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Simpson Bay

$106+ Cheap flights to Simpson Bay

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 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
— SXM
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Flights to Simpson Bay in 2025

Find the latest flights to Simpson Bay in 2025, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 2,558,603 searches and data was last updated on September 17, 2025.

Popular in

December

Cheapest in

May

Average price

$430

Round-trip from

$285

One-way from

$110

Good round-trip deal

$389 or less

Good one-way deal

$159 or less
Highest demand for flights based on searches. 11% potential increase in price ($67 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($24 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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From New York to Simpson Bay Princess Juliana
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One-way flight from New York to Simpson Bay Princess Juliana (SXM)
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Price to beat on a round-trip flight from New York to Simpson Bay Princess Juliana.
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Price to beat on a one-way flight from New York to Simpson Bay Princess Juliana.
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Find flight deals to Simpson Bay

Cheapest flights to Simpson Bay
Explore the most affordable flight options available to Simpson Bay. Find the lowest fares based on data from user searches, with prices last updated on September 17, 2025.

This Expedia deal was found by Cheapflights users on 9/17. 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.
Sat 12/66:00 amEWR - SXM
1 stop8h 20mMultiple Airlines
Wed 12/108:57 pmSXM - EWR
1 stop13h 33mMultiple Airlines
Deal found 9/17$285
This Travelocity deal was found by Cheapflights users on 9/17. 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 9/2812:00 pmEWR - SXM
1 stop7h 30mArajet
Sun 10/58:35 pmSXM - EWR
1 stop13h 55mArajet
Deal found 9/17$297
This Arajet deal was found by Cheapflights users on 9/15. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:00 amEWR - SXM
1 stop7h 52mArajet
Thu 12/1112:25 pmSXM - EWR
1 stop11h 05mArajet
Deal found 9/15$301
This Expedia deal was found by Cheapflights users on 9/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2611:00 amEWR - SXM
1 stop7h 52mArajet
Wed 12/38:57 pmSXM - EWR
1 stop13h 33mArajet
Deal found 9/15$303
This FlightHub deal was found by Cheapflights users on 9/15. 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 FlightHub 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
Wed 11/268:57 pmSXM - EWR
1 stop13h 33mArajet
Deal found 9/15$304
This Expedia deal was found by Cheapflights users on 9/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/510:25 amEWR - SXM
1 stop27h 15mMultiple Airlines
Wed 12/108:57 pmSXM - EWR
1 stop13h 33mMultiple Airlines
Deal found 9/16$305
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2912:00 pmEWR - SXM
1 stop7h 52mArajet
Wed 11/58:57 pmSXM - EWR
1 stop13h 33mArajet
Deal found 9/15$307
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/296:10 amEWR - SXM
1 stop7h 50mSpirit Airlines
Sat 10/43:05 pmSXM - EWR
1 stop8h 41mSpirit Airlines
Deal found 9/15$308
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/512:00 pmEWR - SXM
1 stop7h 30mMultiple Airlines
Sat 10/113:05 pmSXM - EWR
1 stop8h 24mMultiple Airlines
Deal found 9/15$311
This JetBlue deal was found by Cheapflights users on 9/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/2611:30 amJFK - SXM
Nonstop4h 08mJetBlue
Wed 11/53:34 pmSXM - JFK
Nonstop4h 26mJetBlue
Deal found 9/15$321
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/116:00 amLGA - SXM
1 stop8h 00mSpirit Airlines
Sat 10/183:05 pmSXM - LGA
1 stop8h 20mSpirit Airlines
Deal found 9/15$322
This American Airlines deal was found by Cheapflights users on 9/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/277:59 amJFK - SXM
1 stop7h 16mAmerican Airlines
Thu 10/304:24 pmSXM - JFK
1 stop17h 41mAmerican Airlines
Deal found 9/16$329

Cheapflights Fare Finder

 
Locate flights to Simpson Bay that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 2,558,603 searches and data was last updated on September 17, 2025.
Use the filters below to find and compare flights to Simpson Bay that are best for you.

