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$185+ 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 8/16. Fares are subject to change and may not be available on all flights or dates of travel.
SXM — MCO
Jul 21 — Jul 281
Mon 7/21
Mon 7/28
1 adult, Economy
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Cheapflights Tip: The best prices from Simpson Bay Princess Juliana to Orlando are usually found in May or June, 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 July 16, 2025.

Round-trip from

$303
(Priceline)

One-way from

$185
(Kiwi.com)

Popular in

February

Cheapest in

May

Average price

$521

Good round-trip deal

$249 or less

Good one-way deal

$273 or less
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. 18% potential increase in price ($116 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($32 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Simpson Bay Princess Juliana to Orlando.
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Price to beat on a one-way flight from Simpson Bay Princess Juliana to Orlando.
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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 July 16, 2025.

This Priceline deal was found by Cheapflights users on 7/14. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/86:26 pmSXM - MCO
1 stop20h 59mFrontier
Fri 8/159:26 pmMCO - SXM
1 stop19h 55mFrontier
Deal found 7/14$303
This Cheapflightsfares deal was found by Cheapflights users on 7/15. 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 9/133:32 pmSXM - MCO
1 stop16h 19mSpirit Airlines
Sat 9/206:35 amMCO - SXM
1 stop7h 51mSpirit Airlines
Deal found 7/15$305
This CheapOair deal was found by Cheapflights users on 7/14. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/196:26 pmSXM - MCO
1 stop6h 12mMultiple Airlines
Mon 7/286:50 amMCO - SXM
1 stop7h 10mMultiple Airlines
Deal found 7/14$345
This American Airlines deal was found by Cheapflights users on 7/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/182:20 pmSXM - MCO
1 stop9h 39mAmerican Airlines
Thu 10/27:35 amMCO - SXM
1 stop5h 44mAmerican Airlines
Deal found 7/14$542
This Delta deal was found by Cheapflights users on 7/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/203:21 pmSXM - MCO
1 stop17h 18mDelta
Sun 8/247:55 pmMCO - SXM
1 stop17h 50mDelta
Deal found 7/14$543

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 July 16, 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

Fri 8/8

6:26 pm-3:25 pm

1 stop20h 59m

Orlando

Fri 8/15

9:26 pm-5:21 pm

1 stop19h 55m

$303

Simpson BayOrlando

SXM - MCO

SXMMCO

Simpson Bay Princess Juliana

Sat 9/13

3:32 pm-7:51 am

1 stop16h 19m

Orlando

Sat 9/20

6:35 am-2:26 pm

1 stop7h 51m

$305

Simpson BayOrlando

SXM - MCO

SXMMCO

Simpson Bay Princess Juliana

Sat 8/9

6:26 pm-5:47 am

1 stop11h 21m

Orlando

Sat 8/16

12:10 pm-5:21 pm

1 stop5h 11m

$410

Simpson BayOrlando

SXM - MCO

SXMMCO

Simpson Bay Princess Juliana

Thu 9/18

2:20 pm-11:59 pm

1 stop9h 39m

Orlando

Thu 10/2

7:35 am-1:19 pm

1 stop5h 44m

$542

Simpson BayOrlando

SXM - MCO

SXMMCO

Simpson Bay Princess Juliana

Wed 8/20

3:21 pm-8:39 am

1 stop17h 18m

Orlando

Sun 8/24

7:55 pm-1:45 pm

1 stop17h 50m

$543

Simpson BayOrlando

SXM - MCO

SXMMCO

Simpson Bay Princess Juliana

Wed 8/13

3:05 pm-10:52 pm

1 stop7h 47m

$185

Simpson BayOrlando

SXM - MCO

SXMMCO

Simpson Bay Princess Juliana

Sat 8/16

12:36 pm-4:16 pm

Nonstop3h 40m

$208

Simpson BayOrlando

SXM - MCO

SXMMCO

Simpson Bay Princess Juliana

Sun 8/17

8:35 pm-4:48 pm

2 stops20h 13m

$257

Simpson BayOrlando

SXM - MCO

SXMMCO

Simpson Bay Princess Juliana

Sun 9/14

3:20 pm-12:28 am

1 stop9h 08m

$260

Simpson BayOrlando

SXM - MCO

SXMMCO

Simpson Bay Princess Juliana

Sat 11/22

5:39 pm-6:33 pm

1 stop25h 54m

$287

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/14

Showing 1-10 of 13 results
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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 July 11, 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, May is the cheapest month in which you can book a flight from Simpson Bay to Orlando Airport (average of $206). Flying from Simpson Bay to Orlando Airport in November is currently the most expensive (average of $289). 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 July 16, 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 morning, which can drop the price by up to 2% versus a flight at noon.

How much does it cost to fly round-trip from Simpson Bay to Orlando Airport?

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 July 16, 2025.
Read through reviews of airlines operating flights from Simpson Bay to Orlando Airport, such as Caribbean Airlines, Delta, and JetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Caribbean Airlines
8.2
Very good
165 reviews

Entertainment

6.8

Food

6.9

Boarding

8.1

Comfort

7.9

Crew

8.5

Overall

8.2

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.
Caribbean Airlines
8.2
Very good
165 reviews
Caribbean Airlines
8.2
Very good
165 reviews

Entertainment

6.8

Food

6.9

Boarding

8.1

Comfort

7.9

Crew

8.5

Overall

8.2

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.
Delta
8.0
Very good
7,957 reviews
Caribbean Airlines
8.2
Very good
165 reviews

Entertainment

6.8

Food

6.9

Boarding

8.1

Comfort

7.9

Crew

8.5

Overall

8.2

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.
JetBlue
7.3
Good
2,909 reviews
Caribbean Airlines
8.2
Very good
165 reviews

Entertainment

6.8

Food

6.9

Boarding

8.1

Comfort

7.9

Crew

8.5

Overall

8.2

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.
American Airlines
7.2
Good
10,000 reviews
Caribbean Airlines
8.2
Very good
165 reviews

Entertainment

6.8

Food

6.9

Boarding

8.1

Comfort

7.9

Crew

8.5

Overall

8.2

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.
WestJet
7.2
Good
2,942 reviews
Caribbean Airlines
8.2
Very good
165 reviews

Entertainment

6.8

Food

6.9

Boarding

8.1

Comfort

7.9

Crew

8.5

Overall

8.2

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.

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. 4 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.

  • 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 $303. Other airlines that can offer you cheap pricing are Spirit Airlines, from $305, and American Airlines, from $542. Frontier is currently priced 40% below the average price you’ll pay for this route.

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

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $185. Users have also found prices from $208 and $260 on Frontier and Delta, respectively.

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

    Looking for the cheapest flight from Simpson Bay to Orlando Airport? While on average our users pay $314, our data indicates the cheapest price to be $187. The most popular route (Simpson Bay Princess Juliana - Orlando), is priced around $305.

  • 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, May is the cheapest month in which you can book a flight from Simpson Bay to Orlando Airport (average of $206). Flying from Simpson Bay to Orlando Airport in November is currently the most expensive (average of $289). 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
Lake Buena Vista
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Sanford
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The Villages
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Palatka
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Top 4 airlines flying from Simpson Bay to Orlando

Discover the top 4 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 July 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$196Average$355FlexibilityNo cancel feeOn-time65%
FrontierCheapest$249Average$383FlexibilityNo cancel feeOn-time62%
DeltaCheapest$294Average$520FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$324Average$544FlexibilityNo cancel feeOn-time71%

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