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Simpson Bay

$71+ Cheap flights from Orlando (MCO) 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 2/17. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — SXM
Feb 15 — Feb 221
Sun 2/15
Sun 2/22
1 adult, Economy
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Cheap flight deals from Orlando to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Orlando (MCO) to Simpson Bay (SXM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 16, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$220
(Cheapflightsfares)

One-way from

$71
(Kiwi.com)

Popular in

December

Cheapest in

June

Average price

$599

Good round-trip deal

$602 or less
Provider with most accurate pricing for Orlando-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for Orlando-Simpson Bay Princess Juliana flights.
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From Orlando to Simpson Bay Princess Juliana
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One-way flight from Orlando to Simpson Bay Princess Juliana
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Highest demand for flights based on searches. 13% potential increase in price ($86 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Price to beat on a round-trip flight from Orlando to Simpson Bay Princess Juliana.
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Find flight deals from Orlando to Simpson Bay

Cheapest flights from Orlando to Simpson Bay
Explore the most affordable flight options available from Orlando to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 16, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 1/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:00 am
MCO
-
SXM
1 stop7h 15m
Spirit Airlines
Tue 3/102:20 pm
SXM
-
MCO
1 stop9h 34m
Spirit Airlines
Deal found 1/16$220
This Cheapflightsfares deal was found by Cheapflights users on 1/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:00 am
MCO
-
SXM
1 stop7h 15m
Spirit Airlines
Sat 3/73:20 pm
SXM
-
MCO
1 stop16h 19m
Spirit Airlines
Deal found 1/15$227
This Expedia deal was found by Cheapflights users on 1/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/67:48 pm
MCO
-
SXM
1 stop17h 11m
Multiple Airlines
Tue 2/173:20 pm
SXM
-
MCO
1 stop9h 34m
Multiple Airlines
Deal found 1/15$228
This Expedia deal was found by Cheapflights users on 1/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/75:25 am
MCO
-
SXM
1 stop7h 34m
Frontier
Sat 2/213:20 pm
SXM
-
MCO
1 stop10h 06m
Frontier
Deal found 1/14$234
This Mytrip deal was found by Cheapflights users on 1/14. 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.
Fri 1/305:23 pm
MCO
-
SXM
2 stops19h 47m
Spirit Airlines
Sat 2/73:20 pm
SXM
-
MCO
1 stop9h 39m
Spirit Airlines
Deal found 1/14$237
This CheapOair deal was found by Cheapflights users on 1/15. 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.
Mon 4/276:00 am
MCO
-
SXM
1 stop7h 16m
Spirit Airlines
Wed 8/192:11 pm
SXM
-
MCO
1 stop8h 48m
Spirit Airlines
Deal found 1/15$240
This Cheapflightsfares deal was found by Cheapflights users on 1/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/206:00 am
MCO
-
SXM
1 stop7h 15m
Spirit Airlines
Tue 2/243:20 pm
SXM
-
MCO
1 stop9h 34m
Spirit Airlines
Deal found 1/14$241
This Expedia deal was found by Cheapflights users on 1/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/186:00 am
MCO
-
SXM
1 stop7h 15m
Spirit Airlines
Wed 2/253:20 pm
SXM
-
MCO
1 stop9h 34m
Spirit Airlines
Deal found 1/15$244
This Kiwi.com deal was found by Cheapflights users on 1/14. 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.
Tue 2/246:00 am
MCO
-
SXM
1 stop7h 15m
Spirit Airlines
Tue 3/33:20 pm
SXM
-
MCO
1 stop9h 34m
Spirit Airlines
Deal found 1/14$245
This Cheapflightsfares deal was found by Cheapflights users on 1/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/246:00 am
MCO
-
SXM
1 stop7h 15m
Spirit Airlines
Sat 2/283:20 pm
SXM
-
MCO
1 stop9h 34m
Spirit Airlines
Deal found 1/15$250
This Kiwi.com deal was found by Cheapflights users on 1/14. 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.
Tue 2/246:00 am
MCO
-
SXM
1 stop7h 15m
Spirit Airlines
Sat 3/73:20 pm
SXM
-
MCO
1 stop9h 34m
Spirit Airlines
Deal found 1/14$252

Cheapflights Fare Finder

 
Customize your flight search to find flights from Orlando 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 January 16, 2026.
Use the filters below to find and compare flights from Orlando Airport to Simpson Bay that are best for you.

