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Simpson Bay

$137+ Cheap flights from Simpson Bay

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 11/3. Fares are subject to change and may not be available on all flights or dates of travel.
SXM — MIA
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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What to know about flights from Simpson Bay

Discover essential information about flights departing from Simpson Bay, including flight schedules, destinations, airlines operating at the Simpson Bay airport, and any specific guidelines or requirements for travelers. Please note that the information is based on the most recent updates available. Data last updated October 29, 2025.

Cheapest one-way flight

$168

Cheapest round-trip flight

$185

Cheapest airline

Silver Airways

Most popular destination

New York John F Kennedy Intl (JFK)

Good round-trip deal

$245 or less

Good one-way deal

$141 or less
The cheapest one-way flight from Simpson Bay Princess Juliana is currently to Santo Domingo Las Americas.
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The cheapest round-trip flight from Simpson Bay Princess Juliana is currently to Fort Lauderdale.
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On average, Silver Airways currently has the cheapest one-way flight from Simpson Bay Princess Juliana (avg. price of $260).
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New York John F Kennedy Intl (JFK) is currently the most popular flight destination from Simpson Bay Princess Juliana (average round-trip price of $366).
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Price to beat on a round-trip flight from Simpson Bay Princess Juliana.
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Price to beat on a one-way flight from Simpson Bay Princess Juliana.
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Find flights from Simpson Bay

Cheapest flights from Simpson Bay
Explore the most affordable flight options available from Simpson Bay. Find the lowest fares based on data from user searches, with prices last updated on October 29, 2025.

This Expedia deal was found by Cheapflights users on 10/28. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/143:20 pmSXM - FLL
Nonstop3h 20mSpirit Airlines
Fri 11/2110:20 amFLL - SXM
Nonstop2h 55mSpirit Airlines
Deal found 10/28$220
This OneTravel deal was found by Cheapflights users on 10/28. 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 OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/283:20 pmSXM - FLL
Nonstop3h 20mSpirit Airlines
Mon 12/110:20 amFLL - SXM
Nonstop2h 55mSpirit Airlines
Deal found 10/28$231
This Cheapflightsfares deal was found by Cheapflights users on 10/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/143:20 pmSXM - FLL
Nonstop3h 20mSpirit Airlines
Sat 11/2210:20 amFLL - SXM
Nonstop2h 55mSpirit Airlines
Deal found 10/29$239
This Priceline deal was found by Cheapflights users on 10/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/133:20 pmSXM - FLL
Nonstop3h 20mSpirit Airlines
Sat 12/2010:17 amFLL - SXM
Nonstop2h 58mSpirit Airlines
Deal found 10/29$251
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Sat 12/203:20 pmSXM - FLL
Nonstop3h 20mMultiple Airlines
Sun 12/285:09 pmFLL - SXM
1 stop17h 19mMultiple Airlines
Deal found 10/28$257
This American Airlines deal was found by Cheapflights users on 10/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/225:33 pmSXM - MIA
Nonstop3h 37mAmerican Airlines
Wed 12/316:00 amMIA - SXM
1 stop7h 02mAmerican Airlines
Deal found 10/28$259
This OneTravel deal was found by Cheapflights users on 10/27. 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 OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/223:20 pmSXM - FLL
Nonstop3h 20mSpirit Airlines
Mon 12/110:20 amFLL - SXM
Nonstop2h 55mSpirit Airlines
Deal found 10/27$261
This Expedia deal was found by Cheapflights users on 10/28. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/1212:25 pmSXM - MIA
1 stop5h 30mArajet
Wed 4/152:09 pmMIA - SXM
1 stop5h 43mArajet
Deal found 10/28$267
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/63:20 pmSXM - EWR
1 stop7h 40mSpirit Airlines
Wed 12/105:46 amEWR - SXM
1 stop7h 29mSpirit Airlines
Deal found 10/28$272
This American Airlines deal was found by Cheapflights users on 10/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/125:24 pmSXM - MIA
Nonstop3h 31mAmerican Airlines
Mon 11/1710:11 amMIA - SXM
Nonstop3h 08mAmerican Airlines
Deal found 10/28$275
This American Airlines deal was found by Cheapflights users on 10/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/152:03 pmSXM - MIA
Nonstop3h 37mAmerican Airlines
Sun 1/258:46 amMIA - SXM
Nonstop3h 12mAmerican Airlines
Deal found 10/27$276
This American Airlines deal was found by Cheapflights users on 10/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/253:20 pmSXM - MIA
Nonstop3h 35mAmerican Airlines
Wed 1/78:29 pmMIA - SXM
1 stop16h 16mAmerican Airlines
Deal found 10/28$279

Find flights from Simpson Bay within your budget

 
Find flights departing from Simpson Bay that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on October 29, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Miami

