Cheap flights from Orlando Airport to Simpson Bay from $135

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Orlando Airport to Simpson Bay

Cheap round-trip flights

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American Airlines Logo
5:00 am - 1:21 pmMCO  Orlando-SXM Simpson Bay Princess Juliana
8h 21m1 stop Charlotte Douglas
American Airlines Logo
12:41 pm - 7:17 pmSXM  Simpson Bay Princess Juliana-MCO Orlando
6h 36m1 stop Miami
$385American Airlines
Sun, Apr 18 - Thu, Apr 22
American Airlines Logo
6:00 am - 1:16 pmMCO  Orlando-SXM Simpson Bay Princess Juliana
7h 16m1 stop Miami
American Airlines Logo
2:24 pm - 12:12 amSXM  Simpson Bay Princess Juliana-MCO Orlando
9h 48m1 stop Charlotte Douglas
$385American Airlines
Sun, Apr 18 - Thu, Apr 22
JetBlue Logo
6:15 am - 3:11 pmMCO  Orlando-SXM Simpson Bay Princess Juliana
7h 56m1 stop New York John F Kennedy Intl
JetBlue Logo
2:36 pm - 10:27 pmSXM  Simpson Bay Princess Juliana-MCO Orlando
8h 51m1 stop Fort Lauderdale
$425JetBlue
Wed, Dec 9 - Fri, Dec 11
JetBlue Logo
6:15 am - 3:11 pmMCO  Orlando-SXM Simpson Bay Princess Juliana
7h 56m1 stop New York John F Kennedy Intl
JetBlue Logo
2:36 pm - 10:27 pmSXM  Simpson Bay Princess Juliana-MCO Orlando
8h 51m1 stop Fort Lauderdale
$436JetBlue
Wed, Dec 2 - Wed, Dec 9
Copa Airlines Logo
12:25 pm - 11:26 amMCO  Orlando-SXM Simpson Bay Princess Juliana
23h 01m1 stop Panama City Tocumen Intl
Copa Airlines Logo
12:23 pm - 8:27 pmSXM  Simpson Bay Princess Juliana-MCO Orlando
8h 04m1 stop Panama City Tocumen Intl
$437Copa Airlines
Sun, Apr 4 - Sat, Apr 10
Copa Airlines Logo
2:34 pm - 11:26 amMCO  Orlando-SXM Simpson Bay Princess Juliana
20h 52m1 stop Panama City Tocumen Intl
Copa Airlines Logo
12:23 pm - 8:27 pmSXM  Simpson Bay Princess Juliana-MCO Orlando
8h 04m1 stop Panama City Tocumen Intl
$437Copa Airlines
Sat, Apr 3 - Sat, Apr 10
Delta Logo
8:45 pm - 2:40 pmMCO  Orlando-SXM Simpson Bay Princess Juliana
16h 55m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:05 pm - 7:40 amSXM  Simpson Bay Princess Juliana-MCO Orlando
16h 35m1 stop Atlanta Hartsfield-Jackson
$438Delta
Mon, Dec 7 - Wed, Dec 16
Delta Logo
8:45 pm - 2:57 pmMCO  Orlando-SXM Simpson Bay Princess Juliana
17h 12m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:05 pm - 10:14 amSXM  Simpson Bay Princess Juliana-MCO Orlando
19h 09m1 stop New York John F Kennedy Intl
$465Delta
Mon, Feb 8 - Fri, Feb 26
Southwest Logo
11:30 am - 3:40 pmMCO  Orlando-SXM Simpson Bay Princess Juliana
3h 10mnonstop
Southwest Logo
3:15 pm - 6:00 pmSXM  Simpson Bay Princess Juliana-MCO Orlando
3h 45mnonstop
$506Southwest
Mon, Jan 18 - Wed, Jan 27
Southwest Logo
11:30 am - 3:40 pmMCO  Orlando-SXM Simpson Bay Princess Juliana
3h 10mnonstop
Southwest Logo
3:15 pm - 6:00 pmSXM  Simpson Bay Princess Juliana-MCO Orlando
3h 45mnonstop
$524Southwest
Mon, Nov 30 - Wed, Dec 9

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Copa Airlines flights from Orlando Airport to Simpson Bay

Our best Copa Airlines deals on Orlando Airport to Simpson Bay flight tickets
Copa Airlines
Feb 21
MCO3:02 pmOrlando
19h 23m
1 stop
SXM11:25 amSimpson Bay Princess Juliana
Feb 24
SXM12:20 pmSimpson Bay Princess Juliana
11h 02m
1 stop
MCO10:22 pmOrlando
$437
Copa Airlines
Mar 7
MCO1:34 pmOrlando
20h 52m
1 stop
SXM11:26 amSimpson Bay Princess Juliana
Mar 13
SXM12:23 pmSimpson Bay Princess Juliana
22h 38m
1 stop
MCO10:01 amOrlando
$457
Copa Airlines
Mar 20
MCO3:10 pmOrlando
20h 16m
1 stop
SXM11:26 amSimpson Bay Princess Juliana
Mar 27
SXM12:23 pmSimpson Bay Princess Juliana
10h 17m
1 stop
MCO10:40 pmOrlando
$483

