SWF

$33 Find Cheap Flights to Stewart Intl. - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest round-trip
$69
Typical prices: $137-$274
Allegiant Air
Mon 12/3Thu 12/6
FLL - SWF • Non-stop
Cheapest one-way
$33
Typical prices: $90-$215
Allegiant Air
Mon 12/3
FLL - SWF • Non-stop
Nonstop flights
You can fly direct with Allegiant Air and Breeze Airways. Average duration is 2h 29m
FAQs
FAQs
Top airlines
Most flights • 12 per week
Best reviews • 8.2 score
Airline reviews
+1
Airline reviews
+1
Top routes
Cheapest • 35% average savings
Most popular
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 17 weeks in advance save around 48% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 31% price drop
Most popular
Good to know
+1
Good to know
+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

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals to New Windsor

Thu, Dec 3 - Sun, Dec 6
Allegiant Air Logo
2:50 pm - 5:59 pmFLL  Fort Lauderdale-SWF New Windsor Stewart
3h 09mnonstop
Allegiant Air Logo
6:49 pm - 10:12 pmSWF  New Windsor Stewart-FLL Fort Lauderdale
3h 23mnonstop
$69Allegiant Air
Thu, Dec 3 - Sun, Dec 6
Allegiant Air Logo
2:50 pm - 5:59 pmFLL  Fort Lauderdale-SWF New Windsor Stewart
3h 09mnonstop
Allegiant Air Logo
6:49 pm - 10:12 pmSWF  New Windsor Stewart-FLL Fort Lauderdale
3h 23mnonstop
$70Allegiant Air
Thu, Dec 3 - Thu, Dec 10
Allegiant Air Logo
2:50 pm - 5:59 pmFLL  Fort Lauderdale-SWF New Windsor Stewart
3h 09mnonstop
Allegiant Air Logo
6:49 pm - 10:12 pmSWF  New Windsor Stewart-FLL Fort Lauderdale
3h 23mnonstop
$70Allegiant Air
Thu, Dec 3 - Thu, Dec 10
Allegiant Air Logo
2:50 pm - 5:59 pmFLL  Fort Lauderdale-SWF New Windsor Stewart
3h 09mnonstop
Allegiant Air Logo
6:49 pm - 10:12 pmSWF  New Windsor Stewart-FLL Fort Lauderdale
3h 23mnonstop
$73Allegiant Air
Thu, Jan 21 - Sat, Jan 23
Breeze Airways Logo
7:20 am - 10:16 amMCO  Orlando-SWF New Windsor Stewart
2h 56mnonstop
Breeze Airways Logo
12:39 pm - 11:42 pmSWF  New Windsor Stewart-MCO Orlando
11h 03m1 stop Raleigh-Durham
$143Breeze Airways
Thu, Jan 21 - Sat, Jan 23
Breeze Airways Logo
7:20 am - 10:16 amMCO  Orlando-SWF New Windsor Stewart
2h 56mnonstop
Breeze Airways Logo
12:39 pm - 11:42 pmSWF  New Windsor Stewart-MCO Orlando
11h 03m1 stop Raleigh-Durham
$146Breeze Airways
Fri, Sep 25 - Sat, Sep 26
Breeze Airways Logo
6:00 am - 10:08 amMCO  Orlando-SWF New Windsor Stewart
4h 08m1 stop Charleston
Breeze Airways Logo
12:39 pm - 11:42 pmSWF  New Windsor Stewart-MCO Orlando
11h 03m1 stop Raleigh-Durham
$146Breeze Airways
Wed, Nov 11 - Sun, Nov 15
Multiple Airlines Logo
9:00 pm - 10:10 amATL  Atlanta Hartsfield-Jackson-SWF New Windsor Stewart
13h 10m1 stop Fort Lauderdale
Multiple Airlines Logo
12:00 pm - 9:09 amSWF  New Windsor Stewart-ATL Atlanta Hartsfield-Jackson
21h 09m1 stop Fort Lauderdale
$146Multiple Airlines
Wed, Nov 11 - Sun, Nov 15
Multiple Airlines Logo
9:00 pm - 10:10 amATL  Atlanta Hartsfield-Jackson-SWF New Windsor Stewart
13h 10m1 stop Fort Lauderdale
Multiple Airlines Logo
12:00 pm - 9:09 amSWF  New Windsor Stewart-ATL Atlanta Hartsfield-Jackson
21h 09m1 stop Fort Lauderdale
$146Multiple Airlines
Sun, Nov 1 - Sat, Nov 7
Multiple Airlines Logo
8:00 am - 11:08 amFLL  Fort Lauderdale-SWF New Windsor Stewart
3h 08mnonstop
Multiple Airlines Logo
12:39 pm - 1:19 pmSWF  New Windsor Stewart-FLL Fort Lauderdale
24h 40m1 stop Raleigh-Durham
$147Multiple Airlines
Booking Insights

