$35 Find Deals on Flights from 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 from New Windsor to Worldwide departing on 2/26. 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

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Find Cheap Flights from Stewart Intl.

Where can I fly from Stewart Intl.?Prices from SWF, departing Fri 1/2 and returning Fri 1/9

Book Cheap International Flights from New Windsor

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from 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 international flight deals from New Windsor to anywhere

Tue, Jan 6 - Wed, Jan 14
Spirit Airlines Logo
6:00 am - 1:31 pmLGA-CUN
7h 31m1 stop
Spirit Airlines Logo
1:21 pm - 7:40 pmCUN-LGA
6h 19m1 stop
$275Spirit Airlines
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Fri, Jan 9 - Tue, Jan 13
Multiple Airlines Logo
11:05 am - 9:15 pmEWR-CUN
10h 10m1 stop
Multiple Airlines Logo
1:21 pm - 11:58 pmCUN-EWR
10h 37m1 stop
$275Multiple Airlines
Find Deal
Thu, Jan 29 - Mon, Feb 2
Aeromexico Logo
8:30 am - 4:35 pmJFK-CUN
8h 05m1 stop
Aeromexico Logo
6:42 pm - 12:40 pmCUN-JFK
17h 58m1 stop
$276Aeromexico
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Sat, Jan 17 - Mon, Jan 26
TAP AIR PORTUGAL Logo
10:00 pm - 11:45 pmJFK-BCN
19h 45m1 stop
TAP AIR PORTUGAL Logo
10:55 am - 8:05 pmBCN-JFK
15h 10m1 stop
$326TAP AIR PORTUGAL
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Thu, Jan 22 - Mon, Jan 26
TAP AIR PORTUGAL Logo
10:00 pm - 8:20 pmJFK-BCN
16h 20m1 stop
TAP AIR PORTUGAL Logo
10:55 am - 8:05 pmBCN-JFK
15h 10m1 stop
$327TAP AIR PORTUGAL
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Tue, Feb 3 - Wed, Feb 18
LEVEL Logo
11:45 pm - 1:20 pmJFK-BCN
7h 35mnonstop
LEVEL Logo
6:35 pm - 10:00 pmBCN-JFK
9h 25mnonstop
$328LEVEL
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Sun, Jan 11 - Fri, Jan 16
United Airlines Logo
9:15 am - 8:00 amLGA-MAD
16h 45m2 stops
United Airlines Logo
1:35 pm - 7:02 pmMAD-LGA
11h 27m1 stop
$365United Airlines
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Thu, Feb 26 - Mon, Mar 9
TAP AIR PORTUGAL Logo
10:00 pm - 2:05 pmJFK-MAD
10h 05m1 stop
TAP AIR PORTUGAL Logo
12:10 pm - 9:05 pmMAD-JFK
13h 55m1 stop
$365TAP AIR PORTUGAL
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Wed, Feb 11 - Mon, Feb 16
Multiple Airlines Logo
10:35 am - 8:00 amLGA-MAD
15h 25m1 stop
Multiple Airlines Logo
1:35 pm - 9:33 pmMAD-LGA
13h 58m1 stop
$366Multiple Airlines
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Fri, Jan 16 - Sat, Jan 24
Multiple Airlines Logo
5:45 pm - 9:35 amEWR-BVA
9h 50m1 stop
Multiple Airlines Logo
10:00 am - 4:15 pmBVA-EWR
12h 15m1 stop
$413Multiple Airlines
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Book Cheap Domestic Flights from New Windsor

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from 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 domestic flight deals from New Windsor

