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$166+ Cheap flights from Simpson Bay (SXM) to Orlando (MCO)

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 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
SXM — MCO
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheapflights Tip: The best prices from Simpson Bay Princess Juliana to Orlando are usually found in June or August, booked 75 days in advance, depart on a Thursday or Monday and return on a Wednesday

Cheap flight deals from Simpson Bay to Orlando

Discover tips and strategies to find the most affordable flight options for your journey from Simpson Bay (SXM) to Orlando (MCO). 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 October 30, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$296
(OneTravel)

One-way from

$166
(Cheapflightsfares)

Popular in

February

Cheapest in

June

Average price

$598
Provider with most accurate pricing for Simpson Bay Princess Juliana-Orlando flight deals.
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Provider most trusted by Cheapflights users for Simpson Bay Princess Juliana-Orlando flights.
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From Simpson Bay Princess Juliana to Orlando
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One-way flight from Simpson Bay Princess Juliana to Orlando
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Highest demand for flights based on searches. 15% potential increase in price ($101 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($28 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Simpson Bay to Orlando

Cheapest flights from Simpson Bay to Orlando
Explore the most affordable flight options available from Simpson Bay to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

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.
Wed 12/103:20 pmSXM - MCO
1 stop27h 09mSpirit Airlines
Wed 12/176:39 amMCO - SXM
1 stop6h 36mSpirit Airlines
Deal found 10/28$296
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 11/213:20 pmSXM - MCO
1 stop17h 31mSpirit Airlines
Fri 11/286:30 amMCO - SXM
1 stop6h 45mSpirit Airlines
Deal found 10/28$299
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/83:20 pmSXM - MCO
1 stop17h 25mSpirit Airlines
Mon 1/56:45 amMCO - SXM
1 stop6h 30mSpirit Airlines
Deal found 10/29$325
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/133:20 pmSXM - MCO
1 stop17h 25mSpirit Airlines
Mon 1/56:45 amMCO - SXM
1 stop6h 30mSpirit Airlines
Deal found 10/29$328
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/83:20 pmSXM - MCO
1 stop17h 25mSpirit Airlines
Wed 1/76:45 amMCO - SXM
1 stop6h 30mSpirit Airlines
Deal found 10/29$333
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/83:20 pmSXM - MCO
1 stop17h 25mSpirit Airlines
Thu 1/85:15 pmMCO - SXM
1 stop20h 55mSpirit Airlines
Deal found 10/29$337
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/153:20 pmSXM - MCO
2 stops19h 09mSpirit Airlines
Mon 11/246:45 amMCO - SXM
1 stop6h 30mSpirit Airlines
Deal found 10/29$338
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/133:20 pmSXM - MCO
1 stop17h 25mSpirit Airlines
Sat 1/36:45 amMCO - SXM
1 stop6h 30mSpirit Airlines
Deal found 10/29$340
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/83:20 pmSXM - MCO
1 stop17h 25mSpirit Airlines
Fri 1/26:45 amMCO - SXM
1 stop6h 30mSpirit Airlines
Deal found 10/29$344
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/133:20 pmSXM - MCO
1 stop17h 25mSpirit Airlines
Fri 1/26:45 amMCO - SXM
1 stop6h 30mSpirit Airlines
Deal found 10/29$347

Cheapflights Fare Finder

 
Customize your flight search to find flights from Simpson Bay to Orlando 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 30, 2025.
Use the filters below to find and compare flights from Simpson Bay to Orlando Airport that are best for you.