Delta flights from Orlando Airport to Simpson Bay

Our best Delta deals on Orlando Airport to Simpson Bay flight tickets
Delta
Dec 7
MCO8:45 pmOrlando
16h 55m
1 stop
SXM2:40 pmSimpson Bay Princess Juliana
Dec 16
SXM4:05 pmSimpson Bay Princess Juliana
16h 35m
1 stop
MCO7:40 amOrlando
$438
Delta
Feb 8
MCO8:45 pmOrlando
17h 12m
1 stop
SXM2:57 pmSimpson Bay Princess Juliana
Feb 26
SXM4:05 pmSimpson Bay Princess Juliana
19h 09m
1 stop
MCO10:14 amOrlando
$465
Delta
Dec 4
MCO8:17 pmOrlando
16h 54m
1 stop
SXM2:11 pmSimpson Bay Princess Juliana
Dec 10
SXM4:05 pmSimpson Bay Princess Juliana
16h 35m
1 stop
MCO7:40 amOrlando
$471

momondo Fare Finder

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

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Route

Depart

Return

Price

Cheapest round-trip

OrlandoSimpson Bay

MCO Orlando - SXM Simpson Bay Princess Juliana

MCOSXM

Orlando

Sun 4/18

5:00 am-1:21 pm

1 stop8h 21m

Simpson Bay Princess Juliana

Thu 4/22

12:41 pm-7:17 pm

1 stop6h 36m

$385

OrlandoSimpson Bay

MCO Orlando - SXM Simpson Bay Princess Juliana

MCOSXM

Orlando

Sun 4/18

6:00 am-1:16 pm

1 stop7h 16m

Simpson Bay Princess Juliana

Thu 4/22

2:24 pm-12:12 am

1 stop9h 48m

$385

OrlandoSimpson Bay

MCO Orlando - SXM Simpson Bay Princess Juliana

MCOSXM

Orlando

Wed 12/9

6:15 am-3:11 pm

1 stop7h 56m

Simpson Bay Princess Juliana

Fri 12/11

2:36 pm-10:27 pm

1 stop8h 51m

$425

OrlandoSimpson Bay

MCO Orlando - SXM Simpson Bay Princess Juliana

MCOSXM

Orlando

Wed 12/2

6:15 am-3:11 pm

1 stop7h 56m

Simpson Bay Princess Juliana

Wed 12/9

2:36 pm-10:27 pm

1 stop8h 51m

$436

OrlandoSimpson Bay

MCO Orlando - SXM Simpson Bay Princess Juliana

MCOSXM

Orlando

Sun 4/4

12:25 pm-11:26 am

1 stop23h 01m

Simpson Bay Princess Juliana

Sat 4/10

12:23 pm-8:27 pm

1 stop8h 04m

$437

OrlandoSimpson Bay

MCO Orlando - SXM Simpson Bay Princess Juliana

MCOSXM

Orlando

Sat 4/3

2:34 pm-11:26 am

1 stop20h 52m

Simpson Bay Princess Juliana

Sat 4/10

12:23 pm-8:27 pm

1 stop8h 04m

$437

OrlandoSimpson Bay

MCO Orlando - SXM Simpson Bay Princess Juliana

MCOSXM

Orlando

Mon 12/7

8:45 pm-2:40 pm

1 stop16h 55m

Simpson Bay Princess Juliana

Wed 12/16

4:05 pm-7:40 am

1 stop16h 35m

$438

OrlandoSimpson Bay

MCO Orlando - SXM Simpson Bay Princess Juliana

MCOSXM

Orlando

Mon 2/8

8:45 pm-2:57 pm

1 stop17h 12m

Simpson Bay Princess Juliana

Fri 2/26

4:05 pm-10:14 am

1 stop19h 09m

$465
Quickest round-trip

OrlandoSimpson Bay

MCO Orlando - SXM Simpson Bay Princess Juliana

MCOSXM

Orlando

Mon 1/18

11:30 am-3:40 pm

Nonstop3h 10m

Simpson Bay Princess Juliana

Wed 1/27

3:15 pm-6:00 pm

Nonstop3h 45m

$506

OrlandoSimpson Bay

MCO Orlando - SXM Simpson Bay Princess Juliana

MCOSXM

Orlando

Mon 11/30

11:30 am-3:40 pm

Nonstop3h 10m

Simpson Bay Princess Juliana

Wed 12/9

3:15 pm-6:00 pm

Nonstop3h 45m

$524

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Simpson Bay from

How to get the cheapest flight ticket from Orlando Airport to Simpson Bay

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Orlando Airport and Simpson Bay?

Prices are currently low for flights on this route.

Typical prices usually range from $552 to $815.
The lowest price recently found on this route was $385.