Fri, Jan 9 - Mon, Jan 12
Allegiant Air Logo
11:09 am - 2:52 pmSWF-FLL
3h 43mnonstop
Allegiant Air Logo
7:15 am - 10:19 amFLL-SWF
3h 04mnonstop
$76Allegiant Air
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Sun, Feb 1 - Sun, Feb 8
Allegiant Air Logo
10:48 am - 2:05 pmSWF-PIE
3h 17mnonstop
Allegiant Air Logo
7:10 am - 9:58 amPIE-SWF
2h 48mnonstop
$77Allegiant Air
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Mon, Feb 2 - Fri, Feb 6
Allegiant Air Logo
11:09 am - 2:52 pmSWF-FLL
3h 43mnonstop
Allegiant Air Logo
7:15 am - 10:19 amFLL-SWF
3h 04mnonstop
$77Allegiant Air
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Thu, Jan 22 - Thu, Jan 29
Allegiant Air Logo
10:48 am - 2:05 pmSWF-PIE
3h 17mnonstop
Allegiant Air Logo
7:10 am - 9:58 amPIE-SWF
2h 48mnonstop
$78Allegiant Air
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Mon, Dec 15 - Fri, Dec 19
Allegiant Air Logo
12:27 pm - 3:40 pmSWF-FLL
3h 13mnonstop
Allegiant Air Logo
2:59 pm - 6:06 pmFLL-SWF
3h 07mnonstop
$78Allegiant Air
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Mon, Jan 12 - Fri, Jan 16
Breeze Airways Logo
12:11 pm - 4:49 pmSWF-MCO
4h 38mnonstop
Breeze Airways Logo
7:15 am - 11:31 amMCO-SWF
4h 16mnonstop
$106Breeze Airways
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Mon, Jan 12 - Fri, Jan 16
Breeze Airways Logo
12:11 pm - 4:49 pmSWF-MCO
4h 38m1 stop
Breeze Airways Logo
7:15 am - 11:31 amMCO-SWF
4h 16m1 stop
$107Breeze Airways
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Mon, Jan 12 - Fri, Jan 16
Breeze Airways Logo
12:11 pm - 4:49 pmSWF-MCO
4h 38m1 stop
Breeze Airways Logo
7:15 am - 11:31 amMCO-SWF
4h 16m1 stop
$108Breeze Airways
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Thu, Jan 29 - Sun, Feb 1
Allegiant Air Logo
10:48 am - 2:05 pmSWF-PIE
3h 17mnonstop
Allegiant Air Logo
7:10 am - 9:58 amPIE-SWF
2h 48mnonstop
$108Allegiant Air
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Fri, Feb 6 - Sun, Feb 8
Multiple Airlines Logo
11:09 am - 11:08 pmSWF-ATL
11h 59m1 stop
Multiple Airlines Logo
5:43 pm - 10:19 amATL-SWF
16h 36m1 stop
$144Multiple Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for flights from New Windsor

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

Which are the most popular places to fly to from New Windsor?

The domestic destinations KAYAK users have most searched for when searching for flights from New Windsor.
Based on KAYAK flight searches, the most popular place to fly from New Windsor is Orlando (18% of total searches). The next most popular destinations are Fort Lauderdale (15%) and Dallas (6%).

What are the most popular international flights out of New Windsor?

The international destinations KAYAK users have most searched for when searching for flights from New Windsor.
There are many international destinations you can fly to from New Windsor. The most popular international destinations among KAYAK users are Lima, Punta Cana and Oslo.

What is the longest direct flight from New Windsor?

The longest direct flight you can take from New Windsor is to Orlando, with a duration of 3h 14m. The next longest is Fort Lauderdale at 3h 13m, followed by a flight to Tampa at 3h 08m.

Good to know

Low seasonNovember
Cheapest flight$35
Best time to beat the crowds but there is an average 30% increase in price.
Most popular time to fly with an average 19% increase in price.
Flight from Stewart Intl. to Fort Lauderdale

FAQs for booking flights out of Stewart Intl.

  • Which other towns can I visit after landing at Boston International Airport from New Windsor?

    If you are flying to Boston Logan International Airport (BOS) from New Windsor (SWF), remember that you can explore other towns in the neighborhood. For instance, if you intend to visit Smithfield, Wareham, Shirley, Bedford, or Somerset, you must first land at BOS, then connect there by bus or taxi.

  • Are pets allowed on flights from New York Stewart International Airport to Orlando?

    As the leading operator between New York Stewart International Airport (SWF) and Orlando International Airport (MCO), Allegiant Airlines allows passengers to bring their furry friends into the cabin, including cats and dogs. However, you must present recent vaccination and other health records and be willing to lock your furry friends in their cages.

  • Are there accessible services on airlines operating from New York Stewart International Airport to Philadelphia?

    Yes. All four airlines operating at New York Stewart International Airport (SWF), including Allegiant, Frontier, Pay, and Atlantic, cater to the needs of passengers with disabilities. Both the departure and arrival stations have well-trained staff ready to help you when boarding and deplaning. Furthermore, a wheelchair service is available and can be requested when booking.

  • Can I upgrade my seat when flying from New Windsor and Miami?

    Major airlines flying between New Windsor (SWF) and Miami International Airport (MIA) allow passengers to upgrade seats from Economy to Business- or First-Class. Typically, this service is available during booking, check-in, or as travelers go through the boarding gate. Moreover, you can check with your airline in advance before traveling.