Fly from

New York

Route

Depart

Return

Price

New YorkSimpson Bay

JFK - SXM

JFKSXM

New York John F Kennedy Intl

Tue 10/28

9:29 am-1:29 pm

Nonstop4h 00m

Simpson Bay Princess Juliana

Thu 10/30

2:34 pm-7:00 pm

Nonstop4h 26m

$341

New YorkSimpson Bay

LGA - SXM

LGASXM

New York LaGuardia

Sun 11/9

6:15 am-3:57 pm

1 stop8h 42m

Simpson Bay Princess Juliana

Sun 11/16

3:00 pm-3:11 pm

1 stop25h 11m

$342

New YorkSimpson Bay

JFK - SXM

JFKSXM

New York John F Kennedy Intl

Fri 12/12

11:30 am-4:38 pm

Nonstop4h 08m

Simpson Bay Princess Juliana

Sat 12/20

5:25 pm-8:59 pm

Nonstop4h 34m

$342

New YorkSimpson Bay

JFK - SXM

JFKSXM

New York John F Kennedy Intl

Mon 12/15

11:30 am-4:38 pm

Nonstop4h 08m

Simpson Bay Princess Juliana

Sun 12/21

2:28 pm-6:02 pm

Nonstop4h 34m

$342

New YorkSimpson Bay

JFK - SXM

JFKSXM

New York John F Kennedy Intl

Sat 11/29

9:05 am-2:07 pm

Nonstop4h 02m

Simpson Bay Princess Juliana

Sat 12/20

3:55 pm-7:29 pm

Nonstop4h 34m

$342

New YorkSimpson Bay

JFK - SXM

JFKSXM

New York John F Kennedy Intl

Fri 2/20

8:30 am-1:37 pm

Nonstop4h 07m

Simpson Bay Princess Juliana

Sun 3/1

2:45 pm-6:26 pm

Nonstop4h 41m

$363

New YorkSimpson Bay

JFK - SXM

JFKSXM

New York John F Kennedy Intl

Wed 3/4

8:30 am-1:37 pm

Nonstop4h 07m

Simpson Bay Princess Juliana

Sat 3/14

1:45 pm-6:26 pm

Nonstop4h 41m

$363

New YorkSimpson Bay

JFK - SXM

JFKSXM

New York John F Kennedy Intl

Mon 3/9

8:30 am-12:37 pm

Nonstop4h 07m

Simpson Bay Princess Juliana

Tue 3/17

1:45 pm-6:26 pm

Nonstop4h 41m

$363

New YorkSimpson Bay

JFK - SXM

JFKSXM

New York John F Kennedy Intl

Sun 1/25

2:44 pm-11:24 am

1 stop19h 40m

Simpson Bay Princess Juliana

Fri 1/30

12:25 pm-11:26 pm

1 stop12h 01m

$365

NewarkSimpson Bay

EWR - SXM

EWRSXM

Newark

Wed 10/29

8:36 am-12:50 pm

Nonstop4h 14m

Simpson Bay Princess Juliana

Mon 11/3

2:52 pm-6:45 pm

Nonstop4h 53m

$371

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 59 results
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Best time to book a flight to Simpson Bay

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

When is the best time to book a flight 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 September 12, 2025.

The best time to book flights to Simpson Bay is 62 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

How long is the flight to Simpson Bay?

On average, a flight from New York to Simpson Bay takes 8 hours 32 minutes. Flights to Simpson Bay from other popular cities in USA will vary in length. Below are a few examples of popular routes and their flight times.

When is the cheapest time to fly 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 September 14, 2025.

Users looking for the lowest fares to Simpson Bay should consider flying on Tuesday at noon, when prices are typically cheapest. Budget-minded travelers will want to avoid Saturday at noon, when prices are usually at their highest.

What are the most popular airlines that fly to Simpson Bay?

The most popular airlines flying from New York to Simpson Bay are JetBlue, United Airlines and Delta.

American Airlines
American Airlines
From $332
JetBlue
JetBlue
From $196
Delta
Delta
From $174
United Airlines
United Airlines
From $249

What are the cheapest airlines that fly to Simpson Bay?

The cheapest airlines flying from New York to Simpson Bay are Frontier, Delta and Spirit Airlines.

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 September 17, 2025.
Read reviews from past customers who have flown Delta, United Airlines, and American Airlines to St. Maarten. 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
7,961 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

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
7,961 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

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.
United Airlines
7.4
Good
8,926 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

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
7,961 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

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
2,914 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

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.
Spirit Airlines
6.3
Okay
8,023 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

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.

FAQs about flying to Simpson Bay

  • What airport do you fly into for flights to Simpson Bay?

    Booking a flight to Simpson Bay Princess Juliana (SXM) is your only option if you intend on flying to Simpson Bay. It is only a 0.5 mi journey from Princess Juliana to Simpson Bay’s city center.

  • Can I find cheaper flights to Simpson Bay if I am willing to have layovers?

    Yes, flights with layovers are often cheaper than direct flights. Keep an eye out for flight deals to Simpson Bay on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Simpson Bay?

    Based on reviews from Cheapflights users, Frontier is rated the highest out of the airlines that fly to Simpson Bay.

  • What is the cheapest airport to fly to in Simpson Bay?

    Simpson Bay Princess Juliana is currently the cheapest airport to fly to in Simpson Bay. One-way flights to Simpson Bay Princess Juliana typically cost $82, while round-trip flights cost around $157.

  • How much is a round-trip flight to Simpson Bay?

    A round-trip flight to Simpson Bay will typically cost around $1,547, however they can be found for as little as $157.

  • Where does the fastest flight to Simpson Bay depart from?

    For those looking to save time traveling to Simpson Bay, Miami offers the quickest one-way flight (3 hours 5 minutes).

  • Does Simpson Bay Princess Juliana have rental cars?

    Yes. Those touching down at Simpson Bay Princess Juliana can take advantage of the rental car services offered upon their arrival.

  • Are there hotels close to Simpson Bay Princess Juliana?

    Yes. Simpson Bay Princess Juliana has hotels nearby for those requiring accommodations. Simpson Bay Ocean View - Deluxe 1 Bedroom Condo! is the closest property to Simpson Bay Princess Juliana (0.0 mi away from Simpson Bay Princess Juliana).

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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