Fly from

Simpson Bay

Fly to

Orlando

Route

Depart

Return

Price

Simpson BayOrlando

SXM - MCO

SXMMCO

Simpson Bay Princess Juliana

Wed 12/10

3:20 pm-11:49 pm

2 stops33h 29m

Orlando

Wed 12/17

6:44 am-2:15 pm

1 stop6h 31m

$327

Simpson BayOrlando

SXM - MCO

SXMMCO

Simpson Bay Princess Juliana

Mon 12/8

3:20 pm-7:45 am

1 stop17h 25m

Orlando

Thu 1/8

5:15 pm-3:10 pm

1 stop20h 55m

$337

Simpson BayOrlando

SXM - MCO

SXMMCO

Simpson Bay Princess Juliana

Wed 12/10

3:20 pm-5:29 pm

1 stop27h 09m

Orlando

Sat 1/3

6:45 am-2:15 pm

1 stop6h 30m

$337

Simpson BayOrlando

SXM - MCO

SXMMCO

Simpson Bay Princess Juliana

Sat 11/15

3:20 pm-9:29 am

2 stops19h 09m

Orlando

Mon 11/24

6:45 am-2:15 pm

1 stop6h 30m

$338

Simpson BayOrlando

SXM - MCO

SXMMCO

Simpson Bay Princess Juliana

Sat 12/13

3:20 pm-7:45 am

1 stop17h 25m

Orlando

Sat 1/3

6:45 am-2:15 pm

1 stop6h 30m

$340

Simpson BayOrlando

SXM - MCO

SXMMCO

Simpson Bay Princess Juliana

Wed 12/10

3:20 pm-5:29 pm

1 stop27h 09m

Orlando

Fri 1/2

6:45 am-2:15 pm

1 stop6h 30m

$344

Simpson BayOrlando

SXM - MCO

SXMMCO

Simpson Bay Princess Juliana

Fri 12/12

3:20 pm-7:45 am

1 stop17h 25m

Orlando

Fri 1/2

6:45 am-2:15 pm

1 stop6h 30m

$344

Simpson BayOrlando

SXM - MCO

SXMMCO

Simpson Bay Princess Juliana

Sat 12/13

3:20 pm-7:45 am

1 stop17h 25m

Orlando

Fri 1/2

6:45 am-2:15 pm

1 stop6h 30m

$347

Simpson BayOrlando

SXM - MCO

SXMMCO

Simpson Bay Princess Juliana

Mon 12/8

3:20 pm-7:45 am

1 stop17h 25m

Orlando

Thu 1/8

7:48 pm-3:10 pm

2 stops18h 22m

$365

Simpson BayOrlando

SXM - MCO

SXMMCO

Simpson Bay Princess Juliana

Wed 12/31

3:20 pm-7:45 am

1 stop17h 25m

Orlando

Fri 1/2

6:45 am-2:15 pm

1 stop6h 30m

$376

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 23 results
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Compare providers for flights from Simpson Bay to Orlando

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 to Orlando in October.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy2 starsTrust Score*3 stars
Justfly.comPrice Accuracy3 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 Simpson Bay-Orlando Airport flights, users find the pricing of Justfly.com to be most consistent on Cheapflights vs. Justfly.com Users can find the same prices on Simpson Bay-Orlando Airport flight deals on Cheapflights vs. Justfly.com >95% of the time. Price accuracy is based on data collected from Simpson Bay-Orlando Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Simpson Bay-Orlando Airport flights, Cheapflights users trust Justfly.com the most. Justfly.com 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 Simpson Bay-Orlando Airport 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 Simpson Bay to Orlando

Have a flexible travel schedule? Discover the best time to fly to Orlando 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.

Cheapflights Insights

Everything you need to know about your flight from Simpson Bay to Orlando Airport

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

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

The price you pay for your flight from Simpson Bay to Orlando Airport may vary depending on when you book. For the best chance of a lower fare, look to book 75 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, November is the cheapest month in which you can book a flight from Simpson Bay to Orlando Airport (average of $122). Flying from Simpson Bay to Orlando Airport in April is currently the most expensive (average of $497). 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 SXM to MCO?

Find hourly flight availability from Simpson Bay to Orlando. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 30, 2025.

When flying from Simpson Bay to Orlando Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 19% versus a flight in the morning.

Reviews of airlines servicing Orlando

Get insights into the airlines that provide service to Orlando. 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 Orlando. Reviews last updated October 30, 2025.
Read through reviews of airlines operating flights from Simpson Bay to Orlando Airport, such as American Airlines, Spirit Airlines, and Frontier. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,030 reviews

Comfort

7.2

Entertainment

6.9

Food

6.4

Overall

7.2

Crew

8.0

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.
American Airlines
7.2
Good
11,030 reviews
American Airlines
7.2
Good
11,030 reviews

Comfort

7.2

Entertainment

6.9

Food

6.4

Overall

7.2

Crew

8.0

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.
Spirit Airlines
6.3
Okay
8,115 reviews
American Airlines
7.2
Good
11,030 reviews

Comfort

7.2

Entertainment

6.9

Food

6.4

Overall

7.2

Crew

8.0

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.
Frontier
5.8
Fair
3,123 reviews
American Airlines
7.2
Good
11,030 reviews

Comfort

7.2

Entertainment

6.9

Food

6.4

Overall

7.2

Crew

8.0

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.

Related info for your journey

Find useful and relevant information for your journey from Simpson Bay to Orlando. 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 from for flights from Simpson Bay to Orlando?

    Simpson Bay Princess Juliana (SXM), located 0.5 mi from the city center, is the airport you fly out of when you book flights from Simpson Bay to Orlando. 3 airlines have flights from Princess Juliana to Orlando on a regular basis. Booking flights from Simpson Bay Princess Juliana to Orlando should not be difficult; the airport handles an average of 0 outbound flights to Orlando per day.

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

    There are many flights that can get you from Simpson Bay to Orlando Airport in 33h 29m. Fly via Spirit Airlines to get the fastest option. Simpson Bay and Orlando Airport are separated by a distance of 1357 mi.

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

    Cheapflights users have booked flights from Simpson Bay to Orlando Airport round-trip from $132. Other airlines that can offer you cheap pricing are Frontier, from $249, and American Airlines, from $444. Spirit Airlines is currently priced 76% below the average price you’ll pay for this route.

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

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

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

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

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

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

    Currently, November is the cheapest month in which you can book a flight from Simpson Bay to Orlando Airport (average of $122). Flying from Simpson Bay to Orlando Airport in April is currently the most expensive (average of $497). 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 Orlando Airport?

Book flights to Orlando Airport if you plan to visit one of these locations
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Top 3 airlines flying from Simpson Bay to Orlando

Discover the top 3 airlines that operate flights from Simpson Bay to Orlando. 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 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$132Average$346FlexibilityNo cancel feeOn-time65%
FrontierCheapest$249Average$383FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$444Average$573FlexibilityNo cancel feeOn-time71%

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