2Comfort
6.6Food
8.3Boarding
8.7Crew
Airline reviews

Our flight was delayed 7 hours. Due to a change in equipment we were downgraded from "Nicest" to "Nicer," even having to pay for a soft drink. Disappointing. To Breeze's credit that issued a $100 flight credit. A refund would have been more appreciated.

6.0 GoodJames, Feb 2026
RDU - RSW
Read more Breeze Airways reviews

Our flight was delayed 7 hours. Due to a change in equipment we were downgraded from "Nicest" to "Nicer," even having to pay for a soft drink. Disappointing. To Breeze's credit that issued a $100 flight credit. A refund would have been more appreciated.

Lost my luggage and terrible experience with customer service trying to track it down

10 hour delay with minimal updates. Couldn’t leave terminal and then ended up on redeye with a dirty broken plane. It is literally impossible to reach customer service via gate agent, app, phone, text or email.

I thought that I had pre-purchased carry-on luggage and was surprised when I tried to check in that I did not have it.

Flight departure was 90 min delayed, and the boarding experience was confused, stressful, and generally poor. Additionally, the wifi on the plane was malfunctioning for all but the final 15 min of the flight into ILM.

Great experience and In love flying in and out of Provo airport

You get what you pay for. It’s like a bus but flying. No frills, no snacks. Leg room was fine, boarding was good.

Overall good. Plenty of legroom and fairly comfortable seats. No issues with capacity and the overhead been even though most people brought several carry-ons on. I don’t think Breeze really enforces the pay for a carry-on rule.

Surprised at how much I enjoyed Breeze. Paid for the Nicer upgrade which made it closer in price to a flag ship carrier but with more comfortable seats and much more leg room. Crew was polite and since we brought our food no loss there. Would make the point that the ‘have to pay for a carry-on is BS’. Most people did not and had several. Still was plenty of room in the overheads.

Comfortable seating, adequate space available, nice to have USB port, polite crew.

Superb. Staff great. Great flight. As with other airlines, seating too tight and restrictive.

There is not one likable thing about this airline. It’s starts with the deceptive pricing and continues through the whole flight. The worst staff I’ve ever experienced way over priced bags absolutely no food or drink (unacceptable and you should be embarrassed) the seats are cramped and uncomfortable there is no entertainment there is nothing about this trash airline that constitutes any amount of money. It’s worse than spirit and way more expensive it is disgraceful. Do not travel with Allegiant I repeat do not bother no matter what they say the price is it is never ever going to be the right choice I’m mind blown at how awful the entire experience was I’m embarrassed that I chose so poorly I cannot reiterate enough how beyond horrible this company and its staff are, not one person on this flight or at the airport is qualified to sweep up trash on a city sidewalk they should certainly never be given any job that requires a brain or manners or communication with human beings, what a disgrace to the human race. Your criminal chiselers and should be put out to pasture

Great flight. Friendly staff. Free snacks and drinks would be nice. I would love fewer taxes and fees added on.

My 90 year old father flew with me. He needed wheel chair assistance and is nearly deaf. The staff was amazing with him.

It was fine. Nobody was outstandingly friendly but no one was rude and everything was smooth . The captain thanked us for flying but no one greeted me as I walked on the plane or as I exited which is the least they could do lol

Clean, friendly, roomy. But check-in from the phone link was terrible. Repeated attempts wouldn’t save at the final step. Just kept spinning! It was very frustrating. Finally, I used the app (vs website link) to check-in which worked very smoothly on the first attempt.

Check in on the web portal was cumbersome! After several attempts I finally got the boarding pass.

Excellent flight and even arrived 23 min early. No entertainment , or wi fi on board, but I downloaded a couple of movies beforehand which kept me entertained. Really like flying Allegiant airlines.

WE were delayed about an hour and never any communications from the employees working the gate. We also were moved to a total of three gates.

I love how they show love to their customers and care about them too.

Very smooth flight, good legroom with the "even more room" seats. Entertainment choice was excellent, wifi on board, plane was modern. Pilot got a round of applause for a smooth landing in very blustery conditions. Love flying with them. Check in was OK too. We were too early so we had to wait until groundstaff showed up 3hrs before the flight.

