$140+ Cheap flights from Westchester County 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 3/19. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — SXM
Apr 2 — Apr 91
1 adult, Economy
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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 Westchester County to St. Maarten
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Cheapest flights from Westchester County to St. MaartenExplore 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 March 3, 2026.
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 March 3, 2026.
This American Airlines deal was found by Cheapflights users on 3/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/156:59 pm
HPN
- SXM
2 stops20h 23m
American Airlines
Wed 4/222:24 pm
SXM
- HPN
2 stops20h 06m
American Airlines
Deal found 3/1![American Airlines logo]()
$356
This American Airlines deal was found by Cheapflights users on 2/26. 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.
Fri 4/175:59 pm
HPN
- SXM
2 stops19h 12m
American Airlines
Fri 4/244:35 pm
SXM
- HPN
2 stops18h 54m
American Airlines
Deal found 2/26![American Airlines logo]()
$372
This American Airlines deal was found by Cheapflights users on 2/26. 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 4/186:57 pm
HPN
- SXM
1 stop18h 24m
American Airlines
Sat 4/2512:41 pm
SXM
- HPN
2 stops21h 49m
American Airlines
Deal found 2/26![American Airlines logo]()
$379
This American Airlines deal was found by Cheapflights users on 3/2. 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.
Fri 3/205:30 pm
HPN
- SXM
2 stops21h 29m
American Airlines
Tue 3/2412:29 pm
SXM
- HPN
1 stop11h 00m
American Airlines
Deal found 3/2![American Airlines logo]()
$382
This American Airlines deal was found by Cheapflights users on 3/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/107:00 am
HPN
- SXM
1 stop8h 28m
American Airlines
Tue 3/172:17 pm
SXM
- HPN
1 stop9h 12m
American Airlines
Deal found 3/1![American Airlines logo]()
$397
This American Airlines deal was found by Cheapflights users on 3/2. 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.
Sun 4/195:16 pm
HPN
- SXM
2 stops20h 05m
American Airlines
Fri 4/244:35 pm
SXM
- HPN
2 stops17h 55m
American Airlines
Deal found 3/2![American Airlines logo]()
$426
This American Airlines deal was found by Cheapflights users on 2/27. 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 3/266:54 pm
HPN
- SXM
2 stops16h 35m
American Airlines
Thu 4/212:29 pm
SXM
- HPN
2 stops21h 00m
American Airlines
Deal found 2/27![American Airlines logo]()
$428
Best flights from Westchester County to St. MaartenDiscover carefully curated flight deals from Westchester County to St. Maarten that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 3, 2026.
Discover carefully curated flight deals from Westchester County to St. Maarten that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 3, 2026.
This American Airlines deal was found by Cheapflights users on 3/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/156:59 pm
HPN
- SXM
2 stops20h 23m
American Airlines
Wed 4/222:24 pm
SXM
- HPN
2 stops20h 06m
American Airlines
Deal found 3/1![American Airlines logo]()
$356
This American Airlines deal was found by Cheapflights users on 2/26. 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.
Fri 4/175:16 pm
HPN
- SXM
2 stops19h 55m
American Airlines
Fri 4/2412:41 pm
SXM
- HPN
1 stop10h 11m
American Airlines
Deal found 2/26![American Airlines logo]()
$372
This American Airlines deal was found by Cheapflights users on 2/26. 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 4/186:57 pm
HPN
- SXM
1 stop18h 24m
American Airlines
Sat 4/2512:41 pm
SXM
- HPN
2 stops21h 49m
American Airlines
Deal found 2/26![American Airlines logo]()
$379
This American Airlines deal was found by Cheapflights users on 3/2. 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.
Fri 3/205:30 pm
HPN
- SXM
2 stops21h 29m
American Airlines
Tue 3/2412:29 pm
SXM
- HPN
1 stop11h 00m
American Airlines
Deal found 3/2![American Airlines logo]()
$382
This American Airlines deal was found by Cheapflights users on 3/2. 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.
