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Cheap flights from Orlando to New York from $66

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Orlando to New York departing on 6/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Breeze Airways Logo
6:00 am - 8:58 am
MCO
-
SWF
2h 58mnonstop
Breeze Airways Logo
9:38 am - 12:44 pm
SWF
-
MCO
3h 06mnonstop
$127Breeze Airways
Thu, Sep 3 - Sun, Sep 6
Breeze Airways Logo
7:15 am - 11:31 am
MCO
-
SWF
4h 16m
1 stop
Breeze Airways Logo
12:11 pm - 4:49 pm
SWF
-
MCO
4h 38m
1 stop
$131Breeze Airways
Fri, Apr 24 - Mon, Apr 27
Breeze Airways Logo
6:00 am - 8:58 am
MCO
-
SWF
2h 58mnonstop
Breeze Airways Logo
9:38 am - 12:44 pm
SWF
-
MCO
3h 06mnonstop
$132Breeze Airways
Thu, Sep 3 - Sun, Sep 6
Breeze Airways Logo
6:00 am - 8:56 am
MCO
-
SWF
2h 56mnonstop
Breeze Airways Logo
12:39 pm - 11:42 pm
SWF
-
MCO
11h 03m
1 stop
$133Breeze Airways
Thu, Sep 10 - Sat, Sep 12
Breeze Airways Logo
7:15 am - 11:31 am
MCO
-
SWF
4h 16m
1 stop
Breeze Airways Logo
12:11 pm - 4:49 pm
SWF
-
MCO
4h 38m
1 stop
$136Breeze Airways
Fri, Apr 24 - Mon, Apr 27
Breeze Airways Logo
7:15 am - 11:31 am
MCO
-
SWF
4h 16m
1 stop
Breeze Airways Logo
12:11 pm - 4:49 pm
SWF
-
MCO
4h 38m
1 stop
$139Breeze Airways
Fri, Apr 24 - Mon, Apr 27
Breeze Airways Logo
7:00 am - 11:25 am
MCO
-
SWF
4h 25m
1 stop
Breeze Airways Logo
12:05 pm - 11:59 pm
SWF
-
MCO
11h 54m
1 stop
$141Breeze Airways
Wed, May 13 - Sat, May 16
Breeze Airways Logo
6:00 am - 8:58 am
MCO
-
SWF
2h 58mnonstop
Breeze Airways Logo
12:05 pm - 11:59 pm
SWF
-
MCO
11h 54m
1 stop
$142Breeze Airways
Thu, May 7 - Sat, May 9
Breeze Airways Logo
7:15 am - 11:31 am
MCO
-
SWF
4h 16m
1 stop
Breeze Airways Logo
12:11 pm - 4:49 pm
SWF
-
MCO
4h 38m
1 stop
$143Breeze Airways
Fri, Apr 24 - Mon, Apr 27
Breeze Airways Logo
7:15 am - 11:31 am
MCO
-
SWF
4h 16m
1 stop
Breeze Airways Logo
12:11 pm - 4:49 pm
SWF
-
MCO
4h 38m
1 stop
$144Breeze Airways
Fri, Apr 24 - Mon, Apr 27

Breeze Airways flights from Orlando to New Windsor

Our best Breeze Airways deals on Orlando to New Windsor flight tickets
Breeze Airways
Sep 3
MCO6:00 amOrlando
2h 58m
SWF8:58 amNew Windsor Stewart
Sep 6
SWF9:38 amNew Windsor Stewart
3h 06m
MCO12:44 pmOrlando
$127
Breeze Airways
Apr 24
MCO7:15 amOrlando
4h 16m
1 stop
SWF11:31 amNew Windsor Stewart
Apr 27
SWF12:11 pmNew Windsor Stewart
4h 38m
1 stop
MCO4:49 pmOrlando
$131
Breeze Airways
Sep 3
MCO6:00 amOrlando
2h 58m
SWF8:58 amNew Windsor Stewart
Sep 6
SWF9:38 amNew Windsor Stewart
3h 06m
MCO12:44 pmOrlando
$132

momondo Fare Finder

 
Customize your flight search to find flights from Orlando to New Windsor that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated April 4, 2026.
Use the filters below to find and compare flights from Orlando to New Windsor that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Thu 9/3

6:00 am-8:58 am

Nonstop2h 58m

New Windsor Stewart

Sun 9/6

9:38 am-12:44 pm

Nonstop3h 06m

$127

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Fri 4/24

7:15 am-11:31 am

1 stop4h 16m

New Windsor Stewart

Mon 4/27

12:11 pm-4:49 pm

1 stop4h 38m

$131

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Thu 9/3

6:00 am-8:58 am

Nonstop2h 58m

New Windsor Stewart

Sun 9/6

9:38 am-12:44 pm

Nonstop3h 06m

$132

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Thu 9/10

6:00 am-8:56 am

Nonstop2h 56m

New Windsor Stewart

Sat 9/12

12:39 pm-11:42 pm

1 stop11h 03m

$133

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Fri 4/24

7:15 am-11:31 am

1 stop4h 16m

New Windsor Stewart

Mon 4/27

12:11 pm-4:49 pm

1 stop4h 38m

$136

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Fri 4/24

7:15 am-11:31 am

1 stop4h 16m

New Windsor Stewart

Mon 4/27

12:11 pm-4:49 pm

1 stop4h 38m

$139

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Wed 5/13

7:00 am-11:25 am

1 stop4h 25m

New Windsor Stewart

Sat 5/16

12:05 pm-11:59 pm

1 stop11h 54m

$141

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Thu 5/7

6:00 am-8:58 am

Nonstop2h 58m

New Windsor Stewart

Sat 5/9

12:05 pm-11:59 pm

1 stop11h 54m

$142

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Fri 4/24

7:15 am-11:31 am

1 stop4h 16m

New Windsor Stewart

Mon 4/27

12:11 pm-4:49 pm

1 stop4h 38m

$143

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Fri 4/24

7:15 am-11:31 am

1 stop4h 16m

New Windsor Stewart

Mon 4/27

12:11 pm-4:49 pm

1 stop4h 38m

$144

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to New York from

How to get the cheapest flight ticket from Orlando to New Windsor

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Orlando and New Windsor?

