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$37 Find Cheap Flights to Stewart Intl. - Compare and Save

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Everything you should know

Cheapest round-trip
$85
Typical prices: $142-$278
Allegiant Air
Sun 1/28Wed 1/31
FLL - SWF • Non-stop
Cheapest one-way
$37
Typical prices: $90-$218
Allegiant Air
Sun 1/7
FLL - SWF • Non-stop
Nonstop flights
You can fly direct with Allegiant Air and Breeze Airways. Average duration is 2h 31m
FAQs
FAQs
Top airlines
Most flights • 11 per week
Best reviews • 8.2 score
Airline reviews
+1
Airline reviews
+1
Top routes
Cheapest • 41% average savings
Most popular
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 15 weeks in advance save around 42% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 24% price drop
Most popular
Good to know
+1
Good to know
+1
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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, Jan 28 - Sun, Jan 31
Allegiant Air Logo
8:30 am - 11:35 amFLL  Fort Lauderdale-SWF New Windsor Stewart
3h 05mnonstop
Allegiant Air Logo
12:25 pm - 4:02 pmSWF  New Windsor Stewart-FLL Fort Lauderdale
3h 37mnonstop
$85Allegiant Air
Thu, Jan 28 - Sun, Jan 31
Allegiant Air Logo
8:30 am - 11:35 amFLL  Fort Lauderdale-SWF New Windsor Stewart
3h 05mnonstop
Allegiant Air Logo
12:25 pm - 4:02 pmSWF  New Windsor Stewart-FLL Fort Lauderdale
3h 37mnonstop
$88Allegiant Air
Thu, Jan 21 - Sun, Jan 31
Allegiant Air Logo
8:30 am - 11:35 amFLL  Fort Lauderdale-SWF New Windsor Stewart
3h 05mnonstop
Allegiant Air Logo
12:25 pm - 4:02 pmSWF  New Windsor Stewart-FLL Fort Lauderdale
3h 37mnonstop
$88Allegiant Air
Fri, Jan 22 - Mon, Jan 25
Allegiant Air Logo
7:20 am - 10:11 amPGD  Punta Gorda-SWF New Windsor Stewart
2h 51mnonstop
Allegiant Air Logo
11:01 am - 2:30 pmSWF  New Windsor Stewart-PGD Punta Gorda
3h 29mnonstop
$88Allegiant Air
Sat, Jan 16 - Wed, Jan 20
Breeze Airways Logo
9:59 am - 11:39 amRDU  Raleigh-Durham-SWF New Windsor Stewart
1h 40mnonstop
Breeze Airways Logo
12:39 pm - 2:19 pmSWF  New Windsor Stewart-RDU Raleigh-Durham
1h 40mnonstop
$96Breeze Airways
Sat, Dec 5 - Sat, Dec 12
Breeze Airways Logo
9:59 am - 11:39 amRDU  Raleigh-Durham-SWF New Windsor Stewart
1h 40mnonstop
Breeze Airways Logo
12:39 pm - 2:19 pmSWF  New Windsor Stewart-RDU Raleigh-Durham
1h 40mnonstop
$96Breeze Airways
Sat, Dec 5 - Wed, Dec 9
Breeze Airways Logo
9:59 am - 11:39 amRDU  Raleigh-Durham-SWF New Windsor Stewart
1h 40mnonstop
Breeze Airways Logo
12:39 pm - 2:19 pmSWF  New Windsor Stewart-RDU Raleigh-Durham
1h 40mnonstop
$97Breeze Airways
Wed, Jan 13 - Wed, Jan 20
Multiple Airlines Logo
6:44 pm - 11:35 amRDU  Raleigh-Durham-SWF New Windsor Stewart
16h 51m1 stop Fort Lauderdale
Multiple Airlines Logo
12:39 pm - 2:19 pmSWF  New Windsor Stewart-RDU Raleigh-Durham
1h 40mnonstop
$131Multiple Airlines
Wed, Jan 13 - Sat, Jan 23
Multiple Airlines Logo
6:44 pm - 11:35 amRDU  Raleigh-Durham-SWF New Windsor Stewart
16h 51m1 stop Fort Lauderdale
Multiple Airlines Logo
12:39 pm - 2:19 pmSWF  New Windsor Stewart-RDU Raleigh-Durham
1h 40mnonstop
$131Multiple Airlines
Fri, Dec 4 - Sun, Dec 6
Multiple Airlines Logo
6:49 pm - 11:39 amFLL  Fort Lauderdale-SWF New Windsor Stewart
16h 50m1 stop Raleigh-Durham
Multiple Airlines Logo
6:49 pm - 10:12 pmSWF  New Windsor Stewart-FLL Fort Lauderdale
3h 23mnonstop
$134Multiple Airlines
Booking Insights

Price, demand and travel trends for flights to New Windsor

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

What is the cheapest flight to New Windsor?

