SWF

$46 Find Cheap Flights to 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 to New Windsor 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.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to New Windsor

 
These are the airlines KAYAK users have selected most often from within our search results for flights to New Windsor, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to New Windsor, as well as popular online travel agencies
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Cheap Flights to New Windsor

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to 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 flight deals to New Windsor

Fri, Nov 7 - Mon, Nov 10
Allegiant Air Logo
7:30 am - 10:41 amFLL-SWF
3h 11mnonstop
Allegiant Air Logo
12:01 pm - 3:32 pmSWF-FLL
3h 31mnonstop
$96Allegiant Air
Find Deal
Fri, Oct 3 - Mon, Oct 6
Allegiant Air Logo
8:10 am - 11:21 amFLL-SWF
3h 11mnonstop
Allegiant Air Logo
11:01 am - 2:32 pmSWF-FLL
3h 31mnonstop
$97Allegiant Air
Find Deal
Fri, Nov 21 - Mon, Nov 24
Allegiant Air Logo
7:15 am - 10:22 amFLL-SWF
3h 07mnonstop
Allegiant Air Logo
10:57 am - 2:03 pmSWF-FLL
3h 06mnonstop
$99Allegiant Air
Find Deal
Fri, Oct 31 - Fri, Nov 21
Allegiant Air Logo
7:30 am - 10:41 amFLL-SWF
3h 11mnonstop
Allegiant Air Logo
11:12 am - 2:18 pmSWF-FLL
3h 06mnonstop
$100Allegiant Air
Find Deal
Fri, Jan 30 - Mon, Feb 2
Allegiant Air Logo
7:15 am - 10:19 amFLL-SWF
3h 04mnonstop
Allegiant Air Logo
11:09 am - 2:52 pmSWF-FLL
3h 43mnonstop
$101Allegiant Air
Find Deal
Fri, Dec 12 - Mon, Dec 15
Allegiant Air Logo
8:30 am - 11:37 amFLL-SWF
3h 07mnonstop
Allegiant Air Logo
12:27 pm - 3:40 pmSWF-FLL
3h 13mnonstop
$102Allegiant Air
Find Deal
Thu, Jan 22 - Mon, Jan 26
Breeze Airways Logo
8:10 am - 11:08 amMCO-SWF
2h 58mnonstop
Breeze Airways Logo
12:11 pm - 4:49 pmSWF-MCO
4h 38m1 stop
$136Breeze Airways
Find Deal
Fri, Dec 5 - Mon, Dec 8
Breeze Airways Logo
7:30 am - 11:44 amMCO-SWF
4h 14m1 stop
Breeze Airways Logo
12:24 pm - 4:59 pmSWF-MCO
4h 35m1 stop
$150Breeze Airways
Find Deal
Fri, Dec 5 - Mon, Dec 8
Breeze Airways Logo
7:30 am - 11:44 amMCO-SWF
4h 14m1 stop
Breeze Airways Logo
12:24 pm - 4:59 pmSWF-MCO
4h 35m1 stop
$152Breeze Airways
Find Deal
Fri, Jan 16 - Mon, Jan 19
Multiple Airlines Logo
7:15 am - 10:19 amFLL-SWF
3h 04mnonstop
Multiple Airlines Logo
7:33 pm - 8:04 amSWF-FLL
12h 31m1 stop
$167Multiple Airlines
Find Deal

Everything you should know

Our travelers' advice
AI-generated summary based on content written by travel experts
JetBlue’s Even More Space adds 7” legroom and priority.
Breeze’s Nicest fare offers 39” legroom and free Wi-Fi.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Allegiant Air
Most flights • 17 per week
Breeze Airways
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
FLL-SWF
Cheapest
MCO-SWF
Most popular
Insights
Insights
Insights
Insights
Cheapest round-trip
$96
Overall average: $184
Allegiant Air
Fri 11/7Mon 11/10
FLL - SWF • Non-stop
Cheapest one-way
$46
Typical prices: $49-119
Allegiant Air
Mon 11/17
FLL - SWF • Non-stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to New Windsor!

