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Stewart

$117+ Cheap flights from Greenville to New Windsor (GSP - 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 12/23. Fares are subject to change and may not be available on all flights or dates of travel.
GSP — SWF
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Cheap flight deals from Greenville to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Greenville (GSP) 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 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$304
(Kiwi.com)

One-way from

$117
(eDestinos)

Popular in

December

Cheapest in

January

Average price

$286
Provider with most accurate pricing for Greenville-New Windsor Stewart flight deals.
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Provider most trusted by Cheapflights users for Greenville-New Windsor Stewart flights.
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From Greenville to New Windsor Stewart
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One-way flight from Greenville to New Windsor Stewart
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Highest demand for flights based on searches. 12% potential increase in price ($37 potential increase over avg. RT price).
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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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Find flight deals from Greenville to Stewart

Cheapest flights from Greenville to Stewart
Explore the most affordable flight options available from Greenville to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2025.

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.
Thu 11/135:17 pmGSP - SWF
2 stops16h 54mMultiple Airlines
Sun 11/166:14 pmSWF - GSP
1 stop20h 36mMultiple Airlines
Deal found 10/28$304
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.
Sun 12/144:00 pmGSP - SWF
1 stop26h 40mAllegiant Air
Sat 12/209:45 amSWF - GSP
1 stop28h 19mAllegiant Air
Deal found 10/29$312
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 12/1910:41 amGSP - SWF
1 stop7h 25mAllegiant Air
Sun 1/410:49 amSWF - GSP
1 stop27h 55mAllegiant Air
Deal found 10/27$333
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 11/248:03 pmGSP - SWF
1 stop12h 50mMultiple Airlines
Sun 12/711:09 amSWF - GSP
1 stop10h 05mMultiple Airlines
Deal found 10/28$362
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Thu 11/205:17 pmGSP - SWF
2 stops17h 05mMultiple Airlines
Sun 11/308:41 pmSWF - GSP
1 stop24h 39mMultiple Airlines
Deal found 10/27$379
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.
Tue 11/254:18 pmGSP - SWF
2 stops19h 09mMultiple Airlines
Sun 11/308:41 pmSWF - GSP
1 stop24h 39mMultiple Airlines
Deal found 10/29$400
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.
Thu 12/184:05 pmGSP - SWF
1 stop27h 16mAllegiant Air
Mon 12/227:10 pmSWF - GSP
1 stop19h 26mAllegiant Air
Deal found 10/28$413
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.
Thu 12/184:05 pmGSP - SWF
1 stop27h 16mMultiple Airlines
Sun 12/2111:09 amSWF - GSP
1 stop10h 05mMultiple Airlines
Deal found 10/29$437
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 11/248:03 pmGSP - SWF
1 stop12h 50mMultiple Airlines
Thu 12/411:09 amSWF - GSP
1 stop10h 05mMultiple Airlines
Deal found 10/28$442
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.
Thu 12/184:05 pmGSP - SWF
1 stop27h 16mMultiple Airlines
Mon 12/228:25 pmSWF - GSP
2 stops17h 01mMultiple Airlines
Deal found 10/28$489

Cheapflights Fare Finder

 
Customize your flight search to find flights from Greenville 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 29, 2025.
Use the filters below to find and compare flights from Greenville to New Windsor that are best for you.

Fly from

Greenville

Fly to

Stewart

Route

Depart

Return

Price

GreenvilleNew Windsor

GSP - SWF

GSPSWF

Greenville

Sun 12/14

4:00 pm-6:40 pm

1 stop26h 40m

New Windsor Stewart

Sat 12/20

9:45 am-2:04 pm

1 stop28h 19m

$312

GreenvilleNew Windsor

GSP - SWF

GSPSWF

Greenville

Fri 12/19

10:41 am-6:06 pm

1 stop7h 25m

New Windsor Stewart

Sun 1/4

10:49 am-2:44 pm

1 stop27h 55m

$333

GreenvilleNew Windsor

GSP - SWF

GSPSWF

Greenville

Mon 11/24

8:03 pm-8:53 am

1 stop12h 50m

New Windsor Stewart

Sun 12/7

11:09 am-9:14 pm

1 stop10h 05m

$362

GreenvilleNew Windsor

GSP - SWF

GSPSWF

Greenville

Thu 11/20

5:17 pm-10:22 am

2 stops17h 05m

New Windsor Stewart

Sun 11/30

8:41 pm-9:20 pm

1 stop24h 39m

$379

GreenvilleNew Windsor

GSP - SWF

GSPSWF

Greenville

Thu 11/13

8:03 pm-11:44 am

2 stops15h 41m

New Windsor Stewart

Sun 11/16

6:14 pm-2:50 pm

1 stop20h 36m

$385

GreenvilleNew Windsor

GSP - SWF

GSPSWF

Greenville

Thu 12/18

4:05 pm-7:21 pm

1 stop27h 16m

New Windsor Stewart

Mon 12/22

7:10 pm-2:36 pm

1 stop19h 26m

$413

GreenvilleNew Windsor

GSP - SWF

GSPSWF

Greenville

Mon 11/24

8:03 pm-8:53 am

1 stop12h 50m

New Windsor Stewart

Thu 12/4

11:09 am-9:14 pm

1 stop10h 05m

$442

GreenvilleNew Windsor

GSP - SWF

GSPSWF

Greenville

Tue 12/23

3:26 pm-4:44 pm

1 stop25h 18m

New Windsor Stewart

Sat 12/27

8:45 pm-10:53 am

1 stop14h 08m

$496

GreenvilleNew Windsor

GSP - SWF

GSPSWF

Greenville

Tue 12/23

3:26 pm-4:44 pm

1 stop25h 18m

New Windsor Stewart

Sun 12/28

10:49 am-2:40 pm

1 stop27h 51m

$501

GreenvilleNew Windsor

GSP - SWF

GSPSWF

Greenville

Mon 12/22

10:04 pm-4:00 pm

1 stop17h 56m

New Windsor Stewart

Sat 12/27

8:45 pm-10:53 am

1 stop14h 08m

$552

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 20 results
1
2

Compare providers for flights from Greenville 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 Greenville to Stewart in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*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 Greenville-New Windsor flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Greenville-New Windsor flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Greenville-New Windsor flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Greenville-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 Greenville-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 Greenville to Stewart

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

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

Currently, February is the cheapest month in which you can book a flight from Greenville to New Windsor (average of $33). Flying from Greenville to New Windsor in September is currently the most expensive (average of $68). 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 Greenville 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 Greenville to New Windsor?

    A quick flight from Greenville to New Windsor can take about 26h 40m. Allegiant Air provides one of the quickest options available for as low as $312. The distance from Greenville to New Windsor is about 633 mi.

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

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

  • How can I find direct flights from Greenville to Stewart?

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

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

    Yes. Cheapflights offers flight deals from Greenville 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 Greenville to New Windsor?

    Currently, February is the cheapest month in which you can book a flight from Greenville to New Windsor (average of $33). Flying from Greenville to New Windsor in September is currently the most expensive (average of $68). 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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