$208 Find Cheap Flights from St. Maarten to Orlando - Compare and Save

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Cheap Flights from St. Maarten to Orlando

 

Cheap flights to Orlando from top airlines, updated regularly. Compare round-trip, one-way, direct and last-minute deals.

Thu, Dec 10 - Wed, Dec 16
American Airlines Logo
5:33 pm - 12:02 amSXM  Simpson Bay Princess Juliana-MCO Orlando
7h 29m1 stop Miami
American Airlines Logo
6:00 am - 1:32 pmMCO  Orlando-SXM Simpson Bay Princess Juliana
6h 32m1 stop Charlotte Douglas
$333American Airlines
Thu, Jan 7 - Tue, Jan 12
American Airlines Logo
5:29 pm - 11:20 pmSXM  Simpson Bay Princess Juliana-MCO Orlando
6h 51m1 stop Miami
American Airlines Logo
7:00 am - 4:26 pmMCO  Orlando-SXM Simpson Bay Princess Juliana
8h 26m1 stop Miami
$343American Airlines
Thu, Jan 7 - Tue, Jan 12
American Airlines Logo
5:29 pm - 11:20 pmSXM  Simpson Bay Princess Juliana-MCO Orlando
6h 51m1 stop Miami
American Airlines Logo
5:53 pm - 12:34 pmMCO  Orlando-SXM Simpson Bay Princess Juliana
17h 41m2 stops Charlotte Douglas Miami
$347American Airlines
Thu, Nov 19 - Wed, Nov 25
JetBlue Logo
2:15 pm - 10:19 pmSXM  Simpson Bay Princess Juliana-MCO Orlando
9h 04m1 stop Fort Lauderdale
JetBlue Logo
6:00 am - 3:11 pmMCO  Orlando-SXM Simpson Bay Princess Juliana
8h 11m1 stop New York John F Kennedy Intl
$395JetBlue
Fri, Nov 20 - Sun, Nov 29
Southwest Logo
3:15 pm - 6:00 pmSXM  Simpson Bay Princess Juliana-MCO Orlando
3h 45mnonstop
Southwest Logo
11:30 am - 3:40 pmMCO  Orlando-SXM Simpson Bay Princess Juliana
3h 10mnonstop
$397Southwest
Thu, Dec 3 - Wed, Dec 9
Southwest Logo
3:15 pm - 6:00 pmSXM  Simpson Bay Princess Juliana-MCO Orlando
3h 45mnonstop
Southwest Logo
10:05 am - 2:15 pmMCO  Orlando-SXM Simpson Bay Princess Juliana
3h 10mnonstop
$397Southwest
Mon, Mar 1 - Thu, Mar 11
Copa Airlines Logo
12:24 pm - 11:00 amSXM  Simpson Bay Princess Juliana-MCO Orlando
23h 36m1 stop Panama City Tocumen Intl
Copa Airlines Logo
11:25 am - 11:26 amMCO  Orlando-SXM Simpson Bay Princess Juliana
23h 01m1 stop Panama City Tocumen Intl
$412Copa Airlines
Wed, Dec 23 - Tue, Dec 29
United Airlines Logo
2:10 pm - 11:44 pmSXM  Simpson Bay Princess Juliana-MCO Orlando
10h 34m1 stop Chicago O'Hare Intl
United Airlines Logo
8:56 pm - 3:57 pmMCO  Orlando-SXM Simpson Bay Princess Juliana
18h 01m1 stop Chicago O'Hare Intl
$415United Airlines
Fri, Nov 13 - Sun, Nov 22
JetBlue Logo
2:09 pm - 10:24 pmSXM  Simpson Bay Princess Juliana-MCO Orlando
9h 15m1 stop Fort Lauderdale
JetBlue Logo
6:00 am - 3:11 pmMCO  Orlando-SXM Simpson Bay Princess Juliana
8h 11m1 stop New York John F Kennedy Intl
$446JetBlue
Wed, Nov 25 - Wed, Dec 2
Delta Logo
4:05 pm - 10:40 pmSXM  Simpson Bay Princess Juliana-MCO Orlando
7h 35m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:45 am - 2:40 pmMCO  Orlando-SXM Simpson Bay Princess Juliana
6h 55m1 stop Atlanta Hartsfield-Jackson
$452Delta

KAYAK's insights & trends for flights to Orlando

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

What is the cheapest day to fly to Orlando?

Based on KAYAK data, the cheapest day to fly to Orlando is Saturday where round-trip tickets can be as cheap as $482. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $690 on average.

What is the cheapest time of day to fly to Orlando Airport?

The cheapest time of day to fly to Orlando Airport is generally in the morning, when round-trip flights cost $482 on average. The most expensive time of day to fly to Orlando Airport is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $675.