What is the cheapest day to depart on your flight to New Windsor?

On average, the least expensive day to fly to New Windsor from Orlando is on a Friday. momondo users have found tickets for Friday departures for as low as $134. However, this price may fluctuate depending on the airline, the season, and holidays. Flights from Orlando to New Windsor on a Sunday will generally be more expensive and average around $219. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to New Windsor?

According to our data, the cheapest time of day to fly to New Windsor is in the morning. momondo users have found flights departing from Orlando to New Windsor in the morning for as low as $171. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights to New Windsor are more costly at noon, with an average ticket price of $196. Departure times at noon fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Orlando to New Windsor Stewart flight route?

Fly from Orlando Sanford Intl to New Windsor Stewart for the best Orlando - New Windsor Stewart flight prices

What cabin class options are available on Orlando to New Windsor Stewart flights?

There is only 1 cabin class available to choose from on Orlando to New Windsor Stewart flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Orlando to New Windsor flights?

You could potentially save up to 22% on your flight if you consider stops on a Orlando to New Windsor flight.

How have Orlando to New Windsor flight prices changed over time?

As of April 2026, prices for Orlando to New Windsor flights are approximately 48% more expensive when compared to flights at the same time last year.

When to book flights from Orlando to New Windsor

Are you open to changing your travel dates? Check out the ideal times to fly from Orlando to New Windsor according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Orlando to New Windsor (ORL to SWF) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Orlando to New Windsor

Best Price Found

$102

Fastest flight time

2h 56m

Direct flights

Mon, Wed and Fri

Airports in New Windsor

1 airport
The best one-way flight to New Windsor from Orlando in the past 72 hours is $102. The best round-trip flight deal from Orlando to New Windsor found on momondo in the last 72 hours is $132.
The fastest flight from Orlando to New Windsor takes 2h 56m
Direct flights go from Orlando to New Windsor on Monday, Wednesday and Friday. Airlines offering direct flights are: Breeze Airways and Allegiant Air.
There is 1 airport in New Windsor. From Orlando there are direct flights to New Windsor Stewart (SWF).
Search flight deals

Frequently asked questions about flying from Orlando to New Windsor

  • How far is Orlando to New Windsor Stewart by plane?

    A flight from Orlando to New Windsor Stewart will travel around 984.5 mi. By plane, this route typically takes 2h 56m.

  • When did momondo last update prices for flights from Orlando to New Windsor Stewart Airport?

    Prices for flights from Orlando to New Windsor Stewart Airport are updated daily.

  • How many operators does momondo search for flights from Orlando to New Windsor Stewart Airport?

  • How old do you have to be to fly from Orlando to New Windsor Stewart Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Orlando to New Windsor Stewart Airport.

  • What documentation or ID do you need to fly to New Windsor Stewart Airport?

    The required travel and health documents for your New Windsor Stewart Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at New Windsor Stewart Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Orlando to New Windsor?

  • What is the most popular airline from Orlando to New Windsor?

Best airlines flying from Orlando to New Windsor

Compare and see reviews for airlines that fly from Orlando to New Windsor with momondo
Airline
Rating
Free Cancellation
Price
Allegiant AirPriceFrom $104Free CancellationRating
7.3
708 reviews
Search Allegiant Air flights
Breeze AirwaysPriceFrom $128Free CancellationRating
8.1
276 reviews
Search Breeze Airways flights

  • Breeze Airways Flights From Orlando to New Windsor

    Breeze Airways is one of the most popular airlines flying from Orlando to New Windsor, operating 2 flights/week on average for this route. A good Breeze Airways flight deal for Orlando to New Windsor starts from $128 round-trip, up to an average price of $195. Our users have rated Breeze Airways at 8.1/10.

  • Allegiant Air Flights From Orlando to New Windsor

    Allegiant Air is also a popular choice for this route. Allegiant Air flight deals for Orlando to New Windsor start from as low as $104 round-trip, depending on your selected dates, with average Allegiant Air deals seen on momondo around $162. Allegiant Air operates 1 flight to New Windsor from Orlando in an average week. Users have rated it 7.3/10 across 707 reviews.

Traveling to a place near New York?

Book flights to New York if you plan to visit one of these locations
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Why use momondo?

Why should I use momondo to find a flight deal from Orlando to New Windsor?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Orlando to New Windsor. momondo saves you time and could save you money on your trip.

Can I find flights from Orlando to New Windsor with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Orlando to New Windsor flights to just show those with flexible booking policies.

How can momondo help me find flights from Orlando to New Windsor?

momondo helps you find the best flight between Orlando and New Windsor by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Orlando to New Windsor right now. Can momondo alert me if prices change?

If you are simply researching potential flights to New Windsor, momondo offers a useful price alert feature which will track prices for flights to New Windsor from Orlando and alert you when they change.

An easier way to manage your New Windsor trip

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