$47 Find Deals on Flights from New Windsor

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from New Windsor to Worldwide departing on 2/6. 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 Sat 2/14 and returning Sat 2/21

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

Wed, Jan 28 - Sat, Jan 31
Multiple Airlines Logo
10:02 am - 1:36 am
JFK
-
CUN
15h 34m
2 stops
Multiple Airlines Logo
4:30 pm - 1:03 am
CUN
-
JFK
8h 33m
1 stop
$285Multiple Airlines
Wed, Feb 11 - Sat, Feb 14
Spirit Airlines Logo
6:00 am - 12:16 pm
LGA
-
CUN
6h 16m
1 stop
Spirit Airlines Logo
11:59 am - 8:59 pm
CUN
-
LGA
9h 00m
1 stop
$285Spirit Airlines
Sun, Feb 8 - Sat, Feb 14
Frontier Logo
6:10 am - 3:20 pm
JFK
-
CUN
9h 10m
1 stop
Frontier Logo
9:00 am - 3:29 pm
CUN
-
JFK
6h 29m
1 stop
$286Frontier
Wed, Apr 15 - Tue, Apr 21
LEVEL Logo
11:25 pm - 1:20 pm
JFK
-
BCN
7h 55mnonstop
LEVEL Logo
6:40 pm - 9:40 pm
BCN
-
JFK
9h 00mnonstop
$329LEVEL
Mon, Feb 23 - Tue, Mar 3
Air Canada Logo
10:05 am - 9:35 am
JFK
-
BCN
17h 30m
1 stop
Air Canada Logo
1:35 pm - 8:58 pm
BCN
-
JFK
13h 23m
1 stop
$330Air Canada
Mon, Feb 23 - Tue, Mar 3
Air Canada Logo
12:40 pm - 9:35 am
LGA
-
BCN
14h 55m
1 stop
Air Canada Logo
1:35 pm - 7:03 pm
BCN
-
LGA
11h 28m
1 stop
$330Air Canada
Mon, Mar 9 - Thu, Mar 12
United Airlines Logo
10:05 am - 7:00 am
JFK
-
MAD
15h 55m
1 stop
United Airlines Logo
12:40 pm - 9:00 pm
MAD
-
JFK
13h 20m
1 stop
$361United Airlines
Mon, Mar 2 - Fri, Mar 13
United Airlines Logo
12:40 pm - 8:00 am
LGA
-
MAD
13h 20m
1 stop
United Airlines Logo
12:40 pm - 7:03 pm
MAD
-
LGA
11h 23m
1 stop
$361United Airlines
Sun, Mar 15 - Mon, Mar 23
British Airways Logo
1:59 pm - 11:55 am
JFK
-
MAD
16h 56m
2 stops
British Airways Logo
8:50 pm - 2:05 pm
MAD
-
JFK
22h 15m
1 stop
$362British Airways
Mon, Jan 26 - Fri, Jan 30
Multiple Airlines Logo
6:05 pm - 9:45 pm
JFK
-
CIA
21h 40m
1 stop
Multiple Airlines Logo
6:00 am - 3:55 pm
CIA
-
JFK
15h 55m
1 stop
$430Multiple 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

