$50 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 6/23. 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

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Find Cheap Flights from Stewart Intl.

Where can I fly from Stewart Intl.?Prices from SWF, departing Wed 7/16 and returning Wed 7/23

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

Fri, Aug 22 - Tue, Aug 26
Spirit Airlines Logo
10:00 pm - 8:33 amEWR-CUN
11h 33m1 stop
Spirit Airlines Logo
9:28 am - 9:00 pmCUN-EWR
10h 32m1 stop
$251Spirit Airlines
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Wed, Jul 30 - Wed, Aug 6
American Airlines Logo
8:00 am - 3:20 pmLGA-CUN
8h 20m1 stop
American Airlines Logo
10:45 am - 11:44 pmCUN-LGA
11h 59m1 stop
$252American Airlines
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Sat, Jul 5 - Wed, Jul 9
Spirit Airlines Logo
7:55 pm - 8:03 amLGA-CUN
13h 08m1 stop
Spirit Airlines Logo
12:26 pm - 11:26 pmCUN-LGA
10h 00m1 stop
$266Spirit Airlines
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Sat, Nov 8 - Sat, Nov 15
Iberia Logo
11:45 pm - 1:20 pmJFK-BCN
7h 35mnonstop
Iberia Logo
6:35 pm - 10:00 pmBCN-JFK
9h 25mnonstop
$323Iberia
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Mon, Oct 13 - Sun, Oct 26
Iberia Logo
11:25 pm - 1:20 pmJFK-BCN
7h 55mnonstop
Iberia Logo
6:35 pm - 11:00 pmBCN-JFK
9h 25mnonstop
$326Iberia
Find Deal
Thu, Nov 6 - Sat, Nov 15
Iberia Logo
11:45 pm - 1:20 pmJFK-BCN
7h 35mnonstop
Iberia Logo
6:35 pm - 10:00 pmBCN-JFK
9h 25mnonstop
$331Iberia
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Mon, Aug 11 - Wed, Aug 20
 Logo
10:25 am - 11:00 pmEWR-BVA
30h 35m2 stops
 Logo
5:05 pm - 7:58 pmBVA-EWR
32h 53m2 stops
Mon, Aug 11 - Wed, Aug 20
 Logo
10:25 am - 2:15 pmEWR-BVA
21h 50m2 stops
 Logo
5:05 pm - 2:43 pmBVA-EWR
27h 38m2 stops
Mon, Aug 11 - Wed, Aug 20
 Logo
1:45 pm - 2:15 pmEWR-BVA
18h 30m3 stops
 Logo
7:10 pm - 2:43 pmBVA-EWR
25h 33m2 stops
Sat, Oct 4 - Sat, Oct 11
SWISS Logo
4:15 pm - 11:35 pmJFK-DEL
21h 50m1 stop
SWISS Logo
1:05 am - 12:50 pmDEL-JFK
21h 15m1 stop
$473SWISS
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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, Jul 18 - Mon, Jul 21
Allegiant Air Logo
7:56 pm - 11:21 pmSWF-FLL
3h 25mnonstop
Allegiant Air Logo
4:01 pm - 7:06 pmFLL-SWF
3h 05mnonstop
$96Allegiant Air
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Fri, Jul 18 - Mon, Jul 21
Allegiant Air Logo
7:56 pm - 11:21 pmSWF-FLL
3h 25mnonstop
Allegiant Air Logo
4:01 pm - 7:06 pmFLL-SWF
3h 05mnonstop
$97Allegiant Air
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Fri, Jul 18 - Fri, Jul 25
Allegiant Air Logo
7:56 pm - 11:21 pmSWF-FLL
3h 25mnonstop
Allegiant Air Logo
4:01 pm - 7:06 pmFLL-SWF
3h 05mnonstop
$98Allegiant Air
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Thu, Sep 25 - Tue, Sep 30
Allegiant Air Logo
7:12 pm - 10:10 pmSWF-PIE
2h 58mnonstop
Allegiant Air Logo
7:40 am - 10:26 amPIE-SWF
2h 46mnonstop
$108Allegiant Air
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Sat, Jul 12 - Sat, Jul 19
Allegiant Air Logo
5:48 pm - 7:50 pmSWF-MYR
2h 02mnonstop
Allegiant Air Logo
3:06 pm - 4:58 pmMYR-SWF
1h 52mnonstop
$110Allegiant Air
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Sat, Aug 30 - Fri, Sep 5
Breeze Airways Logo
7:29 pm - 10:33 pmSWF-MCO
3h 04mnonstop
Breeze Airways Logo
7:30 am - 11:44 amMCO-SWF
4h 14m1 stop
$114Breeze Airways
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Thu, Sep 18 - Sun, Sep 21
Allegiant Air Logo
7:12 pm - 10:10 pmSWF-PIE
2h 58mnonstop
Allegiant Air Logo
3:35 pm - 6:22 pmPIE-SWF
2h 47mnonstop
$115Allegiant Air
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Sat, Aug 30 - Sun, Sep 7
Breeze Airways Logo
7:29 pm - 10:33 pmSWF-MCO
3h 04mnonstop
Breeze Airways Logo
8:00 am - 10:53 amMCO-SWF
2h 53mnonstop
$118Breeze Airways
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Fri, Sep 19 - Mon, Sep 22
Breeze Airways Logo
12:24 pm - 2:53 pmSWF-CHS
2h 29mnonstop
Breeze Airways Logo
9:37 am - 11:44 amCHS-SWF
2h 07mnonstop
$118Breeze Airways
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Fri, Jul 18 - Sun, Jul 20
 Logo
7:56 pm - 9:27 amSWF-TPA
13h 31m1 stop
 Logo
4:12 pm - 7:06 pmTPA-SWF
26h 54m1 stop
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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 (14% of total searches). The next most popular destinations are Myrtle Beach Intl (9%) and Fort Lauderdale (7%).

