MCO - SXM

$64 Find Cheap Flights from Orlando to Simpson Bay

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Orlando to Simpson Bay departing on 4/9. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Orlando to Simpson Bay, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Orlando to Simpson Bay, as well as popular online travel agencies
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Cheap Flight Deals from Orlando to Simpson Bay (MCO-SXM)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Orlando to Simpson Bay that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Orlando to Simpson Bay

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Orlando to Simpson Bay.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
6:12 am - 2:00 pmMCO-SXM
7h 48m1 stop
3:05 pm - 7:09 amSXM-MCO
16h 04m1 stop
$264Spirit Airlines
Find Deal
Wed, Apr 2 - Mon, Apr 7
6:12 am - 2:00 pmMCO-SXM
7h 48m1 stop
3:05 pm - 9:53 pmSXM-MCO
6h 48m1 stop
$268Spirit Airlines
Find Deal
Mon, Apr 7 - Mon, Apr 14
6:00 am - 2:00 pmMCO-SXM
8h 00m1 stop
12:36 pm - 4:06 pmSXM-MCO
3h 30mnonstop
Sat, May 3 - Sat, Aug 16
8:03 am - 11:24 amMCO-SXM
3h 21mnonstop
12:34 pm - 4:24 pmSXM-MCO
3h 50mnonstop
$310Frontier
Find Deal
Sat, May 24 - Sat, May 31
11:59 pm - 5:01 pmMCO-SXM
17h 02m1 stop
3:11 pm - 7:22 amSXM-MCO
16h 11m1 stop
Sun, May 4 - Sat, May 10
5:44 am - 5:01 pmMCO-SXM
11h 17m1 stop
12:34 pm - 4:24 pmSXM-MCO
3h 50mnonstop
$319Frontier
Find Deal
Mon, May 19 - Sat, May 24
5:30 am - 1:54 pmMCO-SXM
8h 24m1 stop
3:19 pm - 12:19 amSXM-MCO
9h 00m1 stop
$485Delta
Find Deal
Mon, May 19 - Thu, May 22
6:03 am - 3:31 pmMCO-SXM
9h 28m2 stops
2:05 pm - 8:09 amSXM-MCO
18h 04m2 stops
$490American Airlines
Find Deal
Mon, May 12 - Thu, May 15
5:00 am - 3:31 pmMCO-SXM
10h 31m2 stops
4:05 pm - 11:36 amSXM-MCO
19h 31m2 stops
$492American Airlines
Find Deal
Tue, Jun 3 - Fri, Jun 6
6:00 am - 2:30 pmMCO-SXM
8h 30m1 stop
3:19 pm - 12:19 amSXM-MCO
9h 00m1 stop
$496Delta
Find Deal
Sat, May 31 - Tue, Jun 3

Flights from Orlando to Simpson Bay - Travel Insights & Trends

Get data-powered insights and trends into flights from Orlando to Simpson Bay to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Orlando to Simpson Bay?

The average price of all round-trip flights from Orlando Airport to Simpson Bay clicked on KAYAK for each day over the last 12 months.
Your flight ticket price will generally be cheaper if you fly to Simpson Bay on a Sunday and more expensive on a Wednesday. On your return trip to Orlando, you should consider flying back on a Saturday, and avoid Sundays for better deals.

What is the cheapest month to fly from Orlando Airport to Simpson Bay?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Orlando Airport to Simpson Bay, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Orlando Airport to Simpson Bay is September, where tickets cost $312 (return) on average. On the other hand, the most expensive months are February and November, where the average cost of round-trip tickets is $611 and $588 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Orlando Airport to Simpson Bay, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.
To get a below average price on the flight from Orlando Airport to Simpson Bay, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

Good to know

Low season

October

High season

June

Cheapest flight

$64
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from Orlando to Simpson Bay

When to book flights from Orlando to Simpson Bay

Are your dates flexible? Find out the best times to travel from Orlando to Simpson Bay based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Orlando to Simpson Bay flights

  • What is the cheapest flight from Orlando Airport to Simpson Bay?

    In the last 3 days, the lowest price for a flight from Orlando Airport to Simpson Bay was $64 for a one-way ticket and $264 for a round-trip.

  • Do I need a passport to fly between Orlando and Simpson Bay?

    Yes

  • Which airports will I be using when flying from Orlando to Simpson Bay?

    Orlando airport is called Orlando and the only airport in Simpson Bay is Simpson Bay Princess Juliana.

  • Which airlines offer Wi-Fi service onboard planes from Orlando to Simpson Bay?

