HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Stewart

$133+ 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 11/3. Fares are subject to change and may not be available on all flights or dates of travel.
GSP — SWF
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Greenville to Stewart with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 September 11, 2025.

Round-trip from

$313
(Kiwi.com)

One-way from

$133
(Kiwi.com)

Popular in

November

Cheapest in

January

Average price

$263
From Greenville to New Windsor Stewart
Search Deals
One-way flight from Greenville to New Windsor Stewart
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($53 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 September 2025
Search Deals

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 September 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/9. 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 9/9$313
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 9/258:03 pmGSP - SWF
2 stops15h 41mMultiple Airlines
Sun 9/287:12 pmSWF - GSP
1 stop19h 05mMultiple Airlines
Deal found 9/9$348
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Thu 11/65:17 pmGSP - SWF
2 stops17h 24mMultiple Airlines
Sun 11/96:14 pmSWF - GSP
1 stop20h 36mMultiple Airlines
Deal found 9/11$376
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Thu 10/238:03 pmGSP - SWF
2 stops15h 41mMultiple Airlines
Sun 10/267:11 pmSWF - GSP
1 stop19h 15mMultiple Airlines
Deal found 9/11$416
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/28:03 pmGSP - SWF
2 stops15h 41mMultiple Airlines
Sun 10/57:11 pmSWF - GSP
1 stop25h 09mMultiple Airlines
Deal found 9/9$443
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 11/308:41 pmSWF - GSP
1 stop24h 39mMultiple Airlines
Deal found 9/9$470
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 11/253:14 pmGSP - SWF
1 stop27h 21mAllegiant Air
Sun 11/308:41 pmSWF - GSP
1 stop24h 39mAllegiant Air
Deal found 9/9$483
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/124:47 pmGSP - SWF
2 stops17h 24mMultiple Airlines
Thu 10/167:11 pmSWF - GSP
1 stop19h 37mMultiple Airlines
Deal found 9/9$493

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 September 11, 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

Thu 11/13

5:17 pm-10:11 am

2 stops16h 54m

New Windsor Stewart

Sun 11/16

6:14 pm-2:50 pm

1 stop20h 36m

$313

GreenvilleNew Windsor

GSP - SWF

GSPSWF

Greenville

Thu 9/25

8:03 pm-11:44 am

2 stops15h 41m

New Windsor Stewart

Sun 9/28

7:12 pm-2:17 pm

1 stop19h 05m

$348

GreenvilleNew Windsor

GSP - SWF

GSPSWF

Greenville

Thu 10/23

8:03 pm-11:44 am

2 stops15h 41m

New Windsor Stewart

Sun 10/26

7:11 pm-2:26 pm

1 stop19h 15m

$416

GreenvilleNew Windsor

GSP - SWF

GSPSWF

Greenville

Thu 10/2

8:03 pm-11:44 am

2 stops15h 41m

New Windsor Stewart

Sun 10/5

7:11 pm-8:20 pm

1 stop25h 09m

$443

GreenvilleNew Windsor

GSP - SWF

GSPSWF

Greenville

Sun 10/12

4:47 pm-10:11 am

2 stops17h 24m

New Windsor Stewart

Thu 10/16

7:11 pm-2:48 pm

1 stop19h 37m

$493

GreenvilleNew Windsor

GSP - SWF

GSPSWF

Greenville

Tue 11/25

3:14 pm-6:35 pm

1 stop27h 21m

New Windsor Stewart

Sun 11/30

8:41 pm-9:20 pm

1 stop24h 39m

$499

GreenvilleNew Windsor

GSP - SWF

GSPSWF

Greenville

Mon 11/3

3:12 pm-10:26 am

1 stop19h 14m

$133

GreenvilleNew Windsor

GSP - SWF

GSPSWF

Greenville

Fri 12/19

10:41 am-6:06 pm

1 stop7h 25m

$141

GreenvilleNew Windsor

GSP - SWF

GSPSWF

Greenville

Sun 12/21

2:54 pm-6:20 pm

1 stop27h 26m

$201

GreenvilleNew Windsor

GSP - SWF

GSPSWF

Greenville

Mon 11/24

8:03 pm-8:53 am

1 stop12h 50m

$204

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 17 results
1
2

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, October is the cheapest month in which you can book a flight from Greenville to New Windsor (average of $109). Flying from Greenville 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 Greenville 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 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, October is the cheapest month in which you can book a flight from Greenville to New Windsor (average of $109). Flying from Greenville 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Greenville to Stewart

See prices for flight routes from nearby airports that may be better suited for you.
Charlotte to John F Kennedy Intl flights
Charlotte to Newark flights
Charlotte to LaGuardia flights
Charleston to Newark flights
Charleston to John F Kennedy Intl flights
Savannah to John F Kennedy Intl flights
Greenville to Newark flights
Charleston to LaGuardia flights
Greenville to John F Kennedy Intl flights
Greenville to LaGuardia flights
Savannah to Newark flights
Charlotte to Buffalo flights
Savannah to LaGuardia flights
Columbia to LaGuardia flights
Columbia to John F Kennedy Intl flights
Columbia to Newark flights
Myrtle Beach to LaGuardia flights
Myrtle Beach to Newark flights
Myrtle Beach to John F Kennedy Intl flights
Charlotte to Albany flights
Charlotte to Syracuse flights
Charlotte to Rochester flights
Myrtle Beach to White Plains flights
Charleston to White Plains flights
Greenville to Buffalo flights
Charleston to Islip flights
Charleston to Stewart flights
Myrtle Beach to Stewart flights
Hilton Head Island to Newark flights
Augusta to John F Kennedy Intl flights
Augusta to LaGuardia flights
Savannah to White Plains flights
Augusta to Newark flights
Greenville to Rochester flights
Greenville to Albany flights
Charleston to Buffalo flights
Hilton Head Island to John F Kennedy Intl flights
Hilton Head Island to LaGuardia flights
Greenville to White Plains flights
Columbia to Rochester flights
Charlotte to Islip flights
Savannah to Albany flights
Charleston to Albany flights
Savannah to Rochester flights
Savannah to Buffalo flights
Greenville to Syracuse flights
Charlotte to White Plains flights
Charlotte to Stewart flights
Columbia to Buffalo flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.