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$125+ Cheap flights from New Windsor to Greenville (SWF - GSP)

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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — GSP
Mar 22 — Mar 291
Sun 3/22
Sun 3/29
1 adult, Economy
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Cheap flight deals from Stewart to Greenville

Cheapest flights from Stewart to Greenville
Explore the most affordable flight options available from Stewart to Greenville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 20, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/18. 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 3/1910:29 am
SWF
-
GSP
1 stop10h 27m
Allegiant Air
Thu 3/262:57 pm
GSP
-
SWF
1 stop18h 00m
Allegiant Air
Deal found 2/18$313
This Kiwi.com deal was found by Cheapflights users on 2/16. 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.
Thu 3/2610:29 am
SWF
-
GSP
1 stop10h 27m
Allegiant Air
Sun 3/292:57 pm
GSP
-
SWF
1 stop18h 00m
Allegiant Air
Deal found 2/16$358
This Kiwi.com deal was found by Cheapflights users on 2/17. 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 2/1912:22 pm
SWF
-
GSP
1 stop29h 10m
Allegiant Air
Thu 3/192:58 pm
GSP
-
SWF
1 stop17h 54m
Allegiant Air
Deal found 2/17$369
This Kiwi.com deal was found by Cheapflights users on 2/17. 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 3/1910:29 am
SWF
-
GSP
1 stop10h 27m
Allegiant Air
Sun 3/222:58 pm
GSP
-
SWF
1 stop17h 59m
Allegiant Air
Deal found 2/17$372
This Kiwi.com deal was found by Cheapflights users on 2/19. 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.
Wed 7/17:46 pm
SWF
-
GSP
1 stop11h 49m
Multiple Airlines
Mon 7/138:28 pm
GSP
-
SWF
1 stop14h 40m
Multiple Airlines
Deal found 2/19$384
This Kiwi.com deal was found by Cheapflights users on 2/18. 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 4/411:45 am
SWF
-
GSP
1 stop26h 52m
Allegiant Air
Thu 4/912:55 pm
GSP
-
SWF
1 stop6h 02m
Allegiant Air
Deal found 2/18$391
This Kiwi.com deal was found by Cheapflights users on 2/19. 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 2/2611:52 am
SWF
-
GSP
1 stop30h 07m
Allegiant Air
Sun 3/81:16 pm
GSP
-
SWF
1 stop20h 56m
Allegiant Air
Deal found 2/19$394
This Kiwi.com deal was found by Cheapflights users on 2/16. 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.
Wed 2/185:46 pm
SWF
-
GSP
1 stop18h 17m
Allegiant Air
Sun 3/222:58 pm
GSP
-
SWF
1 stop17h 59m
Allegiant Air
Deal found 2/16$418
This Kiwi.com deal was found by Cheapflights users on 2/18. 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 3/17:22 pm
SWF
-
GSP
1 stop24h 45m
Multiple Airlines
Fri 3/68:18 pm
GSP
-
SWF
2 stops36h 01m
Multiple Airlines
Deal found 2/18$428
This Kiwi.com deal was found by Cheapflights users on 2/17. 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 3/912:11 pm
SWF
-
GSP
2 stops7h 27m
Multiple Airlines
Thu 3/192:58 pm
GSP
-
SWF
1 stop17h 54m
Multiple Airlines
Deal found 2/17$447
This Kiwi.com deal was found by Cheapflights users on 2/17. 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 2/1912:22 pm
SWF
-
GSP
1 stop29h 10m
Allegiant Air
Sun 3/152:57 pm
GSP
-
SWF
1 stop18h 05m
Allegiant Air
Deal found 2/17$460

Find flight deals from Stewart to Greenville

Discover tips and strategies to find the most affordable flight options for your journey from Stewart (SWF) to Greenville (GSP). 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 February 20, 2026.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$313
(Kiwi.com)

One-way from

$125
(Kiwi.com)

Popular in

November

Cheapest in

June

Average price

$291
Provider with most accurate pricing for New Windsor Stewart-Greenville flight deals.
Search Deals
Provider most trusted by Cheapflights users for New Windsor Stewart-Greenville flights.
Search Deals
From New Windsor Stewart to Greenville
Search Deals
One-way flight from New Windsor Stewart to Greenville
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($50 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Greenville 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 February 20, 2026.
Use the filters below to find and compare flights from New Windsor to Greenville that are best for you.

