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Simpson Bay

$81+ 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 7/15. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SXM
Jun 21 — Jun 281
Sat 6/21
Sat 6/28
1 adult, Economy
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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 June 16, 2025.

Round-trip from

$138
(Frontier)

One-way from

$81
(Copa Airlines)
From Caribbean Islands to Simpson Bay Princess Juliana
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One-way flight from Caribbean Islands to Simpson Bay Princess Juliana
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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 June 16, 2025.

This Frontier deal was found by Cheapflights users on 6/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/74:18 pmSJU - SXM
Nonstop1h 03mFrontier
Fri 7/116:26 pmSXM - SJU
Nonstop1h 03mFrontier
Deal found 6/14$138
This Kiwi.com deal was found by Cheapflights users on 6/14. 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.
Thu 6/195:46 pmSJU - SXM
1 stop17h 37mMultiple Airlines
Mon 6/236:26 pmSXM - SJU
Nonstop1h 04mMultiple Airlines
Deal found 6/14$282
This CheapOair deal was found by Cheapflights users on 6/14. 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.
Sun 9/149:30 amSKB - SXM
Nonstop0h 30mSunrise Airways
Sat 9/202:00 pmSXM - SKB
1 stop19h 00mSunrise Airways
Deal found 6/14$353
This CheapOair deal was found by Cheapflights users on 6/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/189:30 amSKB - SXM
Nonstop0h 30mMultiple Airlines
Mon 7/215:15 pmSXM - SKB
Nonstop0h 30mMultiple Airlines
Deal found 6/15$356
This Trip.com deal was found by Cheapflights users on 6/16. 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.
Wed 7/1611:35 amEIS - SXM
1 stop21h 30mWinair
Wed 7/235:00 pmSXM - EIS
1 stop25h 35mWinair
Deal found 6/16$358
This Travelocity deal was found by Cheapflights users on 6/14. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/186:45 amSDQ - SXM
Nonstop1h 27mMultiple Airlines
Fri 7/46:26 pmSXM - SDQ
1 stop22h 59mMultiple Airlines
Deal found 6/14$387
This KAYAK deal was found by Cheapflights users on 6/14. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/164:50 pmSKB - SXM
2 stops3h 20mWinair
Thu 6/194:15 pmSXM - SKB
1 stop1h 45mWinair
Deal found 6/14$389
This Travelocity deal was found by Cheapflights users on 6/14. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/186:45 amSDQ - SXM
Nonstop1h 27mArajet
Fri 7/49:17 amSXM - SDQ
Nonstop1h 30mArajet
Deal found 6/14$392
This CheapOair deal was found by Cheapflights users on 6/14. 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.
Mon 7/143:55 pmEIS - SXM
Nonstop0h 40mHahn Air
Fri 7/1810:10 amSXM - EIS
Nonstop0h 40mHahn Air
Deal found 6/14$409
This CheapOair deal was found by Cheapflights users on 6/16. 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 7/59:50 amEIS - SXM
Nonstop0h 40mMultiple Airlines
Mon 7/75:00 pmSXM - EIS
1 stop25h 35mMultiple Airlines
Deal found 6/16$426
This Mytrip deal was found by Cheapflights users on 6/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1710:14 pmSJU - SXM
1 stop15h 46mSpirit Airlines
Sat 7/193:05 pmSXM - SJU
2 stops20h 27mSpirit Airlines
Deal found 6/14$437
This CheapOair deal was found by Cheapflights users on 6/14. 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.
Sat 11/225:54 pmSJU - SXM
1 stop17h 26mHahn Air
Sun 11/3012:25 pmSXM - SJU
1 stop4h 14mHahn Air
Deal found 6/14$475

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 June 16, 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

