MCO - SXM

$60 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 3/30. 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.
1 adult

Search hundreds of travel sites at once for deals on flights to Simpson Bay

 
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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

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
11:00 pm - 5:15 pmMCO-SXM
18h 15m1 stop
6:35 pm - 6:05 amSXM-MCO
11h 30m1 stop
$217Frontier
Find Deal
Sun, Mar 9 - Mon, Mar 17
5:45 am - 5:15 pmMCO-SXM
11h 30m1 stop
6:35 pm - 6:05 amSXM-MCO
11h 30m1 stop
$218Frontier
Find Deal
Mon, Mar 10 - Fri, Mar 14
6:12 am - 1:28 pmMCO-SXM
7h 16m1 stop
3:05 pm - 7:09 amSXM-MCO
16h 04m1 stop
$251Spirit Airlines
Find Deal
Fri, Mar 21 - Fri, Apr 4
6:44 pm - 1:28 pmMCO-SXM
18h 44m1 stop
6:35 pm - 6:05 amSXM-MCO
11h 30m1 stop
Tue, Mar 11 - Mon, Mar 17
10:04 am - 1:28 pmMCO-SXM
27h 24m2 stops
6:35 pm - 6:05 amSXM-MCO
11h 30m1 stop
Tue, Mar 11 - Mon, Mar 17
6:12 am - 2:00 pmMCO-SXM
7h 48m1 stop
2:34 pm - 9:53 pmSXM-MCO
7h 19m1 stop
$278Spirit Airlines
Find Deal
Mon, Apr 7 - Mon, Apr 14
5:57 pm - 11:23 amMCO-SXM
17h 26m1 stop
12:18 pm - 10:40 pmSXM-MCO
10h 22m1 stop
$435Copa Airlines
Find Deal
Thu, May 15 - Wed, May 21
8:33 pm - 1:30 pmMCO-SXM
16h 57m1 stop
4:10 pm - 11:42 pmSXM-MCO
7h 32m1 stop
$494American Airlines
Find Deal
Sat, Jun 7 - Thu, Jun 12
8:33 pm - 1:30 pmMCO-SXM
16h 57m1 stop
4:10 pm - 10:39 amSXM-MCO
18h 29m2 stops
$499American Airlines
Find Deal
Sat, Jun 7 - Thu, Jun 12
5:57 pm - 11:23 amMCO-SXM
17h 26m1 stop
12:18 pm - 10:40 pmSXM-MCO
10h 22m1 stop
$514Copa Airlines
Find Deal
Thu, May 1 - Sun, May 4

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 May, where tickets cost $305 (return) on average. On the other hand, the most expensive months are November and February, where the average cost of round-trip tickets is $586 and $575 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 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.

Good to know

Low season

April

High season

June

Cheapest flight

$60
Best time to beat the crowds with an average 0% 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 $60 for a one-way ticket and $217 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?

    Star Alliance, oneworld, 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 $572 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.

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 8219 reviews
8.5Crew
7.9Entertainment
8.2Boarding
8.0Comfort
7.3Food
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.

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 flight was just perfect! We left a few minutes early, had a smooth flight and fortunately had landed before the terrible accident that took off from North Philadelphia airport shortly thereafter.

We got upgraded for this flight. But the particular bright spot was the flight attendant in our cabin. She was attentive but not intrusive. She interacted in a personal way with each passenger and gave a great service. Thank you!

Didnt realize i had bought a seat that couldnt recline. Not horrible as it was very short flight.

very bare bones flight no entertainment screen, download shows prior to boarding to watch on phone or tablet.

I never have a good experience with American and this was no different. The airplane was INCREDIBLY hot. Like unbearably so. Everyone was fanning themselves with pamphlets and sweating. When someone asked the flight attendant to turn down the temperature they were told there was nothing the crew could do. Once we pushed back from the gate we then had to wait an hour to take off and the communication from the crew was not good. People were getting up this whole time and a man was even in the bathroom when we took off. Once we landed at our destination we waited another 30 minutes at the gate to deplane with, again, no communication from the crew as to what was going on.

I had a horrible experience from the time I dropped off my bags until the time I landed. The staff taking the bags at the check-in counter prior to security, forced me to check my baby stroller, even though it weighed less than 20 pounds. their excuse was that the wheels were too big. I have never had an issue gate checking this exact same stroller in the past either on American or on any other airline. when I asked for the agent to show me the rule about the size of the wheels on strollers, they told me to look it up on the AA website. I did so, and did not find any indication that wheel size was a problem for gate checking strollers. The only limitation would be the weight of the stroller which mine was below. I was left with a one-year-old child and all of my carry-on luggage, diaper bag, and the like to walk around the airport without the assistance of a stroller and had the same issue when I exited the plane and had to go all the way to baggage claim without a stroller. In addition, while on the airplane, I was told I can only get one bag of cookies as a snack, even though I was with a child. Apparently my child and I were supposed to share a cookie. While this latter issue is a minor one, it is just another example of the absolutely horrible customer service that American Airlines provides. In addition, the 737 aircraft that I was on was extremely hot and the air vents above the seat were so far away from the aisle and middle seats that it was comical. I could barely reach the air vent to adjust it. I had to ask the person in the window seat to do it for me. The whole experience was just a nightmare.

Ok. Got us there safely and a bit early. Need food available on this long flight. Almost 3 hours.

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

The boarding was quick and orderly, but the seating is tight and not in a good way.

Absolutely the MOST uncomfortable seat I've EVER had on ANY airline. It should be a criminal act (cruel & unusual punishment). NEVER AGAIN will I travel your airline.

Average, boarding was ok, the eye scanner broken mid way through boarding they ahd to do it manually. Did not eat any food, Not even water was offered for free.

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

The trip was unremarkable which is good. Crew was very professional and courteous.

Online check-in was not user-friendly. Too many fees, not cost effective.

FRONTIER SUCKS! The agent downstairs tricked me into booking, just to get to the gate. At the gate, they told me they couldn't help. I then called Customer Service. They and the gate attendants kept blaming each other. Neither side was willing to help the customer.

Everything you need to know for your flight from Orlando to Simpson Bay

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.