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

Flying on Breeze Airways is currently your cheapest option to Orlando, with prices starting at $120. Users have found that Breeze Airways is 39% cheaper than the other options available to this destination.

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

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

In terms of precipitation, rainfall in Orlando 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 when rainfall is around 2.4 in.

If weather is an important factor for your trip to Orlando, 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).

What are the cheapest flights from New Windsor to Orlando?

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.

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

When booking a flight from New Windsor to Orlando, you may want to consider flying on JetBlue, Frontier or Allegiant Air as they are the most popular for this route.

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

It’s generally more expensive to depart on a Thursday, if you have to leave on this day you can still search on Cheapflights to find great options that meet your needs.

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

Travelers have found it’s best to book a flight 31 days in advance to save up to 75% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 31 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from New Windsor to Orlando 1-2 weeks in advance for as low as $178, or $332 for flights within the next 24 hours.

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

March is one of the best times of the year to fly to Orlando from New Windsor. Prices for March average $211 per person but you can even find prices for as low as $63. The most expensive prices can be found in the month of April. Opting for a March flight can save you 38% on your journey compared to booking in April

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

New Windsor Stewart (SWF), located 4.3 mi from the city center, is the airport you fly out of when you book flights from New Windsor to Orlando. 5 airlines have flights from Stewart to Orlando on a regular basis. Booking flights from New Windsor Stewart to Orlando should not be difficult; the airport handles an average of 0 outbound flights to Orlando per day.

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

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

How can I find direct flights from Stewart to Orlando?

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

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

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.

$55+ Flights from New Windsor to Orlando

Q: How much does it cost to fly round-trip from New Windsor to Orlando?

Airfare is below average for this route at the moment. New Windsor to Orlando flights typically cost between $121 and $212 in September. The cheapest round-trip price found within the last 3 days was $120 on Breeze Airways (Sep 5-Sep 11).

Home Search by date Vacation packages Hotels Flight deals Car rental Travel tips & news

Find cheap flights from Stewart to Orlando with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from New Windsor Stewart to Orlando are usually found in January or May, booked 63 days in advance, depart on a Friday or Wednesday and return on a Friday

Cheap flight deals from Stewart to Orlando

Round-trip from	$120 (Priceline)
One-way from	$55 (CheapOair)
Popular in	November
Cheapest in	January
Average price	$219

From New Windsor Stewart to Orlando (ORL)

Search Deals

One-way flight from New Windsor Stewart to Orlando (ORL)

Search Deals

Highest demand for flights based on searches. 24% potential increase in price ($63 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 4% potential price decrease ($9 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in July 2025

Search Deals

Find flight deals from Stewart to Orlando

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.

Fri 9/512:24 pmSWF - MCO

1 stop4h 35mBreeze Airways

Thu 9/118:00 amMCO - SWF

Nonstop2h 53mBreeze Airways

Deal found 7/28

$120

Fri 8/225:36 pmSWF - MCO

1 stop14h 28mMultiple Airlines

Mon 8/256:20 amMCO - SWF

1 stop10h 26mMultiple Airlines

Deal found 7/26

$168

Best flights from Stewart to Orlando
Discover carefully curated flight deals from Stewart to Orlando that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 28, 2025.

Fri 9/512:24 pmSWF - MCO

1 stop4h 35mBreeze Airways

Thu 9/118:00 amMCO - SWF

Nonstop2h 53mBreeze Airways

Deal found 7/28

$120

Fri 8/225:36 pmSWF - MCO

1 stop14h 28mMultiple Airlines

Mon 8/256:20 amMCO - SWF

1 stop10h 26mMultiple Airlines

Deal found 7/26

$168

Last-minute flights from Stewart to Orlando
Discover last-minute flight deals from Stewart to Orlando. Data last updated July 28, 2025 and is based on user searches.

Mon 8/47:56 pmSWF - MCO

1 stop14h 01mMultiple Airlines

Sun 8/109:59 pmMCO - SWF

2 stops21h 07mMultiple Airlines

Deal found 7/26

$293

Tue 8/512:36 pmSWF - MCO

Nonstop3h 04mBreeze Airways

Tue 8/129:00 amMCO - SWF

Nonstop2h 56mBreeze Airways

Deal found 7/27

$205

Fri 8/225:36 pmSWF - MCO

1 stop14h 28mMultiple Airlines

Mon 8/256:20 amMCO - SWF

1 stop10h 26mMultiple Airlines

Deal found 7/26

$168

Sun 8/317:52 pmSWF - MCO

Nonstop3h 04mBreeze Airways

Thu 9/48:00 amMCO - SWF

Nonstop2h 53mBreeze Airways

Deal found 7/26

$122

One-way flights from Stewart to Orlando
Search for one-way flight options from Stewart to Orlando. Find affordable one-way fares based on user searches. Data last updated July 28, 2025.

