MCO - SXM

$70 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 4/14. 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 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
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Everything you should know

Cheapest round-trip
$260
Typical prices: $669-$538
Spirit Airlines
Thu 4/9Sun 4/12
MCO - SXM • 1 stop
Cheapest non-stop
$446
Southwest
Mon 4/20Wed 4/29
MCO - SXM • Non-stop
Top airlines
Cheapest • from $266 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with Southwest. Average duration is 3h 10m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Avoid delays
Most punctual • 83% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $421 (round-trip)
Shortest trip • 5h 59m (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 33% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 29% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Simpson Bay!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Orlando to Simpson Bay

Thu, Apr 9 - Sun, Apr 12
Spirit Airlines Logo
6:00 am - 1:30 pm
MCO
-
SXM
7h 30m
1 stop
Spirit Airlines Logo
2:35 pm - 11:50 pm
SXM
-
MCO
9h 15m
1 stop
$260Spirit Airlines
Sat, Apr 18 - Sat, May 2
Spirit Airlines Logo
10:49 pm - 1:37 pm
MCO
-
SXM
14h 48m
1 stop
Spirit Airlines Logo
2:42 pm - 8:37 pm
SXM
-
MCO
5h 55m
1 stop
$266Spirit Airlines
Sat, Apr 18 - Sat, May 2
Spirit Airlines Logo
10:49 pm - 1:37 pm
MCO
-
SXM
14h 48m
1 stop
Spirit Airlines Logo
2:42 pm - 8:37 pm
SXM
-
MCO
5h 55m
1 stop
$280Spirit Airlines
Fri, Apr 10 - Mon, Apr 13
Multiple Airlines Logo
8:47 pm - 5:36 pm
MCO
-
SXM
20h 49m
1 stop
Multiple Airlines Logo
2:35 pm - 11:50 pm
SXM
-
MCO
9h 15m
1 stop
$299Multiple Airlines
Sat, Apr 25 - Sat, May 2
Spirit Airlines Logo
10:49 pm - 1:37 pm
MCO
-
SXM
14h 48m
1 stop
Spirit Airlines Logo
2:42 pm - 8:37 pm
SXM
-
MCO
5h 55m
1 stop
$301Spirit Airlines
Fri, Apr 10 - Mon, Apr 13
Multiple Airlines Logo
8:47 pm - 5:36 pm
MCO
-
SXM
20h 49m
1 stop
Multiple Airlines Logo
2:35 pm - 11:50 pm
SXM
-
MCO
9h 15m
1 stop
$304Multiple Airlines
Thu, Apr 9 - Mon, Apr 13
Spirit Airlines Logo
6:00 am - 1:30 pm
MCO
-
SXM
7h 30m
1 stop
Spirit Airlines Logo
2:35 pm - 11:50 pm
SXM
-
MCO
9h 15m
1 stop
$324Spirit Airlines
Sat, Apr 25 - Sat, May 2
Multiple Airlines Logo
10:49 pm - 1:37 pm
MCO
-
SXM
14h 48m
1 stop
Multiple Airlines Logo
2:42 pm - 7:39 am
SXM
-
MCO
40h 57m
2 stops
$326Multiple Airlines
Mon, Apr 13 - Tue, Apr 14
Spirit Airlines Logo
6:00 am - 1:30 pm
MCO
-
SXM
7h 30m
1 stop
Spirit Airlines Logo
2:35 pm - 11:50 pm
SXM
-
MCO
9h 15m
1 stop
$328Spirit Airlines
Sat, Apr 18 - Sat, May 2
Multiple Airlines Logo
10:49 pm - 1:37 pm
MCO
-
SXM
14h 48m
1 stop
Multiple Airlines Logo
2:42 pm - 9:43 am
SXM
-
MCO
19h 01m
2 stops
$329Multiple Airlines
Booking Insights

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

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.

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

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

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 Saturday and more expensive on a Wednesday. On your return trip to Orlando, you should consider flying back on a Saturday, and avoid Thursdays 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 June, where tickets cost $394 (return) on average. On the other hand, the most expensive months are December and April, where the average cost of round-trip tickets is $692 and $617 respectively.

