$45 Find Cheap Flights from North America 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 8/18. 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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Cheap Flights from North America to New Windsor

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

KAYAK's recommended round-trip deals from the most popular airlines that fly from North America to New Windsor.
Discover the best prices for you by selecting your travel dates on KAYAK.
Allegiant Air Logo
4:01 pm - 7:06 pmFLL-SWF
3h 05mnonstop
Allegiant Air Logo
7:56 pm - 11:21 pmSWF-FLL
3h 25mnonstop
$89Allegiant Air
Find Deal
Fri, Jul 18 - Mon, Jul 21
Allegiant Air Logo
3:23 pm - 6:28 pmFLL-SWF
3h 05mnonstop
Allegiant Air Logo
7:18 pm - 10:43 pmSWF-FLL
3h 25mnonstop
$90Allegiant Air
Find Deal
Fri, Jun 13 - Mon, Jun 16
Breeze Airways Logo
9:37 am - 11:44 amCHS-SWF
2h 07mnonstop
Breeze Airways Logo
12:24 pm - 2:53 pmSWF-CHS
2h 29mnonstop
$99Breeze Airways
Find Deal
Fri, Sep 26 - Mon, Sep 29
Allegiant Air Logo
8:00 am - 11:05 amFLL-SWF
3h 05mnonstop
Allegiant Air Logo
7:18 pm - 10:43 pmSWF-FLL
3h 25mnonstop
$100Allegiant Air
Find Deal
Fri, May 30 - Fri, Jun 6
Allegiant Air Logo
8:00 am - 11:05 amFLL-SWF
3h 05mnonstop
Allegiant Air Logo
11:55 am - 3:20 pmSWF-FLL
3h 25mnonstop
$101Allegiant Air
Find Deal
Fri, May 23 - Mon, May 26
Allegiant Air Logo
4:01 pm - 7:06 pmFLL-SWF
3h 05mnonstop
Allegiant Air Logo
7:56 pm - 11:21 pmSWF-FLL
3h 25mnonstop
$105Allegiant Air
Find Deal
Fri, Jul 4 - Fri, Jul 11
Allegiant Air Logo
8:00 am - 11:05 amFLL-SWF
3h 05mnonstop
Allegiant Air Logo
11:55 am - 3:20 pmSWF-FLL
3h 25mnonstop
$106Allegiant Air
Find Deal
Fri, May 23 - Mon, May 26
Breeze Airways Logo
8:00 am - 10:53 amMCO-SWF
2h 53mnonstop
Breeze Airways Logo
11:33 am - 2:47 pmSWF-MCO
3h 14mnonstop
$119Breeze Airways
Find Deal
Thu, Sep 11 - Sun, Sep 14
Breeze Airways Logo
7:30 am - 11:44 amMCO-SWF
4h 14m1 stop
Breeze Airways Logo
11:33 am - 2:47 pmSWF-MCO
3h 14mnonstop
$122Breeze Airways
Find Deal
Fri, Sep 12 - Sun, Sep 14
 Logo
8:17 am - 11:05 amMCO-SWF
26h 48m1 stop
 Logo
11:55 am - 7:07 amSWF-MCO
19h 12m1 stop
Thu, May 22 - Mon, May 26
Useful Info

Good to know

Low seasonJanuary
High seasonJuly
Cheapest flight$45
Best time to beat the crowds with an average 54% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from Fort Lauderdale to Stewart Intl.

Flights from North America to New Windsor: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from North America to New Windsor 
LoriFlew with Allegiant AirSFB-SWFMar 2025
No off site parking so the cheapest lot is $15 a day which is pretty steep for me. I won’t book a flight through there again unless I don’t have to leave my car.
HenryFlew with Breeze AirwaysMCO-SWFAug 2024
For MCO arrive with plenty of time to make it through the TSA checkpoint. Stewart / Newburgh is a great smaller airport to fly in or out of.

FAQs for booking flights from North America to Stewart Intl.

