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Simpson Bay

$183+ Cheap flights from Simpson Bay

SXM — JFK
Nov 25 — Dec 21
Wed 11/25
Wed 12/2
1 adult, Economy
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Find flights from Simpson Bay within your budget

 

Fly to

Route

Depart

Return

Price

Cheapest round-trip

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 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 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 10/24

Showing 1-10 of 60 resultsSorted by cheapest first
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Compare providers for flights from Simpson Bay

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Simpson Bay in October
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
Super.comPrice Accuracy-Trust Score*3 stars
CheapflightsfaresPrice Accuracy2 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: Among all the travel providers offering deals on flights from Simpson Bay, FlightHub has been found to have the most accurate pricing. Users can find the same prices on deals on Cheapflights as FlightHub about >95% of the time. This is based on searches for flights from Simpson Bay made on Cheapflights over the past month and is updated monthly.
  • Most trusted provider: In terms of trustworthiness, Cheapflights users rate FlightHub the highest out of those offering flight deals from Simpson Bay. FlightHub has a user feedback rating of 3 out of 3 stars (3 being the best) and has received the most positive sentiment from Cheapflights users searching for flights from Simpson Bay. This info is gathered from Cheapflights searches over the past month.

Best time to book a flight from Simpson Bay

Have a flexible travel schedule? Discover the best time to fly from Simpson Bay with our price prediction graph.
Estimated round-trip price

Travel insights for flights from Simpson Bay

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

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

Currently, January is the cheapest month in which you can book a flight from Simpson Bay (average of $302). Flying from Simpson Bay in August will prove the most costly (average of $585). 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 Simpson Bay?

For flights departing from Simpson Bay check dates and pricing for the following: JetBlue, Delta, American Airlines. These airlines depart to the following popular destinations: New York.

Winair
Winair
From $181
American Airlines
American Airlines
From $272
JetBlue
JetBlue
From $104
Copa Airlines
Copa Airlines
From $292

What are popular destinations to fly to from Simpson Bay?

Some of the most frequent flights departing from Simpson Bay everyday are: Gustavia (124 flights per day), Oranjestad (13 flights per day), and Miami (9 flights per day).

New York
New York
From $186
Miami
Miami
From $216
Santo Domingo Las Americas
Santo Domingo Las Americas
From $166
Panama City Tocumen Intl
Panama City Tocumen Intl
From $238

What is the cheapest place to fly to from Simpson Bay?

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

Bridgetown Grantley Adams Intl
Bridgetown Grantley Adams Intl
From $145
Basseterre Robert Bradshaw Intl
Basseterre Robert Bradshaw Intl
From $160
Santo Domingo Las Americas
Santo Domingo Las Americas
From $166
Saba Island Juancho E. Yrausquin
Saba Island Juancho E. Yrausquin
From $177

When is the best time to book a flight from Simpson Bay?

To ensure you get the cheapest price possible for a flight from Simpson Bay, you should look to book at least 41 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 Simpson Bay

Read reviews from past customers who have flown Delta,JetBlue, andAmerican Airlines from Simpson Bay. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.8
Good
8,676 reviews

Boarding

8.1

Crew

8.5

Food

7.2

Entertainment

7.8

Comfort

7.8

Overall

7.8

Reviews

1 / 20
10.0
Excellent

Sally,Oct 2025

ATH - JFK

Only negative outcome of this trip was 3 hour delay, but everything else was fine.
Delta
7.8
Good
8,676 reviews
Delta
7.8
Good
8,676 reviews

Boarding

8.1

Crew

8.5

Food

7.2

Entertainment

7.8

Comfort

7.8

Overall

7.8

Reviews

1 / 20
10.0
Excellent

Sally,Oct 2025

ATH - JFK

Only negative outcome of this trip was 3 hour delay, but everything else was fine.
JetBlue
7.1
Good
3,066 reviews
Delta
7.8
Good
8,676 reviews

Boarding

8.1

Crew

8.5

Food

7.2

Entertainment

7.8

Comfort

7.8

Overall

7.8

Reviews

1 / 20
10.0
Excellent

Sally,Oct 2025

ATH - JFK

Only negative outcome of this trip was 3 hour delay, but everything else was fine.
American Airlines
7.0
Good
12,186 reviews
Delta
7.8
Good
8,676 reviews

Boarding

8.1

Crew

8.5

Food

7.2

Entertainment

7.8

Comfort

7.8

Overall

7.8

Reviews

1 / 20
10.0
Excellent

Sally,Oct 2025

ATH - JFK

Only negative outcome of this trip was 3 hour delay, but everything else was fine.

Browse thousands of different options on Cheapflights for your next trip

Popular international destinations from Simpson Bay

Flights from Simpson Bay to Miami
Flights from Simpson Bay to Fort Lauderdale

Related info for your journey

  • What are the most popular destinations to fly to from Simpson Bay?

    This month, the top selected destinations from Simpson Bay are Miami, Panama City, Roseau. Throughout the year, Miami, Gustavia, Santo Domingo are some of the top choices made by users flying from Simpson Bay.

  • What is the cheapest flight from Simpson Bay to anywhere?

    Users have flown out of Simpson Bay for as low as $145 to Bridgetown (prices may vary depending on the airline and departure time). On average, users have booked flights for $487 to fly from Simpson Bay.

  • What are the cheapest airlines flying from Simpson Bay to anywhere?

    Over the past few days, we've found that JetBlue, FlexFlight, and Winair have the cheapest prices from Simpson Bay. JetBlue flights from Simpson Bay to Atlanta Hartsfield-Jackson ($104), FlexFlight flights from Simpson Bay to Gustavia St Barthelemy ($137), and Winair flights from Simpson Bay to St. John's V.C. Bird Intl ($181).

  • What is the cheapest premium economy flight from Simpson Bay?

    Options for some of the cheapest premium economy flights from Simpson Bay we have found on Cheapflights are as follows:
    Fly from Simpson Bay Princess Juliana to St. John's, Saint John starting at $422
    Fly from Simpson Bay Princess Juliana to Bridgetown starting at $632
    Fly from Simpson Bay Princess Juliana to Fort Lauderdale starting at $870
    Fly from Simpson Bay Princess Juliana to New York John F Kennedy Intl Airport starting at $1,217

  • What is the cheapest first class flight from Simpson Bay?

    If you’re looking for a cheap first-class flight from Simpson Bay, consider Gustavia. Prices start at $671 so you can fly first-class even on a budget.

  • What is the cheapest month to fly from Simpson Bay?

    January is currently the cheapest month to fly from Simpson Bay. At this moment in time August 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 Simpson Bay?

    Check out the cheapest flights from Simpson Bay to embark to:
    Fly from Simpson Bay to New York from $294 round trip
    Fly from Simpson Bay to Miami from $356 round trip

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