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Simpson Bay

$121+ Cheap flights from John F Kennedy Intl, NY (JFK) 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 8/27. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — SXM
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheapflights Tip: The best prices from New York John F Kennedy Intl to Simpson Bay Princess Juliana are usually found in September or May, booked 51 days in advance, depart on a Monday or Sunday and return on a Thursday

Cheap flight deals from John F Kennedy Intl to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from John F Kennedy Intl (JFK) 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 14, 2025.

Round-trip from

$321
(JetBlue)

One-way from

$121
(Expedia)

Popular in

December

Cheapest in

September

Average price

$533

Good round-trip deal

$431 or less

Good one-way deal

$159 or less
From New York John F Kennedy Intl to Simpson Bay Princess Juliana
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One-way flight from New York John F Kennedy Intl to Simpson Bay Princess Juliana
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Highest demand for flights based on searches. 4% potential increase in price ($24 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($8 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 John F Kennedy Intl to Simpson Bay Princess Juliana.
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Price to beat on a one-way flight from New York John F Kennedy Intl to Simpson Bay Princess Juliana.
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Find flight deals from John F Kennedy Intl to Simpson Bay

Cheapest flights from John F Kennedy Intl to Simpson Bay
Explore the most affordable flight options available from John F Kennedy Intl to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This JetBlue deal was found by Cheapflights users on 8/12. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/289:05 amJFK - SXM
Nonstop4h 10mJetBlue
Sat 10/43:31 pmSXM - JFK
Nonstop4h 16mJetBlue
Deal found 8/12$321
This Copa Airlines deal was found by Cheapflights users on 8/13. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/232:19 amJFK - SXM
1 stop9h 07mCopa Airlines
Sun 9/2812:25 pmSXM - JFK
1 stop12h 21mCopa Airlines
Deal found 8/13$323
This Trip.com deal was found by Cheapflights users on 8/13. 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 8/13$334
This American Airlines deal was found by Cheapflights users on 8/14. 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 10/48:00 pmJFK - SXM
1 stop17h 19mAmerican Airlines
Sat 10/114:24 pmSXM - JFK
1 stop8h 01mAmerican Airlines
Deal found 8/14$335
This American Airlines deal was found by Cheapflights users on 8/14. 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 9/48:00 pmJFK - SXM
1 stop17h 19mAmerican Airlines
Thu 9/112:20 pmSXM - JFK
1 stop10h 07mAmerican Airlines
Deal found 8/14$337
This Copa Airlines deal was found by Cheapflights users on 8/12. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/273:32 pmJFK - SXM
1 stop19h 54mCopa Airlines
Fri 10/312:24 pmSXM - JFK
1 stop12h 22mCopa Airlines
Deal found 8/12$338
This American Airlines deal was found by Cheapflights users on 8/12. 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 9/119:30 pmJFK - SXM
2 stops15h 49mAmerican Airlines
Thu 9/182:20 pmSXM - JFK
2 stops17h 49mAmerican Airlines
Deal found 8/12$340
This JetBlue deal was found by Cheapflights users on 8/13. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1811:30 amJFK - SXM
Nonstop4h 08mJetBlue
Thu 11/205:36 pmSXM - JFK
Nonstop4h 26mJetBlue
Deal found 8/13$341
This Delta deal was found by Cheapflights users on 8/14. 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 12/68:55 amJFK - SXM
Nonstop4h 07mDelta
Sat 12/204:25 pmSXM - JFK
Nonstop4h 44mDelta
Deal found 8/14$342
This American Airlines deal was found by Cheapflights users on 8/14. 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 11/26:15 pmJFK - SXM
1 stop21h 05mAmerican Airlines
Fri 11/72:51 pmSXM - JFK
1 stop8h 19mAmerican Airlines
Deal found 8/14$343
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
Tue 9/92:19 amJFK - SXM
1 stop9h 07mCopa Airlines
Wed 9/1712:25 pmSXM - JFK
1 stop12h 21mCopa Airlines
Deal found 8/12$344
This American Airlines deal was found by Cheapflights users on 8/12. 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.
Mon 9/298:00 pmJFK - SXM
1 stop17h 19mAmerican Airlines
Sun 10/52:20 pmSXM - JFK
2 stops23h 15mAmerican Airlines
Deal found 8/12$345

Cheapflights Fare Finder

 
Customize your flight search to find flights from John F Kennedy Intl 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 14, 2025.
Use the filters below to find and compare flights from New York John F Kennedy Intl Airport to Simpson Bay that are best for you.

