$40 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 12/12. 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.
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Find Cheap Flights from Stewart Intl.

Where can I fly from Stewart Intl.?Prices from SWF, departing Thu 12/4 and returning Thu 12/11

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, Nov 18 - Fri, Nov 21
Spirit Airlines Logo
6:00 am - 1:35 pmLGA-CUN
7h 35m1 stop
Spirit Airlines Logo
2:44 pm - 11:21 pmCUN-LGA
8h 37m1 stop
$260Spirit Airlines
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Thu, Jan 1 - Fri, Jan 16
Aeromexico Logo
10:12 am - 2:40 pmJFK-CUN
4h 28mnonstop
Aeromexico Logo
1:43 pm - 10:06 pmCUN-JFK
8h 23m1 stop
$261Aeromexico
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Sat, Dec 6 - Sat, Dec 13
Spirit Airlines Logo
7:32 am - 1:13 pmLGA-CUN
5h 41m1 stop
Spirit Airlines Logo
10:12 am - 5:30 pmCUN-LGA
7h 18m1 stop
$261Spirit Airlines
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Sat, Dec 6 - Fri, Dec 12
Air Europa Logo
10:05 pm - 4:35 pmJFK-BCN
12h 30m1 stop
Air Europa Logo
11:35 am - 5:50 pmBCN-JFK
12h 15m1 stop
$364Air Europa
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Mon, Nov 24 - Wed, Dec 24
United Airlines Logo
6:15 pm - 1:10 pmLGA-BCN
12h 55m1 stop
United Airlines Logo
1:35 pm - 11:43 pmBCN-LGA
16h 08m2 stops
$364United Airlines
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Wed, Nov 26 - Wed, Dec 3
Aer Lingus Logo
5:00 pm - 10:50 amJFK-BCN
11h 50m1 stop
Aer Lingus Logo
11:30 am - 7:25 pmBCN-JFK
13h 55m1 stop
$365Aer Lingus
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Mon, Nov 17 - Thu, Nov 20
American Airlines Logo
5:59 pm - 10:20 amLGA-MAD
10h 21m1 stop
American Airlines Logo
1:00 pm - 7:59 pmMAD-LGA
12h 59m1 stop
$368American Airlines
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Fri, Dec 5 - Tue, Dec 9
Iberia Logo
5:35 pm - 10:20 amJFK-MAD
10h 45m1 stop
Iberia Logo
4:25 pm - 7:15 pmMAD-JFK
8h 50mnonstop
$368Iberia
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Mon, Nov 17 - Tue, Nov 25
Air Canada Logo
12:45 pm - 11:00 amLGA-MAD
16h 15m2 stops
Air Canada Logo
6:25 am - 4:59 pmMAD-LGA
16h 34m2 stops
$369Air Canada
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Fri, Nov 14 - Fri, Nov 21
Multiple Airlines Logo
4:00 pm - 8:50 pmEWR-BVA
22h 50m2 stops
Multiple Airlines Logo
10:35 pm - 4:42 pmBVA-EWR
24h 07m2 stops
$427Multiple 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, Dec 12 - Mon, Dec 15
Allegiant Air Logo
12:27 pm - 3:40 pmSWF-FLL
3h 13mnonstop
Allegiant Air Logo
8:30 am - 11:37 amFLL-SWF
3h 07mnonstop
$92Allegiant Air
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Fri, Dec 12 - 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
$94Allegiant Air
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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
$96Allegiant Air
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Thu, Nov 13 - Tue, Nov 18
Allegiant Air Logo
6:14 pm - 9:17 pmSWF-PIE
3h 03mnonstop
Allegiant Air Logo
7:40 am - 10:26 amPIE-SWF
2h 46mnonstop
$110Allegiant Air
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Thu, Jan 15 - Thu, Jan 22
Allegiant Air Logo
6:49 pm - 9:01 pmSWF-MYR
2h 12mnonstop
Allegiant Air Logo
4:09 pm - 5:59 pmMYR-SWF
1h 50mnonstop
$110Allegiant Air
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Sun, Dec 7 - Thu, Dec 11
Allegiant Air Logo
11:09 am - 2:09 pmSWF-PIE
3h 00mnonstop
Allegiant Air Logo
7:30 am - 10:19 amPIE-SWF
2h 49mnonstop
$115Allegiant Air
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Mon, Jan 5 - Fri, Jan 9
Breeze Airways Logo
12:24 pm - 2:53 pmSWF-CHS
2h 29mnonstop
Breeze Airways Logo
9:23 am - 11:31 amCHS-SWF
2h 08mnonstop
$117Breeze Airways
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Fri, Jan 16 - Fri, Jan 23
Breeze Airways Logo
12:11 pm - 2:41 pmSWF-CHS
2h 30mnonstop
Breeze Airways Logo
9:23 am - 11:31 amCHS-SWF
2h 08mnonstop
$118Breeze Airways
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Sun, Jan 11 - Thu, Jan 15
Breeze Airways Logo
12:13 pm - 3:32 pmSWF-MCO
3h 19mnonstop
Breeze Airways Logo
8:35 am - 11:33 amMCO-SWF
2h 58mnonstop
$122Breeze Airways
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Fri, Dec 5 - Sun, Dec 7
Multiple Airlines Logo
12:27 pm - 7:11 amSWF-TPA
18h 44m1 stop
Multiple Airlines Logo
8:07 pm - 11:37 amTPA-SWF
15h 30m1 stop
$180Multiple Airlines
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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 (22% of total searches). The next most popular destinations are Fort Lauderdale (19%) and New Orleans Louis Armstrong (5%).

