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$228+ 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 9/26. Fares are subject to change and may not be available on all flights or dates of travel.
SXM — MCO
Aug 24 — Aug 311
Mon 8/24
Mon 8/31
1 adult, Economy
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Cheapflights Tip: The best prices from Simpson Bay Princess Juliana to Orlando are usually found in September or February, booked 2 days in advance, depart on a Thursday or Friday and return on a Tuesday

Cheap 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 25, 2026.

This Kissandfly.com deal was found by Cheapflights users on 7/25. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/113:18 pm
SXM
-
MCO
1 stop9h 04m
KLM
Sun 9/208:50 pm
MCO
-
SXM
1 stop17h 03m
KLM
Deal found 7/25$352
This Delta deal was found by Cheapflights users on 7/25. 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.
Fri 9/113:18 pm
SXM
-
MCO
1 stop7h 48m
Delta
Sun 9/208:50 pm
MCO
-
SXM
1 stop17h 03m
Delta
Deal found 7/25$366
This American Airlines deal was found by Cheapflights users on 7/22. 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.
Sat 8/154:39 pm
SXM
-
MCO
1 stop7h 49m
American Airlines
Sat 8/226:00 am
MCO
-
SXM
1 stop7h 22m
American Airlines
Deal found 7/22$375
This American Airlines deal was found by Cheapflights users on 7/22. 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 8/274:39 pm
SXM
-
MCO
2 stops17h 27m
American Airlines
Mon 8/315:36 pm
MCO
-
SXM
2 stops19h 46m
American Airlines
Deal found 7/22$380
This American Airlines deal was found by Cheapflights users on 7/22. 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.
Wed 9/302:23 pm
SXM
-
MCO
2 stops19h 53m
American Airlines
Wed 10/145:30 pm
MCO
-
SXM
2 stops19h 53m
American Airlines
Deal found 7/22$385
This Southwest deal was found by Cheapflights users on 7/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/113:05 pm
SXM
-
MCO
Nonstop3h 25m
Southwest
Sun 9/2010:50 am
MCO
-
SXM
Nonstop3h 15m
Southwest
Deal found 7/22$396
This SmartFares deal was found by Cheapflights users on 7/21. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/271:42 pm
SXM
-
MCO
1 stop8h 34m
JetBlue
Mon 8/316:24 pm
MCO
-
SXM
1 stop18h 13m
JetBlue
Deal found 7/21$401

Find 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 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$352
(Kissandfly.com)

One-way from

$228
(Delta)

Popular in

April

Cheapest in

September

Average price

$570

Good round-trip deal

$456 or less

Good one-way deal

$307 or less
Provider with most accurate pricing for Simpson Bay Princess Juliana-Orlando flight deals.
Search Deals
Provider most trusted by Cheapflights users for Simpson Bay Princess Juliana-Orlando flights.
Search Deals
From Simpson Bay Princess Juliana to Orlando
Search Deals
One-way flight from Simpson Bay Princess Juliana to Orlando
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($53 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($24 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals
Price to beat on a round-trip flight from Simpson Bay Princess Juliana to Orlando.
Search Deals
Price to beat on a one-way flight from Simpson Bay Princess Juliana to Orlando.
Search Deals

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 25, 2026.
Use the filters below to find and compare flights from Simpson Bay to Orlando Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Simpson BayOrlando