Fly from

Stewart

Fly to

Greenville

Route

Depart

Return

Price

New WindsorGreenville

SWF - GSP

SWFGSP

New Windsor Stewart

Thu 3/19

10:29 am-8:56 pm

1 stop10h 27m

Greenville

Thu 3/26

2:57 pm-8:57 am

1 stop18h 00m

$313

New WindsorGreenville

SWF - GSP

SWFGSP

New Windsor Stewart

Thu 3/26

10:29 am-8:56 pm

1 stop10h 27m

Greenville

Sun 3/29

2:57 pm-8:57 am

1 stop18h 00m

$358

New WindsorGreenville

SWF - GSP

SWFGSP

New Windsor Stewart

Thu 3/19

10:29 am-8:56 pm

1 stop10h 27m

Greenville

Sun 3/22

2:58 pm-8:57 am

1 stop17h 59m

$372

New WindsorGreenville

SWF - GSP

SWFGSP

New Windsor Stewart

Sat 4/4

11:45 am-2:37 pm

1 stop26h 52m

Greenville

Thu 4/9

12:55 pm-6:57 pm

1 stop6h 02m

$391

New WindsorGreenville

SWF - GSP

SWFGSP

New Windsor Stewart

Thu 2/26

11:52 am-5:59 pm

1 stop30h 07m

Greenville

Sun 3/8

1:16 pm-10:12 am

1 stop20h 56m

$394

New WindsorGreenville

SWF - GSP

SWFGSP

New Windsor Stewart

Sun 3/1

7:22 pm-8:07 pm

1 stop24h 45m

Greenville

Fri 3/6

8:18 pm-8:19 am

2 stops36h 01m

$428

New WindsorGreenville

SWF - GSP

SWFGSP

New Windsor Stewart

Mon 3/9

12:11 pm-7:38 pm

2 stops7h 27m

Greenville

Thu 3/19

2:58 pm-8:52 am

1 stop17h 54m

$447

New WindsorGreenville

SWF - GSP

SWFGSP

New Windsor Stewart

Thu 2/26

11:52 am-5:59 pm

1 stop30h 07m

Greenville

Sun 3/1

12:53 pm-10:13 am

1 stop21h 20m

$479

New WindsorGreenville

SWF - GSP

SWFGSP

New Windsor Stewart

Thu 3/12

8:40 pm-8:07 pm

1 stop23h 27m

Greenville

Sun 3/15

2:57 pm-9:02 am

1 stop18h 05m

$484

New WindsorGreenville

SWF - GSP

SWFGSP

New Windsor Stewart

Thu 5/7

11:45 am-4:53 pm

1 stop29h 08m

$125

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/16

Showing 1-10 of 17 results
1
2
  • Most accurate provider: When it comes to deals on New Windsor-Greenville flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on New Windsor-Greenville flight deals on Cheapflights vs. Expedia <90% of the time. Price accuracy is based on data collected from New Windsor-Greenville flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on New Windsor-Greenville flights, Cheapflights users trust Expedia the most. Expedia 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 New Windsor-Greenville 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 Stewart to Greenville

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

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

Currently, March is the cheapest month in which you can book a flight from New Windsor to Greenville (average of $37). Flying from New Windsor to Greenville in December is currently the most expensive (average of $93). 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 Stewart to Greenville. 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 New Windsor to Greenville?

    For as low as $313, Allegiant Air can have you in Greenville from New Windsor in 10h 27m. The distance from New Windsor to Greenville is about 633 mi.

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

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

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

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

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

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

    Currently, March is the cheapest month in which you can book a flight from New Windsor to Greenville (average of $37). Flying from New Windsor to Greenville in December is currently the most expensive (average of $93). 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 Greenville?

Book flights to Greenville if you plan to visit one of these locations
Simpsonville
Duncan
Greer
Seneca
Anderson

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