SWF

$48 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 8/1. 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

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
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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

Fri, Aug 1 - Mon, Aug 4
Allegiant Air Logo
4:01 pm - 7:06 pmFLL-SWF
3h 05mnonstop
Allegiant Air Logo
7:56 pm - 11:21 pmSWF-FLL
3h 25mnonstop
$96Allegiant Air
Find Deal
Mon, Aug 4 - Fri, Aug 8
Allegiant Air Logo
4:01 pm - 7:06 pmFLL-SWF
3h 05mnonstop
Allegiant Air Logo
7:56 pm - 11:21 pmSWF-FLL
3h 25mnonstop
$100Allegiant Air
Find Deal
Fri, Aug 29 - Mon, Sep 1
Allegiant Air Logo
10:00 am - 1:05 pmFLL-SWF
3h 05mnonstop
Allegiant Air Logo
1:55 pm - 5:20 pmSWF-FLL
3h 25mnonstop
$106Allegiant Air
Find Deal
Fri, Oct 17 - Mon, Oct 20
Allegiant Air Logo
7:30 am - 10:41 amFLL-SWF
3h 11mnonstop
Allegiant Air Logo
11:01 am - 2:32 pmSWF-FLL
3h 31mnonstop
$107Allegiant Air
Find Deal
Fri, Aug 8 - Fri, Aug 15
Allegiant Air Logo
4:01 pm - 7:06 pmFLL-SWF
3h 05mnonstop
Allegiant Air Logo
7:37 pm - 11:02 pmSWF-FLL
3h 25mnonstop
$110Allegiant Air
Find Deal
Fri, Sep 5 - Mon, Sep 8
Breeze Airways Logo
7:30 am - 11:44 amMCO-SWF
4h 14m1 stop
Breeze Airways Logo
12:24 pm - 4:59 pmSWF-MCO
4h 35m1 stop
$111Breeze Airways
Find Deal
Fri, Aug 1 - Mon, Aug 4
Allegiant Air Logo
4:01 pm - 7:06 pmFLL-SWF
3h 05mnonstop
Allegiant Air Logo
7:56 pm - 11:21 pmSWF-FLL
3h 25mnonstop
$113Allegiant Air
Find Deal
Fri, Sep 5 - Sun, Sep 7
Breeze Airways Logo
7:30 am - 11:44 amMCO-SWF
4h 14m1 stop
Breeze Airways Logo
11:33 am - 2:47 pmSWF-MCO
3h 14mnonstop
$114Breeze Airways
Find Deal
Fri, Sep 5 - Sun, Sep 7
Breeze Airways Logo
7:30 am - 11:44 amMCO-SWF
4h 14m1 stop
Breeze Airways Logo
11:33 am - 2:47 pmSWF-MCO
3h 14mnonstop
$117Breeze Airways
Find Deal
Fri, Aug 15 - Mon, Aug 18
 Logo
9:45 pm - 10:13 amFLL-SWF
12h 28m1 stop
 Logo
7:37 pm - 11:02 pmSWF-FLL
3h 25mnonstop

Expert advice for your flight to New Windsor

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
Spirit Airlines

Spirit’s Go Big fare includes Big Front Seat and free in-flight Wi-Fi.


Spirit’s Big Front Seat offers 20” width and 11” extra legroom.

Allegiant Air

Allegiant’s Bonus bundle includes a carry-on, seat selection, and ticket change flexibility.


Allegiant’s Trip Flex allows one free flight change or postponement.

Breeze Airways

Breeze’s Nicest fare offers 39” legroom and free Wi-Fi on Airbus A220.


Breeze’s Nicer fare includes extra legroom, priority boarding, and a free checked bag.

Frontier

Frontier’s Premium Bundle offers priority boarding and extra legroom seats.


Frontier’s Economy Bundle includes a carry-on and standard seat choice.

Read more about Frontierby Stefanie Waldek
JetBlue

JetBlue’s Even More Space offers up to 7” extra legroom and priority security access.


Enjoy free gate-to-gate Wi-Fi and live TV on JetBlue flights.

Read more about JetBlueby Harriet Baskas
Our travel experts
Joe Cortez

Joe Cortez

Expert on Spirit Airlines

Joe Cortez

Joe Cortez

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.

Read more
Daniel Scheffler

Daniel Scheffler

Expert on Allegiant Air

Daniel Scheffler

Daniel Scheffler

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.

