$37 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 5/3. 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 5/8 and returning Fri 5/15

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, May 15 - Mon, May 18
Frontier Logo
10:55 pm - 9:09 am
LGA
-
CUN
11h 14m
1 stop
Frontier Logo
3:22 pm - 10:00 pm
CUN
-
LGA
29h 38m
2 stops
$360Frontier
Mon, Apr 20 - Thu, Apr 23
JetBlue Logo
6:45 am - 9:50 am
JFK
-
CUN
4h 05mnonstop
JetBlue Logo
1:45 pm - 6:49 pm
CUN
-
JFK
4h 04mnonstop
$361JetBlue
Sat, Apr 25 - Sat, May 2
Spirit Airlines Logo
2:38 pm - 2:50 pm
LGA
-
CUN
25h 12m
3 stops
Spirit Airlines Logo
2:18 pm - 11:27 pm
CUN
-
LGA
8h 09m
1 stop
$361Spirit Airlines
Sun, Apr 26 - Sun, May 3
TAP AIR PORTUGAL Logo
10:05 pm - 12:20 am
JFK
-
MAD
20h 15m
1 stop
TAP AIR PORTUGAL Logo
6:35 am - 8:05 pm
MAD
-
JFK
19h 30m
1 stop
$414TAP AIR PORTUGAL
Mon, Apr 27 - Mon, May 11
TAP AIR PORTUGAL Logo
11:00 pm - 5:05 pm
EWR
-
MAD
12h 05m
1 stop
TAP AIR PORTUGAL Logo
7:40 am - 3:30 pm
MAD
-
EWR
13h 50m
1 stop
$414TAP AIR PORTUGAL
Sun, Apr 26 - Tue, May 5
TAP AIR PORTUGAL Logo
10:05 pm - 7:10 pm
JFK
-
MAD
15h 05m
1 stop
TAP AIR PORTUGAL Logo
7:40 am - 8:05 pm
MAD
-
JFK
18h 25m
1 stop
$415TAP AIR PORTUGAL
Sun, Apr 26 - Tue, May 5
TAP AIR PORTUGAL Logo
10:05 pm - 4:55 pm
JFK
-
BCN
12h 50m
1 stop
TAP AIR PORTUGAL Logo
11:25 am - 8:05 pm
BCN
-
JFK
14h 40m
1 stop
$426TAP AIR PORTUGAL
Sun, Apr 26 - Tue, May 5
TAP AIR PORTUGAL Logo
11:00 pm - 4:55 pm
EWR
-
BCN
11h 55m
1 stop
TAP AIR PORTUGAL Logo
3:00 pm - 9:00 pm
BCN
-
EWR
12h 00m
1 stop
$426TAP AIR PORTUGAL
Tue, Apr 21 - Wed, May 6
Multiple Airlines Logo
10:05 pm - 12:35 am
JFK
-
BCN
20h 30m
2 stops
Multiple Airlines Logo
8:55 pm - 5:45 pm
BCN
-
JFK
26h 50m
2 stops
$455Multiple Airlines
Mon, Sep 21 - Mon, Sep 28
Multiple Airlines Logo
11:25 pm - 6:35 pm
JFK
-
BVA
13h 10m
1 stop
Multiple Airlines Logo
10:45 am - 9:40 pm
BVA
-
JFK
16h 55m
1 stop
$567Multiple Airlines

