SXM - MCO

$199 Find Cheap Flights from Simpson Bay to Orlando - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Simpson Bay to Orlando departing on 7/8. 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
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Orlando Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Simpson Bay to Orlando, 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 Simpson Bay to Orlando, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$315
Typical prices: $563-$587
JetBlue
Fri 9/18Fri 9/25
SXM - MCO • 1 stop
Cheapest non-stop
$426
Southwest
Fri 8/21Sun 8/30
SXM - MCO • Non-stop
Top airlines
Cheapest • from $315 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with Southwest and Frontier. Average duration is 3h 32m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top layover airports
Cheapest • Avg $547 (round-trip)
Shortest trip • 6h 04m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 30% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 100% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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Booking Insights
Flight Deals

Cheap Flights from Simpson Bay to Orlando (SXM-MCO)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Simpson Bay to Orlando 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Simpson Bay to Orlando

Fri, Sep 18 - Fri, Sep 25
JetBlue Logo
3:05 pm - 9:35 pm
SXM
-
MCO
6h 30m
1 stop
JetBlue Logo
8:55 am - 2:00 pm
MCO
-
SXM
5h 05m
1 stop
$315JetBlue
Fri, Sep 18 - Fri, Sep 25
JetBlue Logo
3:05 pm - 9:35 pm
SXM
-
MCO
6h 30m
1 stop
JetBlue Logo
8:55 am - 2:00 pm
MCO
-
SXM
5h 05m
1 stop
$317JetBlue
Fri, Sep 11 - Mon, Sep 14
JetBlue Logo
3:05 pm - 9:35 pm
SXM
-
MCO
6h 30m
1 stop
JetBlue Logo
8:55 am - 2:00 pm
MCO
-
SXM
5h 05m
1 stop
$325JetBlue
Thu, Sep 10 - Sat, Sep 12
JetBlue Logo
3:05 pm - 9:35 pm
SXM
-
MCO
6h 30m
1 stop
JetBlue Logo
8:55 am - 2:00 pm
MCO
-
SXM
5h 05m
1 stop
$358JetBlue
Fri, Aug 28 - Tue, Sep 1
JetBlue Logo
1:42 pm - 10:16 pm
SXM
-
MCO
8h 34m
1 stop
JetBlue Logo
6:24 pm - 12:37 pm
MCO
-
SXM
18h 13m
1 stop
$383JetBlue
Wed, Aug 26 - Tue, Sep 1
JetBlue Logo
1:42 pm - 10:16 pm
SXM
-
MCO
8h 34m
1 stop
JetBlue Logo
6:24 pm - 12:37 pm
MCO
-
SXM
18h 13m
1 stop
$389JetBlue
Fri, Aug 28 - Mon, Aug 31
Delta Logo
3:18 pm - 1:04 am
SXM
-
MCO
9h 46m
1 stop
Delta Logo
5:30 am - 1:53 pm
MCO
-
SXM
8h 23m
1 stop
$401Delta
Fri, Aug 21 - Sun, Aug 30
American Airlines Logo
4:39 pm - 8:20 am
SXM
-
MCO
15h 41m
1 stop
American Airlines Logo
6:00 am - 1:22 pm
MCO
-
SXM
7h 22m
1 stop
$403American Airlines
Fri, Aug 21 - Sun, Aug 30
American Airlines Logo
2:22 pm - 11:41 pm
SXM
-
MCO
9h 19m
1 stop
American Airlines Logo
7:30 am - 1:22 pm
MCO
-
SXM
5h 52m
1 stop
$404American Airlines
Wed, Aug 26 - Wed, Sep 2
JetBlue Logo
1:42 pm - 10:16 pm
SXM
-
MCO
8h 34m
1 stop
JetBlue Logo
9:55 am - 12:37 pm
MCO
-
SXM
26h 42m
1 stop
$408JetBlue
Booking Insights

KAYAK's insights & trends for Simpson Bay to Orlando flights

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

How much is a round-trip flight from Simpson Bay to Orlando Airport?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Simpson Bay to Orlando Airport departing in September.

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

The average price of all round-trip flights from Simpson Bay to Orlando Airport clicked on KAYAK for each day over the last 12 months.

When flying from Simpson Bay to Orlando, you should consider leaving on a Saturday and avoid Tuesdays if you are looking for the best rates. For your return to Simpson Bay, you’ll find the best rates on Tuesdays and the most expensive ones on Fridays.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Simpson Bay to Orlando Airport, 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 Simpson Bay to Orlando Airport is January, where tickets cost $0 (return) on average. On the other hand, the most expensive months are April and June, where the average cost of round-trip tickets is $770 and $690 respectively.

