MCO - SWF

$61 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 11/27. 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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Flight Deals
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Flight 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

Fri, Dec 5 - Mon, Dec 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
$126Breeze Airways
Find Deal
Fri, Feb 6 - Sun, Feb 8
Breeze Airways Logo
7:15 am - 11:31 amMCO-SWF
4h 16m1 stop
Breeze Airways Logo
11:48 am - 3:07 pmSWF-MCO
3h 19mnonstop
$132Breeze Airways
Find Deal
Fri, Dec 5 - Mon, Dec 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
$142Breeze Airways
Find Deal
Fri, Dec 5 - Mon, Dec 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
$145Breeze Airways
Find Deal
Fri, Dec 5 - Mon, Dec 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
$148Breeze Airways
Find Deal
Fri, Dec 5 - Mon, Dec 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
$151Breeze Airways
Find Deal
Fri, Dec 12 - Sun, Dec 14
Breeze Airways Logo
7:30 am - 11:44 amMCO-SWF
4h 14m1 stop
Breeze Airways Logo
11:43 am - 2:57 pmSWF-MCO
3h 14mnonstop
$154Breeze Airways
Find Deal
Fri, Dec 12 - Sun, Dec 14
Breeze Airways Logo
7:30 am - 11:44 amMCO-SWF
4h 14m1 stop
Breeze Airways Logo
11:43 am - 2:57 pmSWF-MCO
3h 14mnonstop
$158Breeze Airways
Find Deal
Thu, Oct 23 - Mon, Oct 27
Multiple Airlines Logo
1:54 pm - 10:41 amMCO-SWF
20h 47m1 stop
Multiple Airlines Logo
3:01 pm - 8:04 amSWF-MCO
17h 03m1 stop
$184Multiple Airlines
Find Deal
Thu, Oct 23 - Mon, Oct 27
Multiple Airlines Logo
8:10 am - 11:03 amMCO-SWF
2h 53mnonstop
Multiple Airlines Logo
3:01 pm - 8:04 amSWF-MCO
17h 03m1 stop
$194Multiple Airlines
Find Deal

Everything you should know

When to book
2 weeks
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 28% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
February
Cheapest • 35% price drop
November
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Nonstop flights
3 days a week
There are direct flights from Orlando to New Windsor 3 days a week: Tue, Thu, Sun.
Direct flights
Direct flights
Direct flights
Direct flights
Cheapest round-trip
$126
Overall average: $255
Breeze Airways
Fri 12/5Mon 12/8
MCO - SWF • 1 stop
Cheapest non-stop
$173
Typical prices: $143-261
Breeze Airways
Thu 11/13Sun 11/16
MCO - SWF • Non-stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to New Windsor!
Booking Insights

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 Sunday, as it's usually the priciest day. When flying back from Stewart Intl., Saturday is the cheapest day to fly and Wednesday 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 $119 (return) on average. On the other hand, the most expensive months are December and November, where the average cost of round-trip tickets is $255 and $228 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.

No, with an average price for the route of $190, prices are generally cheapest when you fly direct.

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, which saves you about 28% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.

Good to know

Low seasonApril
Cheapest flight$61
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 24% 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 $61 for a one-way ticket and $126 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 Thursday, and Sunday.

  • Which is the best airline for flights from Orlando to New Windsor, Breeze Airways or Allegiant Air?

    The two airlines most popular with KAYAK users for flights from Orlando to New Windsor are Breeze Airways and Allegiant Air. With an average price for the route of $198 and an overall rating of 8.0, Breeze Airways is the most popular choice. Allegiant Air is also a great choice for the route, with an average price of $124 and an overall rating of 7.2.

  • 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 $84 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

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

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.
8.0
Breeze AirwaysOverall score based on 211 reviews
8.2Comfort
8.7Crew
6.7Food
6.6Entertainment
8.3Boarding
Airline reviews

First time flying Breeze everything went smoothly. Left early and arrived early to our destination. Definitely will be flying again with them!😊

10.0 ExcellentNicole, Sep 2025PWM - PIT
Read more Breeze Airways reviews

First time flying Breeze everything went smoothly. Left early and arrived early to our destination. Definitely will be flying again with them!😊

Great! Only problem is we can’t use the northbound flight on this route as it arrives much too late and is not non-stop.

Given some type of snack. Had staff that hated their job and life in general. Have regular overhead bins. The bags have to go sideways and even then, they barely fit. The seats in the front - what would be considered business class were nice. Nothing extra but nice for a short flight. But the regular seats were so close I have no idea how people even fit it them.

Our gate was changed twice, but since they were super close it wasn't an issue. We were delayed 90 mins or so, which wasn't great, but sometimes that's just what happens. Communication was the issue. We weren't kept informed about delays--with more information I would have gotten a real meal, taken a "bio break" and purchased a new book. Because another. flight was being updated more frequently about their delays, I thought ours would be shorter and stayed close by. It left me feeling more frustrated than was necessary.

Your feedback should include a "not applicable" button. There was no food, nor entertainment on our flight. Also, a snack on a short flight will be nice to have

Boarding at BDL gate 24 was confused, but balanced out by friendly, responsive gate attendants. The crew were friendly and made for a straightforward flight. Seats were fine, but the aircraft needs to go in for cabin maintenance. The air nozzles overhead were all loose and could not be closed or adjusted.

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

Crew was great. No entertainment and food and beverage was for purchase only, even water

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!

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

Information on your arrival and departure airports

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