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 Amsterdam, Cancún and Reykjavik.

What is the longest direct flight from New Windsor?

The longest direct flight you can take from New Windsor is to Reykjavik, with a duration of 5h 35m. The next longest is Punta Gorda at 3h 15m, followed by a flight to Fort Lauderdale at 3h 06m.

Good to know

Low seasonOctober
High seasonApril
Cheapest flight$50
Best time to beat the crowds with an average 10% 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 - $98 round-trip; Reykjavik $258 one-way - $362 round-trip; Myrtle Beach $65 one-way - $129 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.

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 181 reviews
8.2Comfort
8.3Boarding
6.6Entertainment
6.7Food
8.8Crew
Airline reviews

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.

10.0 ExcellentAnonymous, Jun 2025BDL - RDU
Read more Breeze Airways reviews

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.

My original booking was a nonstop flight. It got changed to a flight with a 6vhour layover that became a 7+ hour lay over. I'll never fly this airline again after this roundtrip is over.

I was surprised at how wonderful it was. The aircraft was clean. The crew was warm and welcoming and as a result the passengers were friendly. One warning the only free thing was water. I kind of liked picking wet hat I was willing to pay for and what I was willing to skip.

The flight wasn’t big on frills, which is fine with me. I flew into Islip MacArthur Airport, which saved me from having to go through LaGuardia to visit friends on Long Island. It was inexpensive and super convenient!

Great experience! This was my first time flying with them and I could not have been happier.

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.

The flight itself was fine, but the boarding process was extremely frustrating. There is no one scanning boarding passes - passengers just scan themselves and enter the jetway. By the time my husband and I got on the plane and were halfway to our seats they determined there were too many bags on the plane and everything at that point needed to be checked. This created a lot of unnecessary chaos. They should have alerted people before getting on the plane that they would need to start checking bags instead of waiting until people were already on the plane.

The best flight I’ve had in a while. The plane was like 25% capacity, if that. Smoothest boarding and deplaning process I’ve ever experienced. Wish all flights were this smooth.

In flight on demand didn't work at our seats. Only a single beverage/snack run.

Traveling with JetBlue from NYC was convenient as accessing JFK airport was straightforward via the LIRR to the AirTrain. Maneuvering through the terminal was hassle-free, which was a pleasant start to the journey. However, the flight experience itself left much to be desired. The seating arrangement was notably uncomfortable; despite securing a window seat, space felt cramped. This was exacerbated by the middle seat passenger encroaching on my area, which made the flight less enjoyable. Additionally, while the in-flight entertainment system initially seemed like a reprieve, the sound outlet on my seat was inoperable. This issue turned what could have been a manageable three-hour flight into a rather tedious ordeal, as I was unable to use the entertainment system effectively. While JetBlue provided a smooth process in terms of airport logistics, the on-board experience highlighted areas in need of improvement, particularly in terms of comfort and entertainment system maintenance.

Over 2 hour delay for a 50-minute flight is unacceptable, especially in normal weather. Very poor communication via app

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.

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

Boarding and crew was great. Flight was cold, need layers. Deplaning was hard. We had to take stairs off the plane and I was separated from my travel companion because we were not seated together and they would not let him wait for me to get off so we were forced onto different shuttles.

Great! We boarded on time! Everything went so smoothly! The flight was so smooth

Spirit gets you there; it's no worse than any other aircraft, all things considered. (It's not like everyone else is such a hero). But - holy moses - do they nickel and dime you to absolutely every nickel - I was really expecting to have to pay to use the bathroom. And when the captain comes on with a 5 minute sales pitch about getting "points", that was like something on Bizarro world. Other than that, everyone else was professional and worked hard to get us from point A to point B. I'm not loving all the "self-service" stuff but there it is - just when the machines don't work you don't have anyone to talk to.

Boarding was a breeze, however, two of the flights that I boarded with Spirit did not have Wi-Fi available.

Seats uncomfortable, hard to check luggage, etc. It was like the last flight out of Hanoi

Need screens for tv/movies. Seats are more cramped than any other airlines. Seats are hard. They don’t recline. And in flight time should not be used for sales pitches.

Good experience except for the drunk woman who was with a child. Sad

The ease of booking the flight was very good. Speaking with customer service was also good. However, the crew people are unfriendly and unwelcoming which I found this as unprofessional. As far as comfort it was mediocre. This was my first time flying Spirit and I chose them because of the flight times met my needs and my budget. However, I would be reluctant to fly on Spirit again. In addition, if the crew were more friendly and at least appeared somewhat happy and welcoming personally it would probably make the experience of flying with Spirit better.

Tell them to chose a better, less bumpy route :( my seat had no window all the way at the end 😔

Seats too hard, too much lumbar. Space between rows was extremely tight, so tight hard to place item under seat in front of me. No tv screens. Zero plugs for charging phones. Too many sales pitches

Prepaid for 1 bag but my prior airline did not provide it to me in time to check it with Spirit and I could not get my $75 refunded.

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