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Simpson Bay

$138+ 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 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — SXM
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheapflights Tip: The best prices from Orlando to Simpson Bay Princess Juliana are usually found in June or August, booked 64 days in advance, depart on a Wednesday or Monday and return on a Thursday

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 September 15, 2025.

Round-trip from

$313
(Flightnetwork)

One-way from

$138
(Cheapflightsfares)

Popular in

February

Cheapest in

June

Average price

$497
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. 4% potential increase in price ($21 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 15, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 10/46:31 amMCO - SXM
1 stop7h 29mSpirit Airlines
Sat 10/113:05 pmSXM - MCO
1 stop8h 04mSpirit Airlines
Deal found 9/13$265
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 10/116:06 amMCO - SXM
1 stop7h 54mSpirit Airlines
Sat 11/13:05 pmSXM - MCO
1 stop8h 04mSpirit Airlines
Deal found 9/13$290
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/116:06 amMCO - SXM
1 stop7h 54mSpirit Airlines
Fri 10/173:05 pmSXM - MCO
1 stop16h 59mSpirit Airlines
Deal found 9/15$326
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/116:06 amMCO - SXM
1 stop7h 54mSpirit Airlines
Mon 10/133:05 pmSXM - MCO
1 stop16h 59mSpirit Airlines
Deal found 9/13$330
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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.
Mon 10/136:06 amMCO - SXM
1 stop7h 54mSpirit Airlines
Mon 10/203:05 pmSXM - MCO
1 stop8h 04mSpirit Airlines
Deal found 9/14$335
This Cheapflightsfares deal was found by Cheapflights users on 9/12. 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 10/106:06 amMCO - SXM
1 stop7h 54mSpirit Airlines
Mon 10/133:05 pmSXM - MCO
1 stop8h 04mSpirit Airlines
Deal found 9/12$341
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Fri 10/106:06 amMCO - SXM
1 stop7h 54mSpirit Airlines
Sat 10/113:05 pmSXM - MCO
1 stop8h 04mSpirit Airlines
Deal found 9/13$361
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 11/16:06 amMCO - SXM
1 stop7h 54mSpirit Airlines
Sat 11/84:28 pmSXM - MCO
1 stop17h 02mSpirit Airlines
Deal found 9/15$367

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 September 15, 2025.
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

Sat 10/11

6:06 am-2:00 pm

1 stop7h 54m

Simpson Bay Princess Juliana

Fri 10/17

3:05 pm-8:04 am

1 stop16h 59m

$326

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Fri 10/17

6:06 am-2:00 pm

1 stop7h 54m

Simpson Bay Princess Juliana

Mon 10/20

3:05 pm-11:09 pm

1 stop8h 04m

$335

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Sat 10/4

6:31 am-2:00 pm

1 stop7h 29m

Simpson Bay Princess Juliana

Sat 10/11

3:05 pm-9:44 am

2 stops18h 39m

$342

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Mon 11/10

6:55 am-3:10 pm

1 stop7h 15m

Simpson Bay Princess Juliana

Fri 11/14

4:28 pm-8:30 am

1 stop17h 02m

$367

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Thu 11/6

5:15 pm-3:10 pm

1 stop20h 55m

Simpson Bay Princess Juliana

Mon 11/10

4:28 pm-10:04 am

1 stop18h 36m

$398

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Sat 10/4

7:40 pm-7:30 pm

3 stops23h 50m

Simpson Bay Princess Juliana

Sat 10/11

3:05 pm-11:09 pm

1 stop8h 04m

$419

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Thu 11/6

5:15 pm-3:10 pm

1 stop20h 55m

Simpson Bay Princess Juliana

Mon 11/10

4:28 pm-3:07 pm

2 stops23h 39m

$425

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Fri 10/10

6:06 am-2:00 pm

1 stop7h 54m

Simpson Bay Princess Juliana

Mon 10/13

3:05 pm-10:50 pm

3 stops31h 45m

$447

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Sat 10/25

6:06 am-2:00 pm

1 stop7h 54m

$138

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Sat 12/6

6:55 am-3:10 pm

1 stop7h 15m

$138

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Showing 1-10 of 18 results
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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 September 12, 2025.

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, September is the cheapest month in which you can book a flight from Orlando Airport to Simpson Bay (average of $459). Flying from Orlando Airport to Simpson Bay in March is currently the most expensive (average of $652). 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 September 15, 2025.
Get a feel of what it's like to fly with Delta, American Airlines, and Spirit Airlines 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
8.0
Very good
7,954 reviews

Comfort

7.9

Overall

8.0

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.9

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
8.0
Very good
7,954 reviews
Delta
8.0
Very good
7,954 reviews

Comfort

7.9

Overall

8.0

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.9

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
10,000 reviews
Delta
8.0
Very good
7,954 reviews

Comfort

7.9

Overall

8.0

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.9

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
8,015 reviews
Delta
8.0
Very good
7,954 reviews

Comfort

7.9

Overall

8.0

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.9

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
5.8
Fair
3,172 reviews
Delta
8.0
Very good
7,954 reviews

Comfort

7.9

Overall

8.0

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.9

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. 4 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 54m. 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 $220. Additional round-trip tickets that might be worth considering are offered by Spirit Airlines and Delta, with the lowest prices starting at $264 and $437, respectively. Frontier is currently priced 58% below the average price you’ll pay for this route.

  • 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, September is the cheapest month in which you can book a flight from Orlando Airport to Simpson Bay (average of $459). Flying from Orlando Airport to Simpson Bay in March is currently the most expensive (average of $652). 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 4 airlines flying from Orlando to Simpson Bay

Discover the top 4 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$220Average$353FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$264Average$368FlexibilityNo cancel feeOn-time65%
DeltaCheapest$437Average$527FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$474Average$598FlexibilityNo cancel feeOn-time71%

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