Price, demand and travel trends for United States to New Windsor flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from the United States to New Windsor with more confidence.

What is the cheapest flight to New Windsor?

Fort Lauderdale to New Windsor is the cheapest route at $69 round-trip, found in the past 5 days on KAYAK. KAYAK data shows this is also the most popular route.

How much is a flight to New Windsor?

A round-trip flight to New Windsor costs $191 on average, based on data over the past 12 months on KAYAK. Round-trip fares from Orlando average $185, while Atlanta runs a bit higher at $192.

What is the cheapest day to fly to New Windsor?

Friday is the cheapest day to fly to New Windsor at $168 round-trip on average over the past 12 months on KAYAK. Tuesday is the most expensive at $282.

What is the cheapest month to fly to New Windsor?

  • October is the cheapest month to fly to New Windsor with an average price of $131 round-trip.
  • November ($236) and April ($234) are the most expensive.
  • Based on KAYAK data over the past 12 months.

What is the cheapest time of day to fly to New Windsor?

Afternoon flights to New Windsor are the cheapest at $195 round-trip on average. Night flights are the most expensive at $385.

What is a good deal for flights to New Windsor?

Flights under $137 are considered a good deal. 25% of KAYAK users found round-trip flights to New Windsor at or below these prices, with the lowest fares from:

  • Orlando $117
  • Atlanta $123
.

When are flights to New Windsor the cheapest?

Flights to New Windsor are cheapest 17 weeks before departure. Booking in this window typically costs about 48% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight to New Windsor

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
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.

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.

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.

Key details for flights to New Windsor

Low season

February

Cheapest flight

$33
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from Fort Lauderdale to New Windsor

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

Your questions about flights to New Windsor, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • 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 difference between the most popular and the most frequent airline at New Windsor?

    Allegiant Air operates the most flights from the United States to New Windsor at 12 per week, and for this route Allegiant Air is also the airline most often selected by KAYAK users searching for flights from the United States to New Windsor. The two are often different because flight volume reflects an airline's schedule, while popularity reflects traveler choice.

  • How long are nonstop flights to New Windsor from different departure cities?

    Nonstop flight time to New Windsor varies depending on your departure city:

    • from Raleigh: 1h 29m
    • from Charlotte: 1h 46m
    • from Portland: 1h 16m
    • from Myrtle Beach: 1h 44m
    • from Los Angeles: 5h 04m

  • Where can I fly from to get the cheapest fares to New Windsor?

    Based on fares booked in the past 5 days, the cheapest flights to New Windsor are from:
    • Orlando, from $143 round-trip

  • How many flights serve New Windsor?

    New Windsor receives 3 flights per day and 18 per week from across the world. Atlanta has the most flights to New Windsor, with 342 weekly flights.

  • How do I know if a flight to New Windsor is a good deal?

    A good deal on a flight to New Windsor is around $137 round-trip. This fare is in the lowest 25% of round-trip prices searched on KAYAK, averaged across the cities most often searched as origins by KAYAK users.

  • How expensive are last-minute flights to New Windsor?

    Last-minute fares to New Windsor – booked within 2 weeks of departure – run 28% above the average round-trip fare of $191.

