MCO - SWF

$68 Find Cheap Flights from Orlando Airport to Stewart Intl. - 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 Orlando to New Windsor departing on 9/13. 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
$137
Typical prices: $128-$234
Breeze Airways
Wed 9/2Thu 9/3
MCO - SWF • 1 stop
Cheapest non-stop
$162
Typical prices: $118-$158
Breeze Airways
Tue 9/1Thu 9/3
MCO - SWF • Non-stop
Nonstop flights
3 days a week
Tue, Thu, Sun
You can fly direct with Breeze Airways. Average duration is 2h 58m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
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Top layover airports
Charleston (CHS)
Cheapest • Avg $249 (round-trip)
Charleston (CHS)
Shortest trip • 4h 16m (one-way)
Insights
Insights
Insights
Insights
When to travel
January
Cheapest • 53% price drop
June
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
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We hope you love your trip to New Windsor!
Flight Deals
Booking Insights
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

Wed, Sep 2 - Thu, Sep 3
Breeze Airways Logo
7:00 am - 11:25 am
MCO
-
SWF
4h 25m
1 stop
Breeze Airways Logo
10:33 am - 1:39 pm
SWF
-
MCO
3h 06mnonstop
$137Breeze Airways
Wed, Sep 2 - Sun, Sep 6
Breeze Airways Logo
7:00 am - 11:25 am
MCO
-
SWF
4h 25m
1 stop
Breeze Airways Logo
10:33 am - 1:39 pm
SWF
-
MCO
3h 06mnonstop
$138Breeze Airways
Thu, Aug 13 - Wed, Aug 26
Breeze Airways Logo
6:55 am - 9:53 am
MCO
-
SWF
2h 58mnonstop
Breeze Airways Logo
12:05 pm - 5:02 pm
SWF
-
MCO
4h 57m
1 stop
$146Breeze Airways
Thu, Sep 10 - Mon, Sep 14
Breeze Airways Logo
7:20 am - 10:16 am
MCO
-
SWF
2h 56mnonstop
Breeze Airways Logo
12:16 pm - 4:55 pm
SWF
-
MCO
4h 39m
1 stop
$149Breeze Airways
Wed, Aug 12 - Wed, Aug 26
Breeze Airways Logo
7:00 am - 11:25 am
MCO
-
SWF
4h 25m
1 stop
Breeze Airways Logo
12:05 pm - 11:44 pm
SWF
-
MCO
11h 39m
1 stop
$152Breeze Airways
Thu, Sep 10 - Mon, Sep 14
Breeze Airways Logo
7:20 am - 10:16 am
MCO
-
SWF
2h 56mnonstop
Breeze Airways Logo
12:16 pm - 4:55 pm
SWF
-
MCO
4h 39m
1 stop
$153Breeze Airways
Wed, Sep 9 - Mon, Sep 14
Breeze Airways Logo
7:05 am - 11:39 am
MCO
-
SWF
4h 34m
1 stop
Breeze Airways Logo
12:16 pm - 4:55 pm
SWF
-
MCO
4h 39m
1 stop
$157Breeze Airways
Thu, Sep 10 - Mon, Sep 14
Breeze Airways Logo
7:20 am - 10:16 am
MCO
-
SWF
2h 56mnonstop
Breeze Airways Logo
12:16 pm - 4:55 pm
SWF
-
MCO
4h 39m
1 stop
$158Breeze Airways
Thu, Aug 27 - Thu, Sep 3
Breeze Airways Logo
6:55 am - 9:53 am
MCO
-
SWF
2h 58mnonstop
Breeze Airways Logo
10:33 am - 1:39 pm
SWF
-
MCO
3h 06mnonstop
$162Breeze Airways
Tue, Sep 1 - Thu, Sep 3
Breeze Airways Logo
8:10 am - 11:08 am
MCO
-
SWF
2h 58mnonstop
Breeze Airways Logo
10:33 am - 1:39 pm
SWF
-
MCO
3h 06mnonstop
$163Breeze Airways
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.

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

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

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 Fridays and avoid leaving on a Tuesday, as it's usually the priciest day. When flying back from Stewart Intl., Friday is the cheapest day to fly and Thursday is the most expensive.

What is the cheapest month to fly from Orlando Airport to Stewart Intl.?

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 Stewart Intl. is January, where tickets cost $130 (return) on average. On the other hand, the most expensive months are December and February, where the average cost of round-trip tickets is $500 and $407 respectively.

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

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 $258 on average.

Find deals

Good to know

Low seasonFebruary
Cheapest flight$68
Best time to beat the crowds but there is an average 46% increase in price.
Most popular time to fly with an average 28% 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

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

    There is a maximum of 1 nonstop flight a day that takes off from Orlando Airport and lands in Stewart Intl., with an average flight time of 2h 58m. The most common departure time is 6:00 am and most flights take off in the morning. Each week, there are 3 flights.

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

    In the last 5 days, the lowest price for a flight from Orlando Airport to Stewart Intl. was $68 for a one-way ticket and $137 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 Stewart Intl.

  • Looking for a cheap flight? 25% of our users found flights on this route for $96 or less one-way and $203 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 airline flying from Orlando to New Windsor

 
See real verified KAYAK customer reviews for airlines flying from Orlando to Stewart Intl.. 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.
8.2
Breeze AirwaysOverall score based on 296 reviews
6.7Entertainment
8.2Comfort
8.8Crew
8.4Boarding
6.7Food
Airline reviews

Flight was great except for lunatic lady and her mother sitting middle/window who went nuts when the woman on the aisle wouldn’t stand up right away to let them out even though the aisle was full. Police had to be called. Some people just shouldn’t be allowed to fly.

10.0 ExcellentPaul, Jun 2026
CHS - HPN
Read more Breeze Airways reviews

Flight was great except for lunatic lady and her mother sitting middle/window who went nuts when the woman on the aisle wouldn’t stand up right away to let them out even though the aisle was full. Police had to be called. Some people just shouldn’t be allowed to fly.

it is an economy airline so lack of perks expected .. however an efficient board, clean plane, pleasant crew and an early arrival for half the price of full service airline

Very quick and easy process from check in to deboarding and baggage claim. Crew was professional and friendly. Flight was smooth and on time. Very convenient for short flights.

I thought that I had pre-purchased carry-on luggage and was surprised when I tried to check in that I did not have it.

Overall good. Plenty of legroom and fairly comfortable seats. No issues with capacity and the overhead been even though most people brought several carry-ons on. I don’t think Breeze really enforces the pay for a carry-on rule.

Comfortable seating, adequate space available, nice to have USB port, polite crew.

Great experience. Non stop is great in and of itself.

It was great except the other passengers who didnt have children complaining and not giving grace to the mommas with tiny babies who were trying to comfort their little ones during the decent. They were clearly trying and every child travels different.

The flight was comfortable with the usual slight turbulence. Macadamia Nuts would be great snacks to purchase in flight.

Why do I need to spend $$$ to sit together as a family? It’s beyond frustrating, we were all sitting apart.

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

Information on your arrival and departure airports

Orlando Airport (MCO)
New Windsor (SWF)