SWF

$50 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 5/16. 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

Search hundreds of travel sites at once for deals on flights to Stewart Intl.

 
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 Flight Deals 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.

Recent round-trip flight deals to New Windsor

Recommended round-trip deals departing in the coming months from the most popular airlines that fly to New Windsor.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
6:15 am - 9:20 amFLL-SWF
3h 05mnonstop
10:10 am - 1:35 pmSWF-FLL
3h 25mnonstop
$100Allegiant Air
Find Deal
fr., mar. 28 - ma., mar. 31
6:15 am - 9:20 amFLL-SWF
3h 05mnonstop
10:10 am - 1:35 pmSWF-FLL
3h 25mnonstop
$101Allegiant Air
Find Deal
fr., apr. 4 - ma., apr. 7
7:55 am - 11:00 amFLL-SWF
3h 05mnonstop
11:50 am - 3:15 pmSWF-FLL
3h 25mnonstop
$106Allegiant Air
Find Deal
ma., apr. 14 - ma., apr. 28
7:00 am - 11:20 amMCO-SWF
4h 20m1 stop
12:00 pm - 4:31 pmSWF-MCO
4h 31m1 stop
$110Breeze Airways
Find Deal
fr., apr. 4 - ma., apr. 7
4:01 pm - 7:06 pmFLL-SWF
3h 05mnonstop
7:56 pm - 11:21 pmSWF-FLL
3h 25mnonstop
$111Allegiant Air
Find Deal
fr., jul. 4 - ma., jul. 7
7:00 am - 11:20 amMCO-SWF
4h 20m1 stop
12:00 pm - 4:31 pmSWF-MCO
4h 31m1 stop
$113Breeze Airways
Find Deal
fr., mar. 28 - ma., mar. 31
6:15 am - 9:20 amFLL-SWF
3h 05mnonstop
10:10 am - 1:35 pmSWF-FLL
3h 25mnonstop
$113Allegiant Air
Find Deal
ma., mar. 24 - fr., mar. 28
7:00 am - 11:20 amMCO-SWF
4h 20m1 stop
12:00 pm - 4:31 pmSWF-MCO
4h 31m1 stop
$117Breeze Airways
Find Deal
fr., mar. 28 - ma., mar. 31
6:15 am - 9:20 amFLL-SWF
3h 05mnonstop
10:10 am - 1:35 pmSWF-FLL
3h 25mnonstop
$119Allegiant Air
Find Deal
ma., mar. 31 - fr., apr. 4
9:53 pm - 9:20 amRDU-SWF
11h 27m1 stop
10:10 am - 10:03 amSWF-RDU
23h 53m1 stop
to., apr. 3 - ma., apr. 7

Flights to New Windsor - Travel Insights & Trends

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.

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 $144 on average. The cheapest price found on KAYAK in the last 2 weeks cost $41 and departed from Charleston. The most popular routes on KAYAK are Charleston to New Windsor which costs $125 on average, and Fort Lauderdale to New Windsor, which costs $123 on average.
See prices from:

What is the cheapest day to fly to New Windsor?

The average price of all round-trip flights to New Windsor clicked on KAYAK for each day over the last 12 months.
Based on KAYAK data, the cheapest day to fly to New Windsor is Saturday where round-trip tickets can be as cheap as $146. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $213 on average.

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 Charleston $88 round-trip, from Orlando Airport $88 round-trip, from Fort Lauderdale $98 round-trip.

Good to know - Book Cheap New Windsor Plane Tickets

Low season

February

High season

December

Cheapest flight

$47
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 8% 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.

  • 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 $144. The cheapest price found on KAYAK in the last 2 weeks cost $41 and departed from Charleston Airport.

  • 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.

See more FAQs

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 Myers $66, from Myrtle Beach $118, from Vero Beach $137
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be June and July. The cheapest month to fly from the United States is January.
  • 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.
See more tips

Top 5 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 155 reviews
8.2Comfort
8.8Crew
6.7Food
6.6Entertainment
8.3Boarding
Airline reviews

My original booking was a nonstop flight. It got changed to a flight with a 6vhour layover that became a 7+ hour lay over. I'll never fly this airline again after this roundtrip is over.

2.0 MediocreAnonymous, Mar 2025TPA - PVD
Read more Breeze Airways reviews

My original booking was a nonstop flight. It got changed to a flight with a 6vhour layover that became a 7+ hour lay over. I'll never fly this airline again after this roundtrip is over.

I was surprised at how wonderful it was. The aircraft was clean. The crew was warm and welcoming and as a result the passengers were friendly. One warning the only free thing was water. I kind of liked picking wet hat I was willing to pay for and what I was willing to skip.

The flight wasn’t big on frills, which is fine with me. I flew into Islip MacArthur Airport, which saved me from having to go through LaGuardia to visit friends on Long Island. It was inexpensive and super convenient!

Great experience! This was my first time flying with them and I could not have been happier.

Airplane was newer and very clean, lots of space. Crew was great. There was no food and entertainment but that was expected so not an issue.

I like that the price is right! The airplane is clean and the staff is friendly. We landed safely, so that is always a gold star in my book! Great job!

Purposely delayed the flight by 2 hours and 58 minutes so that they would not have to give me the FAA mandated refund for a delay of 3 hours. Offered flight credit instead. All that is offered on board is water and coffee, everything else costs money. They charge you for carry on and checked bags. Would not fly again.

nice flight. no frills but a 3 hour flight I caught up on my sleep. Stan O

First time flying Breeze, was very impressed. I will use Breeze again.