What is a good deal for flights to Orlando Airport?

If you’re looking for cheap airfare to Orlando Airport, 25% of our users found tickets to Orlando Airport for the following prices or less: From Simpson Bay $501 round-trip.

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

To get a below average price, you should book around 4 weeks before departure, which saves you about 57% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 17 weeks before departure.

Good to know

Low season

February

Cheapest flight

$208
Best time to beat the crowds with an average 30% drop in price.
Most popular time to fly with an average 8% increase in price.
Flight from Simpson Bay to Orlando

FAQs - booking Orlando flights

  • How far is Orlando Airport from central Orlando?

    The distance between Orlando Airport and downtown Orlando is 9 miles.

  • How much is a flight to Orlando?

    On average, a flight to Orlando costs $457. The cheapest price found on KAYAK in the last 2 weeks cost $187 and departed from Simpson Bay Princess Juliana Airport.

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

    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 to Orlando.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to 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 to Orlando?

    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 Orlando with an airline and back with another airline.

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

    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 Orlando up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many direct flights to Orlando Airport are there each week?

    Each week there are around 7,656 direct flights from within St. Maarten to Orlando Airport. The most common day for departures is Sunday, with 16% of flights taking off on this day.

Top tips for finding cheap flights to Orlando

  • Looking for cheap airfare to Orlando? 25% of our users found round-trip tickets to Orlando for the following prices or less: From Simpson Bay $396

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Orlando flight deals.

Reviews of the top 5 airlines serving from St. Maarten to Orlando

 
Need help choosing which airline to fly with to Orlando? 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.
7.9
SouthwestOverall score based on 4213 reviews
7.0Food
8.6Crew
8.1Boarding
7.4Entertainment
8.0Comfort
Airline reviews

Stop asking fir people to check carry on and then bind are free. Then the wait to get your luggage is ridiculous. This particular flight came with a 45 min wait, after waiting in tarmac waiting for a gate inhaling jet exhaust. And how about those landings?! Do the pilots not know the earth is coming up under the descending plane?! This is the only airline I get sick on. Every. Time.

4.0 OkayVera, Oct 2026
Read more Southwest reviews

Stop asking fir people to check carry on and then bind are free. Then the wait to get your luggage is ridiculous. This particular flight came with a 45 min wait, after waiting in tarmac waiting for a gate inhaling jet exhaust. And how about those landings?! Do the pilots not know the earth is coming up under the descending plane?! This is the only airline I get sick on. Every. Time.

Like new plane. Great crew. Comfortable. Clean. On time. Happy employees. Good organization and control of passengers.

Red eye from San Diego. Temperature of the cabin was way too warm and the air duct flowed very little air.

Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Excellent! Only question is how we check in at exactly 24 hours in advance and end up at the end of the B boarding group

It went well. Plane wasn't full. Will be great when assigned seating is in place

Excellent experience. WiFi worked on this leg of My trip

Flight was great, but golf bag never made it until later in the day. Even though I had a nonstop flight it was placed on a different one. They made it right with flight credits and I was able to get it the same day.

Pretty standard flight. We left late, but arrived early. The wifi entertainment is always nice. The free snacks and beverages are simple, but appreciated. I'm tall and the seats are an issue. I can deal with a short flight, but any longer, I have to find another airline where I know beforehand I have extra legroom.

Late flight, screens not working and still had to pay for a drink

They changed my seat assignment from window to middle. I have a physical need to sit by the window because of spinal issues. I unboarded in pain, I also was placed between 2 very large men. I am very disappointed and now dealing with the physical aftermath.

DL482 did not wait for about 10 of us including a mother and 3 children when we were in the same terminal on DL486, where we were switching from waiting for a jet bridge fix, to moving to a neighboring gate. I understand taxiing delays are ok either but man. We only needed 5 more minutes. DL482 did not adjust from their times at all. This was my first time with Delta.

We were skipped when the snack cart passed and then the attendant said we weren’t . I am disabled and was in a row toward the back of the plane which was very difficult for me to navigate. Disabled people should not be forced to walk the plank.

It is usually very pleasant. Good service for the price, international flights are even better

New high end luggage ruined/zippers broken, items missing. All happened on return flight from msp to mso. Do better! Not store bought luggage but high end personalized ogio custom embroidered luggage. Total slap in the face ontop of an extra luggage fee that took me 3 hrs on chat to resolve.

Third flight in two months where the crew was not there. Comfort seating does not guarantee overhead bin space. Passengers with children are allowed on the plane first - if you are flying to and from Orlando, this means half the plane has boarded before you get on. And somehow all the bin space is taken up. 3 out of 5 flights have had issues with equipment or procedure. Some of these instances caused the flight to be delayed because of a "nuisance" light. One time it was a bag that had been brought on board but did not belong to anyone so we had to return to the gate. Last night we were told the "AC" on the plane doesn't work well and we're 10th for take off- because the crew was late - and that it will get cool when we're in the air. Not sure if this is usual, but I didn't think flight crew could jump seat in first class. Movie and TV selection has not been refreshed for several months- flying one to two round trips each month easily exhausts the list of content.