SXM - MCO

SXMMCO

Simpson Bay Princess Juliana

Thu 8/27

3:18 pm-1:04 am

1 stop9h 46m

Orlando

Mon 8/31

5:30 am-1:53 pm

1 stop8h 23m

$366

Simpson BayOrlando

SXM - MCO

SXMMCO

Simpson Bay Princess Juliana

Thu 1/7

2:50 pm-8:16 am

2 stops18h 26m

Orlando

Tue 1/12

8:00 am-4:28 pm

1 stop7h 28m

$387
Quickest round-trip

Simpson BayOrlando

SXM - MCO

SXMMCO

Simpson Bay Princess Juliana

Fri 9/11

3:05 pm-6:30 pm

Nonstop3h 25m

Orlando

Sun 9/20

10:50 am-2:05 pm

Nonstop3h 15m

$396

Simpson BayOrlando

SXM - MCO

SXMMCO

Simpson Bay Princess Juliana

Fri 9/18

3:05 pm-6:30 pm

Nonstop3h 25m

Orlando

Sun 9/27

10:50 am-2:05 pm

Nonstop3h 15m

$396

Simpson BayOrlando

SXM - MCO

SXMMCO

Simpson Bay Princess Juliana

Fri 9/11

3:18 pm-11:06 pm

1 stop7h 48m

Orlando

Sun 9/20

8:50 pm-1:53 pm

1 stop17h 03m

$403

Simpson BayOrlando

SXM - MCO

SXMMCO

Simpson Bay Princess Juliana

Sat 10/3

2:23 pm-9:00 pm

1 stop6h 37m

Orlando

Fri 10/9

8:55 am-3:39 pm

1 stop6h 44m

$407

Simpson BayOrlando

SXM - MCO

SXMMCO

Simpson Bay Princess Juliana

Thu 10/22

4:39 pm-8:02 am

1 stop15h 23m

Orlando

Mon 10/26

6:00 am-3:39 pm

1 stop9h 39m

$411
Cheapest one-way

Simpson BayOrlando

SXM - MCO

SXMMCO

Simpson Bay Princess Juliana

Sat 9/26

3:18 pm-12:22 am

1 stop9h 04m

$228

Simpson BayOrlando

SXM - MCO

SXMMCO

Simpson Bay Princess Juliana

Thu 9/24

3:18 pm-1:18 am

1 stop10h 00m

$228

Simpson BayOrlando

SXM - MCO

SXMMCO

Simpson Bay Princess Juliana

Fri 9/25

3:18 pm-1:18 am

1 stop10h 00m

$228

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/23

Showing 1-10 of 17 resultsSorted by cheapest first
1
2

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 July.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars
eDreamsPrice Accuracy2 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy2 starsTrust Score*1 star
CheapTicketsDealPrice Accuracy1 starTrust Score*3 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Simpson Bay-Orlando Airport flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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?

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 1 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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 25, 2026.

When flying from Simpson Bay to Orlando Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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

Airfare is below average for this route at the moment.

Simpson Bay to Orlando Airport flights typically cost between $480 and $610 in September.
The cheapest round-trip price found within the last 5 days was $352 on KLM (Sep 11-Sep 20).

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 25, 2026.
Read through reviews of airlines operating flights from Simpson Bay to Orlando Airport, such as Southwest,American Airlines, andJetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,233 reviews

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
Southwest
8.0
Very good
4,233 reviews
Southwest
8.0
Very good
4,233 reviews

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
American Airlines
7.1
Good
11,849 reviews
Southwest
8.0
Very good
4,233 reviews

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
JetBlue
7.1
Good
3,024 reviews
Southwest
8.0
Very good
4,233 reviews

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
Frontier
5.6
Fair
2,769 reviews
Southwest
8.0
Very good
4,233 reviews

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.

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.

  • 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 3h 25m. Fly via Delta, American Airlines, or Southwest to get the fastest option. Simpson Bay and Orlando Airport are separated by a distance of 1357 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 $122. Other airlines that can offer you cheap pricing are JetBlue, from $392, and American Airlines, from $488. Frontier is currently priced 77% 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 JetBlue. According to our data, you can fly for as low as $199. Users have also found prices from $239 and $248 on Southwest and Frontier, 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 $418, our data indicates the cheapest price to be $259. The most popular route (Simpson Bay Princess Juliana - Orlando), is priced around $366.

  • 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.

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
Celebration
Titusville
Winter Haven
Four Corners
River Ranch
Sebastian
Leesburg
Clermont
Sanford
Apopka
Ormond Beach
Daytona Beach Shores
Lake Mary
Cocoa
Flagler Beach
Altamonte Springs
The Villages
Davenport
Haines City

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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 25, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$122Average$456FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$392Average$547FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$488Average$637FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$499Average$690FlexibilityNo cancel feeOn-time63%

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