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Stewart Intl. from North America 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 North America 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 to North America with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from North America 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. from North America up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top 5 airlines serving from North America to New Windsor

Need help choosing which airline to fly with from North America 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.
8.1
Breeze AirwaysOverall score based on 160 reviews
6.7Food
8.3Boarding
8.8Crew
8.2Comfort
6.6Entertainment
Airline reviews

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

8.0 ExcellentAnonymous, Apr 2025PVU - IAD
Read more Breeze Airways reviews

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

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 gate and ground staff were excellent, friendly, went out of their way to acknowledge my Mosaic status. The plane was an older Airbus, so the seats were a little worn. The in flight attendant was not very nice, and seemed to be annoyed to be at work or be on this flight. Flight was fast and we landed early and pilots kept us informed.

The regular feedback of any changes to our flights. The Jetblue staff were very helpful. Our flights were great. Lots of leg room!

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

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.

I mean, it’s Spirit. But it was frustrating to have our flight canceled, get bumped to a later flight, and then Spirit was unwilling to check our bag until 4 hours before our flight… tell us we could not sit in the waiting area’s chairs… and really negative experience getting checked in and dropping the bag.

Not having it be changed after we bought the flight tickets from a direct flight getting in at a reasonable time to a connecting flight red eye of 9 hours, so that we would lose our 35 dollars in nonrefundable insurance would've been great! Our country really does need low-cost carrier options, but this type of "service" ain't it. Fortunately, had a little better success with them flying to and from San Juan PR last month at least.

All was good expecting the seats need a bit of cushion. Besides that I can’t complain.

You get what you pay for, and the flights went smoothly. There’s no reclining chairs, no screens, And there isn’t always wifi, but the plane was clean and staff was friendly and the takeoff/landing were smooth.

The only positive is that the flight made it both ways. Getting charged for every little thing after the cost of the ticket itself is comical, considering how the plane and services are as bottom-tier as possible. The self check-in kiosks are useless. It’s nice to think that you can print your boarding pass, tag your checked bag, and then just drop it off. But no, they still make you go through the line once you finish- what’s the point of the self check-in then? Any questions for the staff seem like the biggest inconvenience and were met with condescending responses. This was my first and now last time ever flying with Spirit. After all the extra costs, subpar plane and staff, I see no value. I’d rather drive the 13 hours than give Spirit another dime.

The flight was fine however what started as a reasonable priced ticket could have become an overpriced ticket with additional charge for carry on as well as checked bag $79 per bag per person each way. Additional charge for choosing one’s seat, additional charge for beverage and snack, we were on what was described as a new plane yet there were no audio/visual on the jet. A bare bones service but not at a bare bones price. Will think twice before flying Spirit again. 😕

Flight was delayed a bit, but that was expected (and updated), so really not bad at all for the price. Could’ve used one less email asking me to upgrade my seat; otherwise no significant complaints

I love Spirit. New aircraft, great cabin service, the airfares are low cost which helps me visit my hospitalized daughter anytime I can without paying a fortune.

Flight was 2hours late they had no crew or the pilot.

I paid for streaming wifi and the connection was poor.

The reps working at the airport counter were dumber than a second coat of paint.

My costume jewelry was stolen out of my bag. Got to airport and my bag weighed 45 pounds- 5 pounds over cost me $100 Long lines in tier one. No entertainment No WiFi no free drinks or snacks

Not very good. Paid in excess of $400 for assigned seating for my family and that was not provided. I want that money back.

The seats were hard molded plastic covered in plastic vinyl. And the scam to charge people extra to sit together. Don’t they know we can just ask someone to trade seats. And watching the staff separate young children from parents… super classy. We had to guilt them into offering up our seats. This companies policies suck. Don’t give them your money.

The seats were awful, hard plastic covered in sheet vinyl. The airline tries to scam you into paying extra to get seat together when the flight wasn’t full. They were going to separate a family with young children but my wife who had a row to herself gave up her seat so the young mom could be with her young boys. I’m never giving this airline my money again.

It was a short flight so no food or entertainment….

Seats are uncomfortable but price is good. Guess I can put up with misery for four hours.

I’ve never traveled on Frontier before. If you want basic, no frills, friendly service at great prices then give them a fly!

I guess you get what you pay for. The seats are very uncomfortable and very little space. The snacks were pricey.

Cancelled and declined to find alternatives Earlier flight is 2 days later Sent the cancellation notification very late, wish I knew earlier would have stayed to watch the Miami open final game Very disappointing service

Everything you need to know for your flight to New Windsor

Information on the airport you'll fly into in New Windsor

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