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

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.

No, with an average price for the route of $411, prices are generally cheapest when you fly direct.

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, which saves you about 33% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Good to know

Low seasonMarch
Cheapest flight$70
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly with an average 11% increase in price.
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

  • How many flights are there between Orlando Airport and Simpson Bay per day?

    There is a maximum of 1 nonstop flight a day that takes off from Orlando Airport and lands in Simpson Bay, with an average flight time of 3h 10m. The most common departure time is 10:00 am and most flights take off in the morning. Each week, there are 7 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 $79 for a one-way ticket and $266 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?

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

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

    The Boeing 737 MAX 8 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 is the only airline alliance operating flights between Orlando and Simpson Bay.

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

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

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

    The two airlines most popular with KAYAK users for flights from Orlando to Simpson Bay are Southwest and JetBlue. With an average price for the route of $602 and an overall rating of 8.0, Southwest is the most popular choice. JetBlue is also a great choice for the route, with an average price of $725 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.

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 $188 or less one-way and $520 or less round-trip.

Prefer to fly direct from Orlando to Simpson Bay?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Orlando to Simpson Bay Princess Juliana.
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

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Simpson Bay Princess Juliana to Orlando

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Reviews of the top 5 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
SouthwestOverall score based on 4331 reviews
7.5Entertainment
8.6Crew
7.0Food
8.1Boarding
8.0Comfort
Airline reviews

Southwest continues to do less for more money. Flight attendants used to be fun and friendly. But now it’s like they don’t even see you. Such a shame.

6.0 GoodDavid, Mar 2026
RSW - BWI
Read more Southwest reviews

Southwest continues to do less for more money. Flight attendants used to be fun and friendly. But now it’s like they don’t even see you. Such a shame.

I liked it better when you were truer to your roots Am paying more for less fun

I was supposed to be on a later flight. When I showed up at the gate, the woman working there was extremely helpful getting moved up to this earlier flight.

Long layover between flights to Long Island from BWI - need better coordination between flights

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

An entire day of delays. Cost lots of money. Meals and a hotel.

I appreciate the staff who allowed me to board though I arrived a little late! Regarding the assigned seating, I had booked my flight before this change and wasn't aware of the change at the time, and so I didn't select a seat at booking as I didn't realize it was relevant. Better communication about the change would have been helpful for preparing.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

Flight was on time. Wi-fi was a little spotty/slow. Boarding and exit were efficient.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Onboard functioning wide-variety entertainment on a budget and having an open pantry is nice. Seats are not comfortable but go provide plenty of legroom for a 6'2" 260lbs man.

Even though the weather made a lot of flights become cancelled Jet Blue made the flight that was supposed to leave at 9 pm and we left at 12:15 am and I was so grateful- Thanks to the Senior Jet Blue Staff who made those decisions

Worst customer service ever experienced on the planet, dirty plane, no communication, and severe delays

Flight cancelled 2 hours prior to boarding. No explanation. No refunds.

Delayed by 1.5 hours. Terrible apologies, half hearted at best. It will be a LONG time until i book w Jet Blue again. Very disappointed.

They made me check my bag and I didn't need to as there was overhead space available. I paid for a seat towards the front of the plane and it didn't recline. I requested a refund and they declined to give me one.

I have to congratulate Kayak (and Dylan the Chatdeal agent) because because when we decided extended our trip in Florida by two days, there were many direct flights oprions back to Boston available on the Friday we wanted to fly on the JetBlue website, but once I canceled the original JetBlue flight on their website, those direct return options disappeared immediatley! I think it's a game JetBlue plays. . Luckily, I checked Kayak and they had a direct flight that wasn't appearing on JetBlue's website and so I booked it, and we were able to fly home direct through the Kayak booking when JetBlue was offering nothing (even though I have been a True Blue member for 20 years, and also am a Mosaic member). So much for loyalty- their algorithm for booking is like a shