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Simpson Bay

$83+ Cheap flights from New York, NY (NYC) to Simpson Bay (SXM)

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 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — SXM
Aug 12 — Aug 191
Tue 8/12
Tue 8/19
1 adult, Economy
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Cheapflights Tip: The best prices from New York to Simpson Bay Princess Juliana are usually found in September or October, booked 62 days in advance, depart on a Monday or Tuesday and return on a Thursday

Cheap flight deals from New York to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from New York (NYC) to Simpson Bay (SXM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 7, 2025.

Round-trip from

$281
(Orbitz)

One-way from

$88
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$549

Good round-trip deal

$439 or less

Good one-way deal

$162 or less
From New York (NYC) to Simpson Bay Princess Juliana
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One-way flight from New York (NYC) to Simpson Bay Princess Juliana
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Highest demand for flights based on searches. 11% potential increase in price ($64 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 August 2025
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Price to beat on a round-trip flight from New York (NYC) to Simpson Bay Princess Juliana.
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Price to beat on a one-way flight from New York (NYC) to Simpson Bay Princess Juliana.
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Find flight deals from New York to Simpson Bay

Cheapest flights from New York to Simpson Bay
Explore the most affordable flight options available from New York to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 7, 2025.

This Orbitz deal was found by Cheapflights users on 8/5. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1911:00 amEWR - SXM
1 stop7h 52mArajet
Sun 11/2312:25 pmSXM - EWR
1 stop11h 05mArajet
Deal found 8/5$281
This Priceline deal was found by Cheapflights users on 8/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/36:10 amEWR - SXM
1 stop7h 50mSpirit Airlines
Sat 9/133:05 pmSXM - EWR
1 stop17h 55mSpirit Airlines
Deal found 8/6$290
This Expedia deal was found by Cheapflights users on 8/7. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2411:59 pmEWR - SXM
1 stop10h 21mArajet
Wed 12/318:57 pmSXM - EWR
1 stop13h 33mArajet
Deal found 8/7$317
This United Airlines deal was found by Cheapflights users on 8/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/68:17 amEWR - SXM
Nonstop4h 12mUnited Airlines
Sat 9/131:35 pmSXM - EWR
Nonstop4h 22mUnited Airlines
Deal found 8/6$321
This Travelocity deal was found by Cheapflights users on 8/6. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/3112:00 pmEWR - SXM
1 stop7h 30mMultiple Airlines
Fri 9/53:05 pmSXM - EWR
1 stop17h 55mMultiple Airlines
Deal found 8/6$322
This Expedia deal was found by Cheapflights users on 8/5. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2411:59 pmEWR - SXM
1 stop10h 21mArajet
Sun 1/412:25 pmSXM - EWR
1 stop11h 05mArajet
Deal found 8/5$323
This American Airlines deal was found by Cheapflights users on 8/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/65:39 pmEWR - SXM
2 stops19h 40mAmerican Airlines
Sat 9/132:40 pmSXM - EWR
1 stop19h 14mAmerican Airlines
Deal found 8/5$326
This American Airlines deal was found by Cheapflights users on 8/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/66:33 amJFK - SXM
1 stop7h 07mAmerican Airlines
Sat 9/132:20 pmSXM - JFK
1 stop10h 07mAmerican Airlines
Deal found 8/5$326
This Cheapflightsfares deal was found by Cheapflights users on 8/6. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/66:10 amEWR - SXM
1 stop7h 50mSpirit Airlines
Sat 9/133:05 pmSXM - EWR
1 stop17h 55mSpirit Airlines
Deal found 8/6$328
This Trip.com deal was found by Cheapflights users on 8/6. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/59:15 amJFK - SXM
Nonstop4h 00mJetBlue
Thu 9/252:35 pmSXM - JFK
Nonstop4h 17mJetBlue
Deal found 8/6$330
This Cheapflightsfares deal was found by Cheapflights users on 8/6. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/276:02 amLGA - SXM
1 stop7h 58mSpirit Airlines
Mon 9/83:05 pmSXM - LGA
1 stop8h 20mSpirit Airlines
Deal found 8/6$331
This Cheapflightsfares deal was found by Cheapflights users on 8/5. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/276:10 amEWR - SXM
1 stop7h 50mSpirit Airlines
Sat 8/303:05 pmSXM - EWR
1 stop8h 47mSpirit Airlines
Deal found 8/5$331

Cheapflights Fare Finder

 
Customize your flight search to find flights from New York to Simpson Bay 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 August 7, 2025.
Use the filters below to find and compare flights from New York to Simpson Bay that are best for you.

