MCO - SWF

$51 Find Cheap Flights from Orlando Airport to Stewart Intl.

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Orlando to New Windsor 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 New Windsor

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

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

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

Thu, Sep 4 - Sun, Sep 7
Breeze Airways Logo
8:00 am - 10:53 amMCO-SWF
2h 53mnonstop
Breeze Airways Logo
11:33 am - 2:47 pmSWF-MCO
3h 14mnonstop
$122Breeze Airways
Find Deal
Fri, Sep 5 - Mon, Sep 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
$127Breeze Airways
Find Deal
Sun, Sep 7 - Mon, Sep 8
Breeze Airways Logo
8:00 am - 10:53 amMCO-SWF
2h 53mnonstop
Breeze Airways Logo
12:24 pm - 4:59 pmSWF-MCO
4h 35m1 stop
$131Breeze Airways
Find Deal
Thu, Sep 11 - Sun, Sep 14
Breeze Airways Logo
8:00 am - 10:53 amMCO-SWF
2h 53mnonstop
Breeze Airways Logo
11:33 am - 2:47 pmSWF-MCO
3h 14mnonstop
$132Breeze Airways
Find Deal
Thu, Sep 4 - Mon, Sep 8
Breeze Airways Logo
8:00 am - 10:53 amMCO-SWF
2h 53mnonstop
Breeze Airways Logo
12:24 pm - 4:59 pmSWF-MCO
4h 35m1 stop
$133Breeze Airways
Find Deal
Sun, Sep 14 - Fri, Sep 19
Breeze Airways Logo
8:00 am - 10:53 amMCO-SWF
2h 53mnonstop
Breeze Airways Logo
12:24 pm - 4:59 pmSWF-MCO
4h 35m1 stop
$136Breeze Airways
Find Deal
Tue, Jul 1 - Sun, Aug 31
Breeze Airways Logo
9:00 am - 11:56 amMCO-SWF
2h 56mnonstop
Breeze Airways Logo
7:52 pm - 10:56 pmSWF-MCO
3h 04mnonstop
$142Breeze Airways
Find Deal
Tue, Aug 26 - Thu, Aug 28
Breeze Airways Logo
9:00 am - 11:56 amMCO-SWF
2h 56mnonstop
Breeze Airways Logo
7:52 pm - 10:56 pmSWF-MCO
3h 04mnonstop
$147Breeze Airways
Find Deal
Fri, Jul 11 - Mon, Jul 21
 Logo
6:50 am - 7:06 pmMCO-SWF
12h 16m1 stop
 Logo
7:56 pm - 9:57 amSWF-MCO
14h 01m1 stop
Fri, Aug 1 - Mon, Aug 11
 Logo
6:50 am - 7:06 pmMCO-SWF
12h 16m1 stop
 Logo
7:56 pm - 9:57 amSWF-MCO
14h 01m1 stop
Useful Info

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

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

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

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

If you are looking for a flight deal from Orlando Airport to Stewart Intl., look for departures on Mondays and avoid leaving on a Thursday, as it's usually the priciest day. When flying back from Stewart Intl., Saturday is the cheapest day to fly and Monday is the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Orlando Airport to New Windsor, 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 Orlando Airport to New Windsor is February, where tickets cost $116 (return) on average. On the other hand, the most expensive months are October and December, where the average cost of round-trip tickets is $255 and $255 respectively.

Can I save money by flying with a layover from Orlando Airport to New Windsor?

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 $140 on average.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Orlando Airport to New Windsor, 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 Orlando Airport to New Windsor, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 11 weeks before departure.

Good to know

Low seasonFebruary
High seasonJune
Cheapest flight$51
Best time to beat the crowds with an average 40% drop in price.
Most popular time to fly with an average 13% increase in price.
Flight from Orlando Airport to Stewart Intl.

When to book flights from Orlando to New Windsor

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

FAQs for booking Orlando Airport to Stewart Intl. flights

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

    In the last 3 days, the lowest price for a flight from Orlando Airport to New Windsor was $51 for a one-way ticket and $122 for a round-trip.

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

    No, a passport isn't needed to fly from Orlando Airport to Stewart Intl.. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from Orlando Airport to Stewart Intl.?

    Orlando Airport airport is called Orlando and the only airport in Stewart Intl. is New Windsor Stewart.

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

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

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

    The Airbus A220-300 is the aircraft model that flies most regularly on the Orlando Airport to Stewart Intl. flight route.

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

    You can catch a nonstop flight from Orlando Airport to Stewart Intl. on Tuesday, Thursday, and Sunday.

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Stewart Intl. from Orlando Airport 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 Orlando Airport 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 Orlando Airport with another airline. Booking your flights between Orlando Airport and SWF can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Orlando Airport 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 Orlando Airport 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 Orlando Airport to New Windsor

  • Looking for a cheap flight? 25% of our users found flights on this route for $81 or less one-way and $188 or less round-trip.

Prefer to fly direct from Orlando Airport to Stewart Intl.?

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

Direct departures

Orlando to New Windsor Stewart

Tuesday

Breeze Airways

Breeze Airways

Thursday

Breeze Airways

Breeze Airways

Saturday

Breeze Airways

Breeze Airways

Sunday

Breeze Airways

Breeze Airways

See more direct flights

Direct returns

New Windsor Stewart to Orlando

Tuesday

Breeze Airways

Breeze Airways

Thursday

Breeze Airways

Breeze Airways

Saturday

Breeze Airways

Breeze Airways

Sunday

Breeze Airways

Breeze Airways

See more direct flights

Reviews of the top airlines flying from Orlando to New Windsor

 
See real verified KAYAK customer reviews for airlines flying from Orlando to New Windsor. 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 Orlando 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 182 reviews
8.2Comfort
8.4Boarding
6.8Food
8.8Crew
6.6Entertainment
Airline reviews

Breeze was good but the sandiego airport had traffic and waiting 1 hour in the plane till take off

10.0 ExcellentAnonymous, Jun 2025SAN - PIT
Read more Breeze Airways reviews

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.

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!

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.

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.

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

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