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Simpson Bay

$127+ 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 6/25. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — SXM
may. 4 — may. 111
dom. 5/4
dom. 5/11
1 adult, Economy
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Cheapflights Tip: 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 abril 29, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$304
(Cheapflightsfares)

One-way from

$127
(Cheapflightsfares)

Popular in

February

Cheapest in

September

Average price

$597

Good round-trip deal

$394 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. 14% potential increase in price ($79 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 April 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 abril 29, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/27. 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.
lun. 5/198:17 amMCO - SXM
1 stop5h 43mSpirit Airlines
vie. 5/233:05 pmSXM - MCO
1 stop16h 02mSpirit Airlines
Deal found 4/27$304
This Cheapflightsfares deal was found by Cheapflights users on 4/28. 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.
sáb. 6/218:25 amMCO - SXM
1 stop5h 35mMultiple Airlines
sáb. 6/2812:36 pmSXM - MCO
Nonstop3h 46mMultiple Airlines
Deal found 4/28$363
This Cheapflightsfares deal was found by Cheapflights users on 4/28. 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.
sáb. 6/218:03 amMCO - SXM
Nonstop3h 23mFrontier
sáb. 6/2812:36 pmSXM - MCO
Nonstop3h 46mFrontier
Deal found 4/28$388
This JetBlue deal was found by Cheapflights users on 4/28. 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.
mar. 6/38:40 pmMCO - SXM
1 stop14h 45mJetBlue
jue. 6/122:33 pmSXM - MCO
1 stop10h 14mJetBlue
Deal found 4/28$462
This Delta deal was found by Cheapflights users on 4/27. 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.
dom. 8/177:00 amMCO - SXM
1 stop6h 48mDelta
vie. 8/293:10 pmSXM - MCO
1 stop9h 32mDelta
Deal found 4/27$492
This American Airlines deal was found by Cheapflights users on 4/28. 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.
lun. 7/78:30 pmMCO - SXM
2 stops16h 55mAmerican Airlines
jue. 7/174:25 pmSXM - MCO
2 stops16h 22mAmerican Airlines
Deal found 4/28$512
This United Airlines deal was found by Cheapflights users on 4/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 6/116:00 amMCO - SXM
1 stop8h 43mUnited Airlines
mié. 6/183:55 pmSXM - MCO
1 stop8h 50mUnited Airlines
Deal found 4/26$522
This WestJet deal was found by Cheapflights users on 4/28. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 6/411:00 amMCO - SXM
1 stop26h 15mWestJet
jue. 6/122:10 pmSXM - MCO
2 stops28h 45mWestJet
Deal found 4/28$571

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 abril 29, 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

lun. 5/19

8:17 am-2:00 pm

1 stop5h 43m

Simpson Bay Princess Juliana

vie. 5/23

3:05 pm-7:07 am

1 stop16h 02m

$304

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

sáb. 6/21

8:25 am-2:00 pm

1 stop5h 35m

Simpson Bay Princess Juliana

sáb. 6/28

12:36 pm-4:22 pm

Nonstop3h 46m

$363

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

sáb. 6/21

8:03 am-11:26 am

Nonstop3h 23m

Simpson Bay Princess Juliana

sáb. 6/28

12:36 pm-4:22 pm

Nonstop3h 46m

$388

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

mar. 6/3

8:40 pm-11:25 am

1 stop14h 45m

Simpson Bay Princess Juliana

mié. 6/11

2:31 pm-11:53 pm

1 stop9h 22m

$462

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

dom. 6/29

5:30 am-2:00 pm

1 stop8h 30m

Simpson Bay Princess Juliana

mié. 7/2

3:25 pm-11:12 pm

1 stop7h 47m

$507

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

lun. 7/7

8:30 pm-1:25 pm

2 stops16h 55m

Simpson Bay Princess Juliana

jue. 7/17

4:25 pm-8:47 am

2 stops16h 22m

$512

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

mié. 6/11

6:00 am-2:43 pm

1 stop8h 43m

Simpson Bay Princess Juliana

mié. 6/18

3:55 pm-12:45 am

1 stop8h 50m

$522

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

mié. 6/4

11:00 am-1:15 pm

1 stop26h 15m

Simpson Bay Princess Juliana

jue. 6/12

2:10 pm-6:55 pm

2 stops28h 45m

$571

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

mar. 6/3

5:57 pm-11:23 am

1 stop17h 26m

Simpson Bay Princess Juliana

dom. 6/8

12:18 pm-10:30 pm

1 stop10h 12m

$647

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

mié. 6/25

8:25 am-2:00 pm

1 stop5h 35m

$127

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 17 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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 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 AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Orlando Airport-Simpson Bay flight deals on Cheapflights vs. AranGrant >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 AranGrant the most. AranGrant 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.

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 April 25, 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 $675). 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 abril 29, 2025.

It’s typically best to fly out from Orlando Airport to Simpson Bay in the morning. Doing so could potentially save you 30% 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 abril 29, 2025.
Read reviews from past customers who have flown Delta, Copa Airlines 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.
Delta
8.0
Very good
7,929 reviews

Boarding

8.2

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Delta
8.0
Very good
7,929 reviews
Delta
8.0
Very good
7,929 reviews

Boarding

8.2

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Copa Airlines
7.5
Good
1,410 reviews
Delta
8.0
Very good
7,929 reviews

Boarding

8.2

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
United Airlines
7.4
Good
8,696 reviews
Delta
8.0
Very good
7,929 reviews

Boarding

8.2

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
JetBlue
7.3
Good
2,922 reviews
Delta
8.0
Very good
7,929 reviews

Boarding

8.2

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,929 reviews

Boarding

8.2

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

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 Spirit Airlines is currently your cheapest option to Simpson Bay, with prices starting at $304. Additional round-trip tickets that might be worth considering are offered by Frontier and JetBlue, with the lowest prices starting at $388 and $462, respectively. Spirit Airlines is currently priced 35% 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 $127 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $157 and JetBlue from $219 one-way.

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

    Looking at all options, your cheapest flight can be booked for $388. While the most popular route (Orlando - Simpson Bay Princess Juliana) can be booked for $296 on average our data indicates $394 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 $675). 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 abril 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$164Average$313FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$267Average$372FlexibilityNo cancel feeOn-time65%
DeltaCheapest$354Average$517FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$371Average$597FlexibilityNo cancel feeOn-time71%

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