HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Simpson Bay

$80+ 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 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SXM
Aug 26 — Sep 21
Tue 8/26
Tue 9/2
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

Keep the following information in mind while searching for Caribbean Islands to Simpson Bay flight deals. Data was last updated August 21, 2025.

Round-trip from

$228
(Expedia)

One-way from

$80
(Travelocity)
From Caribbean Islands to Simpson Bay Princess Juliana
Search Deals
One-way flight from Caribbean Islands to Simpson Bay Princess Juliana
Search Deals

Find 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 August 21, 2025.

This Expedia deal was found by Cheapflights users on 8/21. 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 11/53:20 pmSJU - SXM
1 stop4h 32mArajet
Sun 11/912:25 pmSXM - SJU
1 stop4h 14mArajet
Deal found 8/21$228
This FlightHub deal was found by Cheapflights users on 8/21. 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 11/123:20 pmSJU - SXM
1 stop4h 32mArajet
Sun 11/1612:25 pmSXM - SJU
1 stop4h 14mArajet
Deal found 8/21$236
This Copa Airlines deal was found by Cheapflights users on 8/20. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/115:50 pmSJU - SXM
1 stop17h 36mCopa Airlines
Sun 9/1412:25 pmSXM - SJU
1 stop9h 56mCopa Airlines
Deal found 8/20$244
This Copa Airlines deal was found by Cheapflights users on 8/21. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/66:17 pmSDQ - SXM
1 stop17h 09mCopa Airlines
Wed 9/1012:25 pmSXM - SDQ
1 stop14h 11mCopa Airlines
Deal found 8/21$262
This SmartFares deal was found by Cheapflights users on 8/21. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/304:15 pmSBH - SXM
Nonstop0h 15mWinair
Tue 9/29:00 amSXM - SBH
Nonstop0h 15mWinair
Deal found 8/21$280
This Booking.com deal was found by Cheapflights users on 8/21. 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 10/226:45 amSDQ - SXM
Nonstop1h 27mArajet
Wed 10/298:57 pmSXM - SDQ
Nonstop1h 30mArajet
Deal found 8/21$281
This CheapOair deal was found by Cheapflights users on 8/21. 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.
Fri 12/129:45 amSKB - SXM
Nonstop0h 30mSunrise Airways
Mon 12/153:30 pmSXM - SKB
Nonstop0h 30mSunrise Airways
Deal found 8/21$313
This Mytrip deal was found by Cheapflights users on 8/21. 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.
Thu 8/282:10 pmSKB - SXM
Nonstop0h 30mMultiple Airlines
Thu 9/44:15 pmSXM - SKB
1 stop18h 40mMultiple Airlines
Deal found 8/21$316
This CheapOair deal was found by Cheapflights users on 8/21. 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.
Sat 8/302:55 pmSKB - SXM
Nonstop0h 30mMultiple Airlines
Thu 9/45:00 pmSXM - SKB
Nonstop0h 30mMultiple Airlines
Deal found 8/21$323
This Booking.com deal was found by Cheapflights users on 8/20. 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 9/144:50 pmSKB - SXM
2 stops3h 20mMultiple Airlines
Mon 9/153:30 pmSXM - SKB
Nonstop0h 30mMultiple Airlines
Deal found 8/20$329
This Booking.com deal was found by Cheapflights users on 8/19. 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 8/316:00 pmSKB - SXM
1 stop2h 20mMultiple Airlines
Sun 9/282:25 pmSXM - SKB
Nonstop0h 30mMultiple Airlines
Deal found 8/19$331
This Booking.com deal was found by Cheapflights users on 8/20. 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 9/149:45 amSKB - SXM
Nonstop0h 30mSunrise Airways
Sun 9/142:25 pmSXM - SKB
Nonstop0h 30mSunrise Airways
Deal found 8/20$333

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 August 21, 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

