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$61 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 Anywhere departing on 11/1. 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
0 bags

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Find Cheap Flights from Stewart Intl.

Prices from SWF, departing Thu 11/21 and returning Thu 11/28

Flights from New Windsor - Travel Insights & Trends

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 (24% of total searches). The next most popular destinations are Fort Lauderdale (23%) and Tampa St. Petersburg (10%).

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 Copenhagen, Amsterdam and Dublin.

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 Fort Lauderdale at 3h 25m, followed by a flight to Punta Gorda at 3h 19m.

Good to know

Low season

September

High season

March

Cheapest flight

$61
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly and prices are also 8% lower on average.
Flight from Stewart Intl. to Orlando Airport

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.

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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 $61 one-way - $144 round-trip; Reykjavik $186 one-way - $359 round-trip; Orlando $91 one-way - $176 round-trip
  • Morning departure is around 43% cheaper than an evening flight, on average*.
  • 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.
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*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from New Windsor to Anywhere

Need help choosing which airline to fly with from New Windsor to Anywhere? 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 111 reviews
8.3Comfort
6.6Entertainment
9.0Crew
6.8Food
8.4Boarding
Airline reviews

Overall positive. If I am headed to the one destination they fly to from my home airport, I will fly again without question. I think because the airport provided the check in and boarding I didn’t fully know what to expect. The A220 is a comfortable ride with big windows and feels open. I’m glad I didn’t bid to upgrade to the first class product. It is just a better seat with little extra amenity. But was very happy with the extra leg room seats and bundle we booked.

8.0 ExcellentZach, Sep 2024SPI - MCO
Read more Breeze Airways reviews

Overall positive. If I am headed to the one destination they fly to from my home airport, I will fly again without question. I think because the airport provided the check in and boarding I didn’t fully know what to expect. The A220 is a comfortable ride with big windows and feels open. I’m glad I didn’t bid to upgrade to the first class product. It is just a better seat with little extra amenity. But was very happy with the extra leg room seats and bundle we booked.

Flights were consistently delayed and we were given no reason for the delays. We could not check our bags until two hours before the flight boarded in Myrtle Beach, even though we were there and there was someone manning the check-in at the terminal. It is also asinine to charge $70 to check your luggage at the terminal, but charge $35 if you choose to check your luggage via the Breeze app. The seats were comfortable enough and the flights were quick once we actually got on the plane and off the tarmac. But again, we were constantly delayed.

Food and entertainment were non-applicable here Flight and boarding were great

Check in was a breeze. Crew was amazing! The two seater had more leg room than the three seater. No snacks available, only for purchase. No internet available, only for higher paying ticket. booking through a third party was misleading - purchased with carry-on, but it did not really come with carry-on.

Even though the flight was delayed my overall experience was great!

The app, website, and boarding passes never updated with gate information. This makes it very difficult at a large airport to guess which terminal to go to to check the screen for your flight. We had a delay and that also was never updated on website, app, or boarding pass. So when those picking people up from flight checked flight status they were told we would be on time which was not the case. With technology available neither of those situations are appropriate and were completely avoidable minus lack of willingness from Breeze to provide accurate and up to date information.

The only thing that would make the experience better is a little more leg room and the overhead bins are very low. I hit my head when I was settling into the middle seat and was nervous about poking my eye on the corner of a lowered bin when I was deplaning.

It helps manage expectations to know that this is a discount airline. I brought my own snacks so that I wouldn't have to buy something if I got hungry or thirsty for soda during the flight. One of my seat mates was unaware that he would have to pay $4 for a Coke and was a bit upset. He hadn't listened to the flight attendant say "Drinks for purchase?". All of the employees I interacted with were friendly and professional. My one complaint is that the overhead bins are very low when they are open. I was heading for the middle seat and unexpectedly hit the top of my head on the bottom of the open overhead bin. The headrests were also a little uncomfortable. But overall, for the price, it was a decent value, and I would fly Breeze again.

Flight was on time. The crew was efficient and kind.

Did not like the fact that I was charged to take on a bag I usually put in the overhead

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

In-flight staff was very helpful and excellent. However, the flight was delayed by 90 minutes. Also the boarding process should be expedited in case of delayed flights. This will help the passengers trying to make international connections.

Kayak sent over to jet blue my account being Mike Callaghan instead of Michael. I have a jet blue account with Michael that was connected

The flight was excellent. The crew was welcoming and attentive.

Run out of snack choices. Why are the seats not padded for your butt? Are we sitting on blocks of wood or metal for $250-300 a pop? This ain’t spirit. Let’s get it together people

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.

Posted a 20minute delay but didn’t delay at all. Caused boarding issues and confusion. Also, didn’t release baggage. Took over an hour and 20 minutes to get luggage.

Flight was good, boarding was a breeze, flight attendants were friendly and professional. There was a medical issue with another passenger and the crew handled it in a calm and professional way.