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 Venice, London and Sao Paulo.

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 06m, followed by a flight to Punta Gorda at 3h 06m.

Good to know

Low seasonOctober
Cheapest flight$40
Best time to beat the crowds with an average 0% drop 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 $48 one-way - $100 round-trip; Myrtle Beach $83 one-way - $141 round-trip; Orlando $110 one-way - $162 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.
8.1
Breeze AirwaysOverall score based on 225 reviews
8.2Comfort
8.7Crew
8.3Boarding
6.6Entertainment
6.7Food
Airline reviews

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.

10.0 ExcellentAnonymous, Nov 2025ORF - SAN
Read more Breeze Airways reviews

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.

First time flying Breeze everything went smoothly. Left early and arrived early to our destination. Definitely will be flying again with them!😊

Great! Only problem is we can’t use the northbound flight on this route as it arrives much too late and is not non-stop.

Given some type of snack. Had staff that hated their job and life in general. Have regular overhead bins. The bags have to go sideways and even then, they barely fit. The seats in the front - what would be considered business class were nice. Nothing extra but nice for a short flight. But the regular seats were so close I have no idea how people even fit it them.

Our gate was changed twice, but since they were super close it wasn't an issue. We were delayed 90 mins or so, which wasn't great, but sometimes that's just what happens. Communication was the issue. We weren't kept informed about delays--with more information I would have gotten a real meal, taken a "bio break" and purchased a new book. Because another. flight was being updated more frequently about their delays, I thought ours would be shorter and stayed close by. It left me feeling more frustrated than was necessary.

Your feedback should include a "not applicable" button. There was no food, nor entertainment on our flight. Also, a snack on a short flight will be nice to have

Boarding at BDL gate 24 was confused, but balanced out by friendly, responsive gate attendants. The crew were friendly and made for a straightforward flight. Seats were fine, but the aircraft needs to go in for cabin maintenance. The air nozzles overhead were all loose and could not be closed or adjusted.

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

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.

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.

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.

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

My experience was terrible. They cancelled my flight twice. They kept delaying it and leading me on, acting like the flight was going to go when it never had a chance. I missed out on valuable family time because of spirit and I won’t be flying with them again.

Prices for bags are extremely expensive and if you go higher on weight, the charge is ridiculous.

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.

Horrible, delay after delay due to our plane needing fuel.

Rough landings but comfortable and affordable if you can pack light

the plane was not full so the flight attendant had me move to an empty row which made for a good flight. The software for logging on and booking and confirming the flight is much too cumbersome.

Always comes in handy when I want a quick weekend getaway.

Great experience for my first time on Spirit. Wey clean plane, great staff, very smooth. Gave food and entertainment “poor” simply because there was no option for NA….i did not get food nor did I order WiFi….so not a fair assessment but neither would giving top marks without experiencing. Overall, great experience.

Everything was fine. I'm average height and I pack light. I'm ready for my Spirit flight.

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