  • What is New Windsor also known as?

    New Windsor Stewart Airport’s airport code is SWF. It can also be referred to as Newburgh Stewart, Stewart, Stewart Intl.

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from 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 from 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 your destination with an airline and back to Stewart Intl. with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from 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 from 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 a cheap flight out of Stewart Intl.

  • Looking for a cheap flight? 25% of our users found tickets from Stewart Intl. to the following destinations at these prices or less: Fort Lauderdale $83 one-way - $109 round-trip; Myrtle Beach $71 one-way - $197 round-trip; Orlando $48 one-way - $186 round-trip
  • New York Stewart International Airport (SWF) is an operating base for many airlines providing direct connections to destinations globally. From here, Play Airlines offers direct flights to Reykjavik, Frontier to Orlando, Atlantic Airways to Vágar, and Allegiant to Orlando, Punta Gorda, and St. Pete-Clearwater/Tampa. The facility is relatively smaller compared to other airports in the US, and you can expect shorter queues and fast service.
  • Buses and taxis offer reliable connections from the city center of New Windsor to the New York Stewart International Airport (SWF). Leprechaun Lines and Transit Oranges companies provide regular transfers along this route, lasting under 2 hours. However, taxis offer quicker means; you will arrive in under 10 minutes.
  • Parents departing from New Windsor (SWF) to other destinations will be glad to learn that Frontier Airlines and Atlantic Airways cater to the needs of every family member. The carriers have spacious seats with extra legroom, children’s menus, and kid-friendly entertainment for the little ones.
  • Suppose your journey from New Windsor (SWF) entails long-haul flights to Europe. In that case, it is recommended to fly Business- or First-Class. These cabins guarantee comfort and luxury during the trip. In addition, you feature lie-flat seats where you can spread the provided bedding and pillows and enjoy a nap.
  • Flights from New York Stewart International Airport (SWF) to London transit through other cities before landing at the London Heathrow Airport (LHR). Popular layover destinations along this route include Orlando (MCO), Raleigh (RDU), and Reykjavík (RKV). Usually, these stopovers vary depending on the carrier, and flight schedules.

Reviews of the top 5 airlines serving from New Windsor to Worldwide

 
Need help choosing which airline to fly with from New Windsor to Worldwide? 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 241 reviews
8.8Crew
8.2Comfort
8.3Boarding
6.6Entertainment
6.7Food
Airline reviews

Great experience. Non stop is great in and of itself.

10.0 ExcellentDebbie, Nov 2025MCO - PWM
Read more Breeze Airways reviews

Great experience. Non stop is great in and of itself.

Lady at check in counter helped me get a seat in the cut row all to myself.

It was great except the other passengers who didnt have children complaining and not giving grace to the mommas with tiny babies who were trying to comfort their little ones during the decent. They were clearly trying and every child travels different.

It was pretty good. Only thing that makes our boarding uncomfortable was, that we had to pass TSA at terminal 1 and after that walk 15 minutes to terminal B, because bus was insufficient to take so many people and waiting time for the bus was more then 1 hour.

Something about the chair was uncomfortable, Maine the curvature of the back.

I would have liked to listen to music and that was not a choice. Would have liked a meal on almost 5 hour flight. 1st class not as nice as others.

Nice aircraft but no in flight entertainment was disappointing. I felt nickel and dimed to death having to pay for my seat, my carry-on and then my soda!

I was surprised with Breeze Airlines. It was my first time flying with them, and I was hesitant. It was a great experience. The seats are really comfortable. You have much more space than other airlines, and they are better quality seats. The service was amazing, and we landed almost an hour before schedule. It was an amazing experience; I really recommend Breeze Airlines.

Ridiculous to have to pay for carry on and to pick seats

We did have a delay but nothing that affected our schedule to terribly. Breeze is the best budget airline that we have found for the eastern seaboard. Price is good. Baggage rates aren't terrible. I suggest checking a bag which gets you more bang for your buck. They fly into smaller airports which is so much easier than trying to get through Logan or JFK. Overall good trip.

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

No internet on a flight over three hours in this age is criminal. Staff inattentive and dismissive

Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.

flight was delayed for hours with no explanation. The plane was a very old aircraft.

Communication since no reason or explanation was given for 3 hrs delay

The flight departed more than 1 hour late. Leg room is bigger than most airlines

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

No music app working: no economy meal on five hour flight; hour on tarmac at the end waiting for a gate. Flight itself was smooth and easy.

