SWF - ORL

$60 Find Cheap Flights from Stewart Intl. to Orlando - Compare and Save

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 9/11. 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, 0 bags

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Everything you should know

Cheapest round-trip
$119
Typical prices: $128-$178
Breeze Airways
Fri 9/11Fri 9/25
SWF - MCO • 1 stop
Cheapest non-stop
$137
Typical prices: $112-$163
Breeze Airways
Sun 9/6Sun 9/13
SWF - MCO • Non-stop
Nonstop flights
You can fly direct with Allegiant Air and Breeze Airways. Average duration is 2h 50m
Direct flights
Direct flights
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Direct flights
Direct flights
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Top routes
Cheapest • 36% average savings
Most popular
Insights
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Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 28% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 40% price drop
Most popular
Good to know
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Flight 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 11 - Fri, Sep 25
Breeze Airways Logo
12:16 pm - 4:55 pm
SWF
-
MCO
4h 39m
1 stop
Breeze Airways Logo
6:00 am - 10:08 am
MCO
-
SWF
4h 08m
1 stop
$119Breeze Airways
Fri, Sep 11 - Wed, Sep 16
Breeze Airways Logo
12:16 pm - 4:55 pm
SWF
-
MCO
4h 39m
1 stop
Breeze Airways Logo
7:05 am - 11:39 am
MCO
-
SWF
4h 34m
1 stop
$124Breeze Airways
Fri, Sep 11 - Fri, Sep 25
Breeze Airways Logo
12:16 pm - 4:55 pm
SWF
-
MCO
4h 39m
1 stop
Breeze Airways Logo
6:00 am - 10:08 am
MCO
-
SWF
4h 08m
1 stop
$124Breeze Airways
Fri, Sep 11 - Sun, Sep 13
Breeze Airways Logo
12:16 pm - 4:55 pm
SWF
-
MCO
4h 39m
1 stop
Breeze Airways Logo
7:20 am - 10:16 am
MCO
-
SWF
2h 56mnonstop
$128Breeze Airways
Fri, Sep 11 - Sun, Sep 13
Breeze Airways Logo
12:16 pm - 4:55 pm
SWF
-
MCO
4h 39m
1 stop
Breeze Airways Logo
7:20 am - 10:16 am
MCO
-
SWF
2h 56mnonstop
$129Breeze Airways
Fri, Sep 11 - Wed, Sep 16
Breeze Airways Logo
12:16 pm - 4:55 pm
SWF
-
MCO
4h 39m
1 stop
Breeze Airways Logo
7:05 am - 11:39 am
MCO
-
SWF
4h 34m
1 stop
$129Breeze Airways
Fri, Sep 11 - Wed, Sep 30
Breeze Airways Logo
12:16 pm - 4:55 pm
SWF
-
MCO
4h 39m
1 stop
Breeze Airways Logo
7:05 am - 11:39 am
MCO
-
SWF
4h 34m
1 stop
$129Breeze Airways
Fri, Sep 11 - Sun, Sep 13
Breeze Airways Logo
12:16 pm - 4:55 pm
SWF
-
MCO
4h 39m
1 stop
Breeze Airways Logo
7:20 am - 10:16 am
MCO
-
SWF
2h 56mnonstop
$129Breeze Airways
Wed, Oct 7 - Wed, Oct 14
Multiple Airlines Logo
12:39 pm - 11:27 pm
SWF
-
MCO
10h 48m
1 stop
Multiple Airlines Logo
7:05 am - 11:39 am
MCO
-
SWF
4h 34m
1 stop
$189Multiple Airlines
Wed, Sep 9 - Sun, Sep 13
Multiple Airlines Logo
12:39 pm - 11:27 pm
SWF
-
MCO
10h 48m
1 stop
Multiple Airlines Logo
7:20 am - 10:16 am
MCO
-
SWF
2h 56mnonstop
$193Multiple Airlines
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.

How much is a round-trip flight from New Windsor to Orlando?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from New Windsor to Orlando departing in September.

Flight prices are below average for this route right now.

Flights to Orlando from New Windsor usually cost between $152 and $268 in September.
The lowest price found in the past 5 days was $119 on Breeze Airways (Sep 11-Sep 25).

What is the cheapest Stewart Intl. to Orlando flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Stewart Intl. to Orlando costs $76 on the route between Stewart Intl. (SWF) and Orlando Sanford Intl Airport (SFB). Over the past month, this route was, on average, 36% cheaper than other Stewart Intl.-Orlando routes. It is also the most popular route.

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 Friday, as we generally find the cheapest rates on that day for this route. On the other hand, Thursday is the most expensive day to fly from Stewart Intl. to Orlando. For your return ticket, we recommend flying on a Friday and avoiding Tuesdays for the best deals.

What is the cheapest month to fly from Stewart Intl. 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 Stewart Intl. to Orlando is September, where tickets cost $138 (return) on average. On the other hand, the most expensive months are March and November, where the average cost of round-trip tickets is $294 and $293 respectively.