Fort Lauderdale to New Windsor is the cheapest route at $85 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?

On average, a round-trip flight from the United States to New Windsor costs $195, based on KAYAK data over the past 12 months. Round-trip fares from Fort Lauderdale average $150, while Raleigh runs a bit higher at $175.

What is the cheapest day to fly to New Windsor?

Friday is the cheapest day to fly to New Windsor at $179 round-trip on average over the past 12 months on KAYAK. Tuesday is the most expensive at $268.

What’s the cheapest month to fly to New Windsor?

•January is the cheapest month to fly to New Windsor with an average price of $148 round-trip.
•November ($237) 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 $198 round-trip on average. Evening flights are the most expensive at $322.

What is a good deal for flights to New Windsor?

Flights under $142 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:
•Fort Lauderdale $107
•Punta Gorda $118
•Raleigh $136.

When are flights to New Windsor the cheapest?

Flights to New Windsor are cheapest 15 weeks before departure. Booking in this window typically costs about 42% 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.

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.

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.

Key details for flights to New Windsor

Low season

February

Cheapest flight

$37
Beat the crowds with an average 66% drop in travelers.
The most popular month to fly with an average 66% increase in travelers.
One-way 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.

  • 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 $142 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 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 40m
    • From Charleston: 2h 08m
    • From Orlando: 2h 39m
    • From Tampa: 2h 46m
    • From Punta Gorda: 2h 50m

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

    Last-minute fares to New Windsor (booked within 2 weeks of departure) are typically 25% higher than the average round-trip fare of $195.

  • 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 11 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 many flights serve New Windsor?

    New Windsor receives 2 flights per day and 17 per week from across the world. Orlando has the most flights to New Windsor, with 4 weekly 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.

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, book around 15 weeks before departure. Based on KAYAK data from the last 12 months, fares are historically about 42% lower during this window than last-minute fares.
  • For flights to New Windsor, a good round-trip fare is around $142. If you find a fare below that, you're getting a strong deal.
  • If your travel dates are flexible, consider flying to New Windsor in January. Round-trip fares historically average $148, making January the cheapest month to travel based on KAYAK data from 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 $124 per round-trip. Noon flights to New Windsor average $198 compared to $322 for afternoon flights.
  • 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 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 324 reviews
8.2Comfort
8.4Boarding
6.8Entertainment
6.7Food
8.8Crew
Airline reviews

This was our first time flying with Breeze Airways, and I can honestly say it won’t be our last! From the pilots and flight attendants to the wonderful staff helping passengers board and exit the plane, everyone was incredibly friendly, kind, caring, and professional. It was clear that everyone took pride in their work and genuinely cared about the passengers’ experience. The airplane itself was exceptionally comfortable, making the entire journey even more enjoyable. What a refreshing experience to fly with an airline that truly puts its passengers first! We look forward to flying with Breeze Airways again and highly recommend them!

10.0 ExcellentAnonymous, Oct 2026
Read more Breeze Airways reviews

This was our first time flying with Breeze Airways, and I can honestly say it won’t be our last! From the pilots and flight attendants to the wonderful staff helping passengers board and exit the plane, everyone was incredibly friendly, kind, caring, and professional. It was clear that everyone took pride in their work and genuinely cared about the passengers’ experience. The airplane itself was exceptionally comfortable, making the entire journey even more enjoyable. What a refreshing experience to fly with an airline that truly puts its passengers first! We look forward to flying with Breeze Airways again and highly recommend them!

Driving 1.5 hours to connect in Charleston to New Haven CT was a waste. New Haven is the worst airport in the US. Everything is outside and this is an issue in bad weather. Zero parking. Only opening 2 hours before wheels up gives you no flexibility. I am done with Breeze. By the time i buy everything i need, im saving no money.

Flight Grand Jct to Las Vegas the internet wasn't working. Flight Las Vegas to Grand Jct we didnt have internet & my air vents was broken making the plane a bit warm. I understand not having a lot of food choices for such a short flight, but not pretzels, cookies or anything offered & only free beverage choices were water, tea, or coffee; not even ginger ale or a soda. Like everything else, you get less & pay more these days.

Breeze Airways is a no nonsense, no extra fluff kind of airline. They have just the basics, boarding is short and easy, and the cost for flights are fair. Will definitely be flying Breeze again!

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

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.

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.

Terrible. We needed to change return flights due to an incoming hurricane. They would not refund our return flight.

The employees at Sioux Falls airport were friendly and helpful. As a veteran/retired military Allegiant allows two checked bags, one carry on bag and a seat on the plane all at no cost. The flight crew and pilots were friendly and very competent.

The check-in and flight crew employees are excellent. The flight was good and the seats were adequate.

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 😞

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.

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