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Stewart

$177+ 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 11/24. Fares are subject to change and may not be available on all flights or dates of travel.
GSO — SWF
ago 19 — ago 261
ter 8/19
ter 8/26
1 adult, Economy
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Cheap flight deals from Greensboro to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Greensboro (GSO) to Stewart (SWF). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated agosto 14, 2025.

Round-trip from

$681
(Booking.com)

One-way from

$177
(Kiwi.com)

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. 11% potential increase in price ($30 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 August 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 agosto 14, 2025.

This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
seg 8/188:56 pmGSO - SWF
1 stop15h 00mBreeze Airways
qui 8/217:52 pmSWF - GSO
1 stop19h 23mBreeze Airways
Deal found 8/11$432
This Booking.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 8/298:56 pmGSO - SWF
1 stop21h 53mBreeze Airways
dom 8/317:52 pmSWF - GSO
1 stop19h 23mBreeze Airways
Deal found 8/13$681
This FlightHub deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 8/228:56 pmGSO - SWF
1 stop21h 53mBreeze Airways
dom 8/247:52 pmSWF - GSO
1 stop19h 23mBreeze Airways
Deal found 8/13$780
This KAYAK deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 8/158:56 pmGSO - SWF
1 stop21h 53mBreeze Airways
dom 8/177:52 pmSWF - GSO
1 stop19h 23mBreeze Airways
Deal found 8/12$865

Cheapflights Fare Finder

 
Customize your flight search to find flights from Greensboro to Stewart that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated agosto 14, 2025.
Use the filters below to find and compare flights from Greensboro to New Windsor that are best for you.

Fly from

Greensboro

Fly to

Stewart

Route

Depart

Return

Price

GreensboroNew Windsor

GSO - SWF

GSOSWF

Greensboro/H. Point

sex 8/29

8:56 pm-6:49 pm

1 stop21h 53m

New Windsor Stewart

dom 8/31

7:52 pm-3:15 pm

1 stop19h 23m

$681

GreensboroNew Windsor

GSO - SWF

GSOSWF

Greensboro/H. Point

seg 11/24

3:46 pm-10:46 am

1 stop19h 00m

$177

GreensboroNew Windsor

GSO - SWF

GSOSWF

Greensboro/H. Point

seg 9/1

8:56 pm-11:56 am

1 stop15h 00m

$298

GreensboroNew Windsor

GSO - SWF

GSOSWF

Greensboro/H. Point

seg 8/25

8:56 pm-11:56 am

1 stop15h 00m

$350

GreensboroNew Windsor

GSO - SWF

GSOSWF

Greensboro/H. Point

sex 8/29

8:56 pm-6:49 pm

1 stop21h 53m

$363

GreensboroNew Windsor

GSO - SWF

GSOSWF

Greensboro/H. Point

sex 9/5

9:11 pm-1:14 pm

3 stops40h 03m

$419

GreensboroNew Windsor

GSO - SWF

GSOSWF

Greensboro/H. Point

sex 8/22

8:56 pm-6:49 pm

1 stop21h 53m

$426

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

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 December is currently the most expensive (average of $202). 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.

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?

    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 December is currently the most expensive (average of $202). 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

Traveling to a place near New Windsor?

Book flights to New Windsor if you plan to visit one of these locations
Kingston

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