Can I save money by flying with a layover from Stewart Intl. to Orlando?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $220 on average.

How far in advance should I book a flight from Stewart Intl. 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 Stewart Intl. to Orlando, you should book around 3 weeks before departure, which saves you about 28% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 22 weeks before departure.

Expert advice

Expert advice for your flight from New Windsor to Orlando

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Chris Dong

Chris Dong

Expert on Breeze Airways

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.

Daniel Scheffler

Daniel Scheffler

Expert on Allegiant Air

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.

Good to know

Low season

October

Cheapest flight

$60
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 27% 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

  • How many flights are there between Stewart Intl. and Orlando per day?

    There is a maximum of 1 nonstop flight a day that takes off from Stewart Intl. and lands in Orlando, with an average flight time of 2h 50m. The most common departure time is 5:00 pm and most flights take off in the morning. Each week, there are 5 flights.

  • What is the cheapest flight from Stewart Intl. to Orlando?

    In the last 5 days, the lowest price for a flight from Stewart Intl. to Orlando was $60 for a one-way ticket and $119 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 A321neo 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.

  • Which is the best airline for flights from Stewart Intl. to Orlando, Breeze Airways or Allegiant Air?

    The two airlines most popular with KAYAK users for flights from Stewart Intl. to Orlando are Breeze Airways and Allegiant Air. With an average price for the route of $226 and an overall rating of 8.2, Breeze Airways is the most popular choice. Allegiant Air is also a great choice for the route, with an average price of $225 and an overall rating of 7.3.

  • 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 Stewart Intl. to Orlando

  • Looking for a cheap flight? 25% of our users found flights on this route for $87 or less one-way and $154 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

Allegiant Air

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

Allegiant Air

Sunday

Breeze Airways

Breeze Airways

See more direct flights

Reviews of the top 4 airlines serving from New Windsor to Orlando

 
See real verified KAYAK customer reviews for airlines flying from Stewart Intl. 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.
8.2
Breeze AirwaysOverall score based on 304 reviews
8.7Crew
8.2Comfort
6.7Food
8.3Boarding
6.7Entertainment
Airline reviews

It was easy and very comfortable! The crew was accommodating and cheerful. I enjoyed myself!

10.0 ExcellentDeborah, May 2026
ILM - TPA
Read more Breeze Airways reviews

It was easy and very comfortable! The crew was accommodating and cheerful. I enjoyed myself!

I normally have very good experiences with Breeze. The crew is great, pricing is excellent, and the planes are new and usually clean. This time in Huntsville we were delayed, which I understand can happen, however we were moved from one gate to the opposite side of the terminal and then back again... There was a lot of confusion. Also, my seat had a lot of food crumbs still on the floor where I had to stow my bookbag, so that was a bit disappointing. Other than that, all was good. Crew was great as usual!

Our flight was delayed 7 hours. Due to a change in equipment we were downgraded from "Nicest" to "Nicer," even having to pay for a soft drink. Disappointing. To Breeze's credit that issued a $100 flight credit. A refund would have been more appreciated.

You get what you pay for. It’s like a bus but flying. No frills, no snacks. Leg room was fine, boarding was good.

Surprised at how much I enjoyed Breeze. Paid for the Nicer upgrade which made it closer in price to a flag ship carrier but with more comfortable seats and much more leg room. Crew was polite and since we brought our food no loss there. Would make the point that the ‘have to pay for a carry-on is BS’. Most people did not and had several. Still was plenty of room in the overheads.

Something about the chair was uncomfortable, Maine the curvature of the back.

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.

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.

Overall positive. If I am headed to the one destination they fly to from my home airport, I will fly again without question. I think because the airport provided the check in and boarding I didn’t fully know what to expect. The A220 is a comfortable ride with big windows and feels open. I’m glad I didn’t bid to upgrade to the first class product. It is just a better seat with little extra amenity. But was very happy with the extra leg room seats and bundle we booked.

Crew was inconsistent in instructions in advising passengers about seat backs during take off. Perfunctory announcements except from cabin.

It was poor a four hour delay and no explanation for the delay. What’s a 35 dollars going to do. It also made me miss my car rental,

It was on time. Flight was comfortable. Staff was nice. It was the way a flight should always be.

Allegiant canceled the flight. The flight the next day was full. Allegiant did not provide any compensation besides a refund. Last time on Allegiant.

Great. No choice for n/a. No food or entertainment options

just had water and there was plenty of leg & seat room. But then i don't weight 220#s!!

Not totally their fault- screaming kids that had zero parent intervention.

Check in on the web portal was cumbersome! After several attempts I finally got the boarding pass.

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.

My TSA number was missing from my ticket which shouldn’t have happened since it’s in my file. The on board flight attendant who was a male, did not want to help me put my luggage in the overhead bin and made a very rude comment and was very unpleasant. The good… the woman who fixed my ticket with the TSA number was excellent and I had extra legroom which was perfect.

Web site and app most difficult to access. Tel number not accessible. No answer at any time of day.