Expert advice for your flight to New Windsor

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
Spirit Airlines

Spirit’s Go Big fare includes Big Front Seat and free in-flight Wi-Fi.


Spirit’s Big Front Seat offers 20” width and 11” extra legroom.

Allegiant Air

Allegiant’s Bonus bundle includes a carry-on, seat selection, and ticket change flexibility.


Allegiant’s Trip Flex allows one free flight change or postponement.

Breeze Airways

Breeze’s Nicest fare offers 39” legroom and free Wi-Fi on Airbus A220.


Breeze’s Nicer fare includes extra legroom, priority boarding, and a free checked bag.

Frontier

Frontier’s Premium Bundle offers priority boarding and extra legroom seats.


Frontier’s Economy Bundle includes a carry-on and standard seat choice.

Read more about Frontierby Stefanie Waldek
JetBlue

JetBlue’s Even More Space offers up to 7” extra legroom and priority security access.


Enjoy free gate-to-gate Wi-Fi and live TV on JetBlue flights.

Read more about JetBlueby Harriet Baskas
Our travel experts
Joe Cortez

Joe Cortez

Expert on Spirit Airlines

Joe Cortez

Joe Cortez

Joe Cortez is a seasoned managing editor in aviation with over a decade of industry experience. His work has been featured on prominent platforms such as FlyerTalk and TripSavvy, establishing him as a respected voice in aviation journalism.

Read more
Daniel Scheffler

Daniel Scheffler

Expert on Allegiant Air

Daniel Scheffler

Daniel Scheffler

Daniel Scheffler is a travel writer, podcaster, and producer. Born in Africa, bred in Europe and now living in America he has traveled to 140 countries (and all 50 U.S. states). Plus he has stayed at over 2500 hotels across the globe. His original shows Everywhere and Without Maps (available on Spotify) showcase his beliefs, travel is about humanity and sharing that beauty. And thus it reminds you that you shouldn’t believe everything you think.

Read more
Chris Dong

Chris Dong

Expert on Breeze Airways

Chris Dong

Chris Dong

Chris is a consumer travel reporter covering aviation, trending travel news, hotels, and loyalty programs—all for leading global publications like Travel + Leisure, The Washington Post, AFAR, and more. In addition to writing, Chris is a video host for Travel + Leisure, giving consumers an inside look at the latest in air travel.

Read more
Stefanie Waldek

Stefanie Waldek

Expert on Frontier

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Harriet Baskas

Harriet Baskas

Expert on JetBlue

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Booking Insights

KAYAK's insights & trends for flights to New Windsor

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

What is the cheapest flight to Stewart Intl.?

These are the best round-trip prices found by users searching on KAYAK in the last 72 hours.

In the last 3 days, the cheapest flight deal to Stewart Intl. was found on the route from Fort Lauderdale, at $96 return. The most popular connection is from Orlando to Stewart Intl. and KAYAK users have found round-trip deals for as low as $136 in the last 3 days.

How much is a flight to New Windsor?

The average and cheapest price for all round-trip flights to New Windsor from each origin found by users searching on KAYAK in the last month.

A flight to New Windsor costs $145 on average. The cheapest price found on KAYAK in the last 2 weeks cost $48 and departed from Fort Lauderdale. The most popular routes on KAYAK are Fort Lauderdale to New Windsor which costs $106 on average, and Myrtle Beach to New Windsor, which costs $166 on average.

See prices from:

What is a good deal for flights to New Windsor?

If you’re looking for cheap airfare to New Windsor, 25% of our users found tickets to New Windsor for the following prices or less: From Orlando Sanford Intl Airport $57 round-trip, from Punta Gorda $84 round-trip, from Fort Lauderdale $100 round-trip.

