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MCO - SWF

$68 Find Cheap Flights from Orlando Airport to Stewart Intl. - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$145
Typical prices: $194-$322
Breeze Airways
Mon 12/3Fri 12/7
MCO - SWF • Non-stop
Cheapest non-stop
$152
Typical prices: $186-$303
Breeze Airways
Mon 12/3Thu 12/6
MCO - SWF • Non-stop
Nonstop flights
2 days a week
You can fly direct with Breeze Airways. Average duration is 2h 56m
Direct flights
+1
Direct flights
+1
When to book
25 weeks
in advance
Our data shows that travelers who book at least 25 weeks in advance save around 41% compared to booking last minute.
Insights
Insights
When to travel
January
Cheapest • 34% price drop
June
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Charleston (CHS)
Cheapest • Avg $262 (round-trip)
Raleigh-Durham (RDU)
Shortest trip • 6h 12m (one-way)
Insights
Insights
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Booking Insights
Flight Deals

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

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Orlando to New Windsor

Thu, Dec 3 - Mon, Dec 7
Breeze Airways Logo
7:30 am - 10:26 amMCO  Orlando-SWF New Windsor Stewart
2h 56mnonstop
Breeze Airways Logo
12:16 pm - 4:55 pmSWF  New Windsor Stewart-MCO Orlando
4h 39m1 stop Charleston
$145Breeze Airways
Thu, Dec 3 - Mon, Dec 7
Breeze Airways Logo
7:30 am - 10:26 amMCO  Orlando-SWF New Windsor Stewart
2h 56mnonstop
Breeze Airways Logo
12:16 pm - 4:55 pmSWF  New Windsor Stewart-MCO Orlando
4h 39m1 stop Charleston
$146Breeze Airways
Thu, Dec 3 - Mon, Dec 7
Breeze Airways Logo
7:30 am - 10:26 amMCO  Orlando-SWF New Windsor Stewart
2h 56mnonstop
Breeze Airways Logo
12:16 pm - 4:55 pmSWF  New Windsor Stewart-MCO Orlando
4h 39m1 stop Charleston
$146Breeze Airways
Thu, Dec 3 - Mon, Dec 7
Breeze Airways Logo
7:30 am - 10:26 amMCO  Orlando-SWF New Windsor Stewart
2h 56mnonstop
Breeze Airways Logo
12:16 pm - 4:55 pmSWF  New Windsor Stewart-MCO Orlando
4h 39m1 stop Charleston
$147Breeze Airways
Thu, Dec 3 - Mon, Dec 7
Breeze Airways Logo
7:30 am - 10:26 amMCO  Orlando-SWF New Windsor Stewart
2h 56mnonstop
Breeze Airways Logo
12:16 pm - 4:55 pmSWF  New Windsor Stewart-MCO Orlando
4h 39m1 stop Charleston
$147Breeze Airways
Fri, Dec 4 - Mon, Dec 7
Breeze Airways Logo
7:20 am - 11:36 amMCO  Orlando-SWF New Windsor Stewart
4h 16m1 stop Charleston
Breeze Airways Logo
12:16 pm - 4:55 pmSWF  New Windsor Stewart-MCO Orlando
4h 39m1 stop Charleston
$148Breeze Airways
Fri, Dec 4 - Mon, Dec 7
Breeze Airways Logo
7:20 am - 11:36 amMCO  Orlando-SWF New Windsor Stewart
4h 16m1 stop Charleston
Breeze Airways Logo
12:16 pm - 4:55 pmSWF  New Windsor Stewart-MCO Orlando
4h 39m1 stop Charleston
$149Breeze Airways
Fri, Dec 4 - Mon, Dec 7
Breeze Airways Logo
7:20 am - 11:36 amMCO  Orlando-SWF New Windsor Stewart
4h 16m1 stop Charleston
Breeze Airways Logo
12:16 pm - 4:55 pmSWF  New Windsor Stewart-MCO Orlando
4h 39m1 stop Charleston
$150Breeze Airways
Thu, Dec 3 - Wed, Dec 9
Multiple Airlines Logo
7:30 am - 10:26 amMCO  Orlando-SWF New Windsor Stewart
2h 56mnonstop
Multiple Airlines Logo
12:39 pm - 8:50 pmSWF  New Windsor Stewart-MCO Orlando
8h 11m1 stop Raleigh-Durham
$176Multiple Airlines
Thu, Nov 12 - Sun, Nov 15
Multiple Airlines Logo
7:20 am - 10:16 amMCO  Orlando-SWF New Windsor Stewart
2h 56mnonstop
Multiple Airlines Logo
12:00 pm - 5:24 pmSWF  New Windsor Stewart-MCO Orlando
29h 24m2 stops Fort Lauderdale Atlanta Hartsfield-Jackson
$196Multiple Airlines
Booking Insights

Price, demand and travel trends for Orlando Airport to New Windsor flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

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

Round-trip flights from Orlando Airport to New Windsor typically range from $194 to $322. The lowest price found in the past 5 days was $145, on Breeze Airways.

What's the cheapest day of the week to fly from Orlando Airport to New Windsor?