The net issue I had was with the gate agent. We had added a carryon to our boarding pass when we checked bags. When I got to the boarding gate the agent was rude asking why I had a backpack - I said I added it - even had an orange tag on it. She ripped my tag off and swung her monitor around to show me how she was right- saying it isn’t wasn’t listed - only a checked bag. I explained again that I wasn’t sure what the issue was but I wouldn’t have an orange tag if I hadn’t added it. Then she finally checked my husband’s boarding pass and found that the agent at checkin had added my carryon to his boarding pass instead of mine. She sent me on my way without my orange tag. Was a bit embarrassing for me the tone she used with me assuming I was trying to get away with something.

Gate agent asked if I could switch seats so a family could sit together. Agent moved me to a seat in the front of the plane, no charge. It was easy. The agent did a great job.

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.

Check in and boarding was easy, crew was cheerful. Not much to read or do on the plane and our neighboring passengers were talking loudly so we could not sleep. But overall good. Great coffee.

Flyplay is the only way I travel to Europe. Had a 15 hr layover in Iceland. Normally this would suck, but I regret a car and saw the black sand beaches, several waterfalls and sky lagoon. And finished with lamb at cafe Loki.

did not get the seats we had specially paid for

This is a no frills airline. You cant expect much for the price. Low cost flight, clean, nice staff. That's all I need for the price. If you want more, book with another airline and pay more. For Europe trips, PLAY is the ONLY airline I use

Misleading instructions for check in. Although I did virtual check in and was instructed to head to security, once I was at security, they told me to go back to Play ticket counter and get paper tickets. Also, beware that Play doesn’t participate in TSA PreCheck. I didn’t know that, despite entering PreCheck info when I purchased the tickets. I wasted time in the TSA PreCheck line as well. So we had two setbacks at check in.

It's a budget airline, so forewarned is forearmed. Yes, you pay for everything like carry-on, checked baggage, seat selection, but that's becoming the case with major airlines. Bringing your own snacks and entertainment on board is highly recommended. It's no frills, but the crew, the plane and the flight itself was great. If you want pampering go for a larger airline. If you just want to get from A to B in comfort and safety, Play is a great choice.

Not acceptable having both flights delayed and not real reason for .. plus paid for luggage and getting my bag ripped out .. very disappointed.

the seats are the hardest I've ever felt; narrower and less leg space and I am small. I could have bid on a comfier seat but the price would have ended up closer to an economy plus seat on a more reliable airline. Only used this airline because of the timing and non-stop. I was afraid from the get-go I wouldn't get there. Apparently, I was lucky

Seamless boarding process, flight was early, crew and passengers nice. Crew was professional as well. Seats are super thing but reasonably comfortable for a 2-3 hrs flight. No on board entertainment, except maybe for paid internet. No water, no snacks. I feel all airlines should offer free water. I didn’t care paying for it, however water is free everywhere in the US and it almost like a basic human right in a civilized society.

Fantastic. Had handicapped traveler and they helped us through security, helped with boarding, helped put wheelchair together, and were all very patient. A pleasant change from previous spirit flights I’ve taken. Highly recommend.

Really nice, flight attendants were so helpful with me and my kids. Extremely grateful, keep up the good work and spirit :)

They lost my luggage on a direct non-stop flight.

I liked the low price. I did not like the cramped passenger seats. As a below average size person I was cramped in the seat; I can only imagine how uncomfortable an average or large size person would be. I guess that is part of the deal with low cost airlines.

Very clean and new airplane. The internet purchase was not worth the money requested

LA to Seattle was a smooth process. Seattle to LA was delayed more Than 6hrs

Spirit's seating does not work for an overnight flight and my back is killing me. This airline does not meet the minimum standards for being an airline.

Book cheap domestic flights from Stewart Intl.

Recent round-trip flight deals

12/6Fri
nonstopBreeze Airways
2h 10mSWF-CHS
12/9Mon
nonstopBreeze Airways
2h 00mCHS-SWF
$97
11/1Fri
nonstopBreeze Airways
2h 10mSWF-CHS
11/8Fri
nonstopBreeze Airways
2h 00mCHS-SWF
$98
1/31Fri
nonstopAllegiant Air
3h 25mSWF-FLL
2/7Fri
nonstopAllegiant Air
3h 05mFLL-SWF
$98
11/18Mon
nonstopAllegiant Air
3h 25mSWF-FLL
11/22Fri
nonstopAllegiant Air
3h 05mFLL-SWF
$103
1/17Fri
nonstopAllegiant Air
3h 25mSWF-FLL
1/20Mon
nonstopAllegiant Air
3h 05mFLL-SWF
$104
12/9Mon
nonstopBreeze Airways
2h 10mSWF-CHS
12/13Fri
nonstopBreeze Airways
2h 00mCHS-SWF
$108
11/15Fri
nonstopAllegiant Air
3h 25mSWF-FLL
11/18Mon
nonstopAllegiant Air
3h 05mFLL-SWF
$110
1/3Fri
nonstopAllegiant Air
3h 25mSWF-FLL
1/10Fri
nonstopAllegiant Air
3h 05mFLL-SWF
$111
1/6Mon
nonstopBreeze Airways
2h 10mSWF-CHS
1/10Fri
nonstopBreeze Airways
2h 13mCHS-SWF
$112
12/9Mon
nonstop
3h 25mSWF-FLL
12/11Wed
1 stop
14h 34mFLL-SWF
$150