San JuanSimpson Bay

SJU - SXM

SJUSXM

San Juan Luis Munoz Marin Intl

Wed 11/5

3:20 pm-7:52 pm

1 stop4h 32m

Simpson Bay Princess Juliana

Sun 11/9

12:25 pm-4:39 pm

1 stop4h 14m

$228

San JuanSimpson Bay

SJU - SXM

SJUSXM

San Juan Luis Munoz Marin Intl

Wed 11/12

3:20 pm-7:52 pm

1 stop4h 32m

Simpson Bay Princess Juliana

Sun 11/16

12:25 pm-4:39 pm

1 stop4h 14m

$236

San JuanSimpson Bay

SJU - SXM

SJUSXM

San Juan Luis Munoz Marin Intl

Thu 9/11

5:50 pm-11:26 am

1 stop17h 36m

Simpson Bay Princess Juliana

Sun 9/14

12:25 pm-10:21 pm

1 stop9h 56m

$244

Santo DomingoSimpson Bay

SDQ - SXM

SDQSXM

Santo Domingo Las Americas

Sat 9/6

6:17 pm-11:26 am

1 stop17h 09m

Simpson Bay Princess Juliana

Wed 9/10

12:25 pm-2:36 am

1 stop14h 11m

$262

Santo DomingoSimpson Bay

SDQ - SXM

SDQSXM

Santo Domingo Las Americas

Wed 10/22

6:45 am-8:12 am

Nonstop1h 27m

Simpson Bay Princess Juliana

Wed 10/29

8:57 pm-10:27 pm

Nonstop1h 30m

$281

BasseterreSimpson Bay

SKB - SXM

SKBSXM

Basseterre Robert Bradshaw Intl

Mon 10/6

2:10 pm-2:40 pm

Nonstop0h 30m

Simpson Bay Princess Juliana

Mon 10/20

3:30 pm-4:00 pm

Nonstop0h 30m

$313

BasseterreSimpson Bay

SKB - SXM

SKBSXM

Basseterre Robert Bradshaw Intl

Fri 12/12

9:45 am-10:15 am

Nonstop0h 30m

Simpson Bay Princess Juliana

Mon 12/15

3:30 pm-4:00 pm

Nonstop0h 30m

$313

BasseterreSimpson Bay

SKB - SXM

SKBSXM

Basseterre Robert Bradshaw Intl

Sun 8/31

9:45 am-10:15 am

Nonstop0h 30m

Simpson Bay Princess Juliana

Sun 9/28

2:25 pm-2:55 pm

Nonstop0h 30m

$313

BasseterreSimpson Bay

SKB - SXM

SKBSXM

Basseterre Robert Bradshaw Intl

Mon 10/6

2:10 pm-2:40 pm

Nonstop0h 30m

Simpson Bay Princess Juliana

Mon 10/20

5:00 pm-12:45 pm

1 stop19h 45m

$316

BasseterreSimpson Bay

SKB - SXM

SKBSXM

Basseterre Robert Bradshaw Intl

Tue 10/7

2:30 pm-3:00 pm

Nonstop0h 30m

Simpson Bay Princess Juliana

Sun 10/19

5:00 pm-5:30 pm

Nonstop0h 30m

$320

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/20

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, September is the cheapest month in which you can book a flight from Caribbean Islands to Simpson Bay (average of $459). Flying from Caribbean Islands to Simpson Bay in March is currently the most expensive (average of $654). 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 August 21, 2025.

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 August 21, 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
8.1
Very good
171 reviews

Boarding

8.1

Crew

8.4

Overall

8.1

Food

6.8

Comfort

7.9

Entertainment

6.7

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.
Caribbean Airlines
8.1
Very good
171 reviews
Caribbean Airlines
8.1
Very good
171 reviews

Boarding

8.1

Crew

8.4

Overall

8.1

Food

6.8

Comfort

7.9

Entertainment

6.7

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.
Copa Airlines
7.5
Good
1,512 reviews
Caribbean Airlines
8.1
Very good
171 reviews

Boarding

8.1

Crew

8.4

Overall

8.1

Food

6.8

Comfort

7.9

Entertainment

6.7

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.

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 Arajet, Copa Airlines, 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 17h 06m. 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?

    $80 is the cheapest one-way deal found within the past few days, from Arajet. You may also be able to find cheap deals on Copa Airlines and Winair, with prices starting from $88 and $107, 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 San Juan Luis Munoz Marin 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 $146, our data indicates the cheapest price to be $88. 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, September is the cheapest month in which you can book a flight from Caribbean Islands to Simpson Bay (average of $459). Flying from Caribbean Islands to Simpson Bay in March is currently the most expensive (average of $654). 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.
Newark to Simpson Bay flights
John F Kennedy Intl 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
Reagan-National to Simpson Bay flights
Miami to Simpson Bay flights
Baltimore to Simpson Bay flights
Philadelphia to Simpson Bay flights
O'Hare Intl to Simpson Bay flights
Fort Lauderdale to Simpson Bay flights
Dallas/Fort Worth to Simpson Bay flights
Charlotte to Simpson Bay flights
Los Angeles to Simpson Bay flights
Orlando to Simpson Bay flights
Hobby to Simpson Bay flights
Tampa to Simpson Bay flights
San Francisco to Simpson Bay flights
Providence to Simpson Bay flights
Denver to Simpson Bay flights
Detroit to Simpson Bay flights
St. Louis to Simpson Bay flights
Minneapolis to Simpson Bay flights
Columbus to Simpson Bay flights
Indianapolis to Simpson Bay flights
Raleigh to Simpson Bay flights
Cincinnati to Simpson Bay flights
Syracuse to Simpson Bay flights
George Bush Intcntl to Simpson Bay flights
Richmond to Simpson Bay flights
Sky Harbor Intl to Simpson Bay flights
Seattle to Simpson Bay flights
Midway to Simpson Bay flights
Hartford to Simpson Bay flights
Austin to Simpson Bay flights
Cleveland to Simpson Bay flights
Omaha to Simpson Bay flights
Pierre Elliott Trudeau Intl to Simpson Bay flights
Pearson Intl to Simpson Bay flights
Albany to Simpson Bay flights
White Plains to Simpson Bay flights
Love Field to Simpson Bay flights
Kansas City to Simpson Bay flights
Pittsburgh to Simpson Bay flights
Ontario to Simpson Bay flights
Jackson to Simpson Bay flights
Grand Rapids to Simpson Bay flights
West Palm Beach to Simpson Bay flights
Rochester to Simpson Bay flights

Top 5 airlines flying from Caribbean Islands to Simpson Bay

Discover the top 5 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 August 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$96Average$170FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$117Average$292FlexibilityNo cancel feeOn-time62%
ArajetCheapest$200Average$275FlexibilityNo cancel feeOn-timeN/A
Silver AirwaysCheapest$226Average$349FlexibilityNo cancel feeOn-timeN/A
WinairCheapest$378Average$494FlexibilityNo cancel feeOn-timeN/A

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.