Read more
Chris Dong

Chris Dong

Expert on Breeze Airways

Chris Dong

Chris Dong

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.

Read more
Stefanie Waldek

Stefanie Waldek

Expert on Frontier

Stefanie Waldek

Stefanie Waldek

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.

Read more
Harriet Baskas

Harriet Baskas

Expert on JetBlue

Harriet Baskas

Harriet Baskas

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.

Read more
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.

What is the cheapest flight to Stewart Intl.?

These are the best round-trip prices found by users searching on KAYAK in the last 72 hours.

In the last 3 days, the cheapest flight deal to Stewart Intl. was found on the route from Fort Lauderdale, at $96 return. The most popular connection is from Myrtle Beach to Stewart Intl. and KAYAK users have found round-trip deals for as low as $110 in the last 3 days.

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.

A flight to New Windsor costs $115 on average. The cheapest price found on KAYAK in the last 2 weeks cost $45 and departed from Fort Lauderdale. The most popular routes on KAYAK are Fort Lauderdale to New Windsor which costs $104 on average, and Myrtle Beach to New Windsor, which costs $194 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 Orlando Sanford Intl Airport $92 round-trip, from Charleston $94 round-trip, from Fort Lauderdale $96 round-trip.


Good to know - Book Cheap New Windsor Plane Tickets

Low seasonFebruary
High seasonJuly
Cheapest flight$48
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 24% increase in price.
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.

  • What is the cheapest flight to Stewart Intl.?

    In the last 3 days, the cheapest flight deal to Stewart Intl. was found on the route from Fort Lauderdale, at $96 return. The most popular connection is from Myrtle Beach to Stewart Intl. and KAYAK users have found round-trip deals for as low as $110 in the last 3 days.

  • 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 $115. The cheapest price found on KAYAK in the last 2 weeks cost $45 and departed from Fort Lauderdale 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 round-trip tickets can be as cheap as $134. On the other hand, the most expensive day to fly is Tuesday, where round-trip prices are $198 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 Fort Lauderdale $73, from Myrtle Beach $118, from Orlando $128
  • 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.
8.0
Breeze AirwaysOverall score based on 187 reviews
8.7Crew
8.1Comfort
6.7Food
8.3Boarding
6.6Entertainment
Airline reviews

Head rest did not move, very uncomfortable. Staff was great. There was no entertainment, would be nice not to have to pay for snack.

10.0 ExcellentAnonymous, Jul 2025BDL - MYR
Read more Breeze Airways reviews

Head rest did not move, very uncomfortable. Staff was great. There was no entertainment, would be nice not to have to pay for snack.

Worst airline - on our flight down from MCO to EYW, there was a huuuuuge delay. We were supposed to take off 12p and it was pushed back to almost 2:30p. We boarded the plane and then sat on the tarmac forever because we were "over" weight and had to burn fuel. Rather than ask guests to volunteer and leave, they kept us on the plane. Finally a family decided to off board and take their luggage with them. Shortly after, we left the terminal but then the pilot told us we may have to sit at the end of the runway for 15-20mins to burn more fuel. Which we ended up doing and of course it started to rain. We finally took off 2:50p. We were supposed to land 1p and didn't land until 3:45p. Basically had time to scramble off the plane, grab our luggage, request transportation to our hotel, unpack, rinse off and hustle over to our 6:30p dinner ressy. It's a shame Breeze is the only non-stop airline from MCO to EYW. For this, not sure I'd ever go back to EYW - most def will not take Breeze again.

Flight was rescheduled from (originally) early Saturday departure to a late Sunday departure. Then the late Sunday departure was delayed again (weather) and got in very late. We’ve enjoyed Breeze a lot, but this particular experience was a little disappointing.

Breeze was good but the sandiego airport had traffic and waiting 1 hour in the plane till take off

The return flight was soooooo much colder than the departure flight to Connecticut! I appreciated the layover because I didn't have to change planes. The staff and the service were the best! Everyone was so professional and accommodating. Having internet was great, but for the movies the flight offers through the app could be updated. THANKS EVERYONE! I fly BREEZE every opportunity I can get.

The flight was comfortable with the usual slight turbulence. Macadamia Nuts would be great snacks to purchase in flight.

This is one of the worst trips that I have ever had. Ending up with an overnight delay. I’m not happy with the fact that they did not provide and set up the arrangement needed for lodging that we had to do it on our own. I also feel there should’ve been Compensation for food.

