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Simpson Bay

$88+ Cheap flights from Caribbean Islands 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 3/12. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SXM
ene. 14 — ene. 211
mié. 1/14
mié. 1/21
1 adult, Economy
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Cheap flight deals from Caribbean Islands to Simpson Bay

Cheapest flights from Caribbean Islands to Simpson Bay
Explore the most affordable flight options available from Caribbean Islands to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on diciembre 15, 2025.

This Booking.com deal was found by Cheapflights users on 12/15. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/317:03 amSDQ - SXM
Nonstop1h 27mMultiple Airlines
mié. 1/79:35 amSXM - SDQ
Nonstop1h 30mMultiple Airlines
Deal found 12/15$246
This Orbitz deal was found by Cheapflights users on 12/13. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/317:03 amSDQ - SXM
Nonstop1h 27mArajet
mié. 1/79:35 amSXM - SDQ
Nonstop1h 30mArajet
Deal found 12/13$266
This Kiwi.com deal was found by Cheapflights users on 12/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/247:03 amSDQ - SXM
Nonstop1h 27mArajet
mié. 12/319:35 amSXM - SDQ
Nonstop1h 30mArajet
Deal found 12/13$291
This Kiwi.com deal was found by Cheapflights users on 12/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/247:03 amSDQ - SXM
Nonstop1h 27mMultiple Airlines
mié. 12/3112:24 pmSXM - SDQ
1 stop24h 45mMultiple Airlines
Deal found 12/13$315
This Contour deal was found by Cheapflights users on 12/14. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/2611:40 amSJU - SXM
Nonstop1h 05mContour
mar. 12/301:45 pmSXM - SJU
Nonstop1h 05mContour
Deal found 12/14$315
This Booking.com deal was found by Cheapflights users on 12/15. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/258:58 amSDQ - SXM
Nonstop1h 27mMultiple Airlines
jue. 1/111:30 amSXM - SDQ
Nonstop1h 30mMultiple Airlines
Deal found 12/15$318
This Kiwi.com deal was found by Cheapflights users on 12/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/196:00 amSJU - SXM
1 stop8h 15mMultiple Airlines
dom. 12/211:45 pmSXM - SJU
Nonstop1h 05mMultiple Airlines
Deal found 12/14$319
This Trip.com deal was found by Cheapflights users on 12/13. 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.
jue. 12/258:58 amSDQ - SXM
Nonstop1h 27mArajet
jue. 1/111:30 amSXM - SDQ
Nonstop1h 30mArajet
Deal found 12/13$328
This Kiwi.com deal was found by Cheapflights users on 12/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/196:00 amSJU - SXM
1 stop8h 15mMultiple Airlines
mié. 12/2412:24 pmSXM - SJU
1 stop10h 01mMultiple Airlines
Deal found 12/14$334
This CheapOair deal was found by Cheapflights users on 12/14. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/3112:30 pmSKB - SXM
Nonstop0h 30mSunrise Airways
vie. 1/23:30 pmSXM - SKB
Nonstop0h 30mSunrise Airways
Deal found 12/14$335
This Kiwi.com deal was found by Cheapflights users on 12/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/2412:30 pmSKB - SXM
Nonstop0h 30mSunrise Airways
vie. 1/23:30 pmSXM - SKB
Nonstop0h 30mSunrise Airways
Deal found 12/13$337
This Winair deal was found by Cheapflights users on 12/14. 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 Winair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/267:50 pmEIS - SXM
Nonstop0h 45mWinair
mar. 12/306:50 pmSXM - EIS
Nonstop0h 45mWinair
Deal found 12/14$366

Find flight deals from Caribbean Islands to Simpson Bay

Keep the following information in mind while searching for Caribbean Islands to Simpson Bay flight deals. Data was last updated diciembre 15, 2025.

Round-trip from

$223
(Mytrip)

One-way from

$88
(Copa Airlines)
From Caribbean Islands to Simpson Bay Princess Juliana
Search Deals
One-way flight from Caribbean Islands to Simpson Bay Princess Juliana
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean Islands 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 diciembre 15, 2025.
Use the filters below to find and compare flights from Caribbean Islands to Simpson Bay that are best for you.

