SWF - ORL

$53 Find Cheap Flights from New Windsor to Orlando

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 Orlando departing on 9/5. 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 Orlando

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New Windsor to Orlando, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New Windsor to Orlando, as well as popular online travel agencies
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Flights Deals

Cheap Flights from New Windsor to Orlando (SWF-ORL)

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

Fri, Sep 5 - Sun, Sep 7
Breeze Airways Logo
12:24 pm - 4:59 pmSWF-MCO
4h 35m1 stop
Breeze Airways Logo
8:00 am - 10:53 amMCO-SWF
2h 53mnonstop
$117Breeze Airways
Find Deal
Tue, Sep 2 - Fri, Sep 5
Breeze Airways Logo
12:36 pm - 3:40 pmSWF-MCO
3h 04mnonstop
Breeze Airways Logo
7:30 am - 11:44 amMCO-SWF
4h 14m1 stop
$118Breeze Airways
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
$119Breeze Airways
Find Deal
Fri, Sep 5 - Sun, Sep 7
Breeze Airways Logo
12:24 pm - 4:59 pmSWF-MCO
4h 35m1 stop
Breeze Airways Logo
8:00 am - 10:53 amMCO-SWF
2h 53mnonstop
$120Breeze Airways
Find Deal
Fri, Sep 5 - Sun, Sep 7
Breeze Airways Logo
12:24 pm - 4:59 pmSWF-MCO
4h 35m1 stop
Breeze Airways Logo
8:00 am - 10:53 amMCO-SWF
2h 53mnonstop
$121Breeze Airways
Find Deal
Thu, Aug 21 - Thu, Sep 4
Breeze Airways Logo
7:52 pm - 10:56 pmSWF-MCO
3h 04mnonstop
Breeze Airways Logo
8:00 am - 10:53 amMCO-SWF
2h 53mnonstop
$122Breeze Airways
Find Deal
Tue, Sep 2 - Thu, Sep 4
Breeze Airways Logo
12:36 pm - 3:40 pmSWF-MCO
3h 04mnonstop
Breeze Airways Logo
8:00 am - 10:53 amMCO-SWF
2h 53mnonstop
$123Breeze Airways
Find Deal
Sun, Sep 7 - Sun, Sep 14
Breeze Airways Logo
11:33 am - 2:47 pmSWF-MCO
3h 14mnonstop
Breeze Airways Logo
8:00 am - 10:53 amMCO-SWF
2h 53mnonstop
$127Breeze Airways
Find Deal
Fri, Aug 22 - Mon, Aug 25
 Logo
5:36 pm - 8:04 amSWF-MCO
14h 28m1 stop
 Logo
6:20 am - 4:46 pmMCO-SWF
10h 26m1 stop
Fri, Aug 22 - Mon, Aug 25
 Logo
5:36 pm - 8:04 amSWF-MCO
14h 28m1 stop
 Logo
6:20 am - 4:46 pmMCO-SWF
10h 26m1 stop
Expert advice

Expert advice for your flight from New Windsor to Orlando

 
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
Breeze Airways

Breeze offers nonstop flights with low fares and flexible booking policies, enhancing convenience.


The Airbus A220 provides wider seats, larger windows, and a quieter cabin for a comfortable flight.

Allegiant Air

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


Allegiant offers priority boarding with the Total bundle, ensuring overhead compartment space for carry-ons.

Our travel experts
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
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
Booking Insights

KAYAK's insights & trends for New Windsor to Orlando flights

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

What is the cheapest New Windsor to Orlando flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from New Windsor to Orlando.

Our data shows that the cheapest route for a return flight from New Windsor to Orlando cost $93 and was between New Windsor (SWF) and Orlando Airport (MCO). On average, the best prices are found if you fly from New Windsor (SWF) to Orlando Sanford Intl Airport (SFB). The average price for a return flight for this route is $93.

What’s the cheapest day of the week to fly from Stewart Intl. to Orlando?

The average price of all round-trip flights from New Windsor to Orlando clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Orlando on a Saturday, as we generally find the cheapest rates on that day for this route. On the other hand, Monday is the most expensive day to fly from Stewart Intl. to Orlando. For your return ticket, we recommend flying on a Monday and avoiding Wednesdays for the best deals.

What is the cheapest month to fly from New Windsor to Orlando?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from New Windsor to Orlando, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from New Windsor to Orlando is January, where tickets cost $123 (return) on average. On the other hand, the most expensive months are November and December, where the average cost of round-trip tickets is $288 and $271 respectively.

How far in advance should I book a flight from New Windsor to Orlando?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from New Windsor to Orlando, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from New Windsor to Orlando, you should book around 3 weeks before departure, which saves you about 37% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.

Good to know

Low seasonOctober
Cheapest flight$53
Best time to beat the crowds but there is an average 15% increase in price.
Most popular time to fly with an average 10% increase in price.
Flight from Stewart Intl. to Orlando Airport

When to book flights from New Windsor to Orlando

Are your dates flexible? Find out the best times to travel from New Windsor to Orlando 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. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Stewart Intl. to Orlando

  • What is the cheapest flight from New Windsor to Orlando?

    In the last 3 days, the lowest price for a flight from New Windsor to Orlando was $53 for a one-way ticket and $117 for a round-trip.

  • Do I need a passport to fly between Stewart Intl. and Orlando?

    Yes

  • Which airlines offer Wi-Fi service onboard planes from Stewart Intl. to Orlando?

