HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Stewart

$201+ Cheap flights from St. Maarten to New Windsor (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 1/8. Fares are subject to change and may not be available on all flights or dates of travel.
SXM — SWF
Feb 1 — Feb 81
Sun 2/1
Sun 2/8
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from St. Maarten 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 St. Maarten to Stewart

One-way flights from St. Maarten to Stewart
Search for one-way flight options from St. Maarten to Stewart. Find affordable one-way fares based on user searches. Data last updated January 2, 2026.

This Kiwi.com deal was found by Cheapflights users on 12/31. 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 1/83:15 pmSXM - SWF
1 stop20h 04mMultiple Airlines
Deal found 12/31$201
This Kiwi.com deal was found by Cheapflights users on 1/1. 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 1/153:15 pmSXM - SWF
1 stop20h 04mMultiple Airlines
Deal found 1/1$203
This Kiwi.com deal was found by Cheapflights users on 1/1. 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 2/13:20 pmSXM - SWF
1 stop19h 59mMultiple Airlines
Deal found 1/1$225
This Kiwi.com deal was found by Cheapflights users on 12/31. 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 2/183:20 pmSXM - SWF
1 stop21h 12mMultiple Airlines
Deal found 12/31$227
This Kiwi.com deal was found by Cheapflights users on 1/1. 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 1/113:15 pmSXM - SWF
1 stop20h 04mMultiple Airlines
Deal found 1/1$230
This Kiwi.com deal was found by Cheapflights users on 1/1. 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 1/313:15 pmSXM - SWF
2 stops45h 16mMultiple Airlines
Deal found 1/1$239
This Kiwi.com deal was found by Cheapflights users on 12/30. 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 2/123:20 pmSXM - SWF
3 stops21h 11mMultiple Airlines
Deal found 12/30$254
This Kiwi.com deal was found by Cheapflights users on 1/1. 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 1/93:15 pmSXM - SWF
2 stops45h 18mMultiple Airlines
Deal found 1/1$265
This Kiwi.com deal was found by Cheapflights users on 1/1. 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 1/149:35 amSXM - SWF
3 stops49h 44mMultiple Airlines
Deal found 1/1$298

Find flight deals from St. Maarten to Stewart

Keep the following information in mind while searching for St. Maarten to Stewart flight deals. Data was last updated January 2, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Popular in

August

Cheapest in

November

Average price

$345
Provider with most accurate pricing for Simpson Bay Princess Juliana-New York (NYC) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Simpson Bay Princess Juliana-New York (NYC) flights.
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($34 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from St. Maarten 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 January 2, 2026.
Use the filters below to find and compare flights from St. Maarten to New Windsor that are best for you.