Fly from

Caribbean Islands

Fly to

Simpson Bay

Route

Depart

Return

Price

GustaviaSimpson Bay

SBH - SXM

SBHSXM

Gustavia St Barthelemy

vie. 4/10

9:30 am-9:45 am

Nonstop0h 15m

Simpson Bay Princess Juliana

mar. 4/14

10:00 am-10:15 am

Nonstop0h 15m

$239

GustaviaSimpson Bay

SBH - SXM

SBHSXM

Gustavia St Barthelemy

jue. 2/19

4:00 pm-4:15 pm

Nonstop0h 15m

Simpson Bay Princess Juliana

dom. 2/22

10:00 am-10:15 am

Nonstop0h 15m

$240

Santo DomingoSimpson Bay

SDQ - SXM

SDQSXM

Santo Domingo Las Americas

mié. 3/18

7:03 am-8:30 am

Nonstop1h 27m

Simpson Bay Princess Juliana

mié. 3/25

9:35 am-11:05 am

Nonstop1h 30m

$245

Santo DomingoSimpson Bay

SDQ - SXM

SDQSXM

Santo Domingo Las Americas

dom. 3/1

8:58 am-10:25 am

Nonstop1h 27m

Simpson Bay Princess Juliana

dom. 3/8

11:30 am-1:00 pm

Nonstop1h 30m

$246

Santo DomingoSimpson Bay

SDQ - SXM

SDQSXM

Santo Domingo Las Americas

mié. 2/25

7:03 am-8:30 am

Nonstop1h 27m

Simpson Bay Princess Juliana

mié. 3/4

9:35 am-11:05 am

Nonstop1h 30m

$246

Santo DomingoSimpson Bay

SDQ - SXM

SDQSXM

Santo Domingo Las Americas

jue. 2/26

8:58 am-10:25 am

Nonstop1h 27m

Simpson Bay Princess Juliana

jue. 3/5

11:30 am-1:00 pm

Nonstop1h 30m

$246

Santo DomingoSimpson Bay

SDQ - SXM

SDQSXM

Santo Domingo Las Americas

jue. 5/14

9:53 am-11:20 am

Nonstop1h 27m

Simpson Bay Princess Juliana

jue. 5/21

12:25 pm-1:55 pm

Nonstop1h 30m

$254

GustaviaSimpson Bay

SBH - SXM

SBHSXM

Gustavia St Barthelemy

lun. 1/19

5:20 pm-5:35 pm

Nonstop0h 15m

Simpson Bay Princess Juliana

jue. 1/22

11:30 am-11:45 am

Nonstop0h 15m

$257

San JuanSimpson Bay

SJU - SXM

SJUSXM

San Juan Luis Munoz Marin Intl

mar. 1/27

6:14 pm-11:24 am

1 stop17h 10m

Simpson Bay Princess Juliana

mar. 2/3

1:45 pm-2:50 pm

Nonstop1h 05m

$273

San JuanSimpson Bay

SJU - SXM

SJUSXM

San Juan Luis Munoz Marin Intl

mar. 3/17

6:14 pm-11:22 am

1 stop17h 08m

Simpson Bay Princess Juliana

lun. 3/23

12:25 pm-10:29 pm

1 stop10h 04m

$276

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/13

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

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

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

Currently, January is the cheapest month in which you can book a flight from Caribbean Islands to Simpson Bay (average of $79). Flying from Caribbean Islands to Simpson Bay in September is currently the most expensive (average of $220). 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 EPX to SXM?

Find hourly flight availability from Caribbean Islands 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 diciembre 15, 2025.

It’s optimal to fly from Caribbean Islands to Simpson Bay in the afternoon. By choosing this option you can save up to 40% on the cost of your flight, compared to a flight in the evening.

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 diciembre 15, 2025.
See what other customers who have flown with Caribbean Airlines and Copa Airlines from Caribbean Islands to Simpson Bay have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Caribbean Airlines
8.0
Very good
209 reviews

Boarding

8.0

Food

6.8

Comfort

7.8

Overall

8.0

Entertainment

6.6

Crew

8.4

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
Caribbean Airlines
8.0
Very good
209 reviews
Caribbean Airlines
8.0
Very good
209 reviews

Boarding

8.0

Food

6.8

Comfort

7.8

Overall

8.0

Entertainment

6.6

Crew

8.4

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
Copa Airlines
7.6
Good
1,556 reviews
Caribbean Airlines
8.0
Very good
209 reviews

Boarding

8.0

Food

6.8

Comfort

7.8

Overall

8.0

Entertainment

6.6

Crew

8.4

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

Related info for your journey

Find useful and relevant information for your journey from Caribbean Islands 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 Caribbean Islands?

    If you book a flight to Simpson Bay from Caribbean Islands, you will be flying to Princess Juliana, which is the city’s only airport. Simpson Bay Princess Juliana (SXM) is located 0.5 mi from the center of Simpson Bay.

  • How long is the flight from Caribbean Islands to Simpson Bay?

    Airlines like FlexFlight, Arajet, and Copa Airlines fly from Caribbean Islands to Simpson Bay in about 15m. The time it takes to get you to your destination can typically vary by up to 16h 53m. Caribbean Islands and Simpson Bay are separated by a distance of 20 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Caribbean Islands to Simpson Bay one-way?

    $14 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Copa Airlines and Anguilla Air Services, with prices starting from $63 and $65, respectively.

  • What are the most popular routes from Caribbean Islands to Simpson Bay?

    The most popular route from Caribbean Islands to Simpson Bay is San Juan Luis Munoz Marin Intl - Simpson Bay Princess Juliana. You may also consider Basseterre Robert Bradshaw Intl - Simpson Bay Princess Juliana or Santo Domingo Las Americas - Simpson Bay Princess Juliana.

  • What are the cheapest flights from Caribbean Islands to Simpson Bay?

    Looking for the cheapest flight from Caribbean Islands to Simpson Bay? While on average our users pay $457, our data indicates the cheapest price to be $212. The most popular route (San Juan Luis Munoz Marin Intl - Simpson Bay Princess Juliana), is priced around $218.

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

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

  • How can I find direct flights from Caribbean Islands to Simpson Bay?

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

  • Can I find deals for business class flights from Caribbean Islands to Simpson Bay?

    Yes. Cheapflights offers flight deals from Caribbean Islands 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 Caribbean Islands to Simpson Bay?

    Currently, January is the cheapest month in which you can book a flight from Caribbean Islands to Simpson Bay (average of $79). Flying from Caribbean Islands to Simpson Bay in September is currently the most expensive (average of $220). 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 Caribbean Islands to Simpson Bay

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Caribbean Islands to Simpson Bay

Discover the top 6 airlines that operate flights from Caribbean Islands 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 diciembre 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$96Average$174FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$117Average$227FlexibilityNo cancel feeOn-time62%
ContourCheapest$212Average$439FlexibilityNo cancel feeOn-timeN/A
ArajetCheapest$225Average$297FlexibilityNo cancel feeOn-timeN/A
Silver AirwaysCheapest$241Average$363FlexibilityNo cancel feeOn-timeN/A
WinairCheapest$377Average$500FlexibilityNo cancel feeOn-timeN/A

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