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Recent one-way flight deals

11/1Fri
nonstopBreeze Airways
2h 10mSWF-CHS
$49
11/18Mon
nonstopAllegiant Air
3h 25mSWF-FLL
$49
1/10Fri
nonstopAllegiant Air
3h 25mSWF-FLL
$50
11/11Mon
nonstopBreeze Airways
2h 10mSWF-CHS
$51
11/15Fri
nonstopBreeze Airways
2h 10mSWF-CHS
$52
12/30Mon
nonstopAllegiant Air
3h 25mSWF-FLL
$53
11/22Fri
nonstopBreeze Airways
2h 10mSWF-CHS
$53
11/25Mon
nonstopAllegiant Air
3h 25mSWF-FLL
$55
12/9Mon
1 stopBreeze Airways
4h 16mSWF-MCO
$58
12/30Mon
1 stop
15h 30mSWF-MCO
$92

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Last minute flights from New Windsor to Anywhere

Last minute flight, train and bus deals

10/27Sun
nonstopAllegiant Air
2h 02mSWF-MYR
10/31Thu
nonstopAllegiant Air
1h 55mMYR-SWF
$126
10/25Fri
nonstopAllegiant Air
2h 01mSWF-MYR
10/28Mon
nonstopAllegiant Air
1h 55mMYR-SWF
$163
10/27Sun
nonstopAllegiant Air
2h 02mSWF-MYR
11/1Fri
nonstopAllegiant Air
1h 55mMYR-SWF
$174
10/25Fri
nonstopAllegiant Air
2h 01mSWF-MYR
10/27Sun
nonstopAllegiant Air
1h 55mMYR-SWF
$177
10/25Fri
nonstopAllegiant Air
2h 01mSWF-MYR
10/27Sun
nonstopAllegiant Air
1h 55mMYR-SWF
$186
10/25Fri
nonstopBreeze Airways
2h 10mSWF-CHS
10/28Mon
nonstopBreeze Airways
2h 00mCHS-SWF
$193
10/24Thu
nonstopAllegiant Air
3h 03mSWF-PIE
10/27Sun
nonstopAllegiant Air
2h 51mPIE-SWF
$195
10/26Sat
nonstopBreeze Airways
3h 15mSWF-RSW
10/30Wed
nonstopBreeze Airways
3h 00mRSW-SWF
$196
10/23Wed
nonstopBreeze Airways
3h 15mSWF-RSW
10/26Sat
nonstopBreeze Airways
3h 00mRSW-SWF
$243
10/24Thu
multi-stop
13h 07mSWF-FLL
10/28Mon
multi-stop
6h 20mFLL-SWF
$426

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Book cheap international flights from New Windsor

Recent round-trip flight deals

1/6Mon
multi-stop
13h 14mSWF-CUN
1/10Fri
multi-stop
8h 40mCUN-SWF
$369
11/15Fri
multi-stop
19h 20mSWF-CUN
11/21Thu
multi-stop
20h 06mCUN-SWF
$394
11/21Thu
multi-stop
13h 25mSWF-CUN
11/24Sun
multi-stop
7h 04mCUN-SWF
$420
1/6Mon
multi-stop
17h 20mSWF-CUN
1/10Fri
multi-stop
8h 40mCUN-SWF
$423
12/13Fri
multi-stop
22h 17mSWF-CUN
12/15Sun
multi-stop
7h 39mCUN-SWF
$433
12/15Sun
multi-stop
14h 44mSWF-CUN
12/26Thu
multi-stop
7h 57mCUN-SWF
$437
12/6Fri
multi-stop
20h 19mSWF-CUN
12/8Sun
multi-stop
23h 23mCUN-SWF
$444
1/5Sun
multi-stop
17h 48mSWF-CUN
1/10Fri
multi-stop
8h 40mCUN-SWF
$453
12/8Sun
multi-stop
14h 44mSWF-CUN
12/15Sun
multi-stop
7h 39mCUN-SWF
$456
12/13Fri
multi-stop
23h 32mSWF-CUN
12/15Sun
multi-stop
7h 39mCUN-SWF
$504

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Recent one-way flight deals

1/13Mon
multi-stop
13h 35mSWF-CUN
$164
11/18Mon
multi-stop
25h 10mSWF-CUN
$166
11/15Fri
multi-stop
19h 20mSWF-CUN
$181
11/28Thu
multi-stop
14h 40mSWF-CUN
$189
11/25Mon
multi-stop
22h 05mSWF-CUN
$193
12/5Thu
multi-stop
14h 44mSWF-CUN
$194
11/3Sun
multi-stop
21h 37mSWF-CUN
$200
11/24Sun
multi-stop
13h 25mSWF-CUN
$205
11/24Sun
multi-stop
13h 25mSWF-CUN
$206
11/17Sun
multi-stop
17h 35mSWF-CUN
$209

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Everything you need to know for your flight from New Windsor

Information on your arrival and departure airports