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

Sun, Apr 19 - Thu, Apr 23
Allegiant Air Logo
11:45 am - 2:52 pm
SWF
-
FLL
3h 07mnonstop
Allegiant Air Logo
7:40 am - 10:55 am
FLL
-
SWF
3h 15mnonstop
$82Allegiant Air
Sun, Apr 19 - Thu, Apr 23
Allegiant Air Logo
11:45 am - 2:52 pm
SWF
-
FLL
3h 07mnonstop
Allegiant Air Logo
7:40 am - 10:55 am
FLL
-
SWF
3h 15mnonstop
$83Allegiant Air
Sun, Apr 26 - Thu, Apr 30
Allegiant Air Logo
11:45 am - 2:52 pm
SWF
-
FLL
3h 07mnonstop
Allegiant Air Logo
7:40 am - 10:55 am
FLL
-
SWF
3h 15mnonstop
$97Allegiant Air
Sun, May 31 - Sat, Jun 20
Allegiant Air Logo
6:51 pm - 8:55 pm
SWF
-
MYR
2h 04mnonstop
Allegiant Air Logo
3:58 pm - 5:55 pm
MYR
-
SWF
1h 57mnonstop
$106Allegiant Air
Sat, Jun 20 - Sat, Jun 27
Allegiant Air Logo
6:45 pm - 8:47 pm
SWF
-
MYR
2h 02mnonstop
Allegiant Air Logo
3:58 pm - 5:55 pm
MYR
-
SWF
1h 57mnonstop
$111Allegiant Air
Sat, May 9 - Sat, May 23
Breeze Airways Logo
12:05 pm - 1:45 pm
SWF
-
RDU
1h 40mnonstop
Breeze Airways Logo
9:45 am - 11:25 am
RDU
-
SWF
1h 40mnonstop
$112Breeze Airways
Mon, Jun 22 - Thu, Jun 25
Allegiant Air Logo
5:50 pm - 7:52 pm
SWF
-
MYR
2h 02mnonstop
Allegiant Air Logo
3:46 pm - 5:43 pm
MYR
-
SWF
1h 57mnonstop
$114Allegiant Air
Sat, May 9 - Wed, May 13
Breeze Airways Logo
12:05 pm - 1:45 pm
SWF
-
RDU
1h 40mnonstop
Breeze Airways Logo
9:45 am - 11:25 am
RDU
-
SWF
1h 40mnonstop
$118Breeze Airways
Sat, May 16 - Sat, May 23
Breeze Airways Logo
12:05 pm - 1:45 pm
SWF
-
RDU
1h 40mnonstop
Breeze Airways Logo
9:45 am - 11:25 am
RDU
-
SWF
1h 40mnonstop
$122Breeze Airways
Sun, Apr 26 - Sun, May 3
Multiple Airlines Logo
11:45 am - 9:15 am
SWF
-
MSY
22h 30m
1 stop
Multiple Airlines Logo
8:13 pm - 10:50 am
MSY
-
SWF
13h 37m
1 stop
$238Multiple Airlines
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 San Francisco (25% of total searches). The next most popular destinations are Las Vegas Harry Reid Intl (9%) and Fort Lauderdale (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 Nassau, Medellín and Punta Cana.

Good to know

Low seasonSeptember
Cheapest flight$37
Best time to beat the crowds with an average 33% drop 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 - $106 round-trip; Myrtle Beach $122 one-way - $197 round-trip; Orlando $87 one-way - $140 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 276 reviews
6.6Entertainment
6.6Food
8.2Comfort
8.7Crew
8.3Boarding
Airline reviews

Our flight was delayed 7 hours. Due to a change in equipment we were downgraded from "Nicest" to "Nicer," even having to pay for a soft drink. Disappointing. To Breeze's credit that issued a $100 flight credit. A refund would have been more appreciated.

6.0 GoodJames, Feb 2026
RDU - RSW
Read more Breeze Airways reviews

Our flight was delayed 7 hours. Due to a change in equipment we were downgraded from "Nicest" to "Nicer," even having to pay for a soft drink. Disappointing. To Breeze's credit that issued a $100 flight credit. A refund would have been more appreciated.

Lost my luggage and terrible experience with customer service trying to track it down

10 hour delay with minimal updates. Couldn’t leave terminal and then ended up on redeye with a dirty broken plane. It is literally impossible to reach customer service via gate agent, app, phone, text or email.

I thought that I had pre-purchased carry-on luggage and was surprised when I tried to check in that I did not have it.

Flight departure was 90 min delayed, and the boarding experience was confused, stressful, and generally poor. Additionally, the wifi on the plane was malfunctioning for all but the final 15 min of the flight into ILM.

Great experience and In love flying in and out of Provo airport

You get what you pay for. It’s like a bus but flying. No frills, no snacks. Leg room was fine, boarding was good.

Overall good. Plenty of legroom and fairly comfortable seats. No issues with capacity and the overhead been even though most people brought several carry-ons on. I don’t think Breeze really enforces the pay for a carry-on rule.

Surprised at how much I enjoyed Breeze. Paid for the Nicer upgrade which made it closer in price to a flag ship carrier but with more comfortable seats and much more leg room. Crew was polite and since we brought our food no loss there. Would make the point that the ‘have to pay for a carry-on is BS’. Most people did not and had several. Still was plenty of room in the overheads.

Comfortable seating, adequate space available, nice to have USB port, polite crew.

Not totally their fault- screaming kids that had zero parent intervention.

It was cold on the flight. The crew was very pleasant. I didn't order any food. We were delayed due to Captain waiting on maintenance log. He kept us informed though. The flight itself was smooth. I would definitely fly with Allegiant again!

