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St. Maarten

$311+ Cheap flights from Westchester County to St. Maarten

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/3. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — SXM
Nov 15 — Nov 221
Sat 11/15
Sat 11/22
1 adult, Economy
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Cheap flight deals from Westchester County to St. Maarten

Keep the following information in mind while searching for Westchester County to St. Maarten flight deals. Data was last updated October 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$311
(Delta)

Popular in

December

Cheapest in

October

Average price

$415
Provider with most accurate pricing for New York (NYC)-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-Simpson Bay Princess Juliana flights.
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From Westchester County to St. Maarten
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Highest demand for flights based on searches. 8% potential increase in price ($49 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($22 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 Westchester County to St. Maarten

Cheapest flights from Westchester County to St. Maarten
Explore the most affordable flight options available from Westchester County to St. Maarten. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 16, 2025.

This American Airlines deal was found by Cheapflights users on 10/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/297:59 amHPN - SXM
1 stop7h 12mAmerican Airlines
Sat 12/65:25 pmSXM - HPN
2 stops17h 04mAmerican Airlines
Deal found 10/15$577
This Delta deal was found by Cheapflights users on 10/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:00 amHPN - SXM
1 stop7h 50mDelta
Mon 12/291:45 pmSXM - HPN
1 stop9h 30mDelta
Deal found 10/16$1,647
This Delta deal was found by Cheapflights users on 10/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/266:00 amHPN - SXM
1 stop7h 50mDelta
Mon 12/291:45 pmSXM - HPN
1 stop9h 30mDelta
Deal found 10/15$2,454
This WestJet deal was found by Cheapflights users on 10/15. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1312:45 pmHPN - SXM
2 stops49h 36mWestJet
Wed 12/174:20 pmSXM - HPN
2 stops24h 29mWestJet
Deal found 10/15$3,106
This WestJet deal was found by Cheapflights users on 10/15. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/265:16 pmHPN - SXM
2 stops45h 05mWestJet
Mon 12/294:20 pmSXM - HPN
2 stops24h 29mWestJet
Deal found 10/15$3,470

Cheapflights Fare Finder

 
Customize your flight search to find flights from Westchester County 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 October 16, 2025.
Use the filters below to find and compare flights from Westchester County to St. Maarten that are best for you.

Fly from

Westchester County

Fly to

St. Maarten

Route

Depart

Return

Price

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Tue 2/3

6:00 am-2:56 pm

1 stop7h 56m

Simpson Bay Princess Juliana

Wed 2/11

1:45 pm-9:36 pm

1 stop8h 51m

$311

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Sat 2/7

5:30 pm-12:58 pm

1 stop18h 28m

Simpson Bay Princess Juliana

Wed 2/11

3:31 pm-10:59 pm

1 stop8h 28m

$377

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Tue 2/3

6:40 pm-1:45 pm

1 stop18h 05m

Simpson Bay Princess Juliana

Wed 2/11

5:33 pm-9:21 am

2 stops16h 48m

$382

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Fri 2/6

5:15 pm-3:31 pm

2 stops21h 16m

Simpson Bay Princess Juliana

Mon 2/9

2:03 pm-10:30 am

2 stops21h 27m

$382

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Fri 2/6

5:15 pm-4:28 pm

2 stops22h 13m

Simpson Bay Princess Juliana

Tue 2/10

2:50 pm-9:29 am

2 stops19h 39m

$382

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Sat 2/7

3:09 pm-12:58 pm

2 stops20h 49m

Simpson Bay Princess Juliana

Tue 2/10

3:31 pm-10:30 am

2 stops19h 59m

$382

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Sun 2/8

6:40 pm-1:45 pm

1 stop18h 05m

Simpson Bay Princess Juliana

Thu 2/12

3:20 pm-10:44 am

2 stops20h 24m

$382

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Wed 2/4

6:40 pm-12:58 pm

2 stops17h 18m

Simpson Bay Princess Juliana

Mon 2/9

3:31 pm-10:30 am

2 stops19h 59m

$382

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Thu 2/5

5:15 pm-4:28 pm

2 stops22h 13m

Simpson Bay Princess Juliana

Wed 2/11

5:33 pm-10:44 am

2 stops18h 11m

$382

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Wed 10/22

6:00 am-1:49 pm

1 stop7h 49m

$641

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/16

Showing 1-10 of 15 results
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Best time to book a flight from Westchester County to St. Maarten

Have a flexible travel schedule? Discover the best time to fly to St. Maarten from Westchester County 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 Westchester County to St. Maarten
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Westchester County to St. Maarten. 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 Westchester County to St. Maarten?

    For as low as $311, Delta can have you in St. Maarten from Westchester County in 7h 56m. The distance between Westchester County and St. Maarten is about 1709 mi. This flight may include one or multiple stops.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Westchester County 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.

See more FAQs

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Alternative routes for Westchester County to St. Maarten

See prices for flight routes from nearby airports that may be better suited for you.
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