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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 7/22. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SXM
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Round-trip from

$222
(CheapOair)

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 May 1, 2025.

This CheapOair deal was found by Cheapflights users on 5/1. 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.
Wed 5/286:45 amSDQ - SXM
Nonstop1h 27mArajet
Sun 6/19:14 amSXM - SDQ
Nonstop1h 30mArajet
Deal found 5/1$222
This Copa Airlines deal was found by Cheapflights users on 4/30. 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 6/55:46 pmSJU - SXM
1 stop17h 37mCopa Airlines
Wed 6/1812:21 pmSXM - SJU
1 stop9h 59mCopa Airlines
Deal found 4/30$230
This Frontier deal was found by Cheapflights users on 4/30. 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.
Sat 6/284:18 pmSJU - SXM
Nonstop0h 58mFrontier
Sat 7/56:26 pmSXM - SJU
Nonstop1h 03mFrontier
Deal found 4/30$244
This CheapOair deal was found by Cheapflights users on 4/30. 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.
Thu 8/2810:10 amSJU - SXM
Nonstop1h 10mSilver Airways
Tue 9/211:55 amSXM - SJU
Nonstop1h 10mSilver Airways
Deal found 4/30$258
This Expedia deal was found by Cheapflights users on 4/30. 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.
Sat 12/204:30 pmSBH - SXM
Nonstop0h 15mWinair
Sat 1/310:10 amSXM - SBH
Nonstop0h 15mWinair
Deal found 4/30$283
This Mytrip deal was found by Cheapflights users on 4/30. 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 5/912:05 pmEIS - SXM
1 stop2h 25mWinair
Tue 5/134:15 pmSXM - EIS
2 stops3h 05mWinair
Deal found 4/30$369
This Trip.com deal was found by Cheapflights users on 4/30. 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.
Fri 8/11:24 pmSDQ - SXM
1 stop3h 52mMultiple Airlines
Sun 8/109:14 amSXM - SDQ
Nonstop1h 30mMultiple Airlines
Deal found 4/30$387
This CheapOair deal was found by Cheapflights users on 4/30. 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.
Thu 8/2810:10 amSJU - SXM
Nonstop1h 10mMultiple Airlines
Sun 8/319:14 amSXM - SJU
1 stop9h 25mMultiple Airlines
Deal found 4/30$403
This Expedia deal was found by Cheapflights users on 4/30. 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.
Mon 8/188:15 amSKB - SXM
Nonstop0h 30mMultiple Airlines
Mon 8/254:45 pmSXM - SKB
1 stop2h 00mMultiple Airlines
Deal found 4/30$410
This CheapOair deal was found by Cheapflights users on 4/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/317:05 pmSKB - SXM
Nonstop0h 30mWinair
Tue 6/39:05 amSXM - SKB
Nonstop0h 35mWinair
Deal found 4/29$427
This CheapOair deal was found by Cheapflights users on 4/30. 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 5/912:05 pmEIS - SXM
1 stop2h 25mMultiple Airlines
Tue 5/136:45 pmSXM - EIS
3 stops16h 55mMultiple Airlines
Deal found 4/30$457
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/308:12 pmSJU - SXM
1 stop17h 48mSpirit Airlines
Mon 6/23:05 pmSXM - SJU
2 stops20h 26mSpirit Airlines
Deal found 4/29$467

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 May 1, 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

Wed 5/28

6:45 am-8:12 am

Nonstop1h 27m

Simpson Bay Princess Juliana

Sun 6/1

9:14 am-10:44 am

Nonstop1h 30m

$222

San JuanSimpson Bay

SJU - SXM

SJUSXM

San Juan Luis Munoz Marin Intl

Thu 6/5

5:46 pm-11:23 am

1 stop17h 37m

Simpson Bay Princess Juliana

Wed 6/18

12:21 pm-10:20 pm

1 stop9h 59m

$230

San JuanSimpson Bay

SJU - SXM

SJUSXM

San Juan Luis Munoz Marin Intl

Sat 6/28

4:18 pm-5:16 pm

Nonstop0h 58m

Simpson Bay Princess Juliana

Sat 7/5

6:26 pm-7:29 pm

Nonstop1h 03m

$244

San JuanSimpson Bay

SJU - SXM

SJUSXM

San Juan Luis Munoz Marin Intl

Thu 8/28

10:10 am-11:20 am

Nonstop1h 10m

Simpson Bay Princess Juliana

Tue 9/2

11:55 am-1:05 pm

Nonstop1h 10m

$258

GustaviaSimpson Bay

SBH - SXM

SBHSXM

Gustavia St Barthelemy

Wed 5/21

5:25 pm-5:40 pm

Nonstop0h 15m

Simpson Bay Princess Juliana

Sun 6/1

10:10 am-10:25 am

Nonstop0h 15m

$321

Road TownSimpson Bay

EIS - SXM

EISSXM

Road Town Beef Island

Fri 6/6

12:05 pm-2:30 pm

1 stop2h 25m

Simpson Bay Princess Juliana

Mon 6/9

4:45 pm-7:20 pm

2 stops26h 35m

$370

Santo DomingoSimpson Bay

SDQ - SXM

SDQSXM

Santo Domingo Las Americas

Fri 8/1

1:24 pm-5:16 pm

1 stop3h 52m

Simpson Bay Princess Juliana

Sun 8/10

9:14 am-10:44 am

Nonstop1h 30m

$387

San JuanSimpson Bay

SJU - SXM

SJUSXM

San Juan Luis Munoz Marin Intl

Thu 8/28

10:10 am-11:20 am

Nonstop1h 10m

Simpson Bay Princess Juliana

Sun 8/31

9:14 am-6:39 pm

1 stop9h 25m

$403

BasseterreSimpson Bay

SKB - SXM

SKBSXM

Basseterre Robert Bradshaw Intl

Mon 8/18

8:15 am-8:45 am

Nonstop0h 30m

Simpson Bay Princess Juliana

Mon 8/25

4:45 pm-6:45 pm

1 stop2h 00m

$410

BasseterreSimpson Bay

SKB - SXM

SKBSXM

Basseterre Robert Bradshaw Intl

Sat 5/31

7:05 pm-7:35 pm

Nonstop0h 30m

Simpson Bay Princess Juliana

Tue 6/3

9:05 am-9:40 am

Nonstop0h 35m

$427

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 42 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 July is currently the most expensive (average of $669). 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 May 1, 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 May 1, 2025.
Peruse reviews from past customers who have flown with Caribbean Airlines, Copa Airlines and United 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
151 reviews

Boarding

8.2

Comfort

7.9

Overall

8.2

Entertainment

6.8

Food

6.8

Crew

8.5

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
151 reviews
Caribbean Airlines
8.2
Very good
151 reviews

Boarding

8.2

Comfort

7.9

Overall

8.2

Entertainment

6.8

Food

6.8

Crew

8.5

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
1,415 reviews
Caribbean Airlines
8.2
Very good
151 reviews

Boarding

8.2

Comfort

7.9

Overall

8.2

Entertainment

6.8

Food

6.8

Crew

8.5

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
8,696 reviews
Caribbean Airlines
8.2
Very good
151 reviews

Boarding

8.2

Comfort

7.9

Overall

8.2

Entertainment

6.8

Food

6.8

Crew

8.5

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
2,923 reviews
Caribbean Airlines
8.2
Very good
151 reviews

Boarding

8.2

Comfort

7.9

Overall

8.2

Entertainment

6.8

Food

6.8

Crew

8.5

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
American Airlines
7.2
Good
10,000 reviews
Caribbean Airlines
8.2
Very good
151 reviews

Boarding

8.2

Comfort

7.9

Overall

8.2

Entertainment

6.8

Food

6.8

Crew

8.5

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 Silver Airways and Frontier, with prices starting from $87 and $88, 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 Kingston Norman Manley - Simpson Bay Princess Juliana.

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

    Consider JetBlue (89%), Silver Airways (89%) or United Airlines (89%) 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 $201, our data indicates the cheapest price to be $98. The most popular route (San Juan Luis Munoz Marin Intl - Simpson Bay Princess Juliana), is priced around $244.

  • 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 July is currently the most expensive (average of $669). 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

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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 8 airlines flying from Caribbean Islands to Simpson Bay

Discover the top 8 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$96Average$135FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$112Average$192FlexibilityNo cancel feeOn-time62%
Silver AirwaysCheapest$180Average$313FlexibilityNo cancel feeOn-timeN/A
ArajetCheapest$200Average$276FlexibilityNo cancel feeOn-timeN/A
Air FranceCheapest$205Average$247FlexibilityNo cancel feeOn-time77%
American AirlinesCheapest$477Average$549FlexibilityNo cancel feeOn-time71%
WinairCheapest$542Average$585FlexibilityNo cancel feeOn-timeN/A
Caribbean AirlinesCheapest$555Average$578FlexibilityNo cancel feeOn-timeN/A

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