Flight is delayed by more than an hour without any reason, the jet blue gates kept changing every 20 mins and there is no proper communication. No ear phones provided in flight, there is a screen with entertainment but what is the use, I have earphones but the console has outdated audio connections, no usb C or bluetooth, they are living 15 years behind

Flight did not have onboard charging and TV screen flickering.

JetBlue was good. Kayak offered us a deal if we bundled the rental car. This was a complete scam. Kayak said the total was $222... but when we went to pick up the car the agent at Rent a wreck said that we had to pay "fees and taxes" for a grand total of $750. I would recommend not using kayak or rent a wreck. They are both complicit in this scam. JetBlue worked out well.

TV was broken and could not shut it off. The flicking was bother me and gave me a headache. The WiFi wouldn’t work correctly, I was able to text but not search the web or surf social media. The plane itself had a lot of wear and tear it is due for an update.

We were delayed and had to circle due to weather and had to divert for fuel. While I understand that you can’t control the weather I would have appreciated knowing that the crew wasn’t going to run out of hours and then having to spend the night in the Raleigh airport.

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

Traveling with JetBlue from NYC was convenient as accessing JFK airport was straightforward via the LIRR to the AirTrain. Maneuvering through the terminal was hassle-free, which was a pleasant start to the journey. However, the flight experience itself left much to be desired. The seating arrangement was notably uncomfortable; despite securing a window seat, space felt cramped. This was exacerbated by the middle seat passenger encroaching on my area, which made the flight less enjoyable. Additionally, while the in-flight entertainment system initially seemed like a reprieve, the sound outlet on my seat was inoperable. This issue turned what could have been a manageable three-hour flight into a rather tedious ordeal, as I was unable to use the entertainment system effectively. While JetBlue provided a smooth process in terms of airport logistics, the on-board experience highlighted areas in need of improvement, particularly in terms of comfort and entertainment system maintenance.

Run out of snack choices. Why are the seats not padded for your butt? Are we sitting on blocks of wood or metal for $250-300 a pop? This ain’t spirit. Let’s get it together people

There were multiple delays but JetBlue tried to make the boarding and departure process as quick and efficient as possible. The crew was as detached from reality as could be, meaning: not very friendly and just doing things by the numbers.

Just have…get ready for it…one single on-time flight. Just one. Ever. I’ll be impressed, I promise.

Plane was hot and miserable and the crew was rude!

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

Better than expected. Staff were friendly and nice on both flights.

Terrible. Flight cancelled with no reasoning and no flights to rebook. Employees were useless and did nothing to help. Did not even know where to retrieve luggage from the cancelled flight. Flyers beware.

No fault of Frontier staff: plane was very late, reached Orlando at 1 am, took a while to get luggage. Weather, gov financial shutdown impact on TSA, air controllers seemed to have multiple flights backed up. Frontier staff seemed to cope as gracefully as possible. It did reassure me that I and my new hip could adapt to travel challenges. Food/entertainment were irrelevant to my trip.

Frontier is the Walmart of airlines. Frontier has removed adjustability and comfort from their seats to make the flight lighter and save gas. This makes it impossible to sleep on their flights. Their customer service is abysmal. Once, I bought a drink on the plane, and they swiped my credit card on the plane to pay for it. Then I got three weeks of daily notices from my bank telling me they tried to charge the wrong card number over and over again. I tried to call them, but they removed the ability to actually talk to someone that can resolve such a problem from their company to cut corners. The only way to talk to someone in person is to go to the check-in counter at the airport (40 minutes drive from my house). Eventually their system gave up on trying to charge the card, after 21 days of repeated tries. They don't pad their prices even a little to handle customer service issues like missed flights. They also have a blanket policy preventing helping you reschedule a missed flight if their system says you "cancelled" your own flight online. This is a major problem because their website is broken on mobile devices, the only web browser you have at the airport when their gate staff tell you that you have to reschedule your own missed flight online because they can't help you. I tried to reschedule my flight on my android device and instead, their website crashed and "cancelled" my missed flight. When I got to the counter, the agent argued with me for 5 minutes insisting that I intentionally cancelled my own flight (implying I had to buy another flight). She missed the point: the problem was that I could not buy another flight because their website is broken. I left to avoid more conflict with the "customer service" agent. I tried to redress my issue with their only other "customer service" chanel available: the contact form on their website. The response I got was more of the same: you cancelled your own flight, according to our website / computer records, therefore we won't help you. I was trying to explain the problem with their broken website that cost me hundreds of dollars by crashing / malfunctioning and resulting in a cancelled flight, but they only had deaf ears for this problem. Worst customer service I have ever experienced. I will never buy another Frontier flight again, because it is a risky, painful move that I will likely regret often.

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

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

Be prepared for crowds and chaos upon arrival at the Orlando airport

Frontier system that tracts what you’ve paid for is horrible. I brought bags, tried to upgrade the weight of bag. Did it via the text service on their site. Got to the airport and they had no idea what was going on. Ended up paying way more than I was supposed to

Everything you need to know for your flight from New Windsor to Orlando

Information on your arrival and departure airports