Good to know - Book Cheap New Windsor Plane Tickets

Low seasonFebruary
Cheapest flight$46
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from Fort Lauderdale to Stewart Intl.

When to book flights to New Windsor

Are your dates flexible? Find out the best times to travel to New Windsor based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. The information is for flights to New Windsor based on your location. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs - booking Stewart Intl. flights

  • What airlines fly directly to Stewart International Airport?

    There are several US cities that you can fly direct to Stewart Airport from. Allegiant Air offers direct flights from Punta Gorda (PGD), Orlando (SFB), and Tampa (PIE) in Florida, Savannah (SAV) in Georgia, and Myrtle Beach (MYR) in South Carolina. JetBlue also flies direct to Orlando and Fort Lauderdale (FLL). American Airlines offers direct service to Stewart from Philadelphia. For each of these flights, there is usually at least one departure a week. You can set up an alert with KAYAK to notify you of any changes.

  • Does Stewart International Airport provide assistance for passengers with special needs?

    To ensure you find the increased accessibility assistance you need, you can speak to the airport staff upon your arrival so that they can make the proper arrangements, such as wheelchair services. All the restrooms at the airport are accessible, and there are customer care associates wearing red jackets throughout the terminal ready to assist passengers as well.

  • Is there a bus I can take to New York City from Stewart International Airport?

    The most direct way to get to New York City is the Stewart Airport Express coach service, which leaves from the airport terminal. Tickets are around $20 for adults and about $10 for children aged 5-11 years. There is one departure a day around 5.15 pm and takes about 90min to Port Authority Bus Terminal in New York City.

  • Are there train options from Stewart International Airport?

    There is a shuttle bus from Stewart Airport to Beacon Station Monday to Friday, from around 9.00 am to about 8.25 pm. The trip costs about $1. Or you can take a taxi during off-peak hours. From Beacon Station, you can catch the Metro-North Hudson Line to Grand Central Station. Depending on the train, you may need to transfer. Trains generally run from around 4.30 am to around 11.10 pm with departures every hour or two hours. Tickets vary from peak to off-peak times and may be subject to an extra charge if purchased aboard the train.

  • What is the cheapest flight to Stewart Intl.?

    In the last 3 days, the cheapest flight deal to Stewart Intl. was found on the route from Fort Lauderdale, at $96 return. The most popular connection is from Orlando to Stewart Intl. and KAYAK users have found round-trip deals for as low as $136 in the last 3 days.

  • How far is New Windsor Stewart Airport from central Stewart Intl.?

    The city center of Stewart Intl. is 4 miles from New Windsor Stewart Airport.

  • What is the name of Stewart Intl.’s airport?

    Stewart Intl. is served by New Windsor Stewart Airport, also commonly referred to as Newburgh Stewart, Stewart, or Stewart Intl. The airport code is SWF.

  • How much is a flight to New Windsor?

    On average, a flight to New Windsor costs $145. The cheapest price found on KAYAK in the last 2 weeks cost $48 and departed from Fort Lauderdale Airport.

  • What is the cheapest day to fly to New Windsor?

    Based on KAYAK data, the cheapest day to fly to New Windsor is Friday where round-trip tickets can be as cheap as $129. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $203 on average.

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to 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 to 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 Stewart Intl. with an airline and back with another airline.

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

  • Looking for cheap airfare to Stewart Intl.? 25% of our users found round-trip tickets to Stewart Intl. for the following prices or less: From Fort Lauderdale $101, from Orlando $126, from Myrtle Beach $150
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Stewart Intl. flight deals.
  • Stewart International Airport (SWF) services New York City, as well as cities in the Hudson Valley including New Windsor, Newburgh, Beacon, Kingston, Poughkeepsie, New Paltz, and West Point.
  • The airport normally closes at around 1.00 am every day until about 4.00 am, so you should make sure to have transport plans in place if you have a late-night arrival.
  • If you need cash to continue on your journey into New York, there are ATMs by the baggage claim area and at the Welcome Center so that you can withdraw money any time of the day.
  • Car rental companies, including Avis, Enterprise, and Budget, offer pick-up car rentals from Stewart if you prefer to drive into New York from the airport.
  • If you prefer to catch a taxi from the airport, you need to contact the Welcome Center or a customer care representative to help you arrange a ride.
  • There are food services and shops at the airport if you want to grab a drink or a snack before you leave the airport to continue into New York.

