HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Simpson Bay

$86+ 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 9/13. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — SXM
Aug 21 — Aug 281
Thu 8/21
Thu 8/28
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Orlando to Simpson Bay with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Orlando to Simpson Bay Princess Juliana are usually found in June or September, 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 August 16, 2025.

Round-trip from

$234
(Cheapflightsfares)

One-way from

$86
(Cheapflightsfares)

Popular in

February

Cheapest in

June

Average price

$501

Good one-way deal

$81 or less
From Orlando to Simpson Bay Princess Juliana
Search Deals
One-way flight from Orlando to Simpson Bay Princess Juliana
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($28 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2025
Search Deals
Price to beat on a one-way flight from Orlando to Simpson Bay Princess Juliana.
Search Deals

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 August 16, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 8/14. 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.
Sat 9/136:31 amMCO - SXM
1 stop7h 29mSpirit Airlines
Sat 9/203:05 pmSXM - MCO
1 stop8h 23mSpirit Airlines
Deal found 8/14$234
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/126:31 amMCO - SXM
1 stop7h 29mSpirit Airlines
Sat 9/203:05 pmSXM - MCO
1 stop8h 23mSpirit Airlines
Deal found 8/14$287
This Cheapflightsfares deal was found by Cheapflights users on 8/14. 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.
Sat 10/116:35 amMCO - SXM
1 stop7h 24mSpirit Airlines
Sat 11/13:05 pmSXM - MCO
1 stop7h 46mSpirit Airlines
Deal found 8/14$299
This FlightHub deal was found by Cheapflights users on 8/14. 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 FlightHub 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 stop7h 46mSpirit Airlines
Deal found 8/14$301
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/256:35 amMCO - SXM
1 stop7h 24mSpirit Airlines
Sat 11/13:05 pmSXM - MCO
1 stop7h 46mSpirit Airlines
Deal found 8/14$324
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/256:35 amMCO - SXM
1 stop7h 24mSpirit Airlines
Fri 10/313:05 pmSXM - MCO
1 stop7h 46mSpirit Airlines
Deal found 8/14$325
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/246:35 amMCO - SXM
1 stop7h 24mSpirit Airlines
Sat 11/13:05 pmSXM - MCO
1 stop7h 46mSpirit Airlines
Deal found 8/14$332
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/246:35 amMCO - SXM
1 stop7h 24mSpirit Airlines
Fri 10/313:05 pmSXM - MCO
1 stop7h 46mSpirit Airlines
Deal found 8/14$333
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/256:35 amMCO - SXM
1 stop7h 24mSpirit Airlines
Mon 10/273:05 pmSXM - MCO
1 stop7h 46mSpirit Airlines
Deal found 8/14$341
This Mytrip deal was found by Cheapflights users on 8/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/305:58 pmMCO - SXM
1 stop17h 25mMultiple Airlines
Sat 9/63:05 pmSXM - MCO
1 stop8h 23mMultiple Airlines
Deal found 8/14$343

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 August 16, 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 9/13

6:31 am-2:00 pm

1 stop7h 29m

Simpson Bay Princess Juliana

Sat 9/20

3:05 pm-11:28 pm

1 stop8h 23m

$234

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Sat 9/6

6:31 am-2:00 pm

1 stop7h 29m

Simpson Bay Princess Juliana

Sat 9/20

3:05 pm-11:28 pm

1 stop8h 23m

$240

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Fri 9/12

6:31 am-2:00 pm

1 stop7h 29m

Simpson Bay Princess Juliana

Sat 9/20

3:05 pm-11:28 pm

1 stop8h 23m

$287

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Sat 10/11

6:35 am-1:59 pm

1 stop7h 24m

Simpson Bay Princess Juliana

Sat 11/1

3:05 pm-10:51 pm

1 stop7h 46m

$299

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Sat 10/25

6:35 am-1:59 pm

1 stop7h 24m

Simpson Bay Princess Juliana

Sat 11/1

3:05 pm-10:51 pm

1 stop7h 46m

$301

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-10:51 pm

1 stop7h 46m

$301

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Mon 9/29

6:31 am-2:00 pm

1 stop7h 29m

Simpson Bay Princess Juliana

Mon 10/6

3:05 pm-10:51 pm

1 stop7h 46m

$318

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Sat 10/25

6:35 am-1:59 pm

1 stop7h 24m

Simpson Bay Princess Juliana

Fri 10/31

3:05 pm-10:51 pm

1 stop7h 46m

$325

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Sat 9/13

6:31 am-2:00 pm

1 stop7h 29m

$86

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Sat 11/15

6:55 am-3:10 pm

1 stop7h 15m

$119

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Showing 1-10 of 15 results
1
2

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 August 8, 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 $654). 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 August 16, 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 August 16, 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
7,985 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Crew

8.5

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
7,985 reviews
Delta
8.0
Very good
7,985 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Crew

8.5

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
7,985 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Crew

8.5

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
8,042 reviews
Delta
8.0
Very good
7,985 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Crew

8.5

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
3,211 reviews
Delta
8.0
Very good
7,985 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Crew

8.5

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.

  • 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 $221. Additional round-trip tickets that might be worth considering are offered by Spirit Airlines and Delta, with the lowest prices starting at $264 and $355, respectively. Frontier is currently priced 57% 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 $81. While the most popular route (Orlando - Simpson Bay Princess Juliana) can be booked for $234 on average our data indicates $175 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 $654). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 August 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$221Average$353FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$264Average$346FlexibilityNo cancel feeOn-time65%
DeltaCheapest$355Average$527FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$458Average$592FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.