Mon 7/7

4:18 pm-5:21 pm

Nonstop1h 03m

Simpson Bay Princess Juliana

Fri 7/11

6:26 pm-7:29 pm

Nonstop1h 03m

$138

San JuanSimpson Bay

SJU - SXM

SJUSXM

San Juan Luis Munoz Marin Intl

Sun 7/6

11:03 am-7:30 pm

1 stop8h 27m

Simpson Bay Princess Juliana

Fri 7/11

6:26 pm-7:29 pm

Nonstop1h 03m

$312

BasseterreSimpson Bay

SKB - SXM

SKBSXM

Basseterre Robert Bradshaw Intl

Sun 9/14

9:30 am-10:00 am

Nonstop0h 30m

Simpson Bay Princess Juliana

Sat 9/20

2:00 pm-9:00 am

1 stop19h 00m

$353

BasseterreSimpson Bay

SKB - SXM

SKBSXM

Basseterre Robert Bradshaw Intl

Fri 7/18

9:30 am-10:00 am

Nonstop0h 30m

Simpson Bay Princess Juliana

Mon 7/21

5:15 pm-5:45 pm

Nonstop0h 30m

$356

Road TownSimpson Bay

EIS - SXM

EISSXM

Road Town Beef Island

Wed 7/16

11:35 am-9:05 am

1 stop21h 30m

Simpson Bay Princess Juliana

Wed 7/23

5:00 pm-6:35 pm

1 stop25h 35m

$358

BasseterreSimpson Bay

SKB - SXM

SKBSXM

Basseterre Robert Bradshaw Intl

Fri 12/12

9:55 am-10:25 am

Nonstop0h 30m

Simpson Bay Princess Juliana

Mon 12/15

3:50 pm-4:20 pm

Nonstop0h 30m

$402

Road TownSimpson Bay

EIS - SXM

EISSXM

Road Town Beef Island

Mon 7/14

3:55 pm-4:35 pm

Nonstop0h 40m

Simpson Bay Princess Juliana

Fri 7/18

10:10 am-10:50 am

Nonstop0h 40m

$409

Road TownSimpson Bay

EIS - SXM

EISSXM

Road Town Beef Island

Sat 7/5

9:50 am-10:30 am

Nonstop0h 40m

Simpson Bay Princess Juliana

Mon 7/7

5:00 pm-6:35 pm

1 stop25h 35m

$426

San JuanSimpson Bay

SJU - SXM

SJUSXM

San Juan Luis Munoz Marin Intl

Thu 7/17

10:14 pm-2:00 pm

1 stop15h 46m

Simpson Bay Princess Juliana

Sat 7/19

3:05 pm-11:32 am

2 stops20h 27m

$437

San JuanSimpson Bay

SJU - SXM

SJUSXM

San Juan Luis Munoz Marin Intl

Sat 11/22

5:54 pm-11:20 am

1 stop17h 26m

Simpson Bay Princess Juliana

Sun 11/30

12:25 pm-4:39 pm

1 stop4h 14m

$475

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/14

Showing 1-10 of 50 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, 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 $657). 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 June 16, 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 June 16, 2025.
Peruse reviews from past customers who have flown with Caribbean Airlines, Delta and Copa Airlines from Caribbean Islands to Simpson Bay to help guide your decision. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Caribbean Airlines
8.2
Very good
158 reviews

Crew

8.5

Entertainment

6.7

Comfort

7.9

Food

6.8

Overall

8.2

Boarding

8.2

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Caribbean Airlines
8.2
Very good
158 reviews
Caribbean Airlines
8.2
Very good
158 reviews

Crew

8.5

Entertainment

6.7

Comfort

7.9

Food

6.8

Overall

8.2

Boarding

8.2

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Delta
8.0
Very good
7,963 reviews
Caribbean Airlines
8.2
Very good
158 reviews

Crew

8.5

Entertainment

6.7

Comfort

7.9

Food

6.8

Overall

8.2

Boarding

8.2

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Copa Airlines
7.5
Good
1,452 reviews
Caribbean Airlines
8.2
Very good
158 reviews

Crew

8.5

Entertainment

6.7

Comfort

7.9

Food

6.8

Overall

8.2

Boarding

8.2

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
United Airlines
7.4
Good
8,801 reviews
Caribbean Airlines
8.2
Very good
158 reviews

Crew

8.5

Entertainment

6.7

Comfort

7.9

Food

6.8

Overall

8.2

Boarding

8.2

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
JetBlue
7.3
Good
2,922 reviews
Caribbean Airlines
8.2
Very good
158 reviews

Crew

8.5

Entertainment

6.7

Comfort

7.9

Food

6.8

Overall

8.2

Boarding

8.2

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.

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.

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

    $81 is the cheapest one-way deal found within the past few days, from Copa Airlines. You may also be able to find cheap deals on Frontier and Winair, with prices starting from $85 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 San Juan Luis Munoz Marin Intl - Simpson Bay Princess Juliana. You may also consider Basseterre Robert Bradshaw Intl - Simpson Bay Princess Juliana or Montego Bay Sangster Intl - Simpson Bay Princess Juliana.

  • What are the most reliable airlines from Caribbean Islands to Simpson Bay?

    Consider JetBlue (92%), Silver Airways (92%) or United Airlines (92%) when booking your flight. These represent the most reliable airlines when flying from Caribbean Islands to Simpson Bay.

  • 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 $159, our data indicates the cheapest price to be $34. The most popular route (San Juan Luis Munoz Marin Intl - Simpson Bay Princess Juliana), is priced around $234.

  • 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 $657). 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.

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Alternative routes for Caribbean Islands to Simpson Bay

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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 June 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$96Average$143FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$117Average$198FlexibilityNo cancel feeOn-time62%
Silver AirwaysCheapest$180Average$320FlexibilityNo cancel feeOn-timeN/A
ArajetCheapest$200Average$276FlexibilityNo cancel feeOn-timeN/A
WinairCheapest$542Average$581FlexibilityNo cancel feeOn-timeN/A
Caribbean AirlinesCheapest$558Average$581FlexibilityNo cancel feeOn-timeN/A

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