HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Simpson Bay

$63+ 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 4/8. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SXM
Nov 13 — Nov 201
Thu 11/13
Thu 11/20
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.

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 October 14, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/13. 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.
Tue 12/26:11 pmSJU - SXM
1 stop17h 17mMultiple Airlines
Sun 12/1411:30 amSXM - SJU
1 stop5h 09mMultiple Airlines
Deal found 10/13$258
This Expedia deal was found by Cheapflights users on 10/12. 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 12/317:03 amSDQ - SXM
Nonstop1h 27mArajet
Wed 1/79:35 amSXM - SDQ
Nonstop1h 30mArajet
Deal found 10/12$263
This Orbitz deal was found by Cheapflights users on 10/12. 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.
Wed 11/56:25 pmSDQ - SXM
Nonstop1h 27mArajet
Wed 11/128:57 pmSXM - SDQ
Nonstop1h 30mArajet
Deal found 10/12$268
This Travelocity deal was found by Cheapflights users on 10/12. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/308:58 amSDQ - SXM
Nonstop1h 27mArajet
Thu 11/611:30 amSXM - SDQ
Nonstop1h 30mArajet
Deal found 10/12$270
This Orbitz deal was found by Cheapflights users on 10/13. 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.
Wed 10/296:25 pmSDQ - SXM
Nonstop1h 27mArajet
Wed 11/58:57 pmSXM - SDQ
Nonstop1h 30mArajet
Deal found 10/13$275
This Expedia deal was found by Cheapflights users on 10/12. 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.
Thu 11/68:58 amSDQ - SXM
Nonstop1h 27mArajet
Thu 11/1311:30 amSXM - SDQ
Nonstop1h 30mArajet
Deal found 10/12$276
This Orbitz deal was found by Cheapflights users on 10/12. 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.
Wed 10/226:45 amSDQ - SXM
Nonstop1h 27mArajet
Wed 10/298:57 pmSXM - SDQ
Nonstop1h 30mArajet
Deal found 10/12$279
This Orbitz deal was found by Cheapflights users on 10/12. 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.
Wed 11/126:25 pmSDQ - SXM
Nonstop1h 27mArajet
Wed 11/198:57 pmSXM - SDQ
Nonstop1h 30mArajet
Deal found 10/12$282
This SmartFares deal was found by Cheapflights users on 10/14. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/234:15 pmSBH - SXM
Nonstop0h 15mWinair
Thu 10/309:00 amSXM - SBH
Nonstop0h 15mWinair
Deal found 10/14$284
This Orbitz deal was found by Cheapflights users on 10/12. 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.
Thu 11/138:58 amSDQ - SXM
Nonstop1h 27mArajet
Thu 11/2011:30 amSXM - SDQ
Nonstop1h 30mArajet
Deal found 10/12$287
This Travelocity deal was found by Cheapflights users on 10/12. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/218:58 amSDQ - SXM
Nonstop1h 27mArajet
Sun 12/2811:30 amSXM - SDQ
Nonstop1h 30mArajet
Deal found 10/12$293
This SmartFares deal was found by Cheapflights users on 10/14. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2811:40 amSJU - SXM
Nonstop1h 05mContour
Fri 12/51:45 pmSXM - SJU
Nonstop1h 05mContour
Deal found 10/14$293

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 October 14, 2025.

Round-trip from

$214
(Orbitz)

One-way from

$63
(Kiwi.com)
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 October 14, 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