Fly from

John F Kennedy Intl

Fly to

Simpson Bay

Route

Depart

Return

Price

New YorkSimpson Bay

JFK - SXM

JFKSXM

New York John F Kennedy Intl

Wed 9/3

9:15 am-1:15 pm

Nonstop4h 00m

Simpson Bay Princess Juliana

Sat 9/13

3:31 pm-7:47 pm

Nonstop4h 16m

$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

Fri 10/3

2:46 pm-6:59 pm

Nonstop4h 13m

$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

Sat 10/4

3:31 pm-7:47 pm

Nonstop4h 16m

$321

New YorkSimpson Bay

JFK - SXM

JFKSXM

New York John F Kennedy Intl

Sun 9/7

9:05 am-1:15 pm

Nonstop4h 10m

Simpson Bay Princess Juliana

Sun 9/14

2:35 pm-6:52 pm

Nonstop4h 17m

$321

New YorkSimpson Bay

JFK - SXM

JFKSXM

New York John F Kennedy Intl

Fri 9/26

9:05 am-1:15 pm

Nonstop4h 10m

Simpson Bay Princess Juliana

Fri 10/3

2:46 pm-6:59 pm

Nonstop4h 13m

$321

New YorkSimpson Bay

JFK - SXM

JFKSXM

New York John F Kennedy Intl

Sat 9/13

3:32 pm-11:26 am

1 stop19h 54m

Simpson Bay Princess Juliana

Wed 9/17

12:25 pm-12:46 am

1 stop12h 21m

$323

New YorkSimpson Bay

JFK - SXM

JFKSXM

New York John F Kennedy Intl

Thu 9/11

3:32 pm-11:26 am

1 stop19h 54m

Simpson Bay Princess Juliana

Sun 9/14

12:25 pm-12:46 am

1 stop12h 21m

$323

New YorkSimpson Bay

JFK - SXM

JFKSXM

New York John F Kennedy Intl

Tue 9/30

2:19 am-11:26 am

1 stop9h 07m

Simpson Bay Princess Juliana

Sun 10/5

12:24 pm-3:59 am

1 stop15h 35m

$323

New YorkSimpson Bay

JFK - SXM

JFKSXM

New York John F Kennedy Intl

Thu 9/4

2:19 am-11:26 am

1 stop9h 07m

Simpson Bay Princess Juliana

Wed 9/10

12:25 pm-12:46 am

1 stop12h 21m

$323

New YorkSimpson Bay

JFK - SXM

JFKSXM

New York John F Kennedy Intl

Thu 10/16

3:32 pm-11:26 am

1 stop19h 54m

Simpson Bay Princess Juliana

Sun 10/19

12:24 pm-12:46 am

1 stop12h 22m

$323

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Showing 1-10 of 19 results
1
2

Best time to book a flight from John F Kennedy Intl to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from John F Kennedy Intl 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 John F Kennedy Intl Airport to Simpson Bay

How far ahead should I book a flight from New York John F Kennedy Intl Airport to Simpson Bay?

Use this chart to determine the optimal time to book a round-trip flight from John F Kennedy Intl to Simpson Bay. Price data was last updated on August 8, 2025.

The price you pay for your flight from New York John F Kennedy Intl Airport to Simpson Bay may vary depending on when you book. For the best chance of a lower fare, look to book 51 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 John F Kennedy Intl Airport to Simpson Bay?

Currently, September is the cheapest month in which you can book a flight from New York John F Kennedy Intl Airport to Simpson Bay (average of $459). Flying from New York John F Kennedy Intl Airport to Simpson Bay in March is currently the most expensive (average of $654). 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 JFK to SXM?

Find hourly flight availability from John F Kennedy Intl 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 14, 2025.

A simple way to save on the total cost of your ticket is to fly from New York John F Kennedy Intl Airport to Simpson Bay at noon. If you’re flexible enough to do this you can expect to save up to 35% on your trip compared to booking a flight in the afternoon.

What is the cheapest day to fly from New York John F Kennedy Intl Airport to Simpson Bay?

