$46 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 11/17. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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1 adult, Economy

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Find Cheap Flights from Stewart Intl.

Where can I fly from Stewart Intl.?Prices from SWF, departing Thu 10/16 and returning Thu 10/23

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

Tue, Oct 7 - Fri, Oct 10
Spirit Airlines Logo
6:00 am - 12:44 pmLGA-CUN
7h 44m1 stop
Spirit Airlines Logo
9:09 am - 8:29 pmCUN-LGA
10h 20m1 stop
$261Spirit Airlines
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Sat, Oct 11 - Wed, Oct 15
Spirit Airlines Logo
4:38 pm - 8:04 amLGA-CUN
16h 26m1 stop
Spirit Airlines Logo
9:09 am - 8:29 pmCUN-LGA
10h 20m1 stop
$264Spirit Airlines
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Tue, Sep 30 - Sat, Oct 4
JetBlue Logo
10:00 am - 1:15 pmJFK-CUN
4h 15mnonstop
JetBlue Logo
2:35 pm - 7:29 pmCUN-JFK
3h 54mnonstop
$265JetBlue
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Tue, Oct 14 - Wed, Oct 22
Multiple Airlines Logo
9:00 am - 7:50 amJFK-BCN
16h 50m1 stop
Multiple Airlines Logo
6:00 am - 4:35 pmBCN-JFK
16h 35m1 stop
$342Multiple Airlines
Find Deal
Wed, Oct 22 - Thu, Oct 30
United Airlines Logo
7:28 am - 1:15 pmLGA-BCN
23h 47m1 stop
United Airlines Logo
12:35 pm - 4:52 pmBCN-LGA
33h 17m1 stop
$342United Airlines
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Tue, Sep 30 - Mon, Oct 6
Multiple Airlines Logo
9:00 am - 7:50 amJFK-BCN
16h 50m1 stop
Multiple Airlines Logo
6:35 pm - 12:50 pmBCN-JFK
24h 15m1 stop
$343Multiple Airlines
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Tue, Dec 30 - Fri, Jan 9
Multiple Airlines Logo
10:05 am - 8:00 amJFK-MAD
15h 55m1 stop
Multiple Airlines Logo
7:25 am - 3:40 pmMAD-JFK
14h 15m1 stop
$372Multiple Airlines
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Wed, Jan 7 - Fri, Jan 23
United Airlines Logo
6:00 am - 4:40 pmLGA-MAD
28h 40m2 stops
United Airlines Logo
1:35 pm - 3:23 pmMAD-LGA
31h 48m2 stops
$373United Airlines
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Mon, Oct 13 - Thu, Oct 23
Delta Logo
6:25 pm - 7:50 amJFK-MAD
7h 25mnonstop
Delta Logo
12:40 pm - 3:10 pmMAD-JFK
8h 30mnonstop
$373Delta
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Wed, Dec 3 - Mon, Dec 8
Multiple Airlines Logo
9:10 pm - 4:25 pmJFK-BVA
13h 15m1 stop
Multiple Airlines Logo
9:10 am - 7:25 pmBVA-JFK
16h 15m1 stop
$437Multiple Airlines
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Book Cheap Domestic Flights from New Windsor

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from New Windsor that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip domestic flight deals from New Windsor