The flight was rescheduled and canceled. I had to go with another airline last minute to honor my school commitment. The reimbursement is a joke -$150 for a one way plane ticket.

The flight was delayed for 4 hours. Once onboard the crew was wonderful.

I rate it is good we had a 4-hour travel delay at one point but JetBlue gave out food vouchers and travel points credits for another flight so they try to make up for it

Did not enjoy this flight at all. All of my coworkers flew delta and I chose JetBlue because I really value how simple the WiFi and entertainment is and this flight I didn’t get either. Crew staff was unsympathetic to my system not working, everyone I asked for help with was extremely bothered by my request for help.

Little snafu at boarding. Staff communicated with gate poorly. Flight attendant was rude making disembark early. This was an older mint class. Needs an overhaul for sure. Food was good. The male flight attendant was really nice.

Like the space, did not like the snack options, there was no power outlet in seats, no entertainment, no flyfi.

In-flight staff was very helpful and excellent. However, the flight was delayed by 90 minutes. Also the boarding process should be expedited in case of delayed flights. This will help the passengers trying to make international connections.

They delayed our flight by 45 minutes and then re-updated the departure time back to normal schedule with no notification, email, or app update causing probably 40 people to miss the flight as they left without us.

The walk from baggage claim to the taxi is very difficult for older people I will never fly into JFK again. It is physically challenging

Overall fine but both ways for this trip was delayed.

Flight was delayed by almost 5 hours. Suitcase was not loaded despite the flight being near empty (my colleagues’ suitcases did reach JFK, unlike mine). Had to argue on phone to get JetBlue to deliver the case to my hotel. Never again

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.

They boarded passengers that sat in the back of the plane first, making boarding very efficient.

I didn't even take this flight. My plans changed and I couldn't get ahold of customer service and the website kept breaking down during the attempt to change the flight. I wound up taking another airline entirely and eating the cost.

The worst flying experience ever 3 delays. No accommodations. Had to deboard the plane after being delayed.

Posted a 20minute delay but didn’t delay at all. Caused boarding issues and confusion. Also, didn’t release baggage. Took over an hour and 20 minutes to get luggage.

Flight was good, boarding was a breeze, flight attendants were friendly and professional. There was a medical issue with another passenger and the crew handled it in a calm and professional way.

Everything on the flight was OK. However, the price is very deceiving the way that it is marketed. It seems like it’s going to be very low cost, but when you add in the charges for luggage, choosing a seat, food & drink, etc., that are already included in other competitors fares, it really is no cheaper, and possibly even more expensive than the other carriers. It actually makes your carrier seem dishonest.

If kayak actually provided me this flight and didn’t just send me notifications about it

Kayak never booked my flight, I have received notifications the entire time the fights were to be used I went to the airport to find out despite receiving these emails to board my flight was never booked only to have to return home and miss the event I was scheduled for, inconvenient and devastating to say the least, customer service was very poor to only explain that my card had not been charged so that I shouldn’t worry. Yea great for you to say being that your not inconvenienced.

The reservation was cancelled after a day and a half due to family reasons. There was no flight from Newark to Orlando 03.01.2025. Very bad customer service. Never use again.

Overall good experience for the price. Thank you for making travel affordable.

Was pleasantly surprised at how large the plane was. Crew very friendly.

Most uncomfortable seating I have ever experienced. And they do not provide any beverage unless purchased. Water was 4.59 a bottle. Same for a soda. A cup of water should be free. I will never fly Spirit again.

This flight went flawlessly. I don’t like thei no adjustment seats and them charging for water… but they’re a discount airline so I guess it’s to be expected

Worst Airplane ride I ever have taken... My purchased seat was changed without my consent

Spirit airlines was extremely uncomfortable. The seats were hard.. the constant up selling (from lack of food or even water to $15 for wi fi ) was annoying. Not a recommended airlines

The flight itself was ok and the pilot was very communicative. However, our flight was delayed for almost 3 hours, the gate was changed 3 times and there was no communication as we were waiting. The flight staff was overall a little crabby...I understand as they probably had a long day but we all did.

Asked for a seat change to be w my wife at the gate they were great in sorting it out to make it happen

Everything went as planned. Crew was great. Seats were still not that comfortable.

The plane failed preflight inspection, so we sat there for 90 mins while they tried to fix it. Ultimately, everything was remedied and we made our connecting flight; instead of a 2 hour layover at the airport, we spent it waiting on the plane.

They changed the timing , first delayed by 4 hours then went back to 40 mins late, we had to run back to airport to not miss our flight. This is ridiculous

Seats were extremely uncomfortable and it was very hot on the plane.

Would be great if Frontier can Assign Seats together under one PNR

Early arrival. Great landing. Pilot updates. Too cold in plane.

Better to put road truck seat in plain it so uncomfortable can not adjustable and fill metal don’t have cushions at all it’s very hard to travel for five hours

Since they are a budget airline, I wasn’t expecting too much but they did some things well. They were on time, the plane was clean, boarding was fairly straightforward and the staff was cheerful and friendly. The only downside was comfort. The seats were fairly hard and after a 2 hour flight your rear end is not feeling so great. Maybe a little more cushion in the seats, Frontier!

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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