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Simpson Bay

$133+ 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 7/5. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — SXM
Jul 5 — Jul 121
Sat 7/5
Sat 7/12
1 adult, Economy
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Cheapflights Tip: The best prices from Orlando to Simpson Bay Princess Juliana are usually found in September or June, booked 36 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 June 30, 2025.

Round-trip from

$252
(Cheapflightsfares)

One-way from

$133
(Cheapflightsfares)

Popular in

February

Cheapest in

September

Average price

$388

Good round-trip deal

$274 or less

Good one-way deal

$140 or less
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. 8% potential increase in price ($48 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Price to beat on a round-trip flight from Orlando to Simpson Bay Princess Juliana.
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Price to beat on a one-way 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 June 30, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 6/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/98:03 amMCO - SXM
Nonstop3h 25mFrontier
Sat 8/1612:36 pmSXM - MCO
Nonstop3h 40mFrontier
Deal found 6/30$252
This Cheapflightsfares deal was found by Cheapflights users on 6/29. 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.
Sat 8/168:03 amMCO - SXM
Nonstop3h 25mMultiple Airlines
Sat 8/233:05 pmSXM - MCO
1 stop7h 47mMultiple Airlines
Deal found 6/29$269
This Cheapflightsfares deal was found by Cheapflights users on 6/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/86:50 amMCO - SXM
1 stop7h 10mSpirit Airlines
Wed 8/133:05 pmSXM - MCO
1 stop7h 47mSpirit Airlines
Deal found 6/30$328

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 June 30, 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 8/9

8:03 am-11:28 am

Nonstop3h 25m

Simpson Bay Princess Juliana

Sat 8/16

12:36 pm-4:16 pm

Nonstop3h 40m

$252

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Sat 8/16

8:03 am-11:28 am

Nonstop3h 25m

Simpson Bay Princess Juliana

Sat 8/23

3:05 pm-10:52 pm

1 stop7h 47m

$269

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Fri 8/8

6:50 am-2:00 pm

1 stop7h 10m

Simpson Bay Princess Juliana

Wed 8/13

3:05 pm-10:52 pm

1 stop7h 47m

$328

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Sat 7/5

8:03 am-11:28 am

Nonstop3h 25m

$133

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Wed 7/30

6:50 am-2:00 pm

1 stop7h 10m

$139

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Thu 12/11

7:15 am-4:29 pm

1 stop8h 14m

$241

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Wed 10/1

7:35 am-1:19 pm

1 stop5h 44m

$252

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Sat 7/5

12:49 pm-11:24 am

2 stops22h 35m

$300

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Sat 10/4

11:00 am-1:14 pm

1 stop26h 14m

$672

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/29

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 June 27, 2025.

The best time to book flights from Orlando Airport to Simpson Bay is 36 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 $656). 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 MCO to SXM?

Find hourly flight availability from Orlando 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 June 30, 2025.

It’s typically best to fly out from Orlando Airport to Simpson Bay in the morning. Doing so could potentially save you 16% on the flight price compared to flying in the afternoon, which is usually more expensive.

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 June 30, 2025.
Get a feel of what it's like to fly with Spirit Airlines and Frontier 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.
Spirit Airlines
6.3
Okay
8,096 reviews

Overall

6.3

Food

5.1

Comfort

5.9

Entertainment

5.0

Boarding

6.6

Crew

7.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jun 2025

MCO - CHA

After multiple gate changes and delay after delay, my flight scheduled for 2:34 pm finally took off at 7:30 pm. Gate agents did not communicate well with the people. You had to keep your phone in hand at all times for electronic updates. Crew on board seemed rushed and not so pleasant.
Spirit Airlines
6.3
Okay
8,096 reviews
Spirit Airlines
6.3
Okay
8,096 reviews

Overall

6.3

Food

5.1

Comfort

5.9

Entertainment

5.0

Boarding

6.6

Crew

7.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jun 2025

MCO - CHA

After multiple gate changes and delay after delay, my flight scheduled for 2:34 pm finally took off at 7:30 pm. Gate agents did not communicate well with the people. You had to keep your phone in hand at all times for electronic updates. Crew on board seemed rushed and not so pleasant.
Frontier
5.9
Fair
3,289 reviews
Spirit Airlines
6.3
Okay
8,096 reviews

Overall

6.3

Food

5.1

Comfort

5.9

Entertainment

5.0

Boarding

6.6

Crew

7.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jun 2025

MCO - CHA

After multiple gate changes and delay after delay, my flight scheduled for 2:34 pm finally took off at 7:30 pm. Gate agents did not communicate well with the people. You had to keep your phone in hand at all times for electronic updates. Crew on board seemed rushed and not so pleasant.

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.

  • 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 $252. Another option worth looking into is Spirit Airlines, starting at $328 round trip. Frontier is currently priced 50% below the average price you’ll pay for this route.

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

    Looking at all options, your cheapest flight can be booked for $132. While the most popular route (Orlando - Simpson Bay Princess Juliana) can be booked for $269 on average our data indicates $250 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, 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 $656). 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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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 June 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$229Average$354FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$264Average$381FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$355Average$593FlexibilityNo cancel feeOn-time71%
DeltaCheapest$355Average$527FlexibilityNo cancel feeOn-timeN/A

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