Sun 4/196:00 am
HPN
- SXM
1 stop7h 20m
American Airlines
Fri 4/2412:41 pm
SXM
- HPN
1 stop10h 11m
American Airlines
Deal found 3/2![American Airlines logo]()
$421
This American Airlines deal was found by Cheapflights users on 2/27. 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 3/266:54 pm
HPN
- SXM
2 stops16h 35m
American Airlines
Thu 4/212:29 pm
SXM
- HPN
2 stops21h 00m
American Airlines
Deal found 2/27![American Airlines logo]()
$428
Last-minute flights from Westchester County to St. MaartenDiscover last-minute flight deals from Westchester County to St. Maarten. Data last updated March 3, 2026 and is based on user searches.
Discover last-minute flight deals from Westchester County to St. Maarten. Data last updated March 3, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 3/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/107:00 am
HPN
- SXM
1 stop8h 28m
American Airlines
Tue 3/172:17 pm
SXM
- HPN
1 stop9h 12m
American Airlines
Deal found 3/1![American Airlines logo]()
$397
This American Airlines deal was found by Cheapflights users on 3/2. 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.
Fri 3/205:30 pm
HPN
- SXM
2 stops19h 51m
American Airlines
Tue 3/244:28 pm
SXM
- HPN
2 stops18h 31m
American Airlines
Deal found 3/2![American Airlines logo]()
$382
This American Airlines deal was found by Cheapflights users on 2/27. 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 3/266:54 pm
HPN
- SXM
2 stops16h 35m
American Airlines
Thu 4/212:29 pm
SXM
- HPN
2 stops21h 00m
American Airlines
Deal found 2/27![American Airlines logo]()
$428
This American Airlines deal was found by Cheapflights users on 3/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/156:59 pm
HPN
- SXM
2 stops20h 23m
American Airlines
Wed 4/222:24 pm
SXM
- HPN
2 stops20h 06m
American Airlines
Deal found 3/1![American Airlines logo]()
$356
This American Airlines deal was found by Cheapflights users on 2/26. 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.
Fri 4/175:16 pm
HPN
- SXM
2 stops19h 55m
American Airlines
Fri 4/2412:41 pm
SXM
- HPN
1 stop10h 11m
American Airlines
Deal found 2/26![American Airlines logo]()
$372
This American Airlines deal was found by Cheapflights users on 2/26. 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 4/186:57 pm
HPN
- SXM
1 stop18h 24m
American Airlines
Sat 4/2512:41 pm
SXM
- HPN
2 stops21h 49m
American Airlines
Deal found 2/26![American Airlines logo]()
$379
This American Airlines deal was found by Cheapflights users on 3/2. 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.
Sun 4/195:16 pm
HPN
- SXM
2 stops18h 21m
American Airlines
Sat 4/254:35 pm
SXM
- HPN
2 stops17h 55m
American Airlines
Deal found 3/2![American Airlines logo]()
$426
One-way flights from Westchester County to St. MaartenSearch for one-way flight options from Westchester County to St. Maarten. Find affordable one-way fares based on user searches. Data last updated March 3, 2026.
Search for one-way flight options from Westchester County to St. Maarten. Find affordable one-way fares based on user searches. Data last updated March 3, 2026.
This American Airlines deal was found by Cheapflights users on 2/27. 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 3/195:30 pm
HPN
- SXM
2 stops19h 46m
American Airlines
Deal found 2/27![American Airlines logo]()
$140
This American Airlines deal was found by Cheapflights users on 3/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/225:46 pm
HPN
- SXM
2 stops20h 04m
American Airlines
Deal found 3/1![American Airlines logo]()
$223
This Delta deal was found by Cheapflights users on 2/26. 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.
