What is the cheapest airline that flies from Orlando to New Windsor Stewart?

Breeze Airways is the most popular carrier operating from Orlando to New Windsor Stewart

How many flights depart from Orlando to New Windsor on average per week?

2 flights are operational weekly from Orlando to New Windsor as of February 2026. The most popular departure day for this route is Mon, with 50% of flights per week taking off on this day.

What airlines fly to New Windsor?

Spirit Airlines, JetBlue and Delta are the top three most popular airlines that fly to New Windsor from Orlando according to our data. Spirit Airlines is the first choice among our users, with 33% of people opting to fly with this airline when traveling to New Windsor. Keep in mind that there are 8 different airlines that fly to New Windsor on a routine basis, so you have a few additional options to choose from.

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?

As of February 2026, there is 1 operator available to choose from 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.

$56 Cheap Flights from Orlando to New Windsor in 2026

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8:10 am - 11:08 am

MCO

SWF

2h 58mnonstop

12:11 pm - 4:49 pm

SWF

MCO

4h 38m

1 stop

$135Breeze Airways

Thu, Mar 5 - Mon, Mar 9

8:10 am - 11:08 am

MCO

SWF

2h 58mnonstop

12:11 pm - 4:49 pm

SWF

MCO

4h 38m

1 stop

$137Breeze Airways

Thu, Mar 5 - Mon, Mar 9

8:10 am - 11:08 am

MCO

SWF

2h 58mnonstop

12:11 pm - 4:49 pm

SWF

MCO

4h 38m

1 stop

$138Breeze Airways

Thu, Mar 5 - Mon, Mar 9

8:10 am - 11:08 am

MCO

SWF

2h 58mnonstop

12:11 pm - 4:49 pm

SWF

MCO

4h 38m

1 stop

$139Breeze Airways

Thu, Mar 5 - Mon, Mar 9

8:10 am - 11:08 am

MCO

SWF

2h 58mnonstop

12:11 pm - 4:49 pm

SWF

MCO

4h 38m

1 stop

$140Breeze Airways

Thu, Mar 5 - Mon, Mar 9

8:10 am - 11:08 am

MCO

SWF

2h 58mnonstop

12:11 pm - 4:49 pm

SWF

MCO

4h 38m

1 stop

$141Breeze Airways

Thu, Mar 5 - Mon, Mar 9

8:10 am - 11:08 am

MCO

SWF

2h 58mnonstop

12:11 pm - 4:49 pm

SWF

MCO

4h 38m

1 stop

$142Breeze Airways

Thu, Mar 5 - Mon, Mar 9

8:10 am - 11:08 am

MCO

SWF

2h 58mnonstop

12:11 pm - 4:49 pm

SWF

MCO

4h 38m

1 stop

$143Breeze Airways

Thu, Mar 5 - Mon, Mar 9

7:00 am - 11:25 am

MCO

SWF

4h 25m

1 stop

12:05 pm - 11:59 pm

SWF

MCO

11h 54m

1 stop

$145Breeze Airways

Wed, May 6 - Wed, May 13

7:00 am - 11:25 am

MCO

SWF

4h 25m

1 stop

12:05 pm - 11:59 pm

SWF

MCO

11h 54m

1 stop

$147Breeze Airways

Wed, May 6 - Wed, May 13

Breeze Airways flights from Orlando to New Windsor

Our best Breeze Airways deals on Orlando to New Windsor flight tickets

Breeze Airways

Mar 5

MCO8:10 amOrlando

2h 58m

SWF11:08 amNew Windsor Stewart

Mar 9

SWF12:11 pmNew Windsor Stewart

4h 38m

1 stop

MCO4:49 pmOrlando

$135

Breeze Airways

Mar 5

MCO8:10 amOrlando

2h 58m

SWF11:08 amNew Windsor Stewart

Mar 9

SWF12:11 pmNew Windsor Stewart

4h 38m

1 stop

MCO4:49 pmOrlando

$137

Breeze Airways

Mar 5

MCO8:10 amOrlando

2h 58m

SWF11:08 amNew Windsor Stewart

Mar 9

SWF12:11 pmNew Windsor Stewart

4h 38m

1 stop

MCO4:49 pmOrlando

$138

Fly from

Fly to

Route

Depart

Return

Price

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Thu 3/5

8:10 am-11:08 am

Nonstop2h 58m

New Windsor Stewart

Mon 3/9

12:11 pm-4:49 pm

1 stop4h 38m

$135

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Thu 3/5

8:10 am-11:08 am

Nonstop2h 58m

New Windsor Stewart

Mon 3/9

12:11 pm-4:49 pm

1 stop4h 38m

$137

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Thu 3/5

8:10 am-11:08 am

Nonstop2h 58m

New Windsor Stewart

Mon 3/9

12:11 pm-4:49 pm

1 stop4h 38m

$138

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Thu 3/5

8:10 am-11:08 am

Nonstop2h 58m

New Windsor Stewart

Mon 3/9

12:11 pm-4:49 pm

1 stop4h 38m

$139

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Thu 3/5

8:10 am-11:08 am

Nonstop2h 58m

New Windsor Stewart

Mon 3/9

12:11 pm-4:49 pm

1 stop4h 38m

$140

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Thu 3/5

8:10 am-11:08 am

Nonstop2h 58m

New Windsor Stewart

Mon 3/9

12:11 pm-4:49 pm

1 stop4h 38m

$141

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Thu 3/5

8:10 am-11:08 am

Nonstop2h 58m

New Windsor Stewart

Mon 3/9

12:11 pm-4:49 pm

1 stop4h 38m

$142

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Thu 3/5

8:10 am-11:08 am

Nonstop2h 58m

New Windsor Stewart

Mon 3/9

12:11 pm-4:49 pm

1 stop4h 38m

$143

