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Cheap flights from Orlando Airport to New York from $60

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 Airport to New York departing on 5/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
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
12:05 pm - 5:02 pm
SWF
-
MCO
4h 57m
1 stop
$136Breeze Airways
Sun, May 10 - Wed, May 13
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, Mar 20 - Mon, Mar 23
Breeze Airways Logo
7:00 am - 11:25 am
MCO
-
SWF
4h 25m
1 stop
Breeze Airways Logo
9:38 am - 12:44 pm
SWF
-
MCO
3h 06mnonstop
$143Breeze Airways
Sat, May 30 - Sun, May 31
Breeze Airways Logo
6:00 am - 8:58 am
MCO
-
SWF
2h 58mnonstop
Breeze Airways Logo
12:05 pm - 5:02 pm
SWF
-
MCO
4h 57m
1 stop
$144Breeze Airways
Sun, May 10 - Wed, May 13
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 38m
1 stop
$148Breeze Airways
Thu, Mar 19 - Mon, Mar 23
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
$150Breeze Airways
Fri, Mar 20 - Mon, Mar 23
Breeze Airways Logo
7:00 am - 11:25 am
MCO
-
SWF
4h 25m
1 stop
Breeze Airways Logo
12:15 pm - 4:49 pm
SWF
-
MCO
4h 34m
1 stop
$152Breeze Airways
Sat, May 16 - Mon, May 18
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
$153Breeze Airways
Thu, May 14 - Sat, May 16
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
$156Breeze Airways
Fri, Mar 20 - Mon, Mar 23
Breeze Airways Logo
7:00 am - 11:25 am
MCO
-
SWF
4h 25m
1 stop
Breeze Airways Logo
12:15 pm - 4:49 pm
SWF
-
MCO
4h 34m
1 stop
$157Breeze Airways
Wed, May 6 - Fri, May 8

Breeze Airways flights from Orlando Airport to New Windsor

Our best Breeze Airways deals on Orlando Airport to New Windsor flight tickets
Breeze Airways
May 10
MCO6:00 amOrlando
2h 58m
SWF8:58 amNew Windsor Stewart
May 13
SWF12:05 pmNew Windsor Stewart
4h 57m
1 stop
MCO5:02 pmOrlando
$136
Breeze Airways
Mar 20
MCO7:15 amOrlando
4h 16m
1 stop
SWF11:31 amNew Windsor Stewart
Mar 23
SWF12:11 pmNew Windsor Stewart
4h 38m
1 stop
MCO4:49 pmOrlando
$137
Breeze Airways
Mar 20
MCO7:15 amOrlando
4h 16m
1 stop
SWF11:31 amNew Windsor Stewart
Mar 23
SWF12:11 pmNew Windsor Stewart
4h 38m
1 stop
MCO4:49 pmOrlando
$139

momondo Fare Finder

 
Customize your flight search to find flights from Orlando Airport 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 February 27, 2026.
Use the filters below to find and compare flights from Orlando Airport to New Windsor that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Sun 5/10