Fly from

New York

Fly to

Simpson Bay

Route

Depart

Return

Price

NewarkSimpson Bay

EWR - SXM

EWRSXM

Newark

Wed 9/3

6:10 am-2:00 pm

1 stop7h 50m

Simpson Bay Princess Juliana

Sat 9/13

3:05 pm-9:00 am

1 stop17h 55m

$290

NewarkSimpson Bay

EWR - SXM

EWRSXM

Newark

Sat 9/6

8:17 am-12:29 pm

Nonstop4h 12m

Simpson Bay Princess Juliana

Sat 9/13

1:35 pm-5:57 pm

Nonstop4h 22m

$321

New YorkSimpson Bay

JFK - SXM

JFKSXM

New York John F Kennedy Intl

Sun 9/28

9:05 am-1:15 pm

Nonstop4h 10m

Simpson Bay Princess Juliana

Sun 10/5

2:35 pm-6:53 pm

Nonstop4h 18m

$321

NewarkSimpson Bay

EWR - SXM

EWRSXM

Newark

Sun 8/31

12:00 pm-7:30 pm

1 stop7h 30m

Simpson Bay Princess Juliana

Fri 9/5

3:05 pm-9:00 am

1 stop17h 55m

$322

New YorkSimpson Bay

JFK - SXM

JFKSXM

New York John F Kennedy Intl

Thu 8/28

7:00 am-11:10 am

Nonstop4h 10m

Simpson Bay Princess Juliana

Fri 9/5

2:35 pm-6:52 pm

Nonstop4h 17m

$322

NewarkSimpson Bay

EWR - SXM

EWRSXM

Newark

Sat 9/6

5:39 pm-1:19 pm

2 stops19h 40m

Simpson Bay Princess Juliana

Sat 9/13

2:40 pm-9:54 am

1 stop19h 14m

$326

New YorkSimpson Bay

JFK - SXM

JFKSXM

New York John F Kennedy Intl

Sat 9/6

6:33 am-1:40 pm

1 stop7h 07m

Simpson Bay Princess Juliana

Sat 9/13

2:20 pm-12:27 am

1 stop10h 07m

$326

NewarkSimpson Bay

EWR - SXM

EWRSXM

Newark

Sat 9/6

6:10 am-2:00 pm

1 stop7h 50m

Simpson Bay Princess Juliana

Sat 9/13

3:05 pm-9:00 am

1 stop17h 55m

$328

New YorkSimpson Bay

JFK - SXM

JFKSXM

New York John F Kennedy Intl

Fri 9/5

9:15 am-1:15 pm

Nonstop4h 00m

Simpson Bay Princess Juliana

Thu 9/25

2:35 pm-6:52 pm

Nonstop4h 17m

$330

New YorkSimpson Bay

LGA - SXM

LGASXM

New York LaGuardia

Wed 8/27

6:02 am-2:00 pm

1 stop7h 58m

Simpson Bay Princess Juliana

Mon 9/8

3:05 pm-11:25 pm

1 stop8h 20m

$331

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/5

Showing 1-10 of 60 results
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Best time to book a flight from New York to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from New York 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 York to Simpson Bay

How far ahead should I book a flight from New York to Simpson Bay?

Use this chart to determine the optimal time to book a round-trip flight from New York to Simpson Bay. Price data was last updated on August 1, 2025.

The price you pay for your flight from New York to Simpson Bay may vary depending on when you book. For the best chance of a lower fare, look to book 62 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from New York to Simpson Bay?

Currently, September is the cheapest month in which you can book a flight from New York to Simpson Bay (average of $459). Flying from New York to Simpson Bay in March is currently the most expensive (average of $653). 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.

What is the cheapest time of day to fly from NYC to SXM?

Find hourly flight availability from New York to Simpson Bay. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 7, 2025.

One of the essential ways to save on airfare from New York to Simpson Bay is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 62% on airfare.

What is the cheapest day to fly from New York to Simpson Bay?

Use this chart to determine the cheapest time to fly round-trip from New York to Simpson Bay. Price data was last updated on August 3, 2025.

Travelers seeking maximum savings on their New York to Simpson Bay flight should consider departing on Monday at noon when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from New York to Simpson Bay

Explore weekly flight availability from New York to Simpson Bay. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 7, 2025.

The most flights from NYC to SXM are scheduled on a Monday (6 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (2 on average).

What’s the top layover airport for flights from New York to Simpson Bay?

Share of 1-stop round-trip flights from New York to Simpson Bay chosen by Cheapflights users in the past 12 months, using the same layover each way.

Washington, D.C. (IAD) – chosen by Cheapflights users on 33% of 1-stop itineraries from New York to Simpson Bay on Cheapflights.

What’s the cheapest layover airport for flights from New York to Simpson Bay?

Average round-trip fare for 1-stop flights from New York to Simpson Bay, chosen by Cheapflights users in the past 12 months, with the same layover each way.

San Juan (SJU) is the most affordable 1-stop option, with an average round-trip price of $185.

What’s the fastest layover option from New York to Simpson Bay?

Shortest average travel time for 1-stop one-way flights from New York to Simpson Bay, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Fort Lauderdale (FLL) have the shortest average one-way travel time for 1-stop routes: 8h 30m.