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Wed 5/6

7:00 am-11:25 am

1 stop4h 25m

New Windsor Stewart

Wed 5/13

12:05 pm-11:59 pm

1 stop11h 54m

$145

OrlandoNew Windsor

MCO - SWF

MCOSWF

Orlando

Wed 5/6

7:00 am-11:25 am

1 stop4h 25m

New Windsor Stewart

Wed 5/13

12:05 pm-11:59 pm

1 stop11h 54m

$147

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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

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What is the cheapest month to fly to New Windsor?

In general, May 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 $108. If you aren’t able to travel during the month of May, then book flights to New Windsor from Orlando during March instead. Flights to New Windsor in March, while not as cheap as those in May, still average around $128.

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 $193. 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 $164. 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 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?

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 February 2026, prices for Orlando to New Windsor flights are approximately 15% 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	$103
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 $103. The best round-trip flight deal from Orlando to New Windsor found on momondo in the last 72 hours is $118.

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).

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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?
As of February 2026, there is 1 operator available to choose from 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?
Based on momondo bookings for flights between Orlando and New Windsor, the leading plane model is Airbus A321neo, making up 23.30% of the total bookings. Other popular models include Airbus A320-100/200 with 18.38%, Airbus A321 (sharklets) with 12.52%, and Airbus A319 with 7.77%.
What is the most popular airline from Orlando to New Windsor?
momondo data reveals that the most frequently booked airline on the route from Orlando to New Windsor is Breeze Airways, representing 62% of all bookings. The subsequent popular airline is Allegiant Air at 38%.

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 Air	PriceFrom $82	Free Cancellation	Rating 7.2 710 reviews		Search Allegiant Air flights
Breeze Airways	PriceFrom $118	Free Cancellation	Rating 8.1 270 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 $118 round-trip, up to an average price of $193. 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 $82 round-trip, depending on your selected dates, with average Allegiant Air deals seen on momondo around $154. Allegiant Air operates 1 flight to New Windsor from Orlando in an average week. Users have rated it 7.2/10 across 710 reviews.

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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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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 3/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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

What is the cheapest month to fly to New Windsor?

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

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

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

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

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

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

What is the cheapest airline that flies from Orlando to New Windsor Stewart?

What airlines fly to New Windsor?

How many flights depart from Orlando to New Windsor on average per week?

When to book flights from Orlando to New Windsor

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

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Best airlines flying from Orlando to New Windsor

Compare and see reviews for airlines that fly from Orlando to New Windsor with momondo

Breeze Airways Flights From Orlando to New Windsor

Allegiant Air Flights From Orlando to New Windsor

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Why use momondo?

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

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

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

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

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

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