Everything could and should be better. We are paying for, it's not a favor, it's a service and should involve quality, responsibility and respect.

The whole experience was excellent. As it most often is with Delta

We waited an hour on the runway to get a gate in Orlando

Multiple delays, poor communication, dismissive staff, chaotic boarding, broken seat back entertainment. Not really much to like.

My overall experience with JetBlue was pretty poor and disappointing. We originally booked a DIRECT flight home from Boston on 9/28 at 8:00pm even though it cost more than the non direct flights. With no reason other than "unforeseen circumstances", our flight home Monday was cancelled and we were rebooked on a 7:00am flight on 9/29 with a layover in JFK. We were traveling with sick kids coming home from a funeral of a loved one and needed to be at work on Tuesday so paying extra for a flight home Monday was something we had to do. The original direct flights were considerably more expensive than the non direct flights- so I don't understand how Jetblue did absolutely NOTHING to compensate or right their mistake. We will not be booking with them in the future because they are not reliable and they showed no remorse nor did they make any attempt to make things right. The least they could have done was credit the difference in cost of flight because I know our original flights cost more than the one we were rebooked on. Once again- we will not be flying with them in the future and will advise family and friends to be aware of the risk you run when giving them your business. Do better.

Terrible. We originally booked a direct flight from BOS to MCO on 9/28 at 8:00pm and it was cancelled due to unforeseen circumstances and the flight we were rebooked on was on 9/29 at 7:00am with a layover in JFK. We were traveling with sick kids so leaving at such an early hour was absolutely miserable, and on top of that we all missed work which we couldn’t afford. On top of that- we paid a fortune for our flights to be direct without a layover and the flights with layovers were cheaper so at the very minimum we should have been refunded the difference. With absolutely no explanation or sympathy from JetBlue- we will avoid using them in the future due to the fact they aren’t reliable nor do they correct their mistakes.

Experience with JetBlue was poor. We were originally suppose to fly home on a direct flight on Monday the 28th at 8:00pm and we it was canceled due to “unforeseen circumstances” and we were rebooked on a 7am flight on Tuesday the 29th with a layover in JFK. Traveling with sick kids and waking up at an ungodly hour was miserable, and not only that it caused all of us to miss work. We intentionally flew our Monday on a direct flight and the direct flight was far more than the non direct flights on any given day. There was no compensation provided let alone a reasonable explanation. When you are charging people those type of prices for domestic same coast flights- you should be at least refunding the cost difference of the flights if you are rebooking them on a cheaper flight. I will never fly JetBlue again because they are unreliable and don’t correct their mistakes.

Wasn’t very happy with our flight home due to the fact it was cancelled with absolutely no reason. It was a direct flight at 8:00pm on Monday and they rebooked us for a 7am flight on Tuesday with a layover. Traveling with sick kids, getting up that early was miserable and on top of that we all missed a day of work that we couldn’t afford to with absolutely no apology or compensation from JetBlue. The original cost of the flights were astronomical because we flew out on Monday over Tuesday and also we paid extra for the direct flight then we would have for the flight with a layover. Super disappointed Jetblue truly could have cared less. Will avoid them in the future due to the fact they aren’t reliable nor compassionate for the inconvenience these changes cost their clients.

There is a considerable amount of people that use the wheel chair pre boarding along of large groups of family / friends. This is not right should be limited only to the person in need and the airline assistant. Some of these people use overhead bins that do not belong to them. The aircraft had a non functional wifi . The service was bad.

Very poor help no one answering a question regarding seating. Very rude staff. They don’t care, as if it’s not part of their job. Flight was delayed for no good reason and no apologies given.

Flight is delayed by more than an hour without any reason, the jet blue gates kept changing every 20 mins and there is no proper communication. No ear phones provided in flight, there is a screen with entertainment but what is the use, I have earphones but the console has outdated audio connections, no usb C or bluetooth, they are living 15 years behind

Flight did not have onboard charging and TV screen flickering.

JetBlue was good. Kayak offered us a deal if we bundled the rental car. This was a complete scam. Kayak said the total was $222... but when we went to pick up the car the agent at Rent a wreck said that we had to pay "fees and taxes" for a grand total of $750. I would recommend not using kayak or rent a wreck. They are both complicit in this scam. JetBlue worked out well.

I have posted the comments in the first flight leg.

I have yet to come across an AA agent or flight attendant that is friendly. They really inhibit a good experience.