Santo DomingoSimpson Bay

SDQ - SXM

SDQSXM

Santo Domingo Las Americas

Sun 2/15

8:58 am-10:25 am

Nonstop1h 27m

Simpson Bay Princess Juliana

Sun 2/22

11:30 am-1:00 pm

Nonstop1h 30m

$246

Santo DomingoSimpson Bay

SDQ - SXM

SDQSXM

Santo Domingo Las Americas

Wed 4/8

6:25 pm-7:52 pm

Nonstop1h 27m

Simpson Bay Princess Juliana

Wed 4/15

8:57 pm-10:27 pm

Nonstop1h 30m

$270

San JuanSimpson Bay

SJU - SXM

SJUSXM

San Juan Luis Munoz Marin Intl

Tue 12/2

6:11 pm-11:28 am

1 stop17h 17m

Simpson Bay Princess Juliana

Sun 12/14

1:45 pm-2:50 pm

Nonstop1h 05m

$273

GustaviaSimpson Bay

SBH - SXM

SBHSXM

Gustavia St Barthelemy

Thu 1/22

4:20 pm-4:35 pm

Nonstop0h 15m

Simpson Bay Princess Juliana

Sun 1/25

11:00 am-11:15 am

Nonstop0h 15m

$284

GustaviaSimpson Bay

SBH - SXM

SBHSXM

Gustavia St Barthelemy

Sun 11/2

4:20 pm-4:35 pm

Nonstop0h 15m

Simpson Bay Princess Juliana

Sat 11/8

11:05 am-11:20 am

Nonstop0h 15m

$298

Santo DomingoSimpson Bay

SDQ - SXM

SDQSXM

Santo Domingo Las Americas

Sun 3/29

9:53 am-11:20 am

Nonstop1h 27m

Simpson Bay Princess Juliana

Sun 4/5

12:25 pm-1:55 pm

Nonstop1h 30m

$302

BasseterreSimpson Bay

SKB - SXM

SKBSXM

Basseterre Robert Bradshaw Intl

Mon 12/15

2:10 pm-2:40 pm

Nonstop0h 30m

Simpson Bay Princess Juliana

Sat 12/20

4:15 pm-4:45 pm

Nonstop0h 30m

$306

BasseterreSimpson Bay

SKB - SXM

SKBSXM

Basseterre Robert Bradshaw Intl

Fri 11/28

9:45 am-10:15 am

Nonstop0h 30m

Simpson Bay Princess Juliana

Mon 12/1

3:30 pm-4:00 pm

Nonstop0h 30m

$306

San JuanSimpson Bay

SJU - SXM

SJUSXM

San Juan Luis Munoz Marin Intl

Fri 12/5

11:40 am-12:45 pm

Nonstop1h 05m

Simpson Bay Princess Juliana

Sun 12/7

11:30 am-4:39 pm

1 stop5h 09m

$312

San JuanSimpson Bay

SJU - SXM

SJUSXM

San Juan Luis Munoz Marin Intl

Tue 12/2

11:40 am-12:45 pm

Nonstop1h 05m

Simpson Bay Princess Juliana

Sun 12/14

1:45 pm-2:50 pm

Nonstop1h 05m

$313

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/13

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 $76). 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 October 14, 2025.

It’s optimal to fly from Caribbean Islands to Simpson Bay in the afternoon. By choosing this option you can save up to 42% 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 October 14, 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
187 reviews

Comfort

7.8

Entertainment

6.7

Food

6.8

Boarding

8.1

Crew

8.4

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Boy,Sep 2025

POS - YYZ

The pasta need to be cut out and some more local dishes need to be serve .
Caribbean Airlines
8.1
Very good
187 reviews
Caribbean Airlines
8.1
Very good
187 reviews

Comfort

7.8

Entertainment

6.7

Food

6.8

Boarding

8.1

Crew

8.4

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Boy,Sep 2025

POS - YYZ

The pasta need to be cut out and some more local dishes need to be serve .
Copa Airlines
7.6
Good
1,548 reviews
Caribbean Airlines
8.1
Very good
187 reviews

Comfort

7.8

Entertainment

6.7

Food

6.8

Boarding

8.1

Crew

8.4

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Boy,Sep 2025

POS - YYZ

The pasta need to be cut out and some more local dishes need to be serve .

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, Winair, and Sunrise Airways fly from Caribbean Islands to Simpson Bay in about 15m. The time it takes to get you to your destination is usually consistent. Caribbean Islands and Simpson Bay are separated by a distance of 20 mi. Most flights are nonstop.

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

    $72 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 $110, 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.

  • 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 $76). 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

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
Dulles Intl to Simpson Bay flights
Atlanta to Simpson Bay flights
Miami to Simpson Bay flights
O'Hare Intl to Simpson Bay flights
Reagan-National to Simpson Bay flights
Baltimore to Simpson Bay flights
Philadelphia to Simpson Bay flights
Charlotte to Simpson Bay flights
Hobby to Simpson Bay flights
Tampa to Simpson Bay flights
Los Angeles to Simpson Bay flights
Midway to Simpson Bay flights
Pearson Intl to Simpson Bay flights
Fort Lauderdale to Simpson Bay flights
George Bush Intcntl to Simpson Bay flights
Dallas/Fort Worth to Simpson Bay flights
Denver to Simpson Bay flights
San Francisco to Simpson Bay flights
Detroit to Simpson Bay flights
Richmond to Simpson Bay flights
Orlando to Simpson Bay flights
Raleigh to Simpson Bay flights
St. Louis to Simpson Bay flights
Cincinnati to Simpson Bay flights
Cleveland to Simpson Bay flights
Minneapolis to Simpson Bay flights
Indianapolis to Simpson Bay flights
Hartford to Simpson Bay flights
Milwaukee to Simpson Bay flights
Seattle to Simpson Bay flights
Pierre Elliott Trudeau Intl to Simpson Bay flights
Columbus to Simpson Bay flights
Syracuse to Simpson Bay flights
Sky Harbor Intl to Simpson Bay flights
West Palm Beach to Simpson Bay flights
Omaha to Simpson Bay flights
Des Moines to Simpson Bay flights
Rochester to Simpson Bay flights
Wilmington to Simpson Bay flights
Kansas City to Simpson Bay flights
Providence to Simpson Bay flights
Norfolk to Simpson Bay flights
Charleston to Simpson Bay flights
Ontario to Simpson Bay flights
White Plains to Simpson Bay flights
Madison 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 October 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$96Average$172FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$117Average$292FlexibilityNo cancel feeOn-time62%
ArajetCheapest$200Average$276FlexibilityNo cancel feeOn-timeN/A
Silver AirwaysCheapest$226Average$350FlexibilityNo cancel feeOn-timeN/A
WinairCheapest$377Average$491FlexibilityNo 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.