HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
St. Maarten

$160+ Cheap flights from New Windsor (SWF) to St. Maarten

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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — SXM
ene. 30 — feb. 61
vie. 1/30
vie. 2/6
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

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

Best flights from Stewart to St. Maarten
Discover carefully curated flight deals from Stewart to St. Maarten that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated diciembre 31, 2025.

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.
dom. 6/1410:28 amSWF - SXM
1 stop26h 48mMultiple Airlines
mié. 6/172:11 pmSXM - SWF
1 stop19h 27mMultiple Airlines
Deal found 12/30$561
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.
jue. 6/1110:28 amSWF - SXM
2 stops24h 22mMultiple Airlines
mié. 6/172:11 pmSXM - SWF
1 stop19h 27mMultiple Airlines
Deal found 12/30$652

Find flight deals from Stewart to St. Maarten

Keep the following information in mind while searching for Stewart to St. Maarten flight deals. Data was last updated diciembre 31, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Popular in

December

Cheapest in

October

Average price

$591
Provider with most accurate pricing for New York (NYC)-Simpson Bay Princess Juliana flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Simpson Bay Princess Juliana flights.
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($15 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to St. Maarten 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 diciembre 31, 2025.
Use the filters below to find and compare flights from New Windsor to St. Maarten that are best for you.

Fly from

Stewart

Fly to

St. Maarten

Route

Depart

Return

Price

New WindsorSimpson Bay

SWF - SXM

SWFSXM

New Windsor Stewart

dom. 6/14

10:28 am-1:16 pm

1 stop26h 48m

Simpson Bay Princess Juliana

mié. 6/17

2:11 pm-9:38 am

1 stop19h 27m

$561

New WindsorSimpson Bay

SWF - SXM

SWFSXM

New Windsor Stewart

jue. 6/11

10:28 am-10:50 am

2 stops24h 22m

Simpson Bay Princess Juliana

mié. 6/17

2:11 pm-9:38 am

1 stop19h 27m

$652

New WindsorSimpson Bay

SWF - SXM

SWFSXM

New Windsor Stewart

dom. 1/18

12:13 pm-2:10 pm

2 stops24h 57m

$160

New WindsorSimpson Bay

SWF - SXM

SWFSXM

New Windsor Stewart

dom. 1/11

12:13 pm-2:10 pm

2 stops24h 57m

$171

New WindsorSimpson Bay

SWF - SXM

SWFSXM

New Windsor Stewart

dom. 2/15

11:42 am-2:15 pm

1 stop25h 33m

$184

New WindsorSimpson Bay

SWF - SXM

SWFSXM

New Windsor Stewart

dom. 3/15

12:29 pm-1:08 pm

1 stop24h 39m

$204

New WindsorSimpson Bay

SWF - SXM

SWFSXM

New Windsor Stewart

jue. 2/12

11:42 am-2:15 pm

1 stop25h 33m

$211

New WindsorSimpson Bay

SWF - SXM

SWFSXM

New Windsor Stewart

jue. 1/8

12:13 pm-2:10 pm

2 stops24h 57m

$240

New WindsorSimpson Bay

SWF - SXM

SWFSXM

New Windsor Stewart

vie. 3/13

9:52 am-1:08 pm

2 stops27h 16m

$341

New WindsorSimpson Bay

SWF - SXM

SWFSXM

New Windsor Stewart

lun. 1/12

11:09 am-3:21 pm

3 stops27h 12m

$342

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/29

Showing 1-10 of 11 results
1
2

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

Have a flexible travel schedule? Discover the best time to fly to St. Maarten 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 St. Maarten

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

Currently, November is the cheapest month in which you can book a flight from New Windsor to St. Maarten (average of $121). Flying from New Windsor to St. Maarten in September is currently the most expensive (average of $320). 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 St. Maarten. 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 from for flights from New Windsor to St. Maarten?

    New Windsor Stewart (SWF), located 4.3 mi from the city center, is the airport you fly out of when you book flights from New Windsor to St. Maarten.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Stewart to St. Maarten 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 St. Maarten?

    Currently, November is the cheapest month in which you can book a flight from New Windsor to St. Maarten (average of $121). Flying from New Windsor to St. Maarten in September is currently the most expensive (average of $320). 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

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 Stewart to St. Maarten

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