    Only American Airlines offers inflight Wi-Fi service on the Orlando to Simpson Bay flight route.

  • Which aircraft models fly most regularly from Orlando to Simpson Bay?

    The Airbus A320neo is the aircraft model that flies most regularly on the Orlando to Simpson Bay flight route.

  • Which airline alliances offer flights from Orlando to Simpson Bay?

    oneworld, Star Alliance, and SkyTeam are the airline alliances operating flights between Orlando and Simpson Bay, with Star Alliance being the most commonly used for this route.

  • Which is the best airline for flights from Orlando to Simpson Bay, Delta or American Airlines?

    The two airlines most popular with KAYAK users for flights from Orlando to Simpson Bay are Delta and American Airlines. With an average price for the route of $496 and an overall rating of 8.0, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $579 and an overall rating of 7.2.

  • How does KAYAK find such low prices on flights from Orlando to Simpson Bay?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Orlando to Simpson Bay.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Orlando to Simpson Bay?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Simpson Bay from Orlando is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Orlando to Simpson Bay?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Simpson Bay with an airline and back to Orlando with another airline. Booking your flights between Orlando and SXM can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Orlando to Simpson Bay?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Simpson Bay from Orlando up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

KAYAK’s top tips for finding a cheap flight from Orlando Airport to Simpson Bay

  • Looking for a cheap flight? 25% of our users found flights on this route for $314 or less round-trip.

Prefer to fly direct from Orlando to Simpson Bay?

Find which airlines fly direct from Orlando Airport to Simpson Bay Princess Juliana Airport, which days they fly and book direct flights.

Direct departures

Orlando to Simpson Bay Princess Juliana

Saturday

Frontier

Frontier

See more direct flights

Direct returns

Simpson Bay Princess Juliana to Orlando

Saturday

Frontier

Frontier

See more direct flights
See more direct flights

Top 4 airlines serving from Orlando to Simpson Bay

 
See real verified KAYAK customer reviews for airlines flying from Orlando to Simpson Bay. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Orlando to Simpson Bay? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 7973 reviews
8.0Comfort
8.5Crew
7.9Entertainment
7.3Food
8.2Boarding
Airline reviews

The young man who was our flight attendant in first class was lazy and did not do his job well at all. Never offered drinks upon boarding - actually I take that back... said "are you okay with water" as if I do not want to get you anything else, only passed the snacks around once, got my drink order wrong and then never offered a second round of drinks. He was the worst I have ever seen on Delta and we fly a lot.

8.0 ExcellentAnonymous, Feb 2025EYW - ATL
Read more Delta reviews

The young man who was our flight attendant in first class was lazy and did not do his job well at all. Never offered drinks upon boarding - actually I take that back... said "are you okay with water" as if I do not want to get you anything else, only passed the snacks around once, got my drink order wrong and then never offered a second round of drinks. He was the worst I have ever seen on Delta and we fly a lot.

Flight left early and arrived early. the whole trip was excellent.

Newer plane, relatively easy boarding, not a full flight and was told that we could not be moved up because of weight and balance issues. Otherwise, a very good experience.

Everything was great. Great service, excellent communication, and early arrival

I sat in comfort plus. It was fine. Seats were comfortable. I got drinks and snacks.

Good and consistent Printer in lounge did not work for me :(

Great - This was the last flight before hurricane closures and did a quick turnaround to get the plane heading north. Much appreciated.

I liked the screens in the seat headrest with movies to watch. I didn’t like being forced to check my carryon bag and being told there wasn’t room for my bag - when there were 5 bins sitting empty on takeoff. I didn’t like the “I don’t give a fig” attitude of the flight attendants and the delta gate attendants when I asked why they decided to put me out. They gave me a 1800 number to call but I can’t get a live person on the phone. Customer service is non existent. My business must not be that important to them.

It was not in Delta's control, but when we landed, we ended up parking at the wrong gate, and so everyone was already ready to deplane and had their carryon bags, ready to leave. But we had to sit down and move to the proper gate. This process took over 30 minutes. Again, not Delta's fault - more so on the staff at JFK

It’s was good. There’s so much room for improvement though. Since the plane was small, there was no entertainment but for years now, the most jarring aspect of travel is the lack of tasty snacks.

Nice modern plane. Can use your own device for entertainment. Get a snack on the plane.

Flight was late and missed connecting flight. They could have better accommodated, but instead did an overnight and had to arrive the next afternoon.

The boarding crew was incredibly helpful getting me on an earlier flight

They have lost any customer service care and support. Terrible airline now and been for awhile.