Mon, Oct 6 - Fri, Oct 10
Allegiant Air Logo
11:01 am - 2:32 pmSWF-FLL
3h 31mnonstop
Allegiant Air Logo
7:40 am - 10:51 amFLL-SWF
3h 11mnonstop
$96Allegiant Air
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Mon, Oct 13 - Fri, Oct 17
Allegiant Air Logo
11:01 am - 2:32 pmSWF-FLL
3h 31mnonstop
Allegiant Air Logo
7:30 am - 10:41 amFLL-SWF
3h 11mnonstop
$97Allegiant Air
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Fri, Oct 3 - Mon, Oct 6
Allegiant Air Logo
12:11 pm - 3:42 pmSWF-FLL
3h 31mnonstop
Allegiant Air Logo
7:00 am - 10:11 amFLL-SWF
3h 11mnonstop
$98Allegiant Air
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Tue, Oct 21 - Tue, Oct 28
Allegiant Air Logo
11:16 am - 2:16 pmSWF-PIE
3h 00mnonstop
Allegiant Air Logo
7:40 am - 10:26 amPIE-SWF
2h 46mnonstop
$108Allegiant Air
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Thu, Oct 23 - Sun, Oct 26
Allegiant Air Logo
7:11 pm - 10:11 pmSWF-PIE
3h 00mnonstop
Allegiant Air Logo
3:33 pm - 6:21 pmPIE-SWF
2h 48mnonstop
$115Allegiant Air
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Mon, Nov 3 - Thu, Nov 6
Allegiant Air Logo
6:39 pm - 8:35 pmSWF-MYR
1h 56mnonstop
Allegiant Air Logo
10:50 am - 12:42 pmMYR-SWF
1h 52mnonstop
$116Allegiant Air
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Sun, Sep 28 - Thu, Oct 2
Breeze Airways Logo
11:43 am - 2:57 pmSWF-MCO
3h 14mnonstop
Breeze Airways Logo
8:10 am - 11:03 amMCO-SWF
2h 53mnonstop
$158Breeze Airways
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Thu, Oct 30 - Fri, Oct 31
Breeze Airways Logo
11:43 am - 2:57 pmSWF-MCO
3h 14mnonstop
Breeze Airways Logo
7:30 am - 11:44 amMCO-SWF
4h 14m1 stop
$160Breeze Airways
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Thu, Oct 30 - Fri, Oct 31
Breeze Airways Logo
11:43 am - 2:57 pmSWF-MCO
3h 14mnonstop
Breeze Airways Logo
7:30 am - 11:44 amMCO-SWF
4h 14m1 stop
$161Breeze Airways
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Fri, Oct 3 - Sun, Oct 5
Multiple Airlines Logo
12:11 pm - 7:19 amSWF-TPA
19h 08m1 stop
Multiple Airlines Logo
11:02 pm - 10:11 amTPA-SWF
11h 09m1 stop
$208Multiple Airlines
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Booking Insights

KAYAK's insights & trends for flights from New Windsor

Get data-powered insights and trends into flights from New Windsor to help you find the cheapest flights, the best time to fly and much more.

Which are the most popular places to fly to from New Windsor?

The domestic destinations KAYAK users have most searched for when searching for flights from New Windsor.
Based on KAYAK flight searches, the most popular place to fly from New Windsor is Orlando (12% of total searches). The next most popular destinations are Raleigh-Durham (11%) and Fort Lauderdale (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 Cancún, Mexico City and London.

What is the longest direct flight from New Windsor?

The longest direct flight you can take from New Windsor is to Orlando, with a duration of 3h 14m. The next longest is Fort Lauderdale at 3h 06m, followed by a flight to Punta Gorda at 3h 06m.

Good to know

Low seasonOctober
Cheapest flight$46
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 23% 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 $65 one-way - $96 round-trip; Orlando $79 one-way - $157 round-trip; Orlando $112 one-way - $203 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.
8.0
Breeze AirwaysOverall score based on 205 reviews
8.1Comfort
6.7Food
8.7Crew
8.2Boarding
6.5Entertainment
Airline reviews

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

2.0 MediocreRobert, Sep 2025MYR - TPA
Read more Breeze Airways reviews

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

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

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

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

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

Worst airline - on our flight down from MCO to EYW, there was a huuuuuge delay. We were supposed to take off 12p and it was pushed back to almost 2:30p. We boarded the plane and then sat on the tarmac forever because we were "over" weight and had to burn fuel. Rather than ask guests to volunteer and leave, they kept us on the plane. Finally a family decided to off board and take their luggage with them. Shortly after, we left the terminal but then the pilot told us we may have to sit at the end of the runway for 15-20mins to burn more fuel. Which we ended up doing and of course it started to rain. We finally took off 2:50p. We were supposed to land 1p and didn't land until 3:45p. Basically had time to scramble off the plane, grab our luggage, request transportation to our hotel, unpack, rinse off and hustle over to our 6:30p dinner ressy. It's a shame Breeze is the only non-stop airline from MCO to EYW. For this, not sure I'd ever go back to EYW - most def will not take Breeze again.

