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Stewart

$276+ 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 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
GSO — SWF
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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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 October 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Mon 11/249:11 pmGSO - SWF
1 stop11h 42mMultiple Airlines
Sun 11/308:41 pmSWF - GSO
1 stop18h 49mMultiple Airlines
Deal found 10/29$453
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Mon 11/249:11 pmGSO - SWF
1 stop11h 42mBreeze Airways
Sun 11/3011:43 amSWF - GSO
1 stop27h 47mBreeze Airways
Deal found 10/28$656
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Sat 12/272:52 pmGSO - SWF
1 stop19h 07mAllegiant Air
Tue 12/304:50 pmSWF - GSO
1 stop21h 37mAllegiant Air
Deal found 10/28$702

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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$453
(Kiwi.com)

One-way from

$276
(Kiwi.com)

Popular in

November

Cheapest in

May

Average price

$259
Provider with most accurate pricing for Greensboro/H. Point-New Windsor Stewart flight deals.
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Provider most trusted by Cheapflights users for Greensboro/H. Point-New Windsor Stewart flights.
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From Greensboro/H. Point to New Windsor Stewart
Search Deals
One-way flight from Greensboro/H. Point to New Windsor Stewart
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($47 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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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 October 30, 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

Mon 11/24

9:11 pm-8:53 am

1 stop11h 42m

New Windsor Stewart

Sun 11/30

8:41 pm-3:30 pm

1 stop18h 49m

$453

GreensboroNew Windsor

GSO - SWF

GSOSWF

Greensboro/H. Point

Mon 11/24

9:11 pm-8:53 am

1 stop11h 42m

New Windsor Stewart

Sun 11/30

11:43 am-3:30 pm

1 stop27h 47m

$656

GreensboroNew Windsor

GSO - SWF

GSOSWF

Greensboro/H. Point

Sat 12/27

2:52 pm-9:59 am

1 stop19h 07m

New Windsor Stewart

Tue 12/30

4:50 pm-2:27 pm

1 stop21h 37m

$702

GreensboroNew Windsor

GSO - SWF

GSOSWF

Greensboro/H. Point

Fri 11/14

4:10 pm-12:42 pm

2 stops44h 32m

$276

GreensboroNew Windsor

GSO - SWF

GSOSWF

Greensboro/H. Point

Fri 11/28

9:56 pm-9:22 am

2 stops35h 26m

$331

GreensboroNew Windsor

GSO - SWF

GSOSWF

Greensboro/H. Point

Fri 11/21

9:11 pm-5:33 pm

2 stops44h 22m

$351

GreensboroNew Windsor

GSO - SWF

GSOSWF

Greensboro/H. Point

Fri 11/7

9:11 pm-12:42 pm

2 stops39h 31m

$356

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Compare providers for flights from Greensboro to Stewart

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Greensboro to Stewart in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Greensboro-New Windsor flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Greensboro-New Windsor flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Greensboro-New Windsor flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Greensboro-New Windsor flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Greensboro-New Windsor flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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, February is the cheapest month in which you can book a flight from Greensboro to New Windsor (average of $33). Flying from Greensboro to New Windsor in June is currently the most expensive (average of $70). 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.

  • How long is the flight from Greensboro to New Windsor?

    A quick flight from Greensboro to New Windsor can take about 11h 42m. Breeze Airways provides one of the quickest options available for as low as $656. There are 487 mi between Greensboro and New Windsor. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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, February is the cheapest month in which you can book a flight from Greensboro to New Windsor (average of $33). Flying from Greensboro to New Windsor in June is currently the most expensive (average of $70). 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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