$48 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 10/6. 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

KAYAK searches hundreds of travel sites at once for cheap international flights from New Windsor

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Find Cheap Flights from Stewart Intl.

Where can I fly from Stewart Intl.?Prices from SWF, departing Sat 9/13 and returning Sat 9/20

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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip international flight deals from New Windsor to anywhere

Sun, Oct 5 - Sun, Oct 12
Avianca Logo
3:00 am - 1:10 pmJFK-CUN
11h 10m2 stops
Avianca Logo
2:10 pm - 1:35 amCUN-JFK
10h 25m2 stops
$213Avianca
Find Deal
Tue, Sep 2 - Tue, Sep 9
Spirit Airlines Logo
6:02 am - 12:37 pmLGA-CUN
7h 35m1 stop
Spirit Airlines Logo
2:07 pm - 11:25 pmCUN-LGA
8h 18m1 stop
$229Spirit Airlines
Find Deal
Tue, Sep 2 - Tue, Sep 9
Spirit Airlines Logo
8:00 pm - 8:09 amEWR-CUN
13h 09m1 stop
Spirit Airlines Logo
2:07 pm - 11:46 pmCUN-EWR
8h 39m1 stop
$229Spirit Airlines
Find Deal
Sun, Sep 28 - Tue, Nov 4
LEVEL Logo
11:40 pm - 1:35 pmJFK-BCN
7h 55mnonstop
LEVEL Logo
6:35 pm - 10:00 pmBCN-JFK
9h 25mnonstop
$285LEVEL
Find Deal
Mon, Oct 27 - Tue, Nov 4
LEVEL Logo
12:45 am - 1:20 pmJFK-BCN
7h 35mnonstop
LEVEL Logo
6:35 pm - 10:00 pmBCN-JFK
9h 25mnonstop
$288LEVEL
Find Deal
Sun, Oct 19 - Tue, Nov 4
Iberia Logo
11:25 pm - 1:20 pmJFK-BCN
7h 55mnonstop
Iberia Logo
6:35 pm - 10:00 pmBCN-JFK
9h 25mnonstop
$297Iberia
Find Deal
Sun, Oct 5 - Tue, Oct 14
TAP AIR PORTUGAL Logo
10:05 pm - 7:20 pmJFK-MAD
15h 15m1 stop
TAP AIR PORTUGAL Logo
11:05 am - 8:05 pmMAD-JFK
15h 00m1 stop
$307TAP AIR PORTUGAL
Find Deal
Sun, Oct 5 - Tue, Oct 14
Virgin Atlantic Logo
6:25 pm - 7:50 amJFK-MAD
7h 25mnonstop
Virgin Atlantic Logo
12:40 pm - 3:10 pmMAD-JFK
8h 30mnonstop
$311Virgin Atlantic
Find Deal
Mon, Sep 22 - Fri, Sep 26
Lufthansa Logo
5:45 pm - 6:40 amLGA-MAD
30h 55m1 stop
Lufthansa Logo
12:45 pm - 7:37 pmMAD-LGA
12h 52m1 stop
$320Lufthansa
Find Deal
Mon, Nov 3 - Fri, Nov 7
 Logo
6:55 am - 3:00 pmEWR-BVA
26h 05m2 stops
 Logo
8:30 am - 8:37 pmBVA-EWR
18h 07m2 stops

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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip domestic flight deals from New Windsor

Fri, Oct 17 - Mon, Oct 20
Allegiant Air Logo
11:31 am - 3:02 pmSWF-FLL
3h 31mnonstop
Allegiant Air Logo
7:00 am - 10:11 amFLL-SWF
3h 11mnonstop
$96Allegiant Air
Find Deal
Fri, Oct 3 - Mon, Oct 13
Allegiant Air Logo
12:11 pm - 3:42 pmSWF-FLL
3h 31mnonstop
Allegiant Air Logo
7:00 am - 10:11 amFLL-SWF
3h 11mnonstop
$100Allegiant Air
Find Deal
Fri, Oct 10 - Mon, Oct 13
Allegiant Air Logo
11:41 am - 3:12 pmSWF-FLL
3h 31mnonstop
Allegiant Air Logo
7:00 am - 10:11 amFLL-SWF
3h 11mnonstop
$102Allegiant Air
Find Deal
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
$111Allegiant Air
Find Deal
Sun, Aug 31 - Fri, Sep 5
Breeze Airways Logo
7:52 pm - 10:56 pmSWF-MCO
3h 04mnonstop
Breeze Airways Logo
7:30 am - 11:44 amMCO-SWF
4h 14m1 stop
$116Breeze Airways
Find Deal
Mon, Oct 27 - Fri, Oct 31
Allegiant Air Logo
6:39 pm - 8:35 pmSWF-MYR
1h 56mnonstop
Allegiant Air Logo
3:53 pm - 5:49 pmMYR-SWF
1h 56mnonstop
$116Allegiant Air
Find Deal
Sat, Aug 30 - Fri, Sep 5
Breeze Airways Logo
7:29 pm - 10:33 pmSWF-MCO
3h 04mnonstop
Breeze Airways Logo
7:30 am - 11:44 amMCO-SWF
4h 14m1 stop
$119Breeze Airways
Find Deal
Sat, Aug 30 - Thu, Sep 4
Breeze Airways Logo
7:29 pm - 10:33 pmSWF-MCO
3h 04mnonstop
Breeze Airways Logo
8:10 am - 11:03 amMCO-SWF
2h 53mnonstop
$122Breeze Airways
Find Deal
Fri, Sep 5 - Mon, Sep 8
Breeze Airways Logo
12:24 pm - 2:53 pmSWF-CHS
2h 29mnonstop
Breeze Airways Logo
9:37 am - 11:44 amCHS-SWF
2h 07mnonstop
$122Breeze Airways
Find Deal
Fri, Oct 24 - Mon, Oct 27
 Logo
11:31 am - 6:53 pmSWF-MSY
8h 22m1 stop
 Logo
6:30 am - 2:11 pmMSY-SWF
6h 41m1 stop
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 (14% of total searches). The next most popular destinations are Fort Lauderdale (9%) and Myrtle Beach Intl (7%).