Your guide to booking New Windsor flights

From booking to airport arrival, find tips to help you plan your flight with more confidence.
  • For the best chance at a low fare to New Windsor, aim to book around 17 weeks before you fly. That window historically saves about 48% versus last-minute pricing based on KAYAK booking data over the last 12 months.
  • For flights to New Windsor, recent KAYAK data shows that stronger deals tend to land around $137 round-trip. If you see a fare below that threshold, it's a strong deal – book before the price climbs back up.
  • If you can choose when to go, time your trip to New Windsor around October. Round-trip fares historically average $131 that month – typically the cheapest month to travel based on the last 12 months.
  • Before you book:

    • Check the route's typical price range so you can spot a deal.
    • Confirm baggage fees and seat-selection costs on budget carriers.
    • Verify whether you need any travel documents beyond ID.
    • Pick a departure airport, since your nearest may not be the cheapest origin.
  • Shift your departure to noon to save up to $190 per round-trip. Noon flights to New Windsor average $195 compared to $385 for evening flights. See the time-of-day chart above for the full breakdown.
  • Bag allowances vary by airline, fare type, cabin class and route. On flights to New Windsor, some airlines may include bags at no extra cost. For example, Allegiant Air includes a checked bag in Economy Class and Breeze Airways includes a cabin bag and a checked bag in Economy Class. Always check the fare details before booking, since bag policies can change by ticket type.
  • 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 3 airlines flying to New Windsor

 
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.
8.2
Breeze AirwaysOverall score based on 322 reviews
6.8Food
8.2Comfort
8.8Crew
6.8Entertainment
8.4Boarding
Airline reviews

I thought I paid for a round trip for carry-on and my ticket only had one way when I purchased a round trip Didn't make sense to me .Not what you want to hear when it's time to go home.

8.0 ExcellentMark, Sep 2026
Read more Breeze Airways reviews

I thought I paid for a round trip for carry-on and my ticket only had one way when I purchased a round trip Didn't make sense to me .Not what you want to hear when it's time to go home.

Support for wheel chair was not good. Desk did not open until 2 hours before takeoff not check in time.

Boarding process was super smooth and the staff and crew were wonderful. Seats made me feel like I was being bent forward. Might be because I'm shorter and the puffy head rest pushes my head down. I would have liked to have been able to remove it

What entertainment!? Snack i bought was unusual and in very small quantity. Very limited selection of snacks to buy. Taste was mediocre.

Leg room was good. Seat pockets were good. Especially the one for menu. Personal Explanation for potential of needing help since i came on a wheelchair was excellent! That has never happened to me flying before. It happened before many passengers had boarded and the attendant leaned way over in front of me. Great help with my carry on since i was in a wheelchair. I was surprised about cost of drinks and snacks. Didn't know there was no free snack. I was cold on both legs of flight. Asked for a blanket but none was brought. Does Breeze even have them? Temperature was adjusted for a short time. Had to put on jacket and put a shirt from my carry on across my legs. Guy next to me pulled his collar up. My nose was cold to touch. I asked flight attendant if they always kept it that cold. She said she thought they had adjusted the temp. When i suggested she feel how cold my nose was, she said she would note it. Casual dress of crew was interesting to me. I thought tennis shoes was very practical. Observed the captain had gone to get food at a fast food place for the crew before we took off. They did not have time to go having moved from one plane to the next at a different gate than planned. Thought that was great commaradiery! And i told him so. Hard to reach call button and air control. Gate staff suggested we use restrooms before boarding since one on board was so small. Thought that was amusing and thoughtful. Pilot made announcements about delays--mechanical warning light, weather delay, traffic on runway and construction near gate and weather where we were landing. Interesting about crew having to do cleanup. Nice about offering upgrades a couple days before flight. Nice sbout sending reminder to check in.

Flying with this airline is a true nightmare. We got delayed than stranded on layovers due to maintenance issues both ways of our flight and there’s no way to communicate with anyone other than AI bots that are absolutely useless. Never again.

Flight was great except for lunatic lady and her mother sitting middle/window who went nuts when the woman on the aisle wouldn’t stand up right away to let them out even though the aisle was full. Police had to be called. Some people just shouldn’t be allowed to fly.

Flight attendants were wonderful. Seats were comfortable “Nicest” bundle). No screens or meal, but it is a budget airline.

it is an economy airline so lack of perks expected .. however an efficient board, clean plane, pleasant crew and an early arrival for half the price of full service airline

Why do I need to spend $$$ to sit together as a family? It’s beyond frustrating, we were all sitting apart.

The flights to and from Cincinnati were great at being on time for both, departures and arrivals. The planes could use some updating.