Based on deals KAYAK users found in the last 12 months, Thursday is the cheapest day of the week to fly from Orlando Airport to New Windsor. It’s 9% cheaper than the average day, while Monday is the most expensive, with prices 39% higher.

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

•January is the cheapest month to fly from Orlando Airport to New Windsor at $157 round-trip.
•June ($328) and February ($278) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 108% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Orlando Airport to New Windsor the cheapest?

Flights from Orlando Airport to New Windsor are cheapest 25 weeks before departure. Booking in this window typically costs about 41% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Find deals

Key details for Orlando Airport to New Windsor flights

Low season

March

Cheapest flight

$68
Beat the crowds with an average 93% drop in travelers.
The most popular month to fly with an average 211% increase in travelers.
One-way flight from Orlando Airport to New Windsor

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

Your Orlando Airport to New Windsor flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from Orlando Airport to New Windsor?

    These are the earliest and latest flight times available from Orlando Airport to New Windsor:

    • Earliest: departs at 5:00 am and lands at 7:56 am
    • Latest: departs at 4:50 pm and lands at 7:46 pm.

    The flight takes about 2h 56m.

  • What cabin classes can I book on flights from Orlando Airport to New Windsor?

    Two cabin classes are available on flights from Orlando Airport to New Windsor:

    • Economy Class
    • Premium Economy Class

  • How long is a flight from Orlando Airport to New Windsor?

    A nonstop flight from Orlando Airport to New Windsor takes 2h 56m, covering 989 miles.

  • Do I need a passport to fly from Orlando Airport to New Windsor?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Orlando Airport to New Windsor flight?

    Round-trip flights from Orlando Airport to New Windsor range from $194 to $322, with an average of $239 over the past 12 months. Anything below $194 counts as a good deal.

  • How expensive are last-minute Orlando Airport to New Windsor flights?

    Last-minute fares on this route (booked within two weeks of departure) run 22% above the $239 route average. Book 25 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from Orlando Airport to New Windsor?

    On this route, nonstop flights are cheaper than layover options on average. Nonstop fares average $221 round-trip, compared to $262 via a layover through Charleston (CHS).

  • What is the standard checked-bag allowance on flights from Orlando Airport to New Windsor?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $33–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Orlando Airport to New Windsor?

    The Airbus A220-300 family is used most often on this route, operated mainly by Breeze Airways and JetBlue. Other aircraft seen on the route include Airbus A321-100/200 variants.

  • How are flight prices from Orlando Airport to New Windsor looking right now?

    One-way fares from Orlando Airport to New Windsor are currently lower than usual. Average one-way flight prices are about $72, which is 44% below the typical average for this route.

  • What car rental options are available at New Windsor Stewart Airport (SWF)?

    New Windsor Stewart Airport (SWF) hosts 5 major car rental companies, with daily rates starting from around $30 for economy cars. Top options include:

    • Budget
    • Avis
    • Alamo
    • Enterprise Rent-A-Car
    • Empire Rent A Car

  • Which airports can I use when flying from Orlando Airport to New Windsor?

    Flights from Orlando Airport to New Windsor usually depart from Orlando (MCO) and arrive at New Windsor Stewart (SWF).

  • Which airports do connecting flights from Orlando Airport to New Windsor pass through?

    Connecting flights from Orlando Airport to New Windsor most commonly pass through:

    • Charleston (CHS) - 50% of one-stop connections
    • Raleigh-Durham (RDU) - 50% of one-stop connections

  • Can I save money by using flexible dates for flights from Orlando Airport to New Windsor?

    Yes. Flexible dates can save you up to 35% on flights from Orlando Airport to New Windsor. Thursday is the cheapest departure day at $218 round-trip on average, while Monday is the most expensive at $333, a difference of $115.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines fly from Orlando Airport to New Windsor?

    Only Breeze Airways operates flights between Orlando Airport and New Windsor.

  • How much time can I save by choosing a different layover airport from Orlando Airport to New Windsor?

    Flying via Charleston (CHS) gives the shortest average 1-stop total travel time at 4h 27m, compared with 6h 12m via Raleigh-Durham (RDU).

  • Which airlines offer extra legroom and free seat selection on Orlando Airport to New Windsor flights?

    Among airlines operating Orlando Airport to New Windsor flights:

    • Breeze Airways: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Orlando Airport to New Windsor flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • Breeze Airways: a cabin bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

Your guide to booking Orlando Airport to New Windsor flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Thursday departure and avoid flying on Monday. On this route, Thursday flights average $218, about $115 less than Monday fares (35% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 25 weeks before you fly. On this route, that window historically saves about 41% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Orlando Airport to New Windsor trip for January. Fares historically average $157 round-trip in that month - typically $171 less than the most expensive month, which is June (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to New Windsor Stewart Airport.

    • Homewood Suites by Hilton Newburgh-Stewart Airport

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

 
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

Wednesday

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

Wednesday

Breeze Airways

Breeze Airways

Thursday

Breeze Airways

Breeze Airways

Sunday

Breeze Airways

Breeze Airways

See more direct flights

More options for your flight from Orlando to New Windsor

Complete your trip to New Windsor with a hotel stay or car rental

Car rentals in New Windsor
Hotels in New Windsor