Route

Depart

Return

Price

Simpson BayFort Lauderdale

SXM - FLL

SXMFLL

Simpson Bay Princess Juliana

Fri 11/14

3:20 pm-5:40 pm

Nonstop3h 20m

Fort Lauderdale

Mon 11/24

10:20 am-2:15 pm

Nonstop2h 55m

$220

Simpson BayFort Lauderdale

SXM - FLL

SXMFLL

Simpson Bay Princess Juliana

Fri 11/14

3:20 pm-5:40 pm

Nonstop3h 20m

Fort Lauderdale

Fri 11/21

10:20 am-2:15 pm

Nonstop2h 55m

$220

Simpson BayFort Lauderdale

SXM - FLL

SXMFLL

Simpson Bay Princess Juliana

Sat 11/15

3:20 pm-5:40 pm

Nonstop3h 20m

Fort Lauderdale

Sat 11/29

10:20 am-2:15 pm

Nonstop2h 55m

$231

Simpson BayFort Lauderdale

SXM - FLL

SXMFLL

Simpson Bay Princess Juliana

Fri 11/21

3:20 pm-5:40 pm

Nonstop3h 20m

Fort Lauderdale

Fri 11/28

10:20 am-2:15 pm

Nonstop2h 55m

$231

Simpson BayFort Lauderdale

SXM - FLL

SXMFLL

Simpson Bay Princess Juliana

Fri 11/28

3:20 pm-5:40 pm

Nonstop3h 20m

Fort Lauderdale

Mon 12/1

10:20 am-2:15 pm

Nonstop2h 55m

$231

Simpson BayFort Lauderdale

SXM - FLL

SXMFLL

Simpson Bay Princess Juliana

Fri 11/14

3:20 pm-5:40 pm

Nonstop3h 20m

Fort Lauderdale

Sat 11/22

10:20 am-2:15 pm

Nonstop2h 55m

$239

Simpson BayFort Lauderdale

SXM - FLL

SXMFLL

Simpson Bay Princess Juliana

Sat 12/20

3:20 pm-5:40 pm

Nonstop3h 20m

Fort Lauderdale

Sun 12/28

5:09 pm-11:28 am

1 stop17h 19m

$257

Simpson BayMiami

SXM - MIA

SXMMIA

Simpson Bay Princess Juliana

Fri 11/21

5:24 pm-7:55 pm

Nonstop3h 31m

Miami

Fri 11/28

12:15 pm-4:22 pm

Nonstop3h 07m

$275

Simpson BayMiami

SXM - MIA

SXMMIA

Simpson Bay Princess Juliana

Wed 11/12

2:51 pm-7:17 am

1 stop17h 26m

Miami

Mon 11/17

12:15 pm-4:22 pm

Nonstop3h 07m

$285

Simpson BayMiami

SXM - MIA

SXMMIA

Simpson Bay Princess Juliana

Thu 11/20

2:51 pm-10:25 pm

1 stop8h 34m

Miami

Sun 11/30

12:15 pm-4:22 pm

Nonstop3h 07m

$285

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 60 results
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Compare providers for flights from Simpson Bay

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Simpson Bay in October
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
AranGrantPrice Accuracy2 starsTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: Among all the travel providers offering deals on flights from Simpson Bay, Mytrip has been found to have the most accurate pricing. Users can find the same prices on deals on Cheapflights as Mytrip about >95% of the time. This is based on searches for flights from Simpson Bay made on Cheapflights over the past month and is updated monthly.
  • Most trusted provider: In terms of trustworthiness, Cheapflights users rate Mytrip the highest out of those offering flight deals from Simpson Bay. Mytrip has a user feedback rating of 3 out of 3 stars (3 being the best) and has received the most positive sentiment from Cheapflights users searching for flights from Simpson Bay. This info is gathered from Cheapflights searches over the past month.

Best time to book a flight from Simpson Bay

Have a flexible travel schedule? Discover the best time to fly from Simpson Bay 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.

Travel insights for flights from Simpson Bay

Get recent, data-driven insights about flights from Simpson Bay including ideal travel times, pricing trends, and more.

When is the best time to book a flight from Simpson Bay?

Use this chart to determine the optimal time to book a round-trip flight from Simpson Bay to Miami. Price data was last updated on October 24, 2025.

To ensure you get the cheapest price possible for a flight from Simpson Bay, you should look to book at least 44 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Simpson Bay?

Currently, December is the cheapest month in which you can book a flight from Simpson Bay (average of $165). Flying from Simpson Bay in January will prove the most costly (average of $299). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

Which airlines fly from Simpson Bay?

For flights departing from Simpson Bay check dates and pricing for the following: American Airlines, Spirit Airlines, Frontier, Delta. These airlines depart to the following popular destinations: Miami.

Winair
Winair
From $231
American Airlines
American Airlines
From $300
Copa Airlines
Copa Airlines
From $260
WestJet
WestJet
From $342

What are popular destinations to fly to from Simpson Bay?