Had to approach landing twice which caused concern but probably due to weather

This was my first time flying your airline and it was okay. The people were nice but I am not used to all the add ons and no movies or even water. But I knew it was going to be that way. I think I prefer paying for the extras to be more comfortable.

Plane did no snacks and had no wifi or entertainment although the flight was 4 hours long.

flight cancelled after 2 delays. left us sitting in JFK at 1am. no customer service to assist rebooking.

To not have food or proper snacks on a 5 hour flight was the worst.

Spend hours delayed with no food, water anything sitting on the aieplane with no ability to eat or use the restroom. My entire experience was the absolute worst. I will never fly jet Blue again.

It would have been nice if they had offered more than one set of snacks

Ground crew gave me interference about carrying a laptop and a small shoulder bag, even though I told them I traveled with them all the time. I then placed my laptop bag in my carryon and took out a medical device, and ground crew still tried to give interference. I had to remind them that medical devices don't count towards luggage limits. It was quite annoying and unne

Flight was delayed several 3 hours - no reason was given and no communication what so ever.

The gate and ground staff were excellent, friendly, went out of their way to acknowledge my Mosaic status. The plane was an older Airbus, so the seats were a little worn. The in flight attendant was not very nice, and seemed to be annoyed to be at work or be on this flight. Flight was fast and we landed early and pilots kept us informed.

The regular feedback of any changes to our flights. The Jetblue staff were very helpful. Our flights were great. Lots of leg room!

The flight was delayed for 4 hours. Once onboard the crew was wonderful.

I rate it is good we had a 4-hour travel delay at one point but JetBlue gave out food vouchers and travel points credits for another flight so they try to make up for it

Tight! Seats are not designed for those of us who wear extra-large clothes.

The non-stop flight from Grand Rapids was excellent. I neither expected or needed a budget flight and Allegiant made the trip easy and for an affordable price, Arriving at the Mesa Airport (AZA) is a delight compared to the international airport. For our return flight, we were able to arrive 75 minutes before the flight, return the rental car, check our bag and make it to the gate in plenty of time. That would never happen at most airports.

Easiest flights I’ve ever taken. Plane was comfortable without overly crowded seating.

Terrible. Still have not received the refund from them. They sent it to some account that I don't even know. Spoke with costumer service and they are unable to help.

I didn’t like it at all. I miss my second flight because of the delay on Allegiant Air now I m stuck in MCO.

Good, but a bit late on take off after loading. Don't like charging for carry ons!

First time flying with them and will definitely fly again in the future. Crew was so nice and friendly, fought was seamless. They are simple planes, no entertainment, but it’s fine for a short flight or if you have personal devices Rates are competitive, and they did so well with keeping the flight on time after a tropical storm, where other airlines had delays and cancellations.

They boarded passengers that sat in the back of the plane first, making boarding very efficient.

I didn't even take this flight. My plans changed and I couldn't get ahold of customer service and the website kept breaking down during the attempt to change the flight. I wound up taking another airline entirely and eating the cost.

The worst flying experience ever 3 delays. No accommodations. Had to deboard the plane after being delayed.

My flight was canceled I was promised a reginf still not received.

Late, terrible communication, horrible planning of passenger seating until the literal last minute. One of the worst flying experiences of my life. Y'all suck

Both legs of the flight were changed. The day of the flight and length of the trip.

First of all, we never got on the connecting flight to Denver. They delayed our flight for two hours. If we would have gotten on that flight, we would have been stuck in Denver for 13 hours. So we re- routed our flight for a straight through flight to Oklahoma two days later. THEN, they delayed that flight for two hours. After that we were able to finally get on our flight and come home. Frontier Airlines - one of the worst airlines I have ever been on.

Terrible communication with weather delay, lost baggage, near impossible to reach customer service

My tickets got canceled on me by your site and I didn't have a flight. Then you kept sending me emails on the status of q flight I didn't have tickets for.

The delay was ridiculous because nary a word escaped from the gate attendant regarding our flight status. It was a complete joke.

I missed a flight because of a delay. I had to buy a new ticket through Southwest.

The crew was mostly okay. The flight attendant who answered our questions was curt and unhelpful unfortunately. He seemed upset and I understand having off days.

Flight was delayed one hour. Notification to the crowd waiting near the gate was terrible…announcements were unclear and very hard to hear and therefore understand. Frontier does NOT send texts to notify, only email. The reader board over the gate itself was NEVER updated to indicate the gate had been changed. It’s like a bunch of children are running things.

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.

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