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Simpson Bay

$60+ 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — SXM
Feb 10 — Feb 171
Mon 2/10
Mon 2/17
1 adult, Economy
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The best prices from Orlando to Simpson Bay Princess Juliana are usually found in September or May, booked 27 days in advance, depart on a Thursday or Wednesday and return on a Friday

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 February 5, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$198
(Mytrip)

One-way from

$60
(Frontier)

Popular in

November

Cheapest in

September

Average price

$479

Good round-trip deal

$462 or less
Provider with most accurate pricing for Orlando-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for Orlando-Simpson Bay Princess Juliana flights.
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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. 13% potential increase in price ($73 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Price to beat on a round-trip 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 February 5, 2025.

This Mytrip deal was found by Cheapflights users on 2/3. 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.
Mon 3/35:45 amMCO - SXM
1 stop10h 24mFrontier
Mon 3/106:35 pmSXM - MCO
1 stop6h 24mFrontier
Deal found 2/3$198
This Booking.com deal was found by Cheapflights users on 2/4. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/57:00 amMCO - SXM
1 stop6h 28mSpirit Airlines
Wed 3/122:33 pmSXM - MCO
1 stop9h 26mSpirit Airlines
Deal found 2/4$264
This Booking.com deal was found by Cheapflights users on 2/3. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/611:19 pmMCO - SXM
1 stop17h 46mMultiple Airlines
Wed 4/92:33 pmSXM - MCO
1 stop7h 20mMultiple Airlines
Deal found 2/3$273
This American Airlines deal was found by Cheapflights users on 2/5. 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 4/237:00 amMCO - SXM
1 stop7h 14mAmerican Airlines
Tue 4/293:18 pmSXM - MCO
1 stop7h 50mAmerican Airlines
Deal found 2/5$497
This JetBlue Airways deal was found by Cheapflights users on 2/3. 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 JetBlue Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/158:40 pmMCO - SXM
1 stop14h 45mJetBlue
Wed 5/212:31 pmSXM - MCO
1 stop9h 24mJetBlue
Deal found 2/3$509

Find flights from Orlando to Simpson Bay within your budget

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 February 5, 2025.

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Fly to

Any airport

Route

Depart

Return

Price

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Mon 3/3

5:45 am-5:09 pm

1 stop10h 24m

Simpson Bay Princess Juliana

Mon 3/10

6:35 pm-12:59 am

1 stop6h 24m

$198

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Wed 3/5

7:00 am-2:28 pm

1 stop6h 28m

Simpson Bay Princess Juliana

Wed 3/12

2:33 pm-11:59 pm

1 stop9h 26m

$264

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Sun 4/6

11:19 pm-5:05 pm

1 stop17h 46m

Simpson Bay Princess Juliana

Wed 4/9

2:33 pm-9:53 pm

1 stop7h 20m

$273

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Wed 4/23

7:00 am-2:14 pm

1 stop7h 14m

Simpson Bay Princess Juliana

Tue 4/29

3:18 pm-11:08 pm

1 stop7h 50m

$497

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Thu 5/15

8:40 pm-11:25 am

1 stop14h 45m

Simpson Bay Princess Juliana

Wed 5/21

2:31 pm-11:55 pm

1 stop9h 24m

$509

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Mon 3/3

5:45 am-5:09 pm

1 stop10h 24m

$60

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Thu 3/6

9:56 pm-5:15 pm

1 stop18h 19m

$92

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Wed 3/5

5:25 am-2:28 pm

1 stop8h 03m

$100

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Thu 4/3

7:18 am-3:13 pm

1 stop7h 55m

$217

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Wed 6/25

8:06 am-3:10 pm

1 stop7h 04m

$247

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/4

Showing 1-10 of 13 results
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Compare providers for flights from Orlando to Simpson Bay

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 Orlando to Simpson Bay in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*1 star
FlightsMojoPrice Accuracy-Trust 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 Orlando Airport-Simpson Bay flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Orlando Airport-Simpson Bay flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Orlando Airport-Simpson Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Orlando Airport-Simpson Bay 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 Orlando Airport-Simpson Bay 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 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.