I had a fantastic experience with Allegiant. I had wheelchair assistance and they helped me find my luggage and brought me to my car. Even loaded my luggage. Wonderful service!! Thank you Allegiant!

Superb. Staff great. Great flight. As with other airlines, seating too tight and restrictive.

There is not one likable thing about this airline. It’s starts with the deceptive pricing and continues through the whole flight. The worst staff I’ve ever experienced way over priced bags absolutely no food or drink (unacceptable and you should be embarrassed) the seats are cramped and uncomfortable there is no entertainment there is nothing about this trash airline that constitutes any amount of money. It’s worse than spirit and way more expensive it is disgraceful. Do not travel with Allegiant I repeat do not bother no matter what they say the price is it is never ever going to be the right choice I’m mind blown at how awful the entire experience was I’m embarrassed that I chose so poorly I cannot reiterate enough how beyond horrible this company and its staff are, not one person on this flight or at the airport is qualified to sweep up trash on a city sidewalk they should certainly never be given any job that requires a brain or manners or communication with human beings, what a disgrace to the human race. Your criminal chiselers and should be put out to pasture

Great flight. Friendly staff. Free snacks and drinks would be nice. I would love fewer taxes and fees added on.

My 90 year old father flew with me. He needed wheel chair assistance and is nearly deaf. The staff was amazing with him.

It was fine. Nobody was outstandingly friendly but no one was rude and everything was smooth . The captain thanked us for flying but no one greeted me as I walked on the plane or as I exited which is the least they could do lol

Clean, friendly, roomy. But check-in from the phone link was terrible. Repeated attempts wouldn’t save at the final step. Just kept spinning! It was very frustrating. Finally, I used the app (vs website link) to check-in which worked very smoothly on the first attempt.

Check in on the web portal was cumbersome! After several attempts I finally got the boarding pass.

Automated scanning was slow and somewhat haphazard. Too many people were unfamiliar with the tech and were forced to learn on the fly. The hands off approach of the gate staff made it more uncomfortable. This needs work. Overall the flight and cabin crew were excellent.

Crew were fantastic and so catering and wonderful! Full score for the entire crew!

Terrible. They canceled our early morning flight after midnight on the day of and had no available flights to rebook my family on for the next 72 hours. Yet they still had other flights that were not cancelled from JFK so it couldn’t be based on the weather. It felt like they canceled the flight based on it not being profitable enough for them. I am not interested in traveling with the again. The absolute worse customer service and lack of accountability.

First time flying with JetBlue and never again. I went to the counter to request meet and assist because I'm 74 and my wife is 79. I walk with a cane and my wife is handicapped and has her own wheel chair. I told the agent that my wife and luggage was at the entrance door. The ticketing agent said to me that they don't offer meet and assist. I need to bring them our luggage and then go back and get my wife in order to get my boarding pass. As I went back to get my luggage a Southwest agent along with a TSA agent recognized the situation and came over and took my wife and luggage to the JetBlue ticketing counter alongside the line and told the JetBlue agent to issue to take our luggage as soon as they could.

Flight was fine, price was good but food onboard was abysmal. I was on there for breakfast and lunch and dinner 845am EST to 845pm GMT and all I got was a yoghurt parfait, fruit and a piece of cake. Later snacks included an ice-cream brownie and a pizza twist. I was hungry by the time I landed and the airport amenities were closed. Not happy.

Not a pleasant experience, service was poor. Didn't like it

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.

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

The flight was supposed to leave at 6:22pm we are just now leaving the gate after deplaning twice at 1:07am.

Flight attendant was all so sweet and pilot got us to our destination safely and on time

Sadly the flight was delayed by 4 hours due to the weather snd sir traffic control staffing. Otherwise the crew was amazing and the flight was perfect.

Delayed both in takeoff and landing, trash plane no amenities, I've said it before but I'll never fly Spirit again.

Checking in and getting to gate fast and leasy at Laguardia airport. There is no entertainment on the plane and food was for purchase. Great experience flying with spirit

The flight was delayed over an hour which got us into DFW at approximately 2:20 am

Kayak and Spirit could not meaningfully share itinerary data, leading to many hours of remediation.

Do not fly with Spirit. They will leave you canceled if their flight is not 110% booked.

They cancelled my flight last minute, forcing me to rebook with another airline.

A bottled or canned drink, whether water or soda would have been appreciated upon settling in and flying, without being charged for it.

Everything you need to know for your flight from New Windsor

Information on your arrival and departure airports