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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 2/1. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — SXM
Jan 8 — Jan 151
Wed 1/8
Wed 1/15
1 adult, Economy
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The best prices from Orlando to Simpson Bay Princess Juliana are usually found in May or September, booked 27 days in advance, depart on a Saturday or Sunday and return on a Saturday

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 January 3, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$190
(Mytrip)

One-way from

$60
(Frontier)

Popular in

November

Cheapest in

May

Average price

$449
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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High demand for flights, 15% potential price rise
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Best time to find cheap flights, 3% potential price drop
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Average for round-trip flights in January 2025
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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 January 3, 2025.

This Mytrip deal was found by Cheapflights users on 1/2. 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.
Fri 1/1710:29 pmMCO - SXM
1 stop17h 50mFrontier
Sat 1/256:29 pmSXM - MCO
1 stop6h 08mFrontier
Deal found 1/2$190
This Booking.com deal was found by Cheapflights users on 1/2. 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.
Fri 1/1710:29 pmMCO - SXM
1 stop17h 50mMultiple Airlines
Mon 1/203:25 pmSXM - MCO
1 stop6h 38mMultiple Airlines
Deal found 1/2$302
This Cheapflightsfares deal was found by Cheapflights users on 1/2. 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.
Mon 1/136:09 amMCO - SXM
1 stop7h 21mSpirit Airlines
Fri 1/173:25 pmSXM - MCO
1 stop6h 38mSpirit Airlines
Deal found 1/2$389
This Copa Airlines deal was found by Cheapflights users on 1/2. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/164:01 pmMCO - SXM
1 stop18h 12mCopa Airlines
Tue 1/2112:13 pmSXM - MCO
1 stop10h 25mCopa Airlines
Deal found 1/2$472
This JetBlue deal was found by Cheapflights users on 1/2. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/187:30 pmMCO - SXM
1 stop14h 30mJetBlue
Wed 3/2611:18 amSXM - MCO
1 stop10h 40mJetBlue
Deal found 1/2$493
This Delta deal was found by Cheapflights users on 1/2. 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.
Mon 3/175:30 amMCO - SXM
1 stop8h 31mDelta
Tue 3/251:40 pmSXM - MCO
1 stop10h 15mDelta
Deal found 1/2$496
This American Airlines deal was found by Cheapflights users on 1/2. 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 3/195:39 amMCO - SXM
1 stop9h 36mAmerican Airlines
Sun 3/234:15 pmSXM - MCO
1 stop16h 00mAmerican Airlines
Deal found 1/2$497

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 January 3, 2025.

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Depart

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Price

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Fri 1/17

10:29 pm-5:19 pm

1 stop17h 50m

Simpson Bay Princess Juliana

Sat 1/25

6:29 pm-11:37 pm

1 stop6h 08m

$190

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Fri 1/17

10:29 pm-5:19 pm

1 stop17h 50m

Simpson Bay Princess Juliana

Mon 1/20

3:25 pm-9:03 pm

1 stop6h 38m

$302

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Mon 1/13

6:09 am-2:30 pm

1 stop7h 21m

Simpson Bay Princess Juliana

Fri 1/17

3:25 pm-9:03 pm

1 stop6h 38m

$389

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Thu 1/16

4:01 pm-11:13 am

1 stop18h 12m

Simpson Bay Princess Juliana

Tue 1/21

12:13 pm-9:38 pm

1 stop10h 25m

$472

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Tue 3/18

7:30 pm-10:00 am

1 stop14h 30m

Simpson Bay Princess Juliana

Wed 3/26

11:18 am-9:58 pm

1 stop10h 40m

$493

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Mon 3/17

5:30 am-2:01 pm

1 stop8h 31m

Simpson Bay Princess Juliana

Wed 3/26

1:40 pm-11:55 pm

1 stop10h 15m

$496

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Wed 3/19

5:39 am-3:15 pm

1 stop9h 36m

Simpson Bay Princess Juliana

Sun 3/23

4:15 pm-8:15 am

1 stop16h 00m

$497

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Sat 3/22

8:00 am-2:55 pm

2 stops30h 55m

Simpson Bay Princess Juliana

Sat 3/29

4:45 pm-10:07 am

2 stops17h 22m

$663

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Sat 2/1

6:31 am-5:19 pm

1 stop9h 48m

$60

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Wed 2/5

6:09 am-2:30 pm

1 stop7h 21m

$110

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/3

Showing 1-10 of 19 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 January.
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*3 stars
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 December 27, 2024.

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 March 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 January 3, 2025.

It’s typically best to fly out from Orlando Airport to Simpson Bay at noon. Doing so could potentially save you 16% on the flight price compared to flying in the morning, 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 January 3, 2025.
Caribbean Airlines
8.1
Very good
156 reviews

Food

6.7

Comfort

7.8

Overall

8.1

Boarding

8.1

Entertainment

6.6

Crew

8.3

Reviews

1 / 8

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

Caribbean Airlines
8.1
Very good
156 reviews
Caribbean Airlines
8.1
Very good
156 reviews

Food

6.7

Comfort

7.8

Overall

8.1

Boarding

8.1

Entertainment

6.6

Crew

8.3

Reviews

1 / 8

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

Delta
8.0
Very good
8,536 reviews
Caribbean Airlines
8.1
Very good
156 reviews

Food

6.7

Comfort

7.8

Overall

8.1

Boarding

8.1

Entertainment

6.6

Crew

8.3

Reviews

1 / 8

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

Copa Airlines
7.7
Good
1,670 reviews
Caribbean Airlines
8.1
Very good
156 reviews

Food

6.7

Comfort

7.8

Overall

8.1

Boarding

8.1

Entertainment

6.6

Crew

8.3

Reviews

1 / 8

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

JetBlue
7.4
Good
3,214 reviews
Caribbean Airlines
8.1
Very good
156 reviews

Food

6.7

Comfort

7.8

Overall

8.1

Boarding

8.1

Entertainment

6.6

Crew

8.3

Reviews

1 / 8

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
156 reviews

Food

6.7

Comfort

7.8

Overall

8.1

Boarding

8.1

Entertainment

6.6

Crew

8.3

Reviews

1 / 8

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 $190. Additional round-trip tickets that might be worth considering are offered by Spirit Airlines and Copa Airlines, with the lowest prices starting at $389 and $472, respectively. Frontier is currently priced 57% 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 $110 and American Airlines from $209 one-way.

  • 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 $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

Browse thousands of different options on Cheapflights for your next trip

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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 January 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$174Average$323FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$251Average$365FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$317Average$547FlexibilityNo cancel feeOn-time71%
DeltaCheapest$354Average$539FlexibilityNo cancel feeOn-timeN/A
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