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Stewart

$135+ 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 10/20. Fares are subject to change and may not be available on all flights or dates of travel.
GSO — SWF
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
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 September 16, 2025.

Round-trip from

$552
(Kiwi.com)

One-way from

$135
(Kiwi.com)

Popular in

November

Cheapest in

May

Average price

$249
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. 13% potential increase in price ($39 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/16. 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 12/299:11 pmGSO - SWF
1 stop13h 52mMultiple Airlines
Fri 1/28:18 pmSWF - GSO
1 stop17h 44mMultiple Airlines
Deal found 9/16$552
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Fri 9/194:10 pmGSO - SWF
2 stops45h 04mMultiple Airlines
Sun 9/217:12 pmSWF - GSO
1 stop21h 24mMultiple Airlines
Deal found 9/15$662
This Kiwi.com deal was found by Cheapflights users on 9/16. 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
Fri 1/28:18 pmSWF - GSO
1 stop17h 44mAllegiant Air
Deal found 9/16$691
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 9/14$776
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Fri 12/269:11 pmGSO - SWF
1 stop22h 44mMultiple Airlines
Fri 1/28:18 pmSWF - GSO
1 stop17h 44mMultiple Airlines
Deal found 9/16$813
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 07mMultiple Airlines
Sat 1/38:45 pmSWF - GSO
2 stops47h 46mMultiple Airlines
Deal found 9/14$900

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 September 16, 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 12/29

9:11 pm-11:03 am

1 stop13h 52m

New Windsor Stewart

Fri 1/2

8:18 pm-2:02 pm

1 stop17h 44m

$552

GreensboroNew Windsor

GSO - SWF

GSOSWF

Greensboro/H. Point

Sat 12/27

2:52 pm-9:59 am

1 stop19h 07m

New Windsor Stewart

Fri 1/2

8:18 pm-2:02 pm

1 stop17h 44m

$691

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

$776

GreensboroNew Windsor

GSO - SWF

GSOSWF

Greensboro/H. Point

Fri 12/26

9:11 pm-7:55 pm

1 stop22h 44m

New Windsor Stewart

Fri 1/2

8:18 pm-2:02 pm

1 stop17h 44m

$813

GreensboroNew Windsor

GSO - SWF

GSOSWF

Greensboro/H. Point

Sat 12/27

2:52 pm-9:59 am

1 stop19h 07m

New Windsor Stewart

Sat 1/3

8:45 pm-8:31 pm

2 stops47h 46m

$900

GreensboroNew Windsor

GSO - SWF

GSOSWF

Greensboro/H. Point

Mon 10/20

3:52 pm-10:26 am

1 stop18h 34m

$135

GreensboroNew Windsor

GSO - SWF

GSOSWF

Greensboro/H. Point

Fri 10/24

9:11 pm-6:21 pm

3 stops45h 10m

$245

GreensboroNew Windsor

GSO - SWF

GSOSWF

Greensboro/H. Point

Fri 10/10

3:31 pm-11:03 am

3 stops43h 32m

$281

GreensboroNew Windsor

GSO - SWF

GSOSWF

Greensboro/H. Point

Fri 10/17

9:11 pm-4:55 pm

2 stops43h 44m

$295

GreensboroNew Windsor

GSO - SWF

GSOSWF

Greensboro/H. Point

Mon 12/29

9:11 pm-11:03 am

1 stop13h 52m

$311

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 12 results
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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.

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

    A quick flight from Greensboro to New Windsor can take about 19h 07m. Allegiant Air provides one of the quickest options available for as low as $691. There are 487 mi between Greensboro and New Windsor.

  • 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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