Communication with the customer and stay is important. Staff off with a minor inconvenience but it worked out of course. Also this was a very old Mint Class plane. They snuck this one in on us. The updated aircraft are much better.

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.

I liked how when I got on board how fast we ended up taking off but what I truly disliked was how uncomfortable the seats were. There was truly never a time that I could ever get comfortable during both of my flights. The seats could get away during shorter flights but flights 3 hour plus makes it hard to enjoy.

The crew was great and the flight was very smooth. Can’t really judge food since I did not get any because it costs money. The seat was comfortable for what we bought. Thanks!

Crew was great. No entertainment and food and beverage was for purchase only, even water

It was canceled. The flight wasn’t rescheduled, everyone had to figure out their own new arrangements. They said we would get refunded our original fare and receive an additional $150. We received links for $100 only and they expired before we could activate them.

The plane had originated in Las Vegas at 6:30 in the morning and flew to Moline where we boarded. The flight left around 12:30 PM and there were no boxed snacks available and many of the alcoholic beverages were unavailable. I would find it hard to believe that that many of the passengers coming from Las Vegas at 6:30 in the morning, drank and ate that much of the items. I can only come to the conclusion that someone failed to stock the plane for the round-trip. This is a huge revenue failure for the airline and disappointment for the passengers. The flight crew did not seem happy to be there and did not engage with passengers. Allegiant you can do better.

They did not let my husband on the plane with our service animal at the last minute. Do NOT fly this airline with a service animal!

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

Excellent experience in every way, from ground crew helpfulness, boarding experience, inflight service all the way to modern equipment. My new favorite airline. I wish I could fly with them more often.

For a no frills flight this was surprising comfortable. The crew were helpful and nice. The flight was smooth and there were no delays or issues which I haven't had on a flight in a long time. I would definitely fly with them again.

The flight was canceled by play less than 24 hours prior to the trip, and I was unable to re-book. Have not received a refund for the trip despite filling out the appropriate form.

Was was cancelled less than 24 hours prior to my scheduled departure by PLAY. Despite my attempts to rebook my travel, I encountered significant cost increases that rendered this option unfeasible. In accordance with EC Regulation 261/2004, airlines are required to issue a full refund for cancelled flights within seven days of the scheduled departure if a refund is requested instead of rebooking on another flight. It has been three weeks without a refund or an answer

Have not recieved full refund for my flight, which was cancelled less than 24 hours prior to my scheduled departure by PLAY. Despite my attempts to rebook my travel, I encountered significant cost increases that rendered this option unfeasible. In accordance with EC Regulation 261/2004, airlines are required to issue a full refund for cancelled flights within seven days of the scheduled departure if a refund is requested instead of rebooking on another flight. This request was completed three weeks ago an answer or refund.

It would have been better to have USB charging ports available on the longer haul Flight that one of 2 hours

Was very good Staff was great. No tv monitors tho. So long flights make it longer

The worst. No free beverages. No entertainment on an overseas flight. Not enough space. Never again.

Play is affordable! Only way we fly from the states to Europe. Left late but arrived on time

have screens on backs of chairs...offer free snacks and water

Cancelled my flight and the earliest that they are willing give me for the next flight which was 3 days later on a weekday. Only accommodation they are willing to give was $30 airline credit that will expire in 1 year

Terrible Airline I will never fly that airline again. Shame on you for recommending them.

Flight was canceled, huge lines to get baggage returned. Most other airlines had delays but not widespread cancellations like Spirit.

never ever fly spirit airlines you will be screwed in the end

I didn't eat, so I can't rate the food. Delayed set off was beyond

No free snacks or drinks. Freezing. Uncomfortable. No plugs or entertainment. If you fly to LA the make you change terminals with a slow bus. Awful trip that took forever. Terrible airline- maybe the worst I’ve ever flown.

Very positive in both directions. Safe travels, nice staff, lost and found in fact found my phone under my chair! I was out of cash after my NYC trip otherwise I would've offered a reward for helping my day out immensly! Thanks you so much Spirit staff!

Like: seats that don't move; fast boarding; engaging crew; low-prices; individual gate at LGA; access to restrooms at the gate Dislike: no water on the flight

The flight was cancelled at the last minute. Will never fly Spirit again. Without a doubt the worst airline around.

My flight was delayed several times and eventually cancelled. Then the re-booked flight for 8pm was delayed multiple times over, and eventually it would have forced me to be at the airport for 9 hours. I accepted a rebook for the following day, fortunately I was able to stay with my friend again in New York, but if I didn’t have him as a resource it would have been much more upsetting.

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