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

Currently priced at $119, 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.

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

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.

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.

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).

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

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.

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

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.

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

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.

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

To save on the cost of your flight from New Windsor to Orlando Airport, book at least 36 days before your planned departure. Booking around this time can save you about 80% 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.

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

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%.

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

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.

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.

$54+ Flights from New Windsor to Orlando Airport

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 September or January, booked 40 days in advance, depart on a Saturday or Friday and return on a Monday

Cheap flight deals from Stewart to Orlando

Round-trip from	$119 (CheapOair)
One-way from	$54 (Orbitz)
Popular in	April
Cheapest in	September
Average price	$215

From New Windsor Stewart to Orlando

Search Deals

One-way flight from New Windsor Stewart to Orlando

Search Deals

Highest demand for flights based on searches. 9% potential increase in price ($24 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 3% 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 21, 2025.

Sun 8/317:52 pmSWF - MCO

Nonstop3h 04mBreeze Airways

Fri 9/57:30 amMCO - SWF

1 stop4h 14mBreeze Airways

Deal found 7/21

$119

Mon 8/187:37 pmSWF - MCO

1 stop12h 27mMultiple Airlines

Fri 8/226:20 amMCO - SWF

1 stop10h 26mMultiple Airlines

Deal found 7/19

$167

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 21, 2025.

Sun 8/317:52 pmSWF - MCO

Nonstop3h 04mBreeze Airways

Fri 9/57:30 amMCO - SWF

1 stop4h 14mBreeze Airways

Deal found 7/21

$119

Mon 8/187:37 pmSWF - MCO

1 stop12h 27mMultiple Airlines

Fri 8/226:20 amMCO - SWF

1 stop10h 26mMultiple Airlines

Deal found 7/19

$167

Last-minute flights from Stewart to Orlando
Discover last-minute flight deals from Stewart to Orlando. Data last updated July 21, 2025 and is based on user searches.

Mon 7/281:28 pmSWF - MCO

1 stop4h 27mBreeze Airways

Tue 8/59:00 amMCO - SWF

Nonstop2h 56mBreeze Airways

Deal found 7/20

$170

Mon 7/287:56 pmSWF - MCO

1 stop14h 01mMultiple Airlines

Fri 8/16:50 amMCO - SWF

1 stop12h 16mMultiple Airlines

Deal found 7/19

$245

Mon 8/187:37 pmSWF - MCO

1 stop12h 27mMultiple Airlines

Fri 8/226:20 amMCO - SWF

1 stop10h 26mMultiple Airlines

Deal found 7/19

$167

Sun 8/317:52 pmSWF - MCO

Nonstop3h 04mBreeze Airways

Fri 9/57:30 amMCO - SWF

1 stop4h 14mBreeze Airways

Deal found 7/21

$119

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 21, 2025.

Fri 9/512:24 pmSWF - MCO

1 stop4h 35mBreeze Airways

Deal found 7/19

$54

Mon 8/187:37 pmSWF - MCO

1 stop12h 27mMultiple Airlines

Deal found 7/20

$83

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Sun 8/31

7:52 pm-10:56 pm

Nonstop3h 04m

Orlando

Fri 9/5

7:30 am-11:44 am

1 stop4h 14m

$119

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Mon 8/18

7:37 pm-8:04 am

1 stop12h 27m

Orlando

Fri 8/22

6:20 am-4:46 pm

1 stop10h 26m

$167

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Fri 9/5

12:24 pm-4:59 pm

1 stop4h 35m

$54

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Mon 8/18

7:37 pm-8:04 am

1 stop12h 27m

$83

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/19

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 Airport

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

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.

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

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 $289). 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 MCO?

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.

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.

Breeze Airways

8.0

Very good

188 reviews

Reviews

1 / 12

2.0

Mediocre

Andrew,Jul 2025

CHS - PWM

One word-AWFUL! If you can, avoid this airline like the plague! Rude gate supervisor-rude flight attendant AFTER they delayed the plane for 4 hours! Zero Fs given by them-only got real answers and genuine apologies from the pilots themselves. Febreeze, as I’m calling them, stinks!

Breeze Airways

8.0

Very good

188 reviews

Breeze Airways

8.0

Very good

188 reviews

Reviews

1 / 12

2.0

Mediocre

Andrew,Jul 2025

CHS - PWM

Related info for your journey

What airport do you fly from for flights from New Windsor to Orlando?
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.
What is the cheapest airline to fly from New Windsor to Orlando Airport round-trip?
Currently priced at $119, 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.
What are the cheapest flights from New Windsor to Orlando Airport?
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.
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 Airport?
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 $289). 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

Lake Buena Vista

Sebastian

Ormond Beach

Sanford

Celebration

Clermont

Daytona Beach Shores

The Villages

Lake Mary

DeLand

Altamonte Springs

Orange City

Apopka

Winter Haven

Davenport

Lady Lake

Oak Ridge

Haines City

Palatka

Cocoa

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Stewart to Orlando

Other flights to Orlando

Wilmington to Orlando flights

New Haven to Orlando flights

Charleston to Orlando flights

Fort Lauderdale to Orlando flights

Columbia to Orlando flights

Harrisburg to Orlando flights

Orlando Airport to Fort Lauderdale flights

Orlando Airport to Columbia flights

Orlando Airport to Myrtle Beach flights

Orlando Airport to New Orleans flights

Orlando Airport to Wilmington flights

Orlando Airport to Chattanooga flights

Orlando Airport to Richmond flights

Orlando Airport to Atlanta flights

Orlando Airport to Wilmington flights

Orlando Airport to Memphis flights

Orlando Airport to Norfolk flights

Orlando Airport to Columbus Airport flights

Orlando Airport to Indianapolis flights

Orlando Airport to Milwaukee flights

Orlando Airport to Richmond flights

Orlando Airport to Louisville flights

Orlando Airport to Fort Myers flights

Orlando Airport to Atlantic City flights

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$85	Average$145	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.

$54+ 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.

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 September or January, booked 40 days in advance, depart on a Saturday or Friday and return on a Monday

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 21, 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 21, 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 18, 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 21, 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?

Traveling to a place near Orlando Airport?

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 21, 2025.