Fri 9/512:24 pmSWF - MCO

1 stop4h 35mBreeze Airways

Deal found 7/26

$55

Mon 8/255:36 pmSWF - MCO

1 stop14h 28mMultiple Airlines

Deal found 7/26

$86

Fly from

Fly to

Route

Depart

Return

Price

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Fri 9/5

12:24 pm-4:59 pm

1 stop4h 35m

Orlando

Thu 9/11

8:00 am-10:53 am

Nonstop2h 53m

$120

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Fri 8/22

5:36 pm-8:04 am

1 stop14h 28m

Orlando

Mon 8/25

6:20 am-4:46 pm

1 stop10h 26m

$168

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Fri 9/5

12:24 pm-4:59 pm

1 stop4h 35m

$55

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Mon 8/25

5:36 pm-8:04 am

1 stop14h 28m

$86

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/26

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.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

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

The best time to book flights from New Windsor to Orlando is 63 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, May is the cheapest month in which you can book a flight from New Windsor to Orlando (average of $206). Flying from New Windsor to Orlando 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.

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

Unlike in the morning, when flights are generally more expensive, you can save up to 24% on flights from New Windsor to Orlando by exploring options for tickets at noon.

How much does it cost to fly round-trip from New Windsor to Orlando?

Reviews of airlines servicing Orlando

Read through reviews of airlines operating flights from New Windsor to Orlando, such as Breeze Airways. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Breeze Airways

8.0

Very good

190 reviews

Reviews

1 / 13

8.0

Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

Breeze Airways

8.0

Very good

190 reviews

Breeze Airways

8.0

Very good

190 reviews

Reviews

1 / 13

8.0

Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

Related info for your journey

What airport do you fly from for flights from New Windsor to Orlando?
New Windsor Stewart (SWF), located 4.3 mi from the city center, is the airport you fly out of when you book flights from New Windsor to Orlando. 5 airlines have flights from Stewart to Orlando on a regular basis. Booking flights from New Windsor Stewart to Orlando should not be difficult; the airport handles an average of 0 outbound flights to Orlando per day.
What is the cheapest airline to fly from New Windsor to Orlando round-trip?
Flying on Breeze Airways is currently your cheapest option to Orlando, with prices starting at $120. Users have found that Breeze Airways is 39% cheaper than the other options available to this destination.
What are the cheapest flights from New Windsor to Orlando?
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.
Can I find deals for flights from Stewart to Orlando that include hotel bookings?
Yes. In addition to deals on Stewart to Orlando flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Stewart to Orlando?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Stewart to Orlando.
Can I find deals for business class flights from Stewart to Orlando?
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.
What is the cheapest month to book a flight from New Windsor to Orlando?
Currently, May is the cheapest month in which you can book a flight from New Windsor to Orlando (average of $206). Flying from New Windsor to Orlando 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Top 5 airlines flying from Stewart to Orlando

Airline	Cheapest	Average	Flexibility	On-time
Frontier	Cheapest$40	Average$84	FlexibilityNo cancel fee	On-time62%
Spirit Airlines	Cheapest$67	Average$122	FlexibilityNo cancel fee	On-time65%
Allegiant Air	Cheapest$76	Average$137	FlexibilityNo cancel fee	On-time88%
Breeze Airways	Cheapest$121	Average$237	FlexibilityNo cancel fee	On-timeN/A
JetBlue	Cheapest$136	Average$257	FlexibilityNo cancel fee	On-time62%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.

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

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.

Find cheap flights from Stewart to Orlando with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheapflights Tip: The best prices from New Windsor Stewart to Orlando are usually found in January or May, booked 63 days in advance, depart on a Friday or Wednesday and return on a Friday

Cheap flight deals from Stewart to Orlando

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Stewart to Orlando

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 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

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

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?

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

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.

How much does it cost to fly round-trip from New Windsor to Orlando?

Reviews of airlines servicing Orlando

Read through reviews of airlines operating flights from New Windsor to Orlando, such as Breeze Airways. Reviews also offer insight into each airline's 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 round-trip?

What are the cheapest flights from New Windsor to Orlando?

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?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Stewart to Orlando

See prices for flight routes from nearby airports that may be better suited for you.

Top 5 airlines flying from Stewart to Orlando

100% Free

Book with Flexibility

Travel Smart

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.