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Cheap flights from Orlando Airport to Simpson Bay from $122

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Orlando Airport to Simpson Bay departing on 8/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Orlando Airport to Simpson Bay

Cheap round-trip flights

Spirit Airlines Logo
6:20 am - 2:00 pmMCO-SXM
7h 40m1 stop
Spirit Airlines Logo
3:05 pm - 11:11 pmSXM-MCO
8h 06m1 stop
$270Spirit Airlines
Find Deal
Sat, Aug 30 - Sat, Sep 6
Spirit Airlines Logo
6:20 am - 2:00 pmMCO-SXM
7h 40m1 stop
Spirit Airlines Logo
3:05 pm - 11:28 pmSXM-MCO
8h 23m1 stop
$311Spirit Airlines
Find Deal
Sat, Aug 30 - Sat, Sep 6
Spirit Airlines Logo
6:20 am - 2:00 pmMCO-SXM
7h 40m1 stop
Spirit Airlines Logo
3:05 pm - 11:28 pmSXM-MCO
8h 23m1 stop
$315Spirit Airlines
Find Deal
Sat, Aug 30 - Sat, Sep 6
Spirit Airlines Logo
6:20 am - 2:00 pmMCO-SXM
7h 40m1 stop
Spirit Airlines Logo
3:05 pm - 10:52 pmSXM-MCO
7h 47m1 stop
$316Spirit Airlines
Find Deal
Wed, Aug 20 - Wed, Aug 27
Spirit Airlines Logo
6:20 am - 2:00 pmMCO-SXM
7h 40m1 stop
Spirit Airlines Logo
3:05 pm - 10:52 pmSXM-MCO
7h 47m1 stop
$317Spirit Airlines
Find Deal
Sat, Aug 16 - Sat, Aug 23
Logo
6:05 am - 5:21 pmMCO-SXM
11h 16m1 stop
Logo
3:05 pm - 10:52 pmSXM-MCO
7h 47m1 stop
$321
Find Deal
Mon, Aug 11 - Mon, Aug 18
Logo
8:03 am - 11:28 amMCO-SXM
3h 25mnonstop
Logo
3:05 pm - 10:52 pmSXM-MCO
7h 47m1 stop
$370
Find Deal
Sat, Aug 16 - Sat, Aug 23
Copa Airlines Logo
5:00 pm - 11:26 amMCO-SXM
18h 26m1 stop
Copa Airlines Logo
12:27 pm - 10:20 pmSXM-MCO
9h 53m1 stop
$425Copa Airlines
Find Deal
Thu, Oct 23 - Sun, Oct 26
American Airlines Logo
7:35 am - 1:19 pmMCO-SXM
5h 44m1 stop
American Airlines Logo
2:20 pm - 9:59 pmSXM-MCO
7h 39m1 stop
$437American Airlines
Find Deal
Sun, Sep 7 - Wed, Sep 10
American Airlines Logo
9:00 am - 4:20 pmMCO-SXM
6h 20m1 stop
American Airlines Logo
5:24 pm - 10:54 pmSXM-MCO
6h 30m1 stop
$442American Airlines
Find Deal
Sun, Nov 2 - Sun, Nov 9

American Airlines flights from Orlando Airport to Simpson Bay

Our best American Airlines deals on Orlando Airport to Simpson Bay flight tickets
American Airlines
Sep 7
MCO7:35 amOrlando
5h 44m
1 stop
SXM1:19 pmSimpson Bay Princess Juliana
Sep 10
SXM2:20 pmSimpson Bay Princess Juliana
7h 39m
1 stop
MCO9:59 pmOrlando
$437
Find similar
American Airlines
Nov 2
MCO9:00 amOrlando
6h 20m
1 stop
SXM4:20 pmSimpson Bay Princess Juliana
Nov 9
SXM5:24 pmSimpson Bay Princess Juliana
6h 30m
1 stop
MCO10:54 pmOrlando
$442
Find similar
American Airlines
Oct 15
MCO1:28 pmOrlando
24h 09m
1 stop
SXM1:37 pmSimpson Bay Princess Juliana
Oct 20
SXM4:24 pmSimpson Bay Princess Juliana
7h 35m
1 stop
MCO11:59 pmOrlando
$444
Find similar

