HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Simpson Bay

$84+ 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 4/4. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SXM
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Caribbean Islands to Simpson Bay with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 January 29, 2026.

This Mytrip deal was found by Cheapflights users on 1/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/3011:40 am
SJU
-
SXM
Nonstop1h 05m
Contour
Tue 2/31:45 pm
SXM
-
SJU
Nonstop1h 05m
Contour
Deal found 1/28$236
This Mytrip deal was found by Cheapflights users on 1/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/3011:40 am
SJU
-
SXM
Nonstop1h 05m
Contour
Sun 2/11:45 pm
SXM
-
SJU
Nonstop1h 05m
Contour
Deal found 1/27$237
This Booking.com deal was found by Cheapflights users on 1/27. 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.
Thu 2/198:58 am
SDQ
-
SXM
Nonstop1h 27m
Multiple Airlines
Sun 2/2211:30 am
SXM
-
SDQ
Nonstop1h 30m
Multiple Airlines
Deal found 1/27$243
This Priceline deal was found by Cheapflights users on 1/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/294:00 pm
SBH
-
SXM
Nonstop0h 15m
FlexFlight
Fri 1/3011:30 am
SXM
-
SBH
Nonstop0h 15m
FlexFlight
Deal found 1/28$247
This FlightHub deal was found by Cheapflights users on 1/27. 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.
Fri 1/3011:40 am
SJU
-
SXM
Nonstop1h 05m
Contour
Fri 2/61:45 pm
SXM
-
SJU
Nonstop1h 05m
Contour
Deal found 1/27$254
This Booking.com deal was found by Cheapflights users on 1/27. 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.
Fri 1/3011:40 am
SJU
-
SXM
Nonstop1h 05m
Multiple Airlines
Sun 2/111:30 am
SXM
-
SJU
1 stop5h 09m
Multiple Airlines
Deal found 1/27$266
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/16:14 pm
SJU
-
SXM
1 stop17h 10m
Multiple Airlines
Tue 2/31:45 pm
SXM
-
SJU
Nonstop1h 05m
Multiple Airlines
Deal found 1/28$280
This Expedia deal was found by Cheapflights users on 1/29. 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.
Sun 2/85:15 pm
SBH
-
SXM
Nonstop0h 15m
Multiple Airlines
Wed 2/1110:00 am
SXM
-
SBH
Nonstop0h 15m
Multiple Airlines
Deal found 1/29$280
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 3/176:14 pm
SJU
-
SXM
1 stop17h 08m
Multiple Airlines
Sun 3/2211:30 am
SXM
-
SJU
1 stop5h 09m
Multiple Airlines
Deal found 1/27$296
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 3/156:14 pm
SJU
-
SXM
1 stop17h 08m
Multiple Airlines
Sun 3/2211:30 am
SXM
-
SJU
1 stop5h 09m
Multiple Airlines
Deal found 1/27$297
This Booking.com deal was found by Cheapflights users on 1/28. 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.
Sun 2/158:58 am
SDQ
-
SXM
Nonstop1h 27m
Multiple Airlines
Thu 2/1911:30 am
SXM
-
SDQ
Nonstop1h 30m
Multiple Airlines
Deal found 1/28$300
This Booking.com deal was found by Cheapflights users on 1/27. 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.
Wed 2/43:20 pm
SJU
-
SXM
1 stop19h 05m
Arajet
Wed 2/119:35 am
SXM
-
SJU
1 stop4h 15m
Arajet
Deal found 1/27$301

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 January 29, 2026.

Round-trip from

$243
(Booking.com)

One-way from

$84
(Expedia)
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 January 29, 2026.
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