Which airport typically offers the quickest layover for flights from New York to Simpson Bay?

Average layover duration for 1-stop one-way flights from New York to Simpson Bay, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Fort Lauderdale (FLL) offer the fastest connection on this route, with an average layover time of 2h 35m.

Reviews of airlines servicing Simpson Bay

Get insights into the airlines that provide service to Simpson Bay. 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 Simpson Bay. Reviews last updated August 7, 2025.
Read reviews from past customers who have flown Caribbean Airlines, Delta, and Copa Airlines from New York to Simpson Bay. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Caribbean Airlines
8.1
Very good
167 reviews

Overall

8.1

Crew

8.4

Entertainment

6.7

Comfort

7.9

Boarding

8.1

Food

6.8

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.
Caribbean Airlines
8.1
Very good
167 reviews
Caribbean Airlines
8.1
Very good
167 reviews

Overall

8.1

Crew

8.4

Entertainment

6.7

Comfort

7.9

Boarding

8.1

Food

6.8

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.
Delta
8.0
Very good
7,987 reviews
Caribbean Airlines
8.1
Very good
167 reviews

Overall

8.1

Crew

8.4

Entertainment

6.7

Comfort

7.9

Boarding

8.1

Food

6.8

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.
Copa Airlines
7.5
Good
1,500 reviews
Caribbean Airlines
8.1
Very good
167 reviews

Overall

8.1

Crew

8.4

Entertainment

6.7

Comfort

7.9

Boarding

8.1

Food

6.8

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.
United Airlines
7.4
Good
8,916 reviews
Caribbean Airlines
8.1
Very good
167 reviews

Overall

8.1

Crew

8.4

Entertainment

6.7

Comfort

7.9

Boarding

8.1

Food

6.8

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.
American Airlines
7.2
Good
10,000 reviews
Caribbean Airlines
8.1
Very good
167 reviews

Overall

8.1

Crew

8.4

Entertainment

6.7

Comfort

7.9

Boarding

8.1

Food

6.8

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.

Related info for your journey

Find useful and relevant information for your journey from New York to Simpson Bay. 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 Simpson Bay from New York?

    Simpson Bay Princess Juliana (SXM) is the airport you will fly into if you book a flight from New York to Simpson Bay. You should not have trouble finding flights to Princess Juliana from New York; the airport handles an average of 4 inbound flights from New York per day. You should also have plenty of airline options to choose from since 6 airlines have flights to the Simpson Bay airport from New York. It is only a 0.5 mi journey from Princess Juliana (SXM) to Simpson Bay’s city center.

  • What are the cheapest airlines flying from New York to Simpson Bay round-trip?

    Currently priced at $290, Spirit Airlines will fly you from New York to Simpson Bay and back. In addition to Spirit Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from United Airlines and JetBlue - these airlines can fly you to your destination from $321 and $321, respectively. Spirit Airlines is 42% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from New York to Simpson Bay one-way?

    The cheapest airlines for a one-way flight from New York to Simpson Bay are Arajet ($83), Spirit Airlines ($113), and JetBlue ($121).

  • What are the most popular routes from New York to Simpson Bay?

    Most travelers choose New York John F Kennedy Intl - Simpson Bay Princess Juliana, Newark - Simpson Bay Princess Juliana or New York LaGuardia - Simpson Bay Princess Juliana when deciding on the best route from New York to Simpson Bay.

  • What are the most reliable airlines from New York to Simpson Bay?

    No one likes to see their flight delayed. When booking a flight from New York to Simpson Bay consider choosing Qatar Airways (87%), JetBlue (85%) or Delta (29%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from New York to Simpson Bay?

    Looking at all options, your cheapest flight can be booked for $132. While the most popular route (New York John F Kennedy Intl - Simpson Bay Princess Juliana) can be booked for $307 on average our data indicates $385 when flying from New York to Simpson Bay.

  • Can I find deals for flights from New York to Simpson Bay that include hotel bookings?

    Yes. In addition to deals on New York to Simpson Bay flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from New York to Simpson Bay?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from New York to Simpson Bay.

  • Can I find deals for business class flights from New York to Simpson Bay?

    Yes. Cheapflights offers flight deals from New York to Simpson Bay 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 York to Simpson Bay?

    Currently, September is the cheapest month in which you can book a flight from New York to Simpson Bay (average of $459). Flying from New York to Simpson Bay in March is currently the most expensive (average of $653). 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 Simpson Bay?

Book flights to Simpson Bay if you plan to visit one of these locations
Philipsburg

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Top 6 airlines flying from New York to Simpson Bay

Discover the top 6 airlines that operate flights from New York to Simpson Bay. 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 August 7, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$185Average$297FlexibilityNo cancel feeOn-time62%
DeltaCheapest$214Average$484FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$272Average$439FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$296Average$511FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$339Average$598FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$377Average$667FlexibilityNo cancel feeOn-time69%

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