What are the most popular international flights out of New Windsor?

The international destinations KAYAK users have most searched for when searching for flights from New Windsor.
There are many international destinations you can fly to from New Windsor. The most popular international destinations among KAYAK users are Milan, Mexico City and Amsterdam.

What is the longest direct flight from New Windsor?

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

Good to know

Low seasonSeptember
Cheapest flight$48
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly with an average 19% increase in price.
Flight from Stewart Intl. to Fort Lauderdale

FAQs for booking flights out of Stewart Intl.

  • Which other towns can I visit after landing at Boston International Airport from New Windsor?

    If you are flying to Boston Logan International Airport (BOS) from New Windsor (SWF), remember that you can explore other towns in the neighborhood. For instance, if you intend to visit Smithfield, Wareham, Shirley, Bedford, or Somerset, you must first land at BOS, then connect there by bus or taxi.

  • Are pets allowed on flights from New York Stewart International Airport to Orlando?

    As the leading operator between New York Stewart International Airport (SWF) and Orlando International Airport (MCO), Allegiant Airlines allows passengers to bring their furry friends into the cabin, including cats and dogs. However, you must present recent vaccination and other health records and be willing to lock your furry friends in their cages.

  • Are there accessible services on airlines operating from New York Stewart International Airport to Philadelphia?

    Yes. All four airlines operating at New York Stewart International Airport (SWF), including Allegiant, Frontier, Pay, and Atlantic, cater to the needs of passengers with disabilities. Both the departure and arrival stations have well-trained staff ready to help you when boarding and deplaning. Furthermore, a wheelchair service is available and can be requested when booking.

  • Can I upgrade my seat when flying from New Windsor and Miami?

    Major airlines flying between New Windsor (SWF) and Miami International Airport (MIA) allow passengers to upgrade seats from Economy to Business- or First-Class. Typically, this service is available during booking, check-in, or as travelers go through the boarding gate. Moreover, you can check with your airline in advance before traveling.

  • What is New Windsor also known as?

    New Windsor Stewart Airport’s airport code is SWF. It can also be referred to as Newburgh Stewart, Stewart, Stewart Intl.

  • How does KAYAK find such low prices on flights from Stewart Intl.?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Stewart Intl..

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Stewart Intl.?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Stewart Intl. is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Stewart Intl.?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to your destination with an airline and back to Stewart Intl. with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Stewart Intl.?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Stewart Intl. up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding a cheap flight out of Stewart Intl.

  • Looking for a cheap flight? 25% of our users found tickets from Stewart Intl. to the following destinations at these prices or less: Fort Lauderdale $53 one-way - $96 round-trip; Reykjavik $118 one-way - $343 round-trip; Myrtle Beach $77 one-way - $158 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 192 reviews
8.2Boarding
6.6Entertainment
6.7Food
8.7Crew
8.1Comfort
Airline reviews

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

10.0 ExcellentAnonymous, Jul 2025BDL - MYR
Read more Breeze Airways reviews

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.

This is one of the worst trips that I have ever had. Ending up with an overnight delay. I’m not happy with the fact that they did not provide and set up the arrangement needed for lodging that we had to do it on our own. I also feel there should’ve been Compensation for food.

Had to approach landing twice which caused concern but probably due to weather

This was my first time flying your airline and it was okay. The people were nice but I am not used to all the add ons and no movies or even water. But I knew it was going to be that way. I think I prefer paying for the extras to be more comfortable.

Plane did no snacks and had no wifi or entertainment although the flight was 4 hours long.

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.

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!

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.

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

I liked the check in procedure. The luggage charges and overweight cost can be better.

The flight was delayed be over 3 hours. I tried to get a refund for Vivian Kirby and my session kept being stopped. I was NEVER able to finish the prosses...after 2 hours of attempting.

Again, when I use Kayak I expect to pay the total amount and that´s it. Someone added an additional charge few days later after purchasing the tickets.

My experience with Spirit was good, but the experience with Kayak was not. Based on the Spirit agent Kayak added an additional charge after purchasing the tickets. When I buy the tickets I paid the total amount and I only pay once. This time they added an additional charge because based on Spirit they partially charge the tickets and I still needed to pay a second time. This is not good at all and Unprofessional

Spirit gets such a bad rap. I have never had a bad experience with them and the crew is always friendly and funny. This trip I had knee replacement surgery surgery 10 weeks ago. It is still a little rough to get get from point a to point b. And Spirit was on top of it. When there was a seat available the stewardess asked me if I wanted to move to an open seat so I could elevate my leg on the empty seat? 5 stars all around. They helped me on and helped me off the plane. I can’t say enough about the crew!!

We liked the woman who worked our gate and waited with us for our plane. We changed gates 3 times. Our flight was supposed to leave at 11:28am. We actually left after 5pm. It was not a good situation. This delay cost us a lot of money.

Unbelievable check in horrible. Asked to print tickets at the gate after a delay

For the minimalist experience, it is really a great ride-- feels a little like public transport i guess

I didn’t mind being delayed due to weather, but continuing to post (and not update) that we would be delayed until after the flight was already supposed to have taken off was a bit much. In the future, please announce the delay even if the time is still unknown.

I think the staff was nice. They took time to explain safety protocols. Boarding was great. They started early and our flight left a little early which was convenient. Having free games to play would have been better

Everything you need to know for your flight from New Windsor

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.