Question 1

What is the cheapest airline to fly from New Windsor to Orlando Airport round-trip?

Accepted Answer

Currently priced at $120, Breeze Airways will fly you from New Windsor to Orlando Airport and back. In addition to Breeze Airways, many other airlines offer competitively priced options for your trip. Breeze Airways is priced at 47% lower than the current average price of a flight leaving 3 months from now.

Question 2

How far ahead should I book a flight from New Windsor to Orlando Airport?

Accepted Answer

To ensure you get the cheapest price possible for a flight from New Windsor to Orlando Airport, you should look to book at least 40 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

Question 3

What is the cheapest month to book a flight from New Windsor to Orlando Airport?

Accepted Answer

Currently, May is the cheapest month in which you can book a flight from New Windsor to Orlando Airport (average of $206). Flying from New Windsor to Orlando Airport in November is currently the most expensive (average of $288). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Question 4

What is the cheapest day to fly from New Windsor to Orlando Airport?

Accepted Answer

Travelers seeking maximum savings on their New Windsor to Orlando Airport flight should consider departing on Friday evenings when fares are most often at their lowest. Wednesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Question 5

E

Accepted Answer

In terms of precipitation, rainfall in Orlando Airport ranges from 2.4 - 8.7 inches per month. June is typically the wettest month, when rainfall can reach 8.7 in. November is typically the driest time to visit Orlando Airport when rainfall is around 2.4 in.

Question 6

E

Accepted Answer

If weather is an important factor for your trip to Orlando Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 60.8 F).

Question 7

What are the cheapest flights from New Windsor to Orlando Airport?

Accepted Answer

Looking at all options, your cheapest flight can be booked for $91. While the most popular route (New Windsor Stewart - Orlando) can be booked for $126 on average our data indicates $166 when flying from New Windsor to Orlando Airport.

Question 8

What are the most popular airlines that fly from New Windsor to Orlando Airport?

Accepted Answer

The most popular airlines flying from New Windsor to Orlando Airport are JetBlue, Frontier and Allegiant Air. Something to consider prior to booking your flight.

Question 9

What is the cheapest day to fly round-trip from New Windsor to Orlando Airport?

Accepted Answer

Sunday flights are generally found to be more expensive for flights from New Windsor to Orlando Airport. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Orlando Airport.

Question 10

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

Accepted Answer

To save on the cost of your flight from New Windsor to Orlando Airport, book at least 31 days before your planned departure. Booking around this time can save you about 75% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $178 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $332.

Question 11

What is the cheapest month to fly from New Windsor to Orlando Airport?

Accepted Answer

The best pricing can be found in the month of March. Prices to Orlando Airport from New Windsor average $211. You can even find prices in March for less than $211, as users have found deals to Orlando Airport from as low as $63. The month of April appears to be one of the more expensive times to travel to Orlando Airport from New Windsor. Flying in the targeted month can save you up to 38%.

Question 12

What is the cheapest time of day to fly from SWF to MCO?

Accepted Answer

It’s typically best to fly out from New Windsor to Orlando Airport at noon. Doing so could potentially save you 19% on the flight price compared to flying in the afternoon, which is usually more expensive.

Question 13

What airport do you fly from for flights from New Windsor to Orlando?

Accepted Answer

New Windsor Stewart (SWF) is the airport you will fly out of if you book a flight from New Windsor to Orlando. You should not have trouble finding flights to Orlando from Stewart; the airport handles an average of 0 outbound flights to Orlando per day. You should also have plenty of airline options to choose from since 5 airlines have flights from the New Windsor airport to Orlando. It is only a 4.3 mi journey to Stewart (SWF) from New Windsor’s city center.

Question 14

Can I find deals for flights from Stewart to Orlando that include hotel bookings?

Accepted Answer

Yes. In addition to deals on Stewart to Orlando flights, Cheapflights offers vacation packages that include both flights and hotel.

Question 15

How can I find direct flights from Stewart to Orlando?

Accepted Answer

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Stewart to Orlando.

Question 16

Can I find deals for business class flights from Stewart to Orlando?

Accepted Answer

Yes. Cheapflights offers flight deals from Stewart to Orlando by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

Round-trip from	$120 (Priceline)
One-way from	$55 (CheapOair)
Popular in	April
Cheapest in	September
Average price	$215

Airline	Cheapest	Average	Flexibility	On-time
Frontier	Cheapest$40	Average$84	FlexibilityNo cancel fee	On-time62%
Spirit Airlines	Cheapest$67	Average$127	FlexibilityNo cancel fee	On-time65%
Allegiant Air	Cheapest$85	Average$145	FlexibilityNo cancel fee	On-time88%
Breeze Airways	Cheapest$121	Average$236	FlexibilityNo cancel fee	On-timeN/A
JetBlue	Cheapest$136	Average$257	FlexibilityNo cancel fee	On-time62%

$55+ Cheap flights from New Windsor (SWF) to Orlando (MCO)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/5. Fares are subject to change and may not be available on all flights or dates of travel.

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Cheapflights Tip: The best prices from New Windsor Stewart to Orlando are usually found in September or January, booked 40 days in advance, depart on a Saturday or Friday and return on a Monday

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Cheapest flights from Stewart to OrlandoExplore the most affordable flight options available from Stewart to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 28, 2025.

Explore the most affordable flight options available from Stewart to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 28, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from New Windsor to Orlando Airport that are best for you.

Best time to book a flight from Stewart to Orlando

Have a flexible travel schedule? Discover the best time to fly to Orlando from Stewart with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from New Windsor to Orlando Airport

How far ahead should I book a flight from New Windsor to Orlando Airport?

Use this chart to determine the optimal time to book a round-trip flight from Stewart to Orlando. Price data was last updated on July 25, 2025.

What is the cheapest month to book a flight from New Windsor to Orlando Airport?

What is the cheapest time of day to fly from SWF to MCO?

Find hourly flight availability from Stewart to Orlando. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 28, 2025.

Reviews of airlines servicing Orlando

Read reviews from past customers who have flown Breeze Airways from New Windsor to Orlando Airport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Stewart to Orlando. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What airport do you fly from for flights from New Windsor to Orlando?

What is the cheapest airline to fly from New Windsor to Orlando Airport round-trip?

What are the cheapest flights from New Windsor to Orlando Airport?

Can I find deals for flights from Stewart to Orlando that include hotel bookings?

How can I find direct flights from Stewart to Orlando?

Can I find deals for business class flights from Stewart to Orlando?

What is the cheapest month to book a flight from New Windsor to Orlando Airport?

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Alternative routes for Stewart to Orlando

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Cheapest flights from Stewart to Orlando
Explore the most affordable flight options available from Stewart to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 28, 2025.