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Cheap flights from Orlando to New York from $61

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 11/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Breeze Airways Logo
8:10 am - 11:03 amMCO-SWF
2h 53mnonstop
Breeze Airways Logo
11:43 am - 2:57 pmSWF-MCO
3h 14mnonstop
$140Breeze Airways
Find Deal
Sun, Sep 21 - Sun, Sep 28
Breeze Airways Logo
8:10 am - 11:03 amMCO-SWF
2h 53mnonstop
Breeze Airways Logo
11:43 am - 2:57 pmSWF-MCO
3h 14mnonstop
$145Breeze Airways
Find Deal
Sun, Sep 21 - Sun, Sep 28
Breeze Airways Logo
8:10 am - 11:03 amMCO-SWF
2h 53mnonstop
Breeze Airways Logo
12:24 pm - 4:59 pmSWF-MCO
4h 35m1 stop
$150Breeze Airways
Find Deal
Sun, Sep 21 - Mon, Sep 29
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
$157Breeze Airways
Find Deal
Fri, Dec 5 - Mon, Dec 8
Breeze Airways Logo
8:10 am - 11:03 amMCO-SWF
2h 53mnonstop
Breeze Airways Logo
11:43 am - 2:57 pmSWF-MCO
3h 14mnonstop
$161Breeze Airways
Find Deal
Sun, Sep 21 - Thu, Sep 25
Breeze Airways Logo
8:10 am - 11:03 amMCO-SWF
2h 53mnonstop
Breeze Airways Logo
12:24 pm - 4:59 pmSWF-MCO
4h 35m1 stop
$164Breeze Airways
Find Deal
Sun, Dec 7 - Mon, Dec 8
Breeze Airways Logo
8:10 am - 11:03 amMCO-SWF
2h 53mnonstop
Breeze Airways Logo
11:43 am - 2:57 pmSWF-MCO
3h 14mnonstop
$166Breeze Airways
Find Deal
Thu, Sep 25 - Sun, Sep 28
Breeze Airways Logo
8:10 am - 11:03 amMCO-SWF
2h 53mnonstop
Breeze Airways Logo
11:43 am - 2:57 pmSWF-MCO
3h 14mnonstop
$167Breeze Airways
Find Deal
Thu, Sep 25 - Sun, Sep 28
Logo
1:54 pm - 10:41 amMCO-SWF
20h 47m1 stop
Logo
12:24 pm - 4:59 pmSWF-MCO
4h 35m1 stop
$194
Find Deal
Thu, Oct 16 - Mon, Oct 27
Logo
8:10 am - 11:03 amMCO-SWF
2h 53mnonstop
Logo
3:01 pm - 7:55 amSWF-MCO
16h 54m2 stops
$235
Find Deal
Thu, Oct 23 - Mon, Oct 27

Breeze Airways flights from Orlando to New Windsor

Our best Breeze Airways deals on Orlando to New Windsor flight tickets
Breeze Airways
Sep 21
MCO8:10 amOrlando
2h 53m
SWF11:03 amNew Windsor Stewart
Sep 28
SWF11:43 amNew Windsor Stewart
3h 14m
MCO2:57 pmOrlando
$140
Find similar
Breeze Airways
Sep 21
MCO8:10 amOrlando
2h 53m
SWF11:03 amNew Windsor Stewart
Sep 28
SWF11:43 amNew Windsor Stewart
3h 14m
MCO2:57 pmOrlando
$143
Find similar
Breeze Airways
Sep 21
MCO8:10 amOrlando
2h 53m
SWF11:03 amNew Windsor Stewart
Sep 28
SWF11:43 amNew Windsor Stewart
3h 14m
MCO2:57 pmOrlando
$145
Find similar

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 September 15, 2025.
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

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Sun 9/21

8:10 am-11:03 am

Nonstop2h 53m

New Windsor Stewart

Sun 9/28

11:43 am-2:57 pm

Nonstop3h 14m

$140

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Sun 9/21

8:10 am-11:03 am

Nonstop2h 53m

New Windsor Stewart

Sun 9/28

11:43 am-2:57 pm

Nonstop3h 14m

$145

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Sun 9/21

8:10 am-11:03 am

Nonstop2h 53m

New Windsor Stewart

Mon 9/29

12:24 pm-4:59 pm

1 stop4h 35m

$150

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Fri 12/5

7:30 am-11:44 am

1 stop4h 14m

New Windsor Stewart

Mon 12/8

12:24 pm-4:59 pm

1 stop4h 35m

$157

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Sun 9/21

8:10 am-11:03 am

Nonstop2h 53m

New Windsor Stewart

Thu 9/25

11:43 am-2:57 pm

Nonstop3h 14m

$161

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Sun 12/7

8:10 am-11:03 am

Nonstop2h 53m

New Windsor Stewart

Mon 12/8

12:24 pm-4:59 pm

1 stop4h 35m

$164

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Thu 9/25

8:10 am-11:03 am

Nonstop2h 53m

New Windsor Stewart

Sun 9/28

11:43 am-2:57 pm

Nonstop3h 14m

$166

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Thu 9/25

8:10 am-11:03 am

Nonstop2h 53m

New Windsor Stewart

Sun 9/28

11:43 am-2:57 pm

Nonstop3h 14m

$167

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Thu 10/16

1:54 pm-10:41 am

1 stop20h 47m

New Windsor Stewart

Mon 10/27

12:24 pm-4:59 pm

1 stop4h 35m

$194

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Thu 10/23

8:10 am-11:03 am

Nonstop2h 53m

New Windsor Stewart

Mon 10/27

3:01 pm-7:55 am

2 stops16h 54m

$235

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 cheapest month to fly to New Windsor?

In general, January is the cheapest month to fly from Orlando to New Windsor. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $88. If you aren’t able to travel during the month of January, then book flights to New Windsor from Orlando during May instead. Flights to New Windsor in May, while not as cheap as those in January, still average around $108.

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 $122. 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 $208. 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 evening. momondo users have found flights departing from Orlando to New Windsor in the evening for as low as $152. 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 $160. 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 to New Windsor Stewart for the best Orlando - New Windsor Stewart flight prices

How far in advance should I book a flight to New Windsor?

You are more likely to see cheaper flights to New Windsor from Orlando when booking weeks ahead of your departure date. In general, you can expect to find flights to New Windsor for around $182 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to New Windsor from Orlando for as low as $147 on momondo.

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

There are 2 cabin classes 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?

No. A direct flight is the cheapest option for a flight between Orlando to New Windsor.

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

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

$94

Fastest flight time

2h 53m

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 $94. The best round-trip flight deal from Orlando to New Windsor found on momondo in the last 72 hours is $57.
The fastest flight from Orlando to New Windsor takes 2h 53m
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 near New Windsor: New Windsor Stewart (SWF)
Search flight deals

  • 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 53m.

  • 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 $74Free CancellationRating
7.2
699 reviews
Search Allegiant Air flights
Breeze AirwaysPriceFrom $116Free CancellationRating
8.0
205 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 4 flights/week on average for this route. A good Breeze Airways flight deal for Orlando to New Windsor starts from $116 round-trip, up to an average price of $199. Our users have rated Breeze Airways at 8.0/10.

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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Kingston
Woodstock
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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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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