It was a dismal experience. The flight was delayed for 4 hours, and we spent hours in the plane, without air, during the summer. We were not provided with water, and the medical assistance was inadequate when it arose.

The landing the pilot was very smooth. The flight attendant was kind of rude.The boarding the plane in punta Gorda was not great made us wait out in the heat 😞

My exit seat was very comfortable Coffee was to be purchased but sodas free 😏

It was poor a four hour delay and no explanation for the delay. What’s a 35 dollars going to do. It also made me miss my car rental,

It was on time. Flight was comfortable. Staff was nice. It was the way a flight should always be.

Allegiant actually impressed me, original inbound flight from PBG was so late they gave us a bird inbound from Des Moines and only left 1h late and gained 40 minutes back in the air. Comfortable flight with no frills but no complaints.

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

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.

Every Allegiant Air flight I've ever taken has been delayed. This flight was delayed a full 2 hours. It was excuse after excuse after excuse. It was a flight from southern Florida. They made us board the plane on time, but made us wait for 2 hours on the tarmac. Because the engines were kept shut off, so was the air conditioning. One can only imagine how hot the air was in the cabin over those 2 hours on the tarmac, while in the hot Florida sun. Just terrible.

My original flight was cancelled. My replacement flight was delayed over 2 hours. I lost my whole day in NY

Delays were crazy long (over an hour) both for boarding and baggage claim

awful expereince. boarding was a mess and not communicated, then we sat on a hot plane and were at risk of getting kicked off

2 hour delay and a lack of air conditioning on the plane. Not a good combination

Poor, had a 5+ hours delay. Kept sitting in the aircraft with three kids. It was terrible

I have flown Jet Blue many times between JFK and SFO. I appreciate how clean the planes are, the ability to select my onboard entertainment and the flight crews have always been amazing! Unfortunately, my trip from SFO to JFK on August 23 was unusual. I arrived early at SFO for the 12:00 noon scheduled boarding. The flight was supposed to take off at 12:45pm but after sitting for a while, the plane had to return to the gate to have a generator inspected. After deplaning and then reboarding, we eventually took off around 3:30 pm. It was explained to the passengers that because the plane was using a backup generator, additional fuel was needed and the flight would take longer than originally scheduled. We were originally supposed to arrive at JFK at 9:32 pm but instead, arrived at midnight. Unfortunately, I was exhausted for the funeral I attended the next morning. As a passenger, I have always expected that the plane will be in good mechanical order and that all parts will function as expected. I'm not entirely certain that if I fly Jet Blue in the future, that I will have the same level of confidence that I had become accustomed to. Thanks for the opportunity to provide this feedback. Kathy Nigro

3 hours late JetBlue flight made me miss my connecting flight to Nairobi Kenya, they did not even offer me hotel accommodation, I paid out of my pocket, they did not know where my luggage was, let say my experience with JetBlue was nightmare.

My screen didn’t work, my seat didn’t recline, the flight attendant was rude and completely dismissive, the airplane was freezing, the seats are way old, slanted and uncomfortable. I payed for a full ticket and got a horrific experience, with a flight attendant who dismissed me even though I was calm respectful and polite.

It was my worse flying experience. It was my first time and last time flying with Jet Blue.

It was my first time in Jetblue flight in 10+ years(?) and the experience was horrible. You were better before. There were ATC delays sitting/waiting in the tarmac for 2 hours, I understand that this isn't Jetblue's problem but how the matter was handled poorly is. Cabin was so warm and hot couldn't get it to cool down for the entire waiting period worse, even during cruise flight. Start, the passengers were spoken to and treated like a little children with no respect. Constant/multiple annoying tone/voice PA announcements of mentioning "... only big/large suitcases are for the bin and small ones need to be placed under the seat, etc,..." I see that flight was delayed and crew were trying to get the plane ready to board as soon as they can but the way they presented was lack of better word, condesending and scolding tone to cattle. It was definite unpleasant, unwelcoming flight experience I have ever had with Jetblue. Whatever happen to smiles and fun employees , pleasant/helpful gate agents, flight attendants, crews, where have they gone? It was dissapointing flight experience overall from everyone. Sorry for the direct transparency.

Traveling to a place near New Windsor?

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

More options for your flight to New Windsor