Fly from

Orlando

Fly to

Simpson Bay

Route

Depart

Return

Price

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Tue 3/3

6:00 am-2:15 pm

1 stop7h 15m

Simpson Bay Princess Juliana

Tue 3/10

2:20 pm-11:54 pm

1 stop9h 34m

$220

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Wed 2/25

6:00 am-2:15 pm

1 stop7h 15m

Simpson Bay Princess Juliana

Wed 3/4

3:20 pm-11:54 pm

1 stop9h 34m

$245

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Fri 1/30

6:00 am-2:10 pm

1 stop7h 10m

Simpson Bay Princess Juliana

Sat 2/7

3:10 pm-12:31 am

1 stop10h 21m

$263

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Wed 3/25

6:00 am-1:08 pm

1 stop7h 08m

Simpson Bay Princess Juliana

Mon 3/30

2:14 pm-7:39 am

1 stop17h 25m

$281

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Tue 3/10

6:00 am-1:15 pm

1 stop7h 15m

Simpson Bay Princess Juliana

Tue 3/17

2:14 pm-7:39 am

1 stop17h 25m

$281

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Sat 4/11

6:00 am-1:08 pm

1 stop7h 08m

Simpson Bay Princess Juliana

Sat 4/18

2:11 pm-11:58 pm

1 stop9h 47m

$281

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Tue 3/24

8:34 pm-1:08 pm

1 stop16h 34m

Simpson Bay Princess Juliana

Sat 3/28

2:14 pm-11:50 pm

1 stop9h 36m

$281

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Tue 3/3

6:00 am-2:15 pm

1 stop7h 15m

Simpson Bay Princess Juliana

Tue 3/10

2:20 pm-9:57 am

2 stops19h 37m

$282

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Sun 3/1

6:00 am-2:15 pm

1 stop7h 15m

Simpson Bay Princess Juliana

Tue 3/3

3:20 pm-11:54 pm

1 stop9h 34m

$286

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Sat 2/28

6:00 am-2:15 pm

1 stop7h 15m

Simpson Bay Princess Juliana

Tue 3/3

3:20 pm-11:54 pm

1 stop9h 34m

$286

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/14

Showing 1-10 of 23 results
1
2
3

Compare providers for flights from Orlando to 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 Orlando to Simpson Bay in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 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: When it comes to deals on Orlando Airport-Simpson Bay flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Orlando Airport-Simpson Bay flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Orlando Airport-Simpson Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Orlando Airport-Simpson Bay flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Orlando Airport-Simpson Bay flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Orlando to Simpson Bay

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

How far ahead should I book a flight from Orlando Airport to Simpson Bay?

Use this chart to determine the optimal time to book a round-trip flight from Orlando to Simpson Bay. Price data was last updated on January 9, 2026.

The best time to book flights from Orlando Airport to Simpson Bay is 64 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, August is the cheapest month in which you can book a flight from Orlando Airport to Simpson Bay (average of $166). Flying from Orlando Airport to Simpson Bay in December is currently the most expensive (average of $533). 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.

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 January 16, 2026.
Get a feel of what it's like to fly with Delta, American Airlines, and JetBlue from Orlando Airport to Simpson Bay by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,048 reviews

Entertainment

7.8

Food

7.2

Overall

7.9

Comfort

7.9

Crew

8.5

Boarding

8.1

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.9
Good
8,048 reviews
Delta
7.9
Good
8,048 reviews

Entertainment

7.8

Food

7.2

Overall

7.9

Comfort

7.9

Crew

8.5

Boarding

8.1

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
11,132 reviews
Delta
7.9
Good
8,048 reviews

Entertainment

7.8

Food

7.2

Overall

7.9

Comfort

7.9

Crew

8.5

Boarding

8.1

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
JetBlue
7.2
Good
2,886 reviews
Delta
7.9
Good
8,048 reviews

Entertainment

7.8

Food

7.2

Overall

7.9

Comfort

7.9

Crew

8.5

Boarding

8.1

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Spirit Airlines
6.3
Okay
8,319 reviews
Delta
7.9
Good
8,048 reviews

Entertainment

7.8

Food

7.2

Overall

7.9

Comfort

7.9

Crew

8.5

Boarding

8.1

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Frontier
5.7
Fair
3,057 reviews
Delta
7.9
Good
8,048 reviews

Entertainment

7.8

Food

7.2

Overall

7.9

Comfort

7.9

Crew

8.5

Boarding

8.1

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

Find useful and relevant information for your journey from Orlando 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 Orlando?

    Simpson Bay Princess Juliana (SXM), located 0.5 mi from the city center, is the airport you fly into when you book flights from Orlando to Simpson Bay. 5 airlines have flights to Princess Juliana from Orlando on a regular basis. Booking flights from Orlando to Simpson Bay Princess Juliana should not be difficult; the airport handles an average of 0 inbound flights from Orlando per day.

  • How long is the flight from Orlando Airport to Simpson Bay?

    Departing from Orlando Airport to Simpson Bay will take you 7h 15m. The distance from Orlando Airport to Simpson Bay is about 1357 mi.

  • What are the cheapest airlines flying from Orlando Airport to Simpson Bay round-trip?

    Flying on Frontier is currently your cheapest option to Simpson Bay, with prices starting at $159. Additional round-trip tickets that might be worth considering are offered by JetBlue and Spirit Airlines, with the lowest prices starting at $168 and $187, respectively. Frontier is currently priced 70% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Orlando Airport to Simpson Bay one-way?

    One-way options have recently been found by users for as low as $81 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $123 and American Airlines from $212 one-way.

  • What are the cheapest flights from Orlando Airport to Simpson Bay?

    Looking at all options, your cheapest flight can be booked for $532. While the most popular route (Orlando - Simpson Bay Princess Juliana) can be booked for $221 on average, our data indicates $732 when flying from Orlando Airport to Simpson Bay.

  • Can I find deals for flights from Orlando to Simpson Bay that include hotel bookings?

    Yes. In addition to deals on Orlando to Simpson Bay flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Orlando to Simpson Bay?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Orlando to Simpson Bay.

  • Can I find deals for business class flights from Orlando to Simpson Bay?

    Yes. Cheapflights offers flight deals from Orlando 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 Orlando Airport to Simpson Bay?

    Currently, August is the cheapest month in which you can book a flight from Orlando Airport to Simpson Bay (average of $166). Flying from Orlando Airport to Simpson Bay in December is currently the most expensive (average of $533). 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

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Complete your trip

Complete your trip to Simpson Bay by adding a car rental and/or hotel reservation to your travel itinerary.
Simpson Bay Princess Juliana Airport car rentals

Top 5 airlines flying from Orlando to Simpson Bay

Discover the top 5 airlines that operate flights from Orlando 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 January 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$159Average$352FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$168Average$659FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$187Average$336FlexibilityNo cancel feeOn-time65%
DeltaCheapest$289Average$537FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$497Average$602FlexibilityNo cancel feeOn-time71%

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