Flight was rescheduled from (originally) early Saturday departure to a late Sunday departure. Then the late Sunday departure was delayed again (weather) and got in very late. We’ve enjoyed Breeze a lot, but this particular experience was a little disappointing.

Breeze was good but the sandiego airport had traffic and waiting 1 hour in the plane till take off

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.

Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.

flight was delayed for hours with no explanation. The plane was a very old aircraft.

Communication since no reason or explanation was given for 3 hrs delay

The flight departed more than 1 hour late. Leg room is bigger than most airlines

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

No music app working: no economy meal on five hour flight; hour on tarmac at the end waiting for a gate. Flight itself was smooth and easy.

Communication with the customer and stay is important. Staff off with a minor inconvenience but it worked out of course. Also this was a very old Mint Class plane. They snuck this one in on us. The updated aircraft are much better.

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.

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

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

The plane had originated in Las Vegas at 6:30 in the morning and flew to Moline where we boarded. The flight left around 12:30 PM and there were no boxed snacks available and many of the alcoholic beverages were unavailable. I would find it hard to believe that that many of the passengers coming from Las Vegas at 6:30 in the morning, drank and ate that much of the items. I can only come to the conclusion that someone failed to stock the plane for the round-trip. This is a huge revenue failure for the airline and disappointment for the passengers. The flight crew did not seem happy to be there and did not engage with passengers. Allegiant you can do better.

They did not let my husband on the plane with our service animal at the last minute. Do NOT fly this airline with a service animal!

Tight! Seats are not designed for those of us who wear extra-large clothes.

The non-stop flight from Grand Rapids was excellent. I neither expected or needed a budget flight and Allegiant made the trip easy and for an affordable price, Arriving at the Mesa Airport (AZA) is a delight compared to the international airport. For our return flight, we were able to arrive 75 minutes before the flight, return the rental car, check our bag and make it to the gate in plenty of time. That would never happen at most airports.

Easiest flights I’ve ever taken. Plane was comfortable without overly crowded seating.

Terrible. Still have not received the refund from them. They sent it to some account that I don't even know. Spoke with costumer service and they are unable to help.

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!

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

Spirit rescheduled a 4:30 PM flight to 8:52 AM. That's ridiculous and borderline fraud.

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

Changing the flight time to 6:15 am on the return flight is extremely inconvenient. The flight was okay. It was on time. The crew was friendly. The seats were uncomfortable. All the upsells are annoying, and I would prefer paying a single higher fee and not have to purchase so much extra.

Spirit Airlines was ok but TRAVELHELPDESK, the 3rd party travel agent IS A JOKE! VERY RUDE CUSTOMER AGENTS ont he phone. NO HELP AT ALL. But the airlines was ok.

No Tumberlence smooth flight. Try to change the menu on Snacks.

Cancelled my flight last minute and did not help me rebook. It was a horrible experience.

No frills - because you get what you pay for. The crew was amazing!! I had plenty of room to spread out because the flight was half full. Which made it easy to sleep.

The terminal crew is so rude cabin crew is extremely rude flight is very good

Spirit is low fare air line. Food also cost you. No free food.

The flight was delayed twice with minimal explanation. The terminal and airplane were filthy. The food voucher didn’t even cover a tiny pizza from a kiosk in the terminal. All in all, a pretty miserable experience for a flight to attend a funeral

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