MCO - SWF

$53 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 2/6. 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

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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$104
Overall average: $169
Breeze Airways
Fri 1/30Mon 2/2
MCO - SWF • 1 stop
Cheapest non-stop
$118
Typical prices: $115-$344
Breeze Airways
Thu 1/22Sun 1/25
MCO - SWF • Non-stop
When to travel
February
Cheapest • 43% price drop
June
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Nonstop flights
2 days a week
There are direct flights from Orlando to New Windsor 2 days a week: Thu, Sun.
Direct flights
Direct flights
Direct flights
Direct flights
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!
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

Fri, Jan 30 - Mon, Feb 2
Breeze Airways Logo
7:15 am - 11:31 am
MCO
-
SWF
4h 16m1 stop
Breeze Airways Logo
12:11 pm - 4:49 pm
SWF
-
MCO
4h 38m1 stop
$104Breeze Airways
Fri, Feb 6 - Mon, Feb 9
Breeze Airways Logo
7:15 am - 11:31 am
MCO
-
SWF
4h 16m1 stop
Breeze Airways Logo
12:11 pm - 4:49 pm
SWF
-
MCO
4h 38m1 stop
$109Breeze Airways
Fri, Jan 30 - Mon, Feb 2
Breeze Airways Logo
7:15 am - 11:31 am
MCO
-
SWF
4h 16m1 stop
Breeze Airways Logo
12:11 pm - 4:49 pm
SWF
-
MCO
4h 38m1 stop
$110Breeze Airways
Fri, Jan 30 - Mon, Feb 2
Breeze Airways Logo
7:15 am - 11:31 am
MCO
-
SWF
4h 16m1 stop
Breeze Airways Logo
12:11 pm - 4:49 pm
SWF
-
MCO
4h 38m1 stop
$112Breeze Airways
Fri, Feb 6 - Sun, Feb 8
Breeze Airways Logo
7:15 am - 11:31 am
MCO
-
SWF
4h 16m1 stop
Breeze Airways Logo
11:48 am - 3:07 pm
SWF
-
MCO
3h 19mnonstop
$113Breeze Airways
Fri, Jan 30 - Mon, Feb 2
Breeze Airways Logo
7:15 am - 11:31 am
MCO
-
SWF
4h 16m1 stop
Breeze Airways Logo
12:11 pm - 4:49 pm
SWF
-
MCO
4h 38m1 stop
$114Breeze Airways
Sun, Feb 8 - Mon, Feb 9
Breeze Airways Logo
8:10 am - 11:08 am
MCO
-
SWF
2h 58mnonstop
Breeze Airways Logo
12:11 pm - 4:49 pm
SWF
-
MCO
4h 38m1 stop
$115Breeze Airways
Thu, Jan 22 - Sun, Jan 25
Breeze Airways Logo
8:35 am - 11:33 am
MCO
-
SWF
2h 58mnonstop
Breeze Airways Logo
12:13 pm - 3:32 pm
SWF
-
MCO
3h 19mnonstop
$118Breeze Airways
Thu, Jan 22 - Sun, Jan 25
Breeze Airways Logo
8:35 am - 11:33 am
MCO
-
SWF
2h 58mnonstop
Breeze Airways Logo
12:13 pm - 3:32 pm
SWF
-
MCO
3h 19mnonstop
$119Breeze Airways
Fri, Jan 30 - Sun, Feb 1
Breeze Airways Logo
7:15 am - 11:31 am
MCO
-
SWF
4h 16m1 stop
Breeze Airways Logo
12:13 pm - 3:32 pm
SWF
-
MCO
3h 19mnonstop
$120Breeze 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.

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 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 December and November, where the average cost of round-trip tickets is $434 and $368 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 $194, prices are generally cheapest when you fly direct.

Find deals

Good to know

Low seasonFebruary
Cheapest flight$53
Best time to beat the crowds with an average 44% drop in price.
Most popular time to fly and prices are also 3% lower on average.
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 $54 for a one-way ticket and $104 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.

  • 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 $110 or less one-way and $148 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

Thursday

Breeze Airways

Breeze Airways

Sunday

Breeze Airways

Breeze Airways

See more direct flights

Direct returns

New Windsor Stewart to Orlando

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 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.
8.2
Breeze AirwaysOverall score based on 255 reviews
8.3Boarding
8.2Comfort
8.8Crew
6.7Entertainment
6.7Food
Airline reviews

Flight departure was 90 min delayed, and the boarding experience was confused, stressful, and generally poor. Additionally, the wifi on the plane was malfunctioning for all but the final 15 min of the flight into ILM.

6.0 GoodDavid, Jan 2026
BDL - ILM
Read more Breeze Airways reviews

Flight departure was 90 min delayed, and the boarding experience was confused, stressful, and generally poor. Additionally, the wifi on the plane was malfunctioning for all but the final 15 min of the flight into ILM.

Great experience and In love flying in and out of Provo airport

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

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.

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.

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

My experience is typically great with Breeze. This trip wasn’t any different.

This was my first experience with Breeze. The plane was cleaner and more comfortable than any other I've experienced. The process of boarding was streamlined. We boarded early and arrived at our destination 45 minutes early. The only hiccup was my ticket was rejected by TSA PreCheck and I got sent to the back of a very long line at Fort Myers. I entered my information when I bought my ticket, but it apparently didn't connect to my permanent profile. I'll correct that for next time. I was expecting an Allegiant experience, but Breeze was much more upscale. I really, really enjoyed it.

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

Lady at check in counter helped me get a seat in the cut row all to myself.

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)