Can I save money by flying with a layover from Simpson Bay to Orlando Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $499 on average.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Simpson Bay to Orlando Airport, 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 Simpson Bay to Orlando Airport, you should book around 3 weeks before departure, which saves you about 30% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 6 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$199
Best time to beat the crowds with an average 32% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Simpson Bay to Orlando

When to book flights from Simpson Bay to Orlando

Are your dates flexible? Find out the best times to travel from Simpson Bay to Orlando 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 Simpson Bay to Orlando flights

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

    In the last 5 days, the lowest price for a flight from Simpson Bay to Orlando Airport was $199 for a one-way ticket and $315 for a round-trip.

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

    Yes

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

    Simpson Bay and Orlando are both served by 1 main airport. You will leave Simpson Bay from Simpson Bay Princess Juliana and will be arriving at Orlando.

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

    American Airlines, and Delta offer inflight Wi-Fi service on the Simpson Bay to Orlando flight route.

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

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Simpson Bay to Orlando flight route.

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

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

  • On which days can I fly direct from Simpson Bay to Orlando?

    There are nonstop flights from Simpson Bay to Orlando on a daily basis.

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

    The two airlines most popular with KAYAK users for flights from Simpson Bay to Orlando are Southwest and Delta. With an average price for the route of $690 and an overall rating of 7.9, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $568 and an overall rating of 7.8.

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Orlando from Simpson Bay 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 Simpson Bay 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 to Simpson Bay with another airline. Booking your flights between Simpson Bay and MCO 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 Simpson Bay 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 from Simpson Bay up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

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

  • Looking for a cheap flight? 25% of our users found flights on this route for $324 or less one-way and $467 or less round-trip.

Prefer to fly direct from Simpson Bay to Orlando?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Simpson Bay Princess Juliana to Orlando.
Find which airlines fly direct from Simpson Bay Princess Juliana Airport to Orlando Airport, which days they fly and book direct flights.

Direct departures

Simpson Bay Princess Juliana to Orlando

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Frontier,Southwest

Frontier,Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Orlando to Simpson Bay Princess Juliana

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Frontier,Southwest

Frontier,Southwest

Sunday

Southwest

Southwest

See more direct flights

Reviews of the top 5 airlines serving from Simpson Bay to Orlando

 
See real verified KAYAK customer reviews for airlines flying from Simpson Bay to Orlando. 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 Simpson Bay 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 4246 reviews
8.0Comfort
8.6Crew
7.0Food
8.1Boarding
7.5Entertainment
Airline reviews

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

2.0 MediocreJames, Apr 2026
LAX - MCO
Read more Southwest reviews

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.

The flight was promptly on schedule and Southwest delivered everything they promised. No excuses for any shortfalls just 100% ownership of their responsibilities and business. The boarding and seating policy is a complete shambles. What started out as a great idea when Southwest first hit the market has been turned into a disaster due to the lack of integrity in many of the people who fly Southwest and take advantage of Southwest generosity at the expense of their fellow passengers.

The actual flight was great! The 3 hour delay not so much.

Flight was canceled at 11:50am on my husband’s birthday as if they didn’t have all day to still try to go.

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

Flight was delayed by 3-hours and their fix was… complimentary pretzels.

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

The flight was an hour and a half late departing which was inconvenient

Movie selection was meh. Food was great. Crew as always great. I paid for premium because that’s the only way not to feel like a sardine. That’s how economy should be imo. Sadly passengers have to pay an extra $1000 to get what they should at base price but that’s all airlines. The airline industry in general treats passengers as cargo.

Crew was friendly Love the entertainment in the seat head rest.

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

Flight was delayed not sure why no explanation given and no apologies either. Otherwise the flight was fine

Waited on the runway for takeoff for 2.5 hours. Air traffic rerouted us. The plane didn't have enough fuel, so had to go back to the gate. Had to wait for a new pilot. Should have landed at 5:22. Didn't land until 9:10. Trash flight.

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.

TV was broken and could not shut it off. The flicking was bother me and gave me a headache. The WiFi wouldn’t work correctly, I was able to text but not search the web or surf social media. The plane itself had a lot of wear and tear it is due for an update.

We were delayed and had to circle due to weather and had to divert for fuel. While I understand that you can’t control the weather I would have appreciated knowing that the crew wasn’t going to run out of hours and then having to spend the night in the Raleigh airport.

Messy plane that was falling apart Small screens that didn't work

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

My JetBlue experience was nice. The flights ran on time, the aircraft was clean and comfortable, and the flight attendants were attentive. My only issue, which is isolated to the low-cost (budget) option at JetBlue, is that the check in process makes the user feel that they have to buy their seats. The seats offered for purchase are upgrades from the budget seats you get (which are essentially the last seats remaining). The interface should not make it feel like you must purchase a seat.

The inflight system with their wifi is a hot mess and doesn't work. Separately they do, but when you try to do theoretically simple things like pair a device for control it all falls apart

It took 1-1/2 hours to get our luggage after we landed. That to me is unacceptable

I like their airplanes because they have plenty of legroom in their seats they always work with me if I have a change of plans on my tickets courteous and I always feel safe flying with them.

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

Seats were extremely uncomfortable and it was very hot on the plane.

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

Information on your arrival and departure airports