The flight was delayed leaving Miami. When we arrived in Charlotte, we were unable to park at our scheduled gate. We had to wait another 30-45 minutes before we could park at a different gate. All in all, we were delayed by almost two hours arriving in Charlotte.

the pilot that landed this flight in Philadelphia did an amazing job, the weather was absolutely terrible and we landed safely.

Per usual, flight status, staff courtesy and professionalism were excellent

Same as before being upgraded to business class made it perfect

The seats were crammed and the guy in front of me wouldn't stop reclining. If AA is cramming extra rows in, they need to take away the reclining in coach. My knees were smashed for 4 1/2 hours and I was very close to confronting the passenger in front of me.

AA can't control the weather. But the airplane was hot and stuffy while stuck on the runway with a broken entertainment system.

The seats were comfortable and not as tight as i would have expected. Would have been nice to be able to recline my seat, which was not available. Some form of free snacks and drink option would be appreciated as well, even just a water and small bag of crackers would have been better than nothing at all.

Bad seats. Very uncomfortable. Crew was fine. Too much upcsharging

Pl meed tp make proper accom for all pets and owners by placing them on a section to accommodate human animal allergies and give up a few seats YWS ACCOMMODATIONS SHOULD BE MADEBY THE AIRLINES and not pushed off to another paying customer that has to sit in fear or by being touched by someone elses animal.

Overall experience felt smooth and well-run. Inexpensive direct flight was great. Extreme "a-la-carte" business model got tiresome after a while. The $8 soft drink in-flight just felt excessive. Thin, hard, tightly-spaced seats were uncomfortable.

Not bad but I was told that I got a 1 carry. When I got to the gate I was told my purse was considered my carry on. I had never been told that before.

Better service, stop treating people like cattle, have REAL FOOD for the price of the ticket. YOU ARE IN BANKRUPTCY, WAKE UP!!! ... DO BETTER, PLAN BETTER, GIVE COMFORT AND CARE TO PASSENGERS ... EARN RESPECT AND ADMIRATION, YOU'LL BE REWARDED BY THE PUBLIC.

The check-in process at Spirit was horrible. There was no one directing the hundreds of people trying to check-in and drop bags at Spirit. We got in multiple lines and were later told it wasn’t a line. The check-in process needs to be improved. The flight and crew were great.

I’ve now flown Spirit a few times and while the general perception of Spirit I feel is poor, I’ve had a great experience each time. They do charge extra for everything but you should know that going in

Very mean staff. No entertainment.. No WiFi, a baby cried for over 3 hours no staff offer to assist. My son $500 computer screen got damaged under the plane due to force check in of my bag. TERRIBLE EXPERIENCE!

Nothing I liked. Seats uncomfortable child behind kicking my seat entire flight. Delayed. Couldn't get free glass of water

Asked for a seat change to be w my wife at the gate they were great in sorting it out to make it happen

They cancelled the flight and did nothing. I should be compensated for my uber rides to and from airport. Not a good service by frontier or kayak.

The worst service , the agents from the counter are really bad . Poor customer service . They didnt help me to get in the flight . I was on line when they close the flight without telling and I couldn’t board the plane . I will like to get my money back ey back because it was their fault. Really bad management , bad manners, bad additud

The check in process was a mess for no reason. I spent an hour waiting in line trying to get them to print my boarding pass and as a result I missed my flight.

After waiting several minutes to be acknowledged by 3 employees on their phones, was told we had missed our flight because the doors were closed at that literal moment. Had they given any actual service or help while we were standing there we would have been on with time to spare. More than 10 people were turned away in this fashion claiming there was no way they could let us on the plane, even though it was still sitting connected to the terminal. After the desk agents let us know they didn't care about the situation we were forced to pay more than twice the price of our original tickets as no credits were given for the price of the "missed" flight. And the icing on the cake was after being treated poorly, fleeced for another few hundred dollars for new tickets? We waited on the next plane for 25 minutes passed the "doors closed" time, letting almost an extra dozen passengers on board. You're company has lazy, disinterested employees and your lack of any real help will ensure this was the first and last time we fly Frontier. Awful.

The seats were extremely hard and uncomfortable. It was disappointing even for a budget airline.

Charging $74 for one checked bag is outrageous. I will never fly Frontier again.

Frontier notifying me earlier of flight delay of over 2 hours.

One crew member was rude about our bags. Be nice about it. We don’t fly a lot. And the fact that you have to pay for a carry on is ridiculous

At check in they don’t let you be with the person you are traveling with unless you pay $40 per seat . Really bad policy they have

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