    JetBlue, Delta, and American Airlines offer inflight Wi-Fi service on the Stewart Intl. to Orlando flight route.

  • Which aircraft models fly most regularly from Stewart Intl. to Orlando?

    The Airbus A320neo is the aircraft model that flies most regularly on the Stewart Intl. to Orlando flight route.

  • On which days can I fly direct from Stewart Intl. to Orlando?

    There are nonstop flights from Stewart Intl. to Orlando on a daily basis.

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

    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. to Orlando.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Orlando 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. to Orlando?

    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 Orlando 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. to Orlando?

    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 Orlando from Stewart Intl. up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from New Windsor to Orlando

  • Looking for a cheap flight? 25% of our users found flights on this route for $97 or less one-way and $119 or less round-trip.

Prefer to fly direct from Stewart Intl. to Orlando?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from New Windsor Stewart to Orlando.
Find which airlines fly direct from New Windsor Stewart Airport to Orlando, which days they fly and book direct flights.

Direct departures

New Windsor Stewart to Orlando

Monday

Allegiant Air

Allegiant Air

Tuesday

Breeze Airways

Breeze Airways

Wednesday

Allegiant Air

Allegiant Air

Thursday

Breeze Airways

Breeze Airways

Friday

Allegiant Air

Allegiant Air

Saturday

Allegiant Air, Breeze Airways

Allegiant Air, Breeze Airways

Sunday

Breeze Airways

Breeze Airways

See more direct flights

Direct returns

Orlando to New Windsor Stewart

Monday

Allegiant Air

Allegiant Air

Tuesday

Breeze Airways

Breeze Airways

Wednesday

Allegiant Air

Allegiant Air

Thursday

Breeze Airways

Breeze Airways

Friday

Allegiant Air

Allegiant Air

Saturday

Allegiant Air, Breeze Airways

Allegiant Air, Breeze Airways

Sunday

Breeze Airways

Breeze Airways

See more direct flights

Reviews of the top 5 airlines serving from New Windsor to Orlando

 
See real verified KAYAK customer reviews for airlines flying from New Windsor to Orlando. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from New Windsor to Orlando? 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 191 reviews
6.7Food
6.5Entertainment
8.2Boarding
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.

My JetBlue experience was nice. The flights ran on time, the aircraft was clean and comfortable, and the flight attendants were attentive. My only issue, which is isolated to the low-cost (budget) option at JetBlue, is that the check in process makes the user feel that they have to buy their seats. The seats offered for purchase are upgrades from the budget seats you get (which are essentially the last seats remaining). The interface should not make it feel like you must purchase a seat.

I especially liked the lead crew officer. His boarding and safety announcements were made with a bit of novelty and humor. The flight also left the gate 10 minutes early and we landed about 20 minutes early… It was a delightful flight…

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

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.

The inflight system with their wifi is a hot mess and doesn't work. Separately they do, but when you try to do theoretically simple things like pair a device for control it all falls apart

It took 1-1/2 hours to get our luggage after we landed. That to me is unacceptable

Overall was excellent. Will definitely us JetBlue in the future.

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.

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.

Prepaid for 1 bag but my prior airline did not provide it to me in time to check it with Spirit and I could not get my $75 refunded.

Plane delayed which seems to be the norm with spirt. Everything is an up charge. I had to pay an additional fee because I was late getting back to my car. Will never fly spirit again

It was horrible. We were not allowed on the flight by spirit staff at the gate during boarding because I had a guitar. The same guitar I had at check in which I paid for and they said I can take it on the plane. We missed our flight, lost our luggage, and had to pay another $900 to rebook flights. Worst travel experience ever and spirit staff are the worst staff ever.

The flight attendant spilled ice all down my leg and all over my suede boots and didn’t even apologize or anything. They just gave me a look like “what?!” Incredibly rude and dismissive. I saw them roll their eyes at other guests and even once yell at a lady with a baby.

Seats were comfortable but dont recline at all. Checkin online was easy but didnt provide a gate until last minute. Flight attendants were very unkind, not friendly and didnt go over safety procedures in case of a crash. No free snacks or beverages, not even water.

The booking was cancelled the next day. Spirit Airlines refunded Kayak cheapflay the full amount, but I was only refunded half. Costumer service is disgusting. Be careful. You can lose your money.

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

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

Our experience was not a good one. Our flight got cancelled and was not given any accommodations due to the inconvenience. We lost time on our vacation due to this inconvenience

The senior flight attendant was engaging, funny and made everyone feel at ease. She is an asset to your team.

I was 2 hr arrive in the airport and 45 min in the line . After take to my turn . The agent tell me I’m later . I can not board . So my vacation was going to the floor . Just for their bad customer service agent in the airline

2 hour delay due to late plane, wrong size plane causing overbooking, and people getting off and on the plane after boarding was completed.

Since you have to pay for overhead bags then they shouldn't be running out of space and asking individuals who paid to remove stuff from the overhead

Book with frontier airlines with the mentality that they'll cancel your flight, kick you off and lose your luggage. Anything besides that is a win. Compare prices with other airlines (to include luggage) and if frontier is still worth it, book it but know all of their policies.

You get what you pay for nothing essentially but a hard uncomfortable seat that doesn’t recline and kids screaming all around you and chaotic boarding and limited check bag weight allowance when compared to other airlines

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

I chose the seats when booked the flight and paid for them. However after checking in I found we were assigned different seats!

It was a no frills flight. Would have liked to be able to charge my device

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

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 from New Windsor to Orlando

Information on your arrival and departure airports

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