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Cheap flights from Orlando to New York from $53

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 2/6. 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

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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, 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
$109Breeze Airways
Fri, Feb 6 - Mon, Feb 9
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, Feb 6 - Sun, Feb 8
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
Fri, Feb 6 - 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
Sun, Feb 8 - Mon, Feb 9
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
$116Breeze Airways
Fri, Jan 30 - Sun, Feb 1
Breeze Airways Logo
8:10 am - 11:08 am
MCO
-
SWF
2h 58mnonstop
Breeze Airways Logo
11:48 am - 3:07 pm
SWF
-
MCO
3h 19mnonstop
$117Breeze Airways
Thu, Feb 5 - Sun, Feb 8
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
$118Breeze Airways
Fri, Jan 30 - Sun, Feb 1
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
Thu, Jan 22 - Sun, Jan 25
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
Fri, Jan 30 - Sun, Feb 1

Breeze Airways flights from Orlando to New Windsor

Our best Breeze Airways deals on Orlando to New Windsor flight tickets
Breeze Airways
Jan 30
MCO7:15 amOrlando
4h 16m
1 stop
SWF11:31 amNew Windsor Stewart
Feb 2
SWF12:11 pmNew Windsor Stewart
4h 38m
1 stop
MCO4:49 pmOrlando
$104
Find similar
Breeze Airways
Feb 6
MCO7:15 amOrlando
4h 16m
1 stop
SWF11:31 amNew Windsor Stewart
Feb 9
SWF12:11 pmNew Windsor Stewart
4h 38m
1 stop
MCO4:49 pmOrlando
$109
Find similar
Breeze Airways
Feb 6
MCO7:15 amOrlando
4h 16m
1 stop
SWF11:31 amNew Windsor Stewart
Feb 8
SWF11:48 amNew Windsor Stewart
3h 19m
MCO3:07 pmOrlando
$113
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 January 6, 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

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Fri 1/30

7:15 am-11:31 am

1 stop4h 16m

New Windsor Stewart

Mon 2/2

12:11 pm-4:49 pm

1 stop4h 38m

$104

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Fri 2/6

7:15 am-11:31 am

1 stop4h 16m

New Windsor Stewart

Mon 2/9

12:11 pm-4:49 pm

1 stop4h 38m

$109

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Fri 2/6

7:15 am-11:31 am

1 stop4h 16m

New Windsor Stewart

Sun 2/8

11:48 am-3:07 pm

Nonstop3h 19m

$113

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Fri 2/6

7:15 am-11:31 am

1 stop4h 16m

New Windsor Stewart

Mon 2/9

12:11 pm-4:49 pm

1 stop4h 38m

$114

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Sun 2/8

8:10 am-11:08 am

Nonstop2h 58m

New Windsor Stewart

Mon 2/9

12:11 pm-4:49 pm

1 stop4h 38m

$115

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Fri 1/30

7:15 am-11:31 am

1 stop4h 16m

New Windsor Stewart

Sun 2/1

12:13 pm-3:32 pm

Nonstop3h 19m

$116

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Thu 2/5

8:10 am-11:08 am

Nonstop2h 58m

New Windsor Stewart

Sun 2/8

11:48 am-3:07 pm

Nonstop3h 19m

$117

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Fri 1/30

7:15 am-11:31 am

1 stop4h 16m

New Windsor Stewart

Sun 2/1

12:13 pm-3:32 pm

Nonstop3h 19m

$118

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Thu 1/22

8:35 am-11:33 am

Nonstop2h 58m

New Windsor Stewart

Sun 1/25

12:13 pm-3:32 pm

Nonstop3h 19m

$119

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Fri 1/30

7:15 am-11:31 am

1 stop4h 16m

New Windsor Stewart

Sun 2/1

12:13 pm-3:32 pm

Nonstop3h 19m

$120

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 $85. 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 $104.

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 $124. 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 $206. 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 to New Windsor in the afternoon for as low as $155. 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 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 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?

As of January 2026, prices for Orlando to New Windsor flights are approximately 53% cheaper 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

$86

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 in the past 72 hours is $86. The best round-trip flight deal from Orlando to New Windsor found on momondo in the last 72 hours is $130.
The fastest flight from Orlando to New Windsor takes 2h 58m
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

  • 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 58m.

  • 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 $76Free CancellationRating
7.2
702 reviews
Search Allegiant Air flights
Breeze AirwaysPriceFrom $116Free CancellationRating
8.2
255 reviews
Search Breeze Airways flights

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?

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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