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

Users have found that booking a flight from Greensboro to New Windsor at least 61 days early can save you up to 56% on average compared to booking a flight this week. If booking 61 days before your flight isn’t an option for you, users have found flights from Greensboro to New Windsor for as little as $224 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $306 for flights departing within the next 3 days.

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

Our data shows that May tends to be the cheapest month to fly to New Windsor from Greensboro. Users have commonly found prices around $250 for the month, but tickets can be as low as $189. Due to multiple factors, prepare for potentially higher prices in November.

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

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Greensboro to New Windsor as you normally would.

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

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

How can I find direct flights from Greensboro to Stewart?

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

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

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

$274+ Flights from Greensboro to New Windsor

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Cheap flight deals from Greensboro to Stewart

Round-trip from	$530 (Booking.com)
One-way from	$274 (FlightHub)
Popular in	November
Cheapest in	May
Average price	$244

From Greensboro/H. Point to New Windsor Stewart

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One-way flight from Greensboro/H. Point to New Windsor Stewart

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Highest demand for flights based on searches. 9% potential increase in price ($26 potential increase over avg. RT price).

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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).

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Average for round-trip flights in June 2025

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Find flight deals from Greensboro to Stewart

Cheapest flights from Greensboro to Stewart
Explore the most affordable flight options available from Greensboro to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 26, 2025.

Fri 8/88:56 pmGSO - SWF

1 stop21h 53mBreeze Airways

Sun 8/107:52 pmSWF - GSO

1 stop19h 23mBreeze Airways

Deal found 6/26

$530

Best flights from Greensboro to Stewart
Discover carefully curated flight deals from Greensboro to Stewart that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 26, 2025.

Fri 8/88:56 pmGSO - SWF

1 stop21h 53mBreeze Airways

Sun 8/107:52 pmSWF - GSO

1 stop19h 23mBreeze Airways

Deal found 6/26

$530

Last-minute flights from Greensboro to Stewart
Discover last-minute flight deals from Greensboro to Stewart. Data last updated June 26, 2025 and is based on user searches.

Mon 7/218:56 pmGSO - SWF

1 stop15h 00mBreeze Airways

Sun 7/277:52 pmSWF - GSO

1 stop19h 23mBreeze Airways

Deal found 6/25

$565

One-way flights from Greensboro to Stewart
Search for one-way flight options from Greensboro to Stewart. Find affordable one-way fares based on user searches. Data last updated June 26, 2025.

Mon 7/218:56 pmGSO - SWF

1 stop15h 00mBreeze Airways

Deal found 6/25

$274

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

GreensboroNew Windsor

GSO - SWF

GSOSWF

Greensboro/H. Point

Fri 8/8

8:56 pm-6:49 pm

1 stop21h 53m

New Windsor Stewart

Sun 8/10

7:52 pm-3:15 pm

1 stop19h 23m

$530

GreensboroNew Windsor

GSO - SWF

GSOSWF

Greensboro/H. Point

Mon 7/21

8:56 pm-11:56 am

1 stop15h 00m

$274

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/25

Best time to book a flight from Greensboro to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Greensboro 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 Greensboro to New Windsor

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

Currently, October is the cheapest month in which you can book a flight from Greensboro to New Windsor (average of $109). Flying from Greensboro to New Windsor in August is currently the most expensive (average of $217). 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.

Reviews of airlines servicing Stewart

Peruse reviews from past customers who have flown with Breeze Airways from Greensboro to New Windsor to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Breeze Airways

8.1

Very good

182 reviews

Reviews

1 / 11

10.0

Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

Breeze Airways

8.1

Very good

182 reviews

Breeze Airways

8.1

Very good

182 reviews

Reviews

1 / 11

10.0

Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

Related info for your journey

Can I find deals for flights from Greensboro to Stewart that include hotel bookings?
Yes. In addition to deals on Greensboro to Stewart flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Greensboro to Stewart?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Greensboro to Stewart.
Can I find deals for business class flights from Greensboro to Stewart?
Yes. Cheapflights offers flight deals from Greensboro to Stewart 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 Greensboro to New Windsor?
Currently, October is the cheapest month in which you can book a flight from Greensboro to New Windsor (average of $109). Flying from Greensboro to New Windsor in August is currently the most expensive (average of $217). 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.

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$274+ Cheap flights from Greensboro to New Windsor (GSO - SWF)

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 7/21. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Greensboro to Stewart with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Greensboro to Stewart

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Greensboro to Stewart

Cheapest flights from Greensboro to StewartExplore the most affordable flight options available from Greensboro to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 26, 2025.

Explore the most affordable flight options available from Greensboro to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 26, 2025.

Cheapflights Fare Finder

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

Best time to book a flight from Greensboro to Stewart

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

Cheapflights Insights

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

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

Reviews of airlines servicing Stewart

Peruse reviews from past customers who have flown with Breeze Airways from Greensboro to New Windsor to help guide your decision. You can also see how each airline stacks up 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 Greensboro to Stewart. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

How can I find direct flights from Greensboro to Stewart?

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

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

Traveling to a place near Greensboro?

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Alternative routes for Greensboro to Stewart

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

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Cheapest flights from Greensboro to Stewart
Explore the most affordable flight options available from Greensboro to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 26, 2025.