What is the cheapest month to fly from St. Maarten?

January is currently the cheapest month to fly from St. Maarten . At this moment in time September is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

Where are the cheapest places to fly to from St. Maarten?

Check out the cheapest flights from St. Maarten to embark to: Fly from Simpson Bay to New York from $272 round trip Fly from Simpson Bay to Miami from $367 round trip

$183+ Cheap Flights from St. Maarten

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Fly to

Route

Depart

Return

Price

Cheapest round-trip

Simpson BayBoston

SXM Simpson Bay Princess Juliana - BOS Boston Logan Intl

SXMBOS

Simpson Bay Princess Juliana

Sat 12/5

5:00 pm-11:59 pm

1 stop7h 59m

Boston Logan Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$187

Simpson BayBoston

SXM Simpson Bay Princess Juliana - BOS Boston Logan Intl

SXMBOS

Simpson Bay Princess Juliana

Sat 11/14

2:10 pm-12:46 am

1 stop11h 36m

Boston Logan Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$187

Simpson BayNew York

SXM Simpson Bay Princess Juliana - LGA New York LaGuardia

SXMLGA

Simpson Bay Princess Juliana

Sat 11/21

2:10 pm-9:09 am

1 stop19h 59m

New York LaGuardia

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$187

Simpson BaySanto Domingo

SXM Simpson Bay Princess Juliana - SDQ Santo Domingo Las Americas

SXMSDQ

Simpson Bay Princess Juliana

Wed 11/25

9:35 am-11:05 am

Nonstop1h 30m

Santo Domingo Las Americas

Wed 12/31

12:00 am-12:30 am

Nonstop0h 00m

$190

Simpson BayBoston

SXM Simpson Bay Princess Juliana - BOS Boston Logan Intl

SXMBOS

Simpson Bay Princess Juliana

Wed 12/9

4:05 pm-1:10 am

1 stop10h 05m

Boston Logan Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$193

Simpson BayNew York

SXM Simpson Bay Princess Juliana - LGA New York LaGuardia

SXMLGA

Simpson Bay Princess Juliana

Sat 12/12

5:00 pm-9:43 am

1 stop17h 43m

New York LaGuardia

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$197

Simpson BayNew York

SXM Simpson Bay Princess Juliana - JFK New York John F Kennedy Intl

SXMJFK

Simpson Bay Princess Juliana

Sat 2/20

4:05 pm-7:50 pm

Nonstop4h 45m

New York John F Kennedy Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$199

Simpson BaySan Juan

SXM Simpson Bay Princess Juliana - SJU San Juan Luis Munoz Marin Intl

SXMSJU

Simpson Bay Princess Juliana

Wed 12/30

9:35 am-1:50 pm

1 stop4h 15m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$202

Simpson BaySan Juan

SXM Simpson Bay Princess Juliana - SJU San Juan Luis Munoz Marin Intl

SXMSJU

Simpson Bay Princess Juliana

Wed 3/10

9:35 am-1:50 pm

1 stop4h 15m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$202

Simpson BayNew York

SXM Simpson Bay Princess Juliana - LGA New York LaGuardia

SXMLGA

Simpson Bay Princess Juliana

Wed 12/30

2:10 pm-6:15 pm

1 stop29h 05m

New York LaGuardia

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$204

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/22

Showing 1-10 of 60 resultsSorted by cheapest first

...

Best time to book a flight from St. Maarten

Have a flexible travel schedule? Discover the best time to fly from St. Maarten with our price prediction graph.

SXM-BOS

SXM-SDQ

SXM-SJU

SXM-FLL

SXM-JFK

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.

Travel insights for flights from St. Maarten

Get recent, data-driven insights about flights from St. Maarten including ideal travel times, pricing trends, and more.

SX0-MIA

SXM-BOS

SXM-SDQ

SXM-SJU

SXM-FLL

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

Currently, January is the cheapest month in which you can book a flight from St. Maarten (average of $330). Flying from St. Maarten in September will prove the most costly (average of $487). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

Which airlines fly from St. Maarten?

For flights departing from St. Maarten check dates and pricing for the following: American Airlines. This airline departs to the following popular destinations: Miami.

What is the cheapest place to fly to from St. Maarten?

The cheapest city to fly to from St. Maarten is Bridgetown Grantley Adams Intl, with prices starting at $145. Explore other affordable destinations below.

Bridgetown Grantley Adams Intl

From $145

Basseterre Robert Bradshaw Intl

From $160

Santo Domingo Las Americas

From $166

Saba Island Juancho E. Yrausquin

From $177

When is the best time to book a flight from St. Maarten?