Flight was delayed by 6 hours... the level of incompetence was truly astounding. I won't be flying American Airlines again. I don't care if AA is direct and there is a layover with another airline, I'll take the layover.

Flight left on time. Captain provided relevant announcements. We had to wait 45 minutes to desembark due to the ramp closed because of lightening.

I was able to get the AA customer Service desk to put me on an earlier flight without any issues.

It was a train wreck but on an airplane. First off, flight was delayed then we board only to hear two announcements, First weather delays in Orlando and second backup battery warning on emergency lights. After sitting on the plane for almost 2 hours they have us deplane due to the maintenance issue. We were told they were getting another plane. In the mean time, I notice another American- Orlando flight and ask the gate agent if I can switch. He says he cant help me and I'd have to walk to A13 from A37. Really!? I get down there and get a seat only to get an announcement my original flight was RE-boarding. The Then inflight there's no communication and I notice on flightaware were circling over the Gulf of America. I call the flight attendant and of course she has no clue and apparently 5m later the pilot finally tells us about another delay. Why does American always have these service and delay issues? They are my LAST choice in flights now!

No gates avail at DFW so our incoming had to wait 30 mins for a plane to push back because they Had mechanical. We boarded 90 mins delayed and then we had a mechanical. Come on American…do better. Also at my seat the tray table had not been cleaned. Floor had not been cleaned. But captain and flight Att were very picture and apologetic.

On the plus side, crew was attentive, drinks were cold, and in-flight entertainment selection was better than some other airlines. On the negative aide, Plane was delayed almost an hour, either no announcements from the gate crew. Biscoff cookies are gross, appreciate airlines that give a choice. Also, crew had no personality or enthusiasm at all.

Wish they had the seat-back video screens for watching movies or playing games.

Very good but wish they had the seat-back video screens for movies & games

Our flight was delayed 2 hours and when they changed the the time to 1 hour I wasn't alerted and when I checked the gate the plane was still there but they already shut the doors so I had to buy another flight.

Plane was hot and miserable and the crew was rude!

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

Better than expected. Staff were friendly and nice on both flights.

Terrible. Flight cancelled with no reasoning and no flights to rebook. Employees were useless and did nothing to help. Did not even know where to retrieve luggage from the cancelled flight. Flyers beware.

No fault of Frontier staff: plane was very late, reached Orlando at 1 am, took a while to get luggage. Weather, gov financial shutdown impact on TSA, air controllers seemed to have multiple flights backed up. Frontier staff seemed to cope as gracefully as possible. It did reassure me that I and my new hip could adapt to travel challenges. Food/entertainment were irrelevant to my trip.

Frontier is the Walmart of airlines. Frontier has removed adjustability and comfort from their seats to make the flight lighter and save gas. This makes it impossible to sleep on their flights. Their customer service is abysmal. Once, I bought a drink on the plane, and they swiped my credit card on the plane to pay for it. Then I got three weeks of daily notices from my bank telling me they tried to charge the wrong card number over and over again. I tried to call them, but they removed the ability to actually talk to someone that can resolve such a problem from their company to cut corners. The only way to talk to someone in person is to go to the check-in counter at the airport (40 minutes drive from my house). Eventually their system gave up on trying to charge the card, after 21 days of repeated tries. They don't pad their prices even a little to handle customer service issues like missed flights. They also have a blanket policy preventing helping you reschedule a missed flight if their system says you "cancelled" your own flight online. This is a major problem because their website is broken on mobile devices, the only web browser you have at the airport when their gate staff tell you that you have to reschedule your own missed flight online because they can't help you. I tried to reschedule my flight on my android device and instead, their website crashed and "cancelled" my missed flight. When I got to the counter, the agent argued with me for 5 minutes insisting that I intentionally cancelled my own flight (implying I had to buy another flight). She missed the point: the problem was that I could not buy another flight because their website is broken. I left to avoid more conflict with the "customer service" agent. I tried to redress my issue with their only other "customer service" chanel available: the contact form on their website. The response I got was more of the same: you cancelled your own flight, according to our website / computer records, therefore we won't help you. I was trying to explain the problem with their broken website that cost me hundreds of dollars by crashing / malfunctioning and resulting in a cancelled flight, but they only had deaf ears for this problem. Worst customer service I have ever experienced. I will never buy another Frontier flight again, because it is a risky, painful move that I will likely regret often.

I was 2 hr arrive in the airport and 45 min in the line . After take to my turn . The agent tell me I’m later . I can not board . So my vacation was going to the floor . Just for their bad customer service agent in the airline

Since you have to pay for overhead bags then they shouldn't be running out of space and asking individuals who paid to remove stuff from the overhead

It was a no frills flight. Would have liked to be able to charge my device

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