6:00 am-8:58 am

Nonstop2h 58m

New Windsor Stewart

Wed 5/13

12:05 pm-5:02 pm

1 stop4h 57m

$136

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Fri 3/20

7:15 am-11:31 am

1 stop4h 16m

New Windsor Stewart

Mon 3/23

12:11 pm-4:49 pm

1 stop4h 38m

$139

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Sat 5/30

7:00 am-11:25 am

1 stop4h 25m

New Windsor Stewart

Sun 5/31

9:38 am-12:44 pm

Nonstop3h 06m

$143

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Sun 5/10

6:00 am-8:58 am

Nonstop2h 58m

New Windsor Stewart

Wed 5/13

12:05 pm-5:02 pm

1 stop4h 57m

$144

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Thu 3/19

8:10 am-11:08 am

Nonstop2h 58m

New Windsor Stewart

Mon 3/23

12:11 pm-4:49 pm

1 stop4h 38m

$148

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Fri 3/20

7:15 am-11:31 am

1 stop4h 16m

New Windsor Stewart

Mon 3/23

12:11 pm-4:49 pm

1 stop4h 38m

$150

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Sat 5/16

7:00 am-11:25 am

1 stop4h 25m

New Windsor Stewart

Mon 5/18

12:15 pm-4:49 pm

1 stop4h 34m

$152

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Thu 5/14

6:00 am-8:58 am

Nonstop2h 58m

New Windsor Stewart

Sat 5/16

12:05 pm-11:59 pm

1 stop11h 54m

$153

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Fri 3/20

7:15 am-11:31 am

1 stop4h 16m

New Windsor Stewart

Mon 3/23

12:11 pm-4:49 pm

1 stop4h 38m

$156

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Wed 5/6

7:00 am-11:25 am

1 stop4h 25m

New Windsor Stewart

Fri 5/8

12:15 pm-4:49 pm

1 stop4h 34m

$157

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 Airport 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, May is the cheapest month to fly from Orlando Airport to New Windsor. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $128. If you aren’t able to travel during the month of May, then book flights to New Windsor from Orlando Airport during January instead. Flights to New Windsor in January, while not as cheap as those in May, still average around $130.

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 Airport is on a Friday. momondo users have found tickets for Friday departures for as low as $128. However, this price may fluctuate depending on the airline, the season, and holidays. Flights from Orlando Airport 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 afternoon. momondo users have found flights departing from Orlando Airport to New Windsor in the afternoon for as low as $168. 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 $186. 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

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 Airport to New Windsor flights?

You could potentially save up to 21% on your flight if you consider stops on a Orlando Airport to New Windsor flight.

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

As of February 2026, prices for Orlando Airport to New Windsor flights are approximately 72% more expensive when compared to flights at the same time last year.

When to book flights from Orlando Airport to New Windsor

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

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

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

Best Price Found

$104

Fastest flight time

2h 58m

Direct flights

Mon, Wed and Fri

Airports in New Windsor

1 airport
The best one-way flight to New Windsor from Orlando Airport in the past 72 hours is $104. The best round-trip flight deal from Orlando Airport to New Windsor found on momondo in the last 72 hours is $198.
The fastest flight from Orlando Airport to New Windsor takes 2h 58m
Direct flights go from Orlando Airport to New Windsor on Monday, Wednesday and Friday. The only airline offering direct flights is Breeze Airways.
There is 1 airport in New Windsor. From Orlando Airport there are direct flights to New Windsor Stewart (SWF).
Search flight deals

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

    The distance between Orlando and New Windsor Stewart is about 989.6 mi. 2h 58m is a normal flight duration for this route.

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

    Prices for flights from Orlando Airport to New Windsor Stewart Airport were last updated today.

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Orlando Airport to New Windsor Stewart Airport.

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

    The necessary travel and health documents for your New Windsor Stewart Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

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

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

Best airlines flying from Orlando Airport to New Windsor

Compare and see reviews for airlines that fly from Orlando Airport to New Windsor with momondo
Airline
Rating
Free Cancellation
Price
Breeze AirwaysPriceFrom $118Free CancellationRating
8.1
271 reviews
Search Breeze Airways flights

  • Breeze Airways Flights From Orlando Airport to New Windsor

    Breeze Airways flight deals from Orlando Airport to New Windsor start from $118 round-trip. Over the 4 Breeze Airways flights for this route in a normal week, average airfare is usually $193 round-trip - but some users have found much cheaper deals with momondo.

Traveling to a place near New York?

Book flights to New York if you plan to visit one of these locations
Newburgh
Kingston
Woodstock
Saugerties

Why use momondo?

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

Finding the right flight to New Windsor from Orlando is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to New Windsor quick and easy, saving you time and money.

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

momondo does allow users to show only those flights to New Windsor from Orlando which offer a flexible booking policy as well as other useful filters and features.

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 not ready to book a flight from Orlando to New Windsor now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to New Windsor and let you know when they change.

An easier way to manage your New Windsor trip

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