No included food for a 5 hour flight and the entertainment was only accessible if you had wired headphones (not provided). Otherwise though, great and smooth flying and customer service.

They initially informed us that the flight was delayed, but only after waiting an hour for updates. In any event, the flight was canceled, but the way it was handled was really poor and egregious. I feel they handled the situation of informing travelers very irresponsibly. I sat in a wheelchair at the airport for over four hours before finally being told that the flight was canceled.

Friendly crew, efficient boarding and flight arrived early. Couldn’t ask for a better experience

Horribly rude check in at airport, worst in 25 years of flying. All over a simple issue they could have googled to resolve.

1) No pilot available for 1 hour 2) no room for most passengers careyon in overhead—-> stowed below 3) when we landed we had to wait 45 min. Before docking at gate as gate was not ready

The ride share experience in JFK is terrible. After traveling on a flight, then you need to take a subway to the last stop to get an uber or lyft. Unacceptable. Bad job JetBlue for permitting JFK and Port Authority to do this to your passengers.

Four plus hour flight delay in New York caused us to take off after 11:30pm. We didn’t arrive at our hotel until five hours after check in. Started the trip off feeling exhausted.

I don’t usually fly budget airlines or airlines in the United States. It was as good as any other airline. The seats are comfortable and the airline attendants are not rude & surly. Very nice flight (s).

They have the most inexperienced / rude flight staff I’ve encountered

Gate not determined until I got to the airport - hard to plan the trip to the airport.

Our flight was canceled. I will never use Kayak nor Frontier for travel again. The entire experience was a headache.

Frontier.. nickel and dime add-ons. Flight late, on time, late again, last minute gate change, arrival gate required a shuttle to the terminal. They sure keep you guessing.. if you like a little chaos and airport anxiety, this is the airline for you!

This is my second time flying with Frontier. My current experience was very favorable. The staff from the gate to the plane was friendly, warm and professional. The food options lacked in my opinion. This area needs some attention in my opinion.

There was no food and no entertainment, so I'm not sure why these are even in the survey, as my understanding is frontier does not ever offer food without a few, not even a snack, and there are no screens so unless the flight safety talk is our entertainment why ask how we liked it?. One of the flight attendants say in the back of the plane as people filed in to their seats, yelling orders about where to put baggage and telling people to hurry up. It was the least professional experience I've ever had on a flight.

Very well recently! Frontier is improving and less harrassing customer on luggages! Positive!

Good for a budget airline! It was easy to get on, staff was really nice. Can’t say anything about the food or entertainment because it wasn’t available, which is fine.

I am writing to express my disappointment with my recent Frontier Airlines flight. I was charged $99 at the gate because my bag was said to be too large, yet once onboard there was no available overhead bin space, and I was required to place the bag under the seat in front of me anyway. This made the charge feel unnecessary and unfair. Additionally, before the flight even took off, I was asked to move from the seat I paid for into a middle seat so another passenger and her cat could have my seat to themselves. I was not offered compensation or an explanation for being moved from a paid seat. Between the unexpected bag fee and being forced to give up my seat, this experience fell well below acceptable customer service standards. I would appreciate a review of this situation and appropriate compensation.

It was costly and difficult to check in. $85 to take a small suitcase with me, carry on or checked and $75 on the return trip, Plus $25 if I didn't check my self in check in $25, because I couldn't do it on the kiosk. Small very uncomfortable seats, waited on the runway for near an hour each way. It was my worst flight to date.

It was ok. It was expensive to check 2 bags ($75.00 per bag), and then it took a long time to wait for shuttle to take us from one terminal to the terminal where the plane was taking off at LAX. And all of this for a flight where we had to pay for any food or drink that was not water.

Traveling to a place near New Windsor?

Book flights to New Windsor if you plan to visit one of these locations
Kingston
Woodstock

Everything you need to know for your flight to New Windsor

Flights with popular airlines flying to New Windsor

Flights from the other most popular airlines that fly from the United States to New Windsor according to KAYAK users. Prices are the lowest found on KAYAK over the last 7 days. Price and availability are not guaranteed.