To ensure you get the cheapest price possible for a flight from St. Maarten, you should look to book at least 68 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

Airline reviews for flights from St. Maarten

See what other customers who have flown with American Airlines from St. Maarten have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

American Airlines

7.0

Good

12,189 reviews

Reviews

1 / 20

6.0

Good

Charleen,May 2026

POS - MIA

If I had any other choice in getting to my destination, I would have used it

American Airlines

7.0

Good

12,189 reviews

American Airlines

7.0

Good

12,189 reviews

Reviews

1 / 20

6.0

Good

Charleen,May 2026

POS - MIA

If I had any other choice in getting to my destination, I would have used it

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Related info for your journey

What is the cheapest month to fly from St. Maarten?
January is currently the cheapest month to fly from St. Maarten. At this moment in time September is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.
Where are the cheapest places to fly to from St. Maarten?
Check out the cheapest flights from St. Maarten to embark to:
Fly from Simpson Bay to New York from $272 round trip
Fly from Simpson Bay to Miami from $367 round trip

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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 12/9. Fares are subject to change and may not be available on all flights or dates of travel.

Find flights from St. Maarten within your budget

Best time to book a flight from St. Maarten

Have a flexible travel schedule? Discover the best time to fly from St. Maarten with our price prediction graph.

Travel insights for flights from St. Maarten

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

Which airlines fly from St. Maarten?

For flights departing from St. Maarten check dates and pricing for the following: American Airlines. This airline departs to the following popular destinations: Miami.

What is the cheapest place to fly to from St. Maarten?

The cheapest city to fly to from St. Maarten is Bridgetown Grantley Adams Intl, with prices starting at $145. Explore other affordable destinations below.

When is the best time to book a flight from St. Maarten?

To ensure you get the cheapest price possible for a flight from St. Maarten, you should look to book at least 68 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

Airline reviews for flights from St. Maarten

See what other customers who have flown with American Airlines from St. Maarten have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Fly from Caribbean regions

Book your next flight out of one of these popular departure points located in Caribbean.

Popular international destinations from St. Maarten

The most popular international flight routes departing from St. Maarten we’ve come across at this time.

Popular Round-Trip Flight Destinations

Consider these popular destinations that Cheapflights users have chosen when departing from St. Maarten. Routes are based on user searches and were last updated on October 27, 2026.

Popular flight searches

Check out other popular destinations found by fellow travelers in 2026

Fly from St. Maarten cities

Consider departing from one of these cities also located in St. Maarten. Flight origins are based on user searches made on Cheapflights and were last updated on October 27, 2026.

Related info for your journey

What is the cheapest month to fly from St. Maarten?

Where are the cheapest places to fly to from St. Maarten?

100% Free

Book with Flexibility

Travel Smart

$183+ Cheap flights from 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 12/9. Fares are subject to change and may not be available on all flights or dates of travel.

Find flights from St. Maarten within your budget

Best time to book a flight from St. Maarten

Have a flexible travel schedule? Discover the best time to fly from St. Maarten with our price prediction graph.

Travel insights for flights from St. Maarten

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

Which airlines fly from St. Maarten?

For flights departing from St. Maarten check dates and pricing for the following: American Airlines. This airline departs to the following popular destinations: Miami.

What is the cheapest place to fly to from St. Maarten?

The cheapest city to fly to from St. Maarten is Bridgetown Grantley Adams Intl, with prices starting at $145. Explore other affordable destinations below.

When is the best time to book a flight from St. Maarten?

To ensure you get the cheapest price possible for a flight from St. Maarten, you should look to book at least 68 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

Airline reviews for flights from St. Maarten

See what other customers who have flown with American Airlines from St. Maarten have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Fly from Caribbean regions

Book your next flight out of one of these popular departure points located in Caribbean.

Popular international destinations from St. Maarten

The most popular international flight routes departing from St. Maarten we’ve come across at this time.

Popular Round-Trip Flight Destinations

Consider these popular destinations that Cheapflights users have chosen when departing from St. Maarten. Routes are based on user searches and were last updated on October 27, 2026.

Popular flight searches

Check out other popular destinations found by fellow travelers in 2026

Fly from St. Maarten cities

Consider departing from one of these cities also located in St. Maarten. Flight origins are based on user searches made on Cheapflights and were last updated on October 27, 2026.

Related info for your journey

What is the cheapest month to fly from St. Maarten?

Where are the cheapest places to fly to from St. Maarten?

100% Free

Book with Flexibility

Travel Smart