Spirit Airlines flights from Orlando Airport to Simpson Bay

Our best Spirit Airlines deals on Orlando Airport to Simpson Bay flight tickets
Spirit Airlines
Aug 30
MCO6:20 amOrlando
7h 40m
1 stop
SXM2:00 pmSimpson Bay Princess Juliana
Sep 6
SXM3:05 pmSimpson Bay Princess Juliana
8h 06m
1 stop
MCO11:11 pmOrlando
$270
Find similar
Spirit Airlines
Aug 30
MCO6:20 amOrlando
7h 40m
1 stop
SXM2:00 pmSimpson Bay Princess Juliana
Sep 6
SXM3:05 pmSimpson Bay Princess Juliana
8h 23m
1 stop
MCO11:28 pmOrlando
$311
Find similar
Spirit Airlines
Aug 30
MCO6:20 amOrlando
7h 40m
1 stop
SXM2:00 pmSimpson Bay Princess Juliana
Sep 6
SXM3:05 pmSimpson Bay Princess Juliana
8h 23m
1 stop
MCO11:28 pmOrlando
$315
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Orlando Airport 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, momondo users made 832,500 searches. Data last updated July 31, 2025.
Use the filters below to find and compare flights from Orlando Airport to Simpson Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Sat 8/30

6:20 am-2:00 pm

1 stop7h 40m

Simpson Bay Princess Juliana

Sat 9/6

3:05 pm-11:11 pm

1 stop8h 06m

$270

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Sat 8/30

6:20 am-2:00 pm

1 stop7h 40m

Simpson Bay Princess Juliana

Sat 9/6

3:05 pm-11:28 pm

1 stop8h 23m

$311

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Sat 8/30

6:20 am-2:00 pm

1 stop7h 40m

Simpson Bay Princess Juliana

Sat 9/6

3:05 pm-11:28 pm

1 stop8h 23m

$315

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Wed 8/20

6:20 am-2:00 pm

1 stop7h 40m

Simpson Bay Princess Juliana

Wed 8/27

3:05 pm-10:52 pm

1 stop7h 47m

$316

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Sat 8/16

6:20 am-2:00 pm

1 stop7h 40m

Simpson Bay Princess Juliana

Sat 8/23

3:05 pm-10:52 pm

1 stop7h 47m

$317

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Mon 8/11

6:05 am-5:21 pm

1 stop11h 16m

Simpson Bay Princess Juliana

Mon 8/18

3:05 pm-10:52 pm

1 stop7h 47m

$321

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Sat 8/16

8:03 am-11:28 am

Nonstop3h 25m

Simpson Bay Princess Juliana

Sat 8/23

3:05 pm-10:52 pm

1 stop7h 47m

$370

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Thu 10/23

5:00 pm-11:26 am

1 stop18h 26m

Simpson Bay Princess Juliana

Sun 10/26

12:27 pm-10:20 pm

1 stop9h 53m

$425

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Sun 9/7

7:35 am-1:19 pm

1 stop5h 44m

Simpson Bay Princess Juliana

Wed 9/10

2:20 pm-9:59 pm

1 stop7h 39m

$437

OrlandoSimpson Bay

MCO - SXM

MCOSXM

Orlando

Sun 11/2

9:00 am-4:20 pm

1 stop6h 20m

Simpson Bay Princess Juliana

Sun 11/9

5:24 pm-10:54 pm

1 stop6h 30m

$442

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 cheapest month to fly to Simpson Bay?

In general, August 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 $389. If you aren’t able to travel to Simpson Bay during the month of August, then flying in June is also cheap. Prices for this month can be found on momondo for an average of $394.

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

Our data shows that Saturday is the least expensive day to fly to Simpson Bay. Tickets to fly out on this day can be as low as $353. Flights from Orlando Airport to Simpson Bay on a Wednesday will generally be more expensive and average around $492. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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

According to our data, the cheapest time of day to fly to Simpson Bay is in the morning. momondo users have found flights departing from Orlando Airport to Simpson Bay in the morning for as low as $352. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Simpson Bay is in the evening when prices are around $419.

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 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 $508 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 $406 on momondo.

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

There are 1 cabin classes available to choose from on Orlando to Simpson Bay Princess Juliana 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?

No. A direct flight is the cheapest option for a flight between Orlando Airport to Simpson Bay.

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

As of July 2025, prices for Orlando Airport to Simpson Bay flights are approximately 17% more expensive 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

$122

Fastest flight time

3h 25m

Direct flights

Sun

Airports in Simpson Bay

1 airport
The best one-way flight to Simpson Bay from Orlando Airport in the past 72 hours is $122. The best round-trip flight deal from Orlando Airport to Simpson Bay found on momondo in the last 72 hours is $270.
The fastest flight from Orlando Airport to Simpson Bay takes 3h 25m
Direct flights go from Orlando Airport to Simpson Bay on Sunday. The only airline offering direct flights is Frontier.
There is 1 airport near Simpson Bay: Simpson Bay Princess Juliana (SXM)
Search flight deals

  • 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 25m, 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
FrontierPriceFrom $220Free CancellationRating
5.9
3,239 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $273Free CancellationRating
6.3
8,049 reviews
Search Spirit Airlines flights
DeltaPriceFrom $355Free CancellationRating
8.0
7,981 reviews
Search Delta flights
American AirlinesPriceFrom $451Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

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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