Mon, Jan 26 - Fri, Jan 30
Allegiant Air Logo
11:09 am - 2:52 pm
SWF
-
FLL
3h 43mnonstop
Allegiant Air Logo
7:15 am - 10:19 am
FLL
-
SWF
3h 04mnonstop
$90Allegiant Air
Mon, Feb 2 - Fri, Feb 6
Allegiant Air Logo
11:09 am - 2:52 pm
SWF
-
FLL
3h 43mnonstop
Allegiant Air Logo
7:15 am - 10:19 am
FLL
-
SWF
3h 04mnonstop
$97Allegiant Air
Mon, Jan 26 - Fri, Jan 30
Breeze Airways Logo
12:11 pm - 2:41 pm
SWF
-
CHS
2h 30mnonstop
Breeze Airways Logo
9:23 am - 11:31 am
CHS
-
SWF
2h 08mnonstop
$98Breeze Airways
Mon, Feb 9 - Thu, Feb 12
Allegiant Air Logo
11:09 am - 2:52 pm
SWF
-
FLL
3h 43mnonstop
Allegiant Air Logo
7:50 am - 10:52 am
FLL
-
SWF
3h 02mnonstop
$98Allegiant Air
Mon, Jan 26 - Fri, Jan 30
Breeze Airways Logo
12:11 pm - 2:41 pm
SWF
-
CHS
2h 30mnonstop
Breeze Airways Logo
9:23 am - 11:31 am
CHS
-
SWF
2h 08mnonstop
$102Breeze Airways
Sun, Feb 1 - Thu, Feb 5
Breeze Airways Logo
12:13 pm - 3:32 pm
SWF
-
MCO
3h 19mnonstop
Breeze Airways Logo
8:10 am - 11:08 am
MCO
-
SWF
2h 58mnonstop
$107Breeze Airways
Sun, Jan 25 - Thu, Jan 29
Breeze Airways Logo
12:13 pm - 3:32 pm
SWF
-
MCO
3h 19mnonstop
Breeze Airways Logo
8:35 am - 11:33 am
MCO
-
SWF
2h 58mnonstop
$113Breeze Airways
Mon, Feb 9 - Fri, Feb 13
Breeze Airways Logo
12:11 pm - 2:41 pm
SWF
-
CHS
2h 30mnonstop
Breeze Airways Logo
9:23 am - 11:31 am
CHS
-
SWF
2h 08mnonstop
$113Breeze Airways
Sun, Mar 15 - Thu, Mar 19
Allegiant Air Logo
8:40 pm - 11:38 pm
SWF
-
PIE
2h 58mnonstop
Allegiant Air Logo
5:06 pm - 7:55 pm
PIE
-
SWF
2h 49mnonstop
$133Allegiant Air
Mon, Feb 9 - Thu, Feb 12
Multiple Airlines Logo
11:09 am - 8:22 am
SWF
-
MSY
22h 13m
1 stop
Multiple Airlines Logo
8:15 am - 6:38 pm
MSY
-
SWF
9h 23m
1 stop
$196Multiple 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 Fort Lauderdale (27% of total searches). The next most popular destinations are Orlando (18%) and Tampa St. Petersburg (9%).

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 Montreal, Lima and Punta Cana.

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 19m. The next longest is Fort Lauderdale at 3h 09m, followed by a flight to Tampa at 3h 08m.

Good to know

Low seasonNovember
Cheapest flight$47
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly with an average 31% increase in price.
Flight from Stewart Intl. to Charleston

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 $75 one-way - $109 round-trip; Tampa $132 one-way - $160 round-trip; Orlando $133 one-way - $114 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 258 reviews
8.7Crew
6.7Food
8.3Boarding
6.7Entertainment
8.2Comfort
Airline reviews

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.

6.0 Goodbrenda, Jan 2026
RSW - LAS
Read more Breeze Airways reviews

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.

My experience is typically great with Breeze. This trip wasn’t any different.

This was my first experience with Breeze. The plane was cleaner and more comfortable than any other I've experienced. The process of boarding was streamlined. We boarded early and arrived at our destination 45 minutes early. The only hiccup was my ticket was rejected by TSA PreCheck and I got sent to the back of a very long line at Fort Myers. I entered my information when I bought my ticket, but it apparently didn't connect to my permanent profile. I'll correct that for next time. I was expecting an Allegiant experience, but Breeze was much more upscale. I really, really enjoyed it.

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

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.

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

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.

Excellent flight and even arrived 23 min early. No entertainment , or wi fi on board, but I downloaded a couple of movies beforehand which kept me entertained. Really like flying Allegiant airlines.

WE were delayed about an hour and never any communications from the employees working the gate. We also were moved to a total of three gates.

I love how they show love to their customers and care about them too.

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

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

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

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

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

Liked early boarding for disabled customers. Seat comfort could have been better, would have appreciated an empty seat between my wife and I since I suffer from arthritis, neuropathy, and spinal stenosis. Also aisle seat armrest was immobile and this made it difficult to get into and out of my seat during the flight

The flights were very uncomfortable the seats don't have much leg room at all and they are pretty hard as well.

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

I waited for 4+ extra hours to even board when i was fighting off a cold. So i was sitting there in the airport with a fever and chills while spirit wasted my time. Then once on the plane we had at least an extra hour of taxiing before and after takeoff. Really poor airline, no amenities to speak of, and a lack of organization that will just ruin your experience.

My flight was cancelled for “weather”. There was absolutely no bad weather along the course of my flight track. I missed my entire vacation with my family. I will never book a flight with spirit again

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

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

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

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

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.

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