Some of the most frequent flights departing from Simpson Bay everyday are: Gustavia (376 flights per day), Saba Island (41 flights per day), and Oranjestad (29 flights per day).

New York
New York
From $205
Miami
Miami
From $185
Willemstad Hato Int.
Willemstad Hato Int.
From $214
Fort Lauderdale
Fort Lauderdale
From $172

What is the cheapest place to fly to from Simpson Bay?

The cheapest city to fly to from Simpson Bay is Saba Island Juancho E. Yrausquin, with prices starting at $89. Explore other affordable destinations below.

Saba Island Juancho E. Yrausquin
Saba Island Juancho E. Yrausquin
From $89
Santo Domingo Las Americas
Santo Domingo Las Americas
From $158
Basseterre Robert Bradshaw Intl
Basseterre Robert Bradshaw Intl
From $165
San Juan Luis Munoz Marin Intl
San Juan Luis Munoz Marin Intl
From $167

Airline reviews for flights from Simpson Bay

Read reviews and ratings of airlines operating flights from Simpson Bay. Gain insights into the quality of service, in-flight amenities, customer experiences, and overall satisfaction to choose the best airline for your Simpson Bay travel. Please note that the reviews are sourced from user searches and were last updated on October 29, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
Read reviews from past customers who have flown Delta, American Airlines, and Spirit Airlines from Simpson Bay. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,994 reviews

Overall

7.9

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Mary,Oct 2025

AMS - PDX

It's specail being able to fly non-stop from Amsterdam all the way home to Portland, Oregon!
Delta
7.9
Good
7,994 reviews
Delta
7.9
Good
7,994 reviews

Overall

7.9

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Mary,Oct 2025

AMS - PDX

It's specail being able to fly non-stop from Amsterdam all the way home to Portland, Oregon!
American Airlines
7.2
Good
11,032 reviews
Delta
7.9
Good
7,994 reviews

Overall

7.9

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Mary,Oct 2025

AMS - PDX

It's specail being able to fly non-stop from Amsterdam all the way home to Portland, Oregon!
Spirit Airlines
6.3
Okay
8,114 reviews
Delta
7.9
Good
7,994 reviews

Overall

7.9

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Mary,Oct 2025

AMS - PDX

It's specail being able to fly non-stop from Amsterdam all the way home to Portland, Oregon!
Frontier
5.8
Fair
3,124 reviews
Delta
7.9
Good
7,994 reviews

Overall

7.9

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Mary,Oct 2025

AMS - PDX

It's specail being able to fly non-stop from Amsterdam all the way home to Portland, Oregon!

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Related info for your journey

Access useful and relevant information related to your journey from Simpson Bay. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated October 29, 2025.

  • What are the most popular destinations to fly to from Simpson Bay?

    This month, the top selected destinations from Simpson Bay are Miami, Willemstad, Roseau. Throughout the year, Miami, Gustavia, New York are some of the top choices made by users flying from Simpson Bay.

  • What is the cheapest flight from Simpson Bay to anywhere?

    Users have flown out of Simpson Bay for as low as $89 to Saba Island (prices may vary depending on the airline and departure time). On average, users have booked flights for $419 to fly from Simpson Bay.

  • What are the cheapest airlines flying from Simpson Bay to anywhere?

    Over the past few days, we've found that Frontier, Spirit Airlines, and Arajet have the cheapest prices from Simpson Bay. Frontier flights from Simpson Bay to Orlando ($120), Spirit Airlines flights from Simpson Bay to Atlanta Hartsfield-Jackson ($132), and Arajet flights from Simpson Bay to Medellín Jose Maria Cordova Intl ($136).

  • What is the cheapest premium economy flight from Simpson Bay?

    Options for some of the cheapest premium economy flights from Simpson Bay we have found on Cheapflights are as follows:
    Fly from Simpson Bay Princess Juliana to Paris Orly Airport starting at $1,353
    Fly from Simpson Bay Princess Juliana to Paris Charles de Gaulle Airport starting at $1,455
    Fly from Simpson Bay Princess Juliana to New York John F Kennedy Intl Airport starting at $3,167
    Fly from Simpson Bay Princess Juliana to Montreal Pierre Elliott Trudeau Intl Airport starting at $3,516

  • What is the cheapest first class flight from Simpson Bay?

    If you’re looking for a cheap first-class flight from Simpson Bay, consider Fort Lauderdale. Prices start at $718 so you can fly first-class even on a budget.

  • What is the cheapest month to fly from Simpson Bay?

    December is currently the cheapest month to fly from Simpson Bay. At this moment in time January is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

  • Where are the cheapest places to fly to from Simpson Bay?

    Check out the cheapest flights from Simpson Bay to embark to:
    Fly from Simpson Bay to Miami from $267 round trip

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