Sun 4/56:00 am
HPN
- SXM
1 stop7h 54m
Delta
Deal found 2/26![Delta logo]()
$375
This Kiwi.com deal was found by Cheapflights users on 2/27. 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 3/198:00 am
HPN
- SXM
3 stops29h 15m
Multiple Airlines
Deal found 2/27![Multiple Airlines logo]()
$379
This Delta deal was found by Cheapflights users on 3/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/176:00 am
HPN
- SXM
1 stop8h 05m
Delta
Deal found 3/1![Delta logo]()
$400
This Kiwi.com deal was found by Cheapflights users on 3/1. 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 5/226:09 pm
HPN
- SXM
3 stops41h 11m
Multiple Airlines
Deal found 3/1![Multiple Airlines logo]()
$415
This WestJet deal was found by Cheapflights users on 2/26. 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.
Sun 4/56:00 am
HPN
- SXM
2 stops32h 17m
WestJet
Deal found 2/26![WestJet logo]()
$1,314
This WestJet deal was found by Cheapflights users on 3/1. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/175:21 pm
HPN
- SXM
2 stops44h 56m
WestJet
Deal found 3/1![WestJet logo]()
$1,353
This WestJet deal was found by Cheapflights users on 3/2. 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.
Mon 3/912:35 pm
HPN
- SXM
2 stops25h 42m
WestJet
Deal found 3/2![WestJet logo]()
$1,374
Find 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 March 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $345 (Delta) |
One-way from | $140 (American Airlines) |
Popular in | December |
Cheapest in | May |
Average price | $475 |
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 March 3, 2026.
Use the filters below to find and compare flights from Westchester County to St. Maarten that are best for you.
Fly from
Fly to
Route
Depart
Return
White PlainsSimpson Bay
HPN - SXM
HPNSXM
White Plains Westchester County
Wed 4/15
6:59 pm-3:22 pm
2 stops20h 23m
Simpson Bay Princess Juliana
Wed 4/22
2:24 pm-10:30 am
2 stops20h 06m
$356
White PlainsSimpson Bay
HPN - SXM
HPNSXM
White Plains Westchester County
Fri 4/17
5:16 pm-1:11 pm
2 stops19h 55m
Simpson Bay Princess Juliana
Fri 4/24
12:41 pm-10:52 pm
1 stop10h 11m
$372
White PlainsSimpson Bay
HPN - SXM
HPNSXM
White Plains Westchester County
Sat 4/18
6:57 pm-1:21 pm
1 stop18h 24m
Simpson Bay Princess Juliana
Sat 4/25
12:41 pm-10:30 am
2 stops21h 49m
$379
White PlainsSimpson Bay
HPN - SXM
HPNSXM
White Plains Westchester County
Fri 3/20
5:30 pm-2:59 pm
2 stops21h 29m
Simpson Bay Princess Juliana
Tue 3/24
12:29 pm-11:29 pm
1 stop11h 00m
$382
White PlainsSimpson Bay
HPN - SXM
HPNSXM
White Plains Westchester County
Sun 4/19
6:00 am-1:20 pm
1 stop7h 20m
Simpson Bay Princess Juliana
Fri 4/24
12:41 pm-10:52 pm
1 stop10h 11m
$421
White PlainsSimpson Bay
HPN - SXM
HPNSXM
White Plains Westchester County
Thu 3/26
6:54 pm-11:29 am
2 stops16h 35m
Simpson Bay Princess Juliana
Thu 4/2
12:29 pm-9:29 am
2 stops21h 00m
$428
White PlainsSimpson Bay
HPN - SXM
HPNSXM
White Plains Westchester County
Thu 3/19
5:30 pm-1:16 pm
2 stops19h 46m
$140
White PlainsSimpson Bay
HPN - SXM
HPNSXM
White Plains Westchester County
Fri 5/22
5:46 pm-1:50 pm
2 stops20h 04m
$223
White PlainsSimpson Bay
HPN - SXM
HPNSXM
White Plains Westchester County
Sun 4/5
6:00 am-1:54 pm
1 stop7h 54m
$375
White PlainsSimpson Bay
HPN - SXM
HPNSXM
White Plains Westchester County
Thu 3/19
8:00 am-1:15 pm
3 stops29h 15m
$379
Showing 1-10 of 13 resultsSorted by cheapest first
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.
HPN-SXM
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
zzREU-SX0
HPN-SXM
No data available for this route at this time. Please check back soon.
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