Sun 2/8

5:15 pm-5:30 pm

Nonstop0h 15m

Simpson Bay Princess Juliana

Wed 2/11

10:00 am-10:15 am

Nonstop0h 15m

$280

Santo DomingoSimpson Bay

SDQ - SXM

SDQSXM

Santo Domingo Las Americas

Thu 2/12

8:58 am-10:25 am

Nonstop1h 27m

Simpson Bay Princess Juliana

Sun 2/15

11:30 am-1:00 pm

Nonstop1h 30m

$313

San JuanSimpson Bay

SJU - SXM

SJUSXM

San Juan Luis Munoz Marin Intl

Sun 5/3

11:40 am-12:45 pm

Nonstop1h 05m

Simpson Bay Princess Juliana

Sun 5/10

1:45 pm-2:50 pm

Nonstop1h 05m

$316

San JuanSimpson Bay

SJU - SXM

SJUSXM

San Juan Luis Munoz Marin Intl

Fri 4/10

11:40 am-12:45 pm

Nonstop1h 05m

Simpson Bay Princess Juliana

Tue 4/14

1:45 pm-2:50 pm

Nonstop1h 05m

$316

San JuanSimpson Bay

SJU - SXM

SJUSXM

San Juan Luis Munoz Marin Intl

Tue 5/5

11:40 am-12:45 pm

Nonstop1h 05m

Simpson Bay Princess Juliana

Sun 5/10

1:45 pm-2:50 pm

Nonstop1h 05m

$316

San JuanSimpson Bay

SJU - SXM

SJUSXM

San Juan Luis Munoz Marin Intl

Fri 4/10

11:40 am-12:45 pm

Nonstop1h 05m

Simpson Bay Princess Juliana

Fri 4/17

1:45 pm-2:50 pm

Nonstop1h 05m

$336

San JuanSimpson Bay

SJU - SXM

SJUSXM

San Juan Luis Munoz Marin Intl

Fri 7/24

11:40 am-12:45 pm

Nonstop1h 05m

Simpson Bay Princess Juliana

Sun 7/26

1:45 pm-2:50 pm

Nonstop1h 05m

$339

Road TownSimpson Bay

EIS - SXM

EISSXM

Road Town Beef Island

Sat 5/2

1:45 pm-2:25 pm

Nonstop0h 40m

Simpson Bay Princess Juliana

Sat 5/9

10:20 am-11:05 am

Nonstop0h 45m

$342

San JuanSimpson Bay

SJU - SXM

SJUSXM

San Juan Luis Munoz Marin Intl

Fri 7/24

11:40 am-12:45 pm

Nonstop1h 05m

Simpson Bay Princess Juliana

Sun 7/26

12:25 pm-4:39 pm

1 stop4h 14m

$345

San JuanSimpson Bay

SJU - SXM

SJUSXM

San Juan Luis Munoz Marin Intl

Fri 2/13

3:18 pm-2:15 pm

2 stops22h 57m

Simpson Bay Princess Juliana

Sun 2/15

1:45 pm-2:50 pm

Nonstop1h 05m

$352

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 60 results
1
2
3
...
6

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 $86). Flying from Caribbean Islands to Simpson Bay in December is currently the most expensive (average of $233). 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 January 29, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Caribbean Islands to Simpson Bay as you normally would.

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 January 29, 2026.
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
7.9
Good
213 reviews

Overall

7.9

Food

6.7

Boarding

7.9

Comfort

7.8

Crew

8.3

Entertainment

6.6

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
Caribbean Airlines
7.9
Good
213 reviews
Caribbean Airlines
7.9
Good
213 reviews

Overall

7.9

Food

6.7

Boarding

7.9

Comfort

7.8

Crew

8.3

Entertainment

6.6

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
Copa Airlines
7.5
Good
1,560 reviews
Caribbean Airlines
7.9
Good
213 reviews

Overall

7.9

Food

6.7

Boarding

7.9

Comfort

7.8

Crew

8.3

Entertainment

6.6

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 Contour, Winair, and Sunrise Airways fly from Caribbean Islands to Simpson Bay in about 30m. The time it takes to get you to your destination can typically vary by up to 21h 15m. Caribbean Islands and Simpson Bay are separated by a distance of 57 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 Basseterre Robert Bradshaw Intl - Simpson Bay Princess Juliana. You may also consider Kingston Norman Manley - 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 $262, our data indicates the cheapest price to be $58. The most popular route (Basseterre Robert Bradshaw Intl - Simpson Bay Princess Juliana), is priced around $240.

  • 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 $86). Flying from Caribbean Islands to Simpson Bay in December is currently the most expensive (average of $233). 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

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.

Alternative routes for Caribbean Islands to Simpson Bay

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Simpson Bay flights
Newark to Simpson Bay flights
LaGuardia to Simpson Bay flights
Boston to Simpson Bay flights
Atlanta to Simpson Bay flights
Dulles Intl to Simpson Bay flights
Philadelphia to Simpson Bay flights
Miami to Simpson Bay flights
Reagan-National to Simpson Bay flights
O'Hare Intl to Simpson Bay flights
Baltimore to Simpson Bay flights
Fort Lauderdale to Simpson Bay flights
Los Angeles to Simpson Bay flights
Dallas/Fort Worth to Simpson Bay flights
Charlotte to Simpson Bay flights
Detroit to Simpson Bay flights
Raleigh to Simpson Bay flights
Tampa to Simpson Bay flights
Orlando to Simpson Bay flights
Hobby to Simpson Bay flights
Hartford to Simpson Bay flights
Minneapolis to Simpson Bay flights
Norfolk to Simpson Bay flights
George Bush Intcntl to Simpson Bay flights
New Orleans to Simpson Bay flights
Austin to Simpson Bay flights
Midway to Simpson Bay flights
Indianapolis to Simpson Bay flights
Cleveland to Simpson Bay flights
Seattle to Simpson Bay flights
Pearson Intl to Simpson Bay flights
Atlantic City to Simpson Bay flights
West Palm Beach to Simpson Bay flights
Richmond to Simpson Bay flights
Pittsburgh to Simpson Bay flights
Denver to Simpson Bay flights
Des Moines to Simpson Bay flights
St. Louis to Simpson Bay flights
Buffalo to Simpson Bay flights
Love Field to Simpson Bay flights
Providence to Simpson Bay flights
Grand Rapids to Simpson Bay flights
Jacksonville to Simpson Bay flights
Cincinnati to Simpson Bay flights
Salt Lake City to Simpson Bay flights
Sky Harbor Intl to Simpson Bay flights
Charleston to Simpson Bay flights
Memphis to Simpson Bay flights
White Plains to Simpson Bay flights
Rochester to Simpson Bay flights

Top 7 airlines flying from Caribbean Islands to Simpson Bay

Discover the top 7 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$96Average$176FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$135Average$227FlexibilityNo cancel feeOn-time62%
ContourCheapest$212Average$324FlexibilityNo cancel feeOn-timeN/A
Silver AirwaysCheapest$241Average$368FlexibilityNo cancel feeOn-timeN/A
ArajetCheapest$265Average$313FlexibilityNo cancel feeOn-timeN/A
WinairCheapest$376Average$500FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$428Average$895FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.