Use this chart to determine the cheapest time to fly round-trip from John F Kennedy Intl to Simpson Bay. Price data was last updated on August 10, 2025.

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

What’s the top layover airport for flights from New York John F Kennedy Intl Airport to Simpson Bay?

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

San Juan (SJU) – chosen by Cheapflights users on 50% of 1-stop itineraries from New York John F Kennedy Intl Airport to Simpson Bay on Cheapflights.

What’s the cheapest layover airport for flights from New York John F Kennedy Intl Airport to Simpson Bay?

Average round-trip fare for 1-stop flights from New York John F Kennedy Intl Airport 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 $234.

What’s the fastest layover option from New York John F Kennedy Intl Airport to Simpson Bay?

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

Flights via San Juan (SJU) have the shortest average one-way travel time for 1-stop routes: 18h 50m.

Which airport typically offers the quickest layover for flights from New York John F Kennedy Intl Airport to Simpson Bay?

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

Flights via San Juan (SJU) offer the fastest connection on this route, with an average layover time of 7h 55m.

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 14, 2025.
See what other customers who have flown with Delta, American Airlines, and JetBlue from New York John F Kennedy Intl Airport to Simpson Bay have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

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
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

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
7,980 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

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.
JetBlue
7.2
Good
2,913 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

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.
Frontier
5.8
Fair
3,217 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

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 John F Kennedy Intl 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 John F Kennedy Intl?

    Simpson Bay Princess Juliana (SXM), located 0.5 mi from the city center, is the airport you fly into when you book flights from New York John F Kennedy Intl to Simpson Bay. 4 airlines have flights to Princess Juliana from New York John F Kennedy Intl on a regular basis. Booking flights from New York John F Kennedy Intl to Simpson Bay Princess Juliana should not be difficult; the airport handles an average of 2 inbound flights from New York John F Kennedy Intl per day.

  • What are the cheapest airlines flying from New York John F Kennedy Intl Airport to Simpson Bay round-trip?

    Flying on Frontier is currently your cheapest option to Simpson Bay, with prices starting at $193. Additional round-trip tickets that might be worth considering are offered by Delta and JetBlue, with the lowest prices starting at $213 and $298, respectively. Frontier is priced at 59% lower than the current average price of a flight leaving 3 months from now.

  • What are the most reliable airlines from New York John F Kennedy Intl Airport to Simpson Bay?

    Consider Qatar Airways (87%), JetBlue (85%) or Delta (29%) when booking your flight. These represent the most reliable airlines when flying from New York John F Kennedy Intl Airport to Simpson Bay.

  • What are the cheapest flights from New York John F Kennedy Intl Airport to Simpson Bay?

    Looking for the cheapest flight from New York John F Kennedy Intl Airport to Simpson Bay? While on average our users pay $382, our data indicates the cheapest price to be $132. The most popular route (New York John F Kennedy Intl - Simpson Bay Princess Juliana), is priced around $321.

  • Can I find deals for flights from John F Kennedy Intl to Simpson Bay that include hotel bookings?

    Yes. In addition to deals on John F Kennedy Intl to Simpson Bay flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from John F Kennedy Intl to Simpson Bay?

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

  • Can I find deals for business class flights from John F Kennedy Intl to Simpson Bay?

    Yes. Cheapflights offers flight deals from John F Kennedy Intl 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 John F Kennedy Intl Airport to Simpson Bay?

    Currently, September is the cheapest month in which you can book a flight from New York John F Kennedy Intl Airport to Simpson Bay (average of $459). Flying from New York John F Kennedy Intl Airport to Simpson Bay in March is currently the most expensive (average of $654). 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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Alternative routes for John F Kennedy Intl to Simpson Bay

See prices for flight routes from nearby airports that may be better suited for you.
Newark to Simpson Bay flights
LaGuardia to Simpson Bay flights
Stewart to Simpson Bay flights

Top 4 airlines flying from John F Kennedy Intl to Simpson Bay

Discover the top 4 airlines that operate flights from John F Kennedy Intl 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 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$193Average$328FlexibilityNo cancel feeOn-time62%
DeltaCheapest$213Average$468FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$298Average$502FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$339Average$558FlexibilityNo cancel feeOn-time71%

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