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St. Maarten

$340+ 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 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — SXM
May 10 — May 171
Sat 5/10
Sat 5/17
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 May 5, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$340
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$430
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. 9% potential increase in price ($57 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in May 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 May 5, 2025.

This American Airlines deal was found by Cheapflights users on 5/4. 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.
Thu 5/295:07 pmHPN - SXM
2 stops20h 12mAmerican Airlines
Mon 6/24:40 pmSXM - HPN
2 stops21h 53mAmerican Airlines
Deal found 5/4$340
This Delta deal was found by Cheapflights users on 5/3. 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.
Sat 12/136:00 amHPN - SXM
1 stop7h 35mDelta
Sun 12/211:45 pmSXM - HPN
1 stop9h 40mDelta
Deal found 5/3$1,016
This Mytrip deal was found by Cheapflights users on 5/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/73:09 pmHPN - SXM
3 stops22h 06mMultiple Airlines
Sun 5/112:10 pmSXM - HPN
3 stops21h 11mMultiple Airlines
Deal found 5/5$2,623
This WestJet deal was found by Cheapflights users on 5/3. 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 12/135:10 pmHPN - SXM
2 stops21h 07mWestJet
Sun 12/214:10 pmSXM - HPN
2 stops25h 23mWestJet
Deal found 5/3$3,338

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 May 5, 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

Thu 5/29

5:07 pm-1:19 pm

2 stops20h 12m

Simpson Bay Princess Juliana

Mon 6/2

4:40 pm-2:33 pm

2 stops21h 53m

$340

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Thu 5/15

6:00 am-1:54 pm

1 stop7h 54m

Simpson Bay Princess Juliana

Mon 5/26

3:19 pm-9:47 am

1 stop18h 28m

$1,765

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/4

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.

Reviews of airlines servicing St. Maarten

Get insights into the airlines that provide service to St. Maarten. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to St. Maarten. Reviews last updated May 5, 2025.
Read through reviews of airlines operating flights from Westchester County to St. Maarten, such as Delta and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,939 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Delta
8.0
Very good
7,939 reviews
Delta
8.0
Very good
7,939 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,939 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

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.

  • 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.

  • What is the cheapest month to book a flight from Westchester County to St. Maarten?

    Currently, September is the cheapest month in which you can book a flight from Westchester County to St. Maarten (average of $459). Flying from Westchester County to St. Maarten in July is currently the most expensive (average of $669). 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

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See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Westchester County to St. Maarten

Discover the top airline that operate flights from Westchester County to St. Maarten. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$413Average$625FlexibilityNo cancel feeOn-time71%

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