Fly from

St. Maarten

Fly to

Stewart

Route

Depart

Return

Price

Simpson BayNew Windsor

SXM - SWF

SXMSWF

Simpson Bay Princess Juliana

Thu 1/22

3:15 pm-10:19 am

1 stop20h 04m

$203

Simpson BayNew Windsor

SXM - SWF

SXMSWF

Simpson Bay Princess Juliana

Thu 1/8

3:15 pm-10:19 am

1 stop20h 04m

$207

Simpson BayNew Windsor

SXM - SWF

SXMSWF

Simpson Bay Princess Juliana

Sun 2/1

3:20 pm-10:19 am

1 stop19h 59m

$225

Simpson BayNew Windsor

SXM - SWF

SXMSWF

Simpson Bay Princess Juliana

Wed 2/18

3:20 pm-11:32 am

1 stop21h 12m

$227

Simpson BayNew Windsor

SXM - SWF

SXMSWF

Simpson Bay Princess Juliana

Sun 1/11

3:15 pm-10:19 am

1 stop20h 04m

$230

Simpson BayNew Windsor

SXM - SWF

SXMSWF

Simpson Bay Princess Juliana

Sat 1/31

3:15 pm-11:31 am

2 stops45h 16m

$239

Simpson BayNew Windsor

SXM - SWF

SXMSWF

Simpson Bay Princess Juliana

Thu 2/12

3:20 pm-11:31 am

3 stops21h 11m

$254

Simpson BayNew Windsor

SXM - SWF

SXMSWF

Simpson Bay Princess Juliana

Fri 1/9

3:15 pm-11:33 am

2 stops45h 18m

$265

Simpson BayNew Windsor

SXM - SWF

SXMSWF

Simpson Bay Princess Juliana

Sat 1/10

3:15 pm-11:33 am

2 stops21h 18m

$265

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/1

Best time to book a flight from St. Maarten to Stewart

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

What is the cheapest month to book a flight from St. Maarten to New Windsor?

Currently, June is the cheapest month in which you can book a flight from St. Maarten to New Windsor (average of $194). Flying from St. Maarten to New Windsor in August is currently the most expensive (average of $344). 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 St. Maarten to Stewart. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to New Windsor from St. Maarten?

    New Windsor Stewart (SWF) is the airport you will fly into if you book a flight from St. Maarten to New Windsor. It is only a 4.3 mi journey from Stewart (SWF) to New Windsor’s city center.

  • Can I find deals for flights from St. Maarten to Stewart that include hotel bookings?

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

  • How can I find direct flights from St. Maarten to Stewart?

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

  • Can I find deals for business class flights from St. Maarten to Stewart?

    Yes. Cheapflights offers flight deals from St. Maarten 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 St. Maarten to New Windsor?

    Currently, June is the cheapest month in which you can book a flight from St. Maarten to New Windsor (average of $194). Flying from St. Maarten to New Windsor in August is currently the most expensive (average of $344). 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 St. Maarten to Stewart

See prices for flight routes from nearby airports that may be better suited for you.
Luis Munoz Marin Intl to John F Kennedy Intl flights
Santo Domingo to John F Kennedy Intl flights
Santo Domingo to Newark flights
Luis Munoz Marin Intl to Newark flights
Punta Cana to Newark flights
Punta Cana to John F Kennedy Intl flights
Santo Domingo to LaGuardia flights
Luis Munoz Marin Intl to LaGuardia flights
Punta Cana to LaGuardia flights
Santiago de los Caballeros to John F Kennedy Intl flights
Santiago de los Caballeros to Newark flights
Port of Spain to John F Kennedy Intl flights
Kingston to John F Kennedy Intl flights
Aguadilla to John F Kennedy Intl flights
Oranjestad to Newark flights
Bridgetown to John F Kennedy Intl flights
Santiago de los Caballeros to LaGuardia flights
Montego Bay to John F Kennedy Intl flights
Nassau to John F Kennedy Intl flights
Kingston to LaGuardia flights
St. John's to John F Kennedy Intl flights
Oranjestad to John F Kennedy Intl flights
Luis Munoz Marin Intl to Buffalo flights
Kingston to Newark flights
St. George's to John F Kennedy Intl flights
Nassau to Newark flights
Port of Spain to Newark flights
Luis Munoz Marin Intl to Islip flights
Port of Spain to LaGuardia flights
Aguadilla to Newark flights
Montego Bay to Newark flights
Aguadilla to LaGuardia flights
Simpson Bay to Newark flights
Saint Thomas Island to John F Kennedy Intl flights
Nassau to LaGuardia flights
Montego Bay to LaGuardia flights
Ponce to John F Kennedy Intl flights
Oranjestad to LaGuardia flights
Luis Munoz Marin Intl to White Plains flights
Simpson Bay to John F Kennedy Intl flights
Luis Munoz Marin Intl to Albany flights
Pointe-à-Pitre to John F Kennedy Intl flights
Simpson Bay to LaGuardia flights
Bridgetown to Newark flights
Saint Thomas Island to Newark flights
Fort-de-France to Newark flights
Willemstad to John F Kennedy Intl flights
Bridgetown to LaGuardia 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.