What is the cheapest month to fly to Simpson Bay?

In general, September is the cheapest month to fly from Orlando Airport to Simpson Bay. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $419. If you aren’t able to travel to Simpson Bay during the month of September, then flying in October is also cheap. Prices for this month can be found on momondo for an average of $495.

What is the cheapest day to depart on your flight to Simpson Bay?

Our data shows that Tuesday is the least expensive day to fly to Simpson Bay. Tickets to fly out on this day can be as low as $565. Flights from Orlando Airport to Simpson Bay on a Saturday will generally be more expensive and average around $720. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest Orlando to Simpson Bay Princess Juliana flight route?

Fly from Orlando to Simpson Bay Princess Juliana for the best Orlando - Simpson Bay Princess Juliana flight prices

How far in advance should I book a flight from Orlando Airport to Simpson Bay?

You are more likely to see cheaper flights to Simpson Bay from Orlando Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Simpson Bay for around $608 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Simpson Bay from Orlando Airport for as low as $482 on momondo.

What cabin class options are available on Orlando Airport to Simpson Bay flights?

There is only 1 cabin class available to choose from on Orlando Airport to Simpson Bay flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Orlando Airport to Simpson Bay flights?

You could potentially save up to 40% on your flight if you consider stops on a Orlando Airport to Simpson Bay flight.

How have Orlando Airport to Simpson Bay flight prices changed over time?

As of November 2026, prices for Orlando Airport to Simpson Bay flights are approximately 63% cheaper when compared to flights at the same time last year.

When to book flights from Orlando Airport to Simpson Bay

Are you open to changing your travel dates? Check out the ideal times to fly from Orlando Airport to Simpson Bay according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Orlando Airport to Simpson Bay (MCO to SXM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Orlando Airport to Simpson Bay

Best Price Found

$135

Fastest flight time

3h 10m

Direct flights

Every day

Airports in Simpson Bay

1 airport
The best one-way flight to Simpson Bay from Orlando Airport in the past 72 hours is $135. The best round-trip flight deal from Orlando Airport to Simpson Bay found on momondo in the last 72 hours is $385.
The fastest flight from Orlando Airport to Simpson Bay takes 3h 10m
Direct flights go from Orlando Airport to Simpson Bay every day.
There is 1 airport in Simpson Bay. From Orlando Airport there are direct flights to Simpson Bay Princess Juliana (SXM).

Frequently asked questions about flying from Orlando Airport to Simpson Bay

  • How far is Orlando to Simpson Bay Princess Juliana by plane?

    There are 1356.3 mi between Orlando and Simpson Bay Princess Juliana. Flights usually cover this in 3h 10m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Orlando Airport to Simpson Bay Princess Juliana Airport?

    Prices for flights from Orlando Airport to Simpson Bay Princess Juliana Airport were last updated today.

  • How many operators does momondo search for flights from Orlando Airport to Simpson Bay Princess Juliana Airport?

  • How old do you have to be to fly from Orlando Airport to Simpson Bay Princess Juliana Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Orlando Airport to Simpson Bay Princess Juliana Airport.

  • What documentation or ID do you need to fly to Simpson Bay Princess Juliana Airport?

    The necessary travel and health documents for your Simpson Bay Princess Juliana Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Orlando Airport to Simpson Bay?

  • What is the most popular airline from Orlando Airport to Simpson Bay?

Best airlines flying from Orlando Airport to Simpson Bay

Compare and see reviews for airlines that fly from Orlando Airport to Simpson Bay with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $217Free CancellationRating
7.8
8,703 reviews
Search Delta flights
JetBluePriceFrom $222Free CancellationRating
7.1
3,066 reviews
Search JetBlue flights
American AirlinesPriceFrom $402Free CancellationRating
7.0
12,233 reviews
Search American Airlines flights
SouthwestPriceFrom $485Free CancellationRating
8.0
4,214 reviews
Search Southwest flights
  • Southwest Flights From Orlando Airport to Simpson Bay

    Southwest is one of the most popular airlines flying from Orlando Airport to Simpson Bay, operating 4 flights/week on average for this route. A good Southwest flight deal for Orlando Airport to Simpson Bay starts from $485 round-trip, up to an average price of $646. Our users have rated Southwest at 8.0/10.

Traveling to a place near Simpson Bay?

Book flights to Simpson Bay if you plan to visit one of these locations
Philipsburg

Why use momondo?

Why should I use momondo to find a flight deal from Orlando to Simpson Bay?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Orlando to Simpson Bay. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Orlando to Simpson Bay with flexible booking policies on momondo?

Flights from Orlando to Simpson Bay with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Orlando to Simpson Bay?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Orlando to Simpson Bay.

I’m not ready to book a flight from Orlando to Simpson Bay right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Simpson Bay, momondo offers a useful price alert feature which will track prices for flights to Simpson Bay from Orlando and alert you when they change.

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1 adult
Mon 12/7
Mon 12/14

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