Travel insights for flights from Orlando to Simpson Bay

Get recent, data-driven insights about flights from Orlando to Simpson Bay including ideal travel times, pricing trends, and more.

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 January 31, 2025.

The best time to book flights from Orlando Airport to Simpson Bay is 27 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 July is currently the most expensive (average of $684). 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 February 5, 2025.

It’s typically best to fly out from Orlando Airport to Simpson Bay in the morning. Doing so could potentially save you 23% 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 February 5, 2025.
Read reviews from past customers who have flown Caribbean Airlines, JetBlue and United Airlines from Orlando to Simpson Bay. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Caribbean Airlines
8.1
Very good
153 reviews

Food

6.7

Boarding

8.1

Crew

8.4

Overall

8.1

Comfort

7.8

Entertainment

6.7

Reviews

1 / 8

4.0
Okay

Dabian,Jun 2024

BGI - GND

The flight attendants on my flight needs training on how to speak to people.

Caribbean Airlines
8.1
Very good
153 reviews
Caribbean Airlines
8.1
Very good
153 reviews

Food

6.7

Boarding

8.1

Crew

8.4

Overall

8.1

Comfort

7.8

Entertainment

6.7

Reviews

1 / 8

4.0
Okay

Dabian,Jun 2024

BGI - GND

The flight attendants on my flight needs training on how to speak to people.

JetBlue
7.4
Good
3,131 reviews
Caribbean Airlines
8.1
Very good
153 reviews

Food

6.7

Boarding

8.1

Crew

8.4

Overall

8.1

Comfort

7.8

Entertainment

6.7

Reviews

1 / 8

4.0
Okay

Dabian,Jun 2024

BGI - GND

The flight attendants on my flight needs training on how to speak to people.

United Airlines
7.4
Good
8,885 reviews
Caribbean Airlines
8.1
Very good
153 reviews

Food

6.7

Boarding

8.1

Crew

8.4

Overall

8.1

Comfort

7.8

Entertainment

6.7

Reviews

1 / 8

4.0
Okay

Dabian,Jun 2024

BGI - GND

The flight attendants on my flight needs training on how to speak to people.

American Airlines
7.2
Good
10,000 reviews
Caribbean Airlines
8.1
Very good
153 reviews

Food

6.7

Boarding

8.1

Crew

8.4

Overall

8.1

Comfort

7.8

Entertainment

6.7

Reviews

1 / 8

4.0
Okay

Dabian,Jun 2024

BGI - GND

The flight attendants on my flight needs training on how to speak to people.

Air Canada
7.0
Good
8,672 reviews
Caribbean Airlines
8.1
Very good
153 reviews

Food

6.7

Boarding

8.1

Crew

8.4

Overall

8.1

Comfort

7.8

Entertainment

6.7

Reviews

1 / 8

4.0
Okay

Dabian,Jun 2024

BGI - GND

The flight attendants on my flight needs training on how to speak to people.

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 $198. Additional round-trip tickets that might be worth considering are offered by Spirit Airlines and American Airlines, with the lowest prices starting at $264 and $497, respectively. Frontier is currently priced 56% below the average price you’ll pay for this route.

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

    One-way options have recently been found by users for as low as $60 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $100 and JetBlue from $217 one-way.

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

    Looking at all options, your cheapest flight can be booked for $449. While the most popular route (Orlando - Simpson Bay Princess Juliana) can be booked for $248 on average our data indicates $463 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 July is currently the most expensive (average of $684). 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 February 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$174Average$320FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$251Average$359FlexibilityNo cancel feeOn-time65%
DeltaCheapest$354Average$496FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$355Average$567FlexibilityNo cancel feeOn-time71%
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