Reviews of the top 4 airlines flying to New Windsor

 
See real verified KAYAK customer reviews for airlines flying to New Windsor. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from the United States to New Windsor. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to New Windsor? 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 207 reviews
8.2Boarding
8.7Crew
8.1Comfort
6.7Food
6.6Entertainment
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.

I don’t usually fly budget airlines or airlines in the United States. It was as good as any other airline. The seats are comfortable and the airline attendants are not rude & surly. Very nice flight (s).

They have the most inexperienced / rude flight staff I’ve encountered

I paid extra for a seat closer to the front. The TV didn’t work at all for the entire flight. Would have been nice to know before I purchased an “upgraded “ seat

Too many long delays with JetBlue. Worst major airline that serves JFK but unfortunately I keep going back because of the prices.

flight cancelled after 2 delays. left us sitting in JFK at 1am. no customer service to assist rebooking.

To not have food or proper snacks on a 5 hour flight was the worst.

Spend hours delayed with no food, water anything sitting on the aieplane with no ability to eat or use the restroom. My entire experience was the absolute worst. I will never fly jet Blue again.

It would have been nice if they had offered more than one set of snacks

Ground crew gave me interference about carrying a laptop and a small shoulder bag, even though I told them I traveled with them all the time. I then placed my laptop bag in my carryon and took out a medical device, and ground crew still tried to give interference. I had to remind them that medical devices don't count towards luggage limits. It was quite annoying and unne

Flight was delayed several 3 hours - no reason was given and no communication what so ever.

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!

Seats were new and comfortable. Staff was fine. Missed my connection due to weather -which wasn’t their fault- but got no help at all. Gate staff sent me to customer service, which was and stayed unstaffed. Sign with QR code directed me to call or chat. Chat was useless. Call was returned after an hour. No itinerary offered by Frontier could get me home in less than 30 hours. Rebooked with another airline and got a partial refund that came to about 10 percent of what I paid to get home.

Finally a Frontier on time and efficient. I've had problems before with your airline, but this time everything went fine.

The experience was good. No frills but I got there safe and sound and on time.

Great for the price. No wifi or entertainment, but gate agents and crew were fantastic and we boarded quickly and left on time.

sluggish boarding and arrival procedures, fake nice flight attendants, and lots of delays.

Disaster. They lied every step of the way. We ended up being delayed due to crew and then allegedly abandoned the flight because of a curfew at LGA. No rebooking to LGA at any reasonable time. No hotel. No meal vouchers. Had to sleep in the airport and fly to Newark instead. Will never fly Frontier again.

What I expected, nickeled and dined and a frontier flight attendant loudly complained about her job and lack of communication as she headed to the gate on her cell phone. Not professional.

As every law enforcement agency I could imagine surrounded the plane and we didn’t disembark for 2 hours and then had to stick around for another hour to go get our personal belongings after leaving them behind and being bused away from the plane, it was scary and inconvenient. We were given no information as to why this was happening. Lack of communication with passengers was disappointing.

After boarding and un-boarding twice over 6+hours, the flight was canceled.

Severe turbulence. Captain never came on to reassure passengers after things settled down.

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Everything you need to know for your flight to New Windsor

Flights with popular airlines flying to New Windsor

Flights from the other most popular airlines that fly from the United States to New Windsor according to KAYAK users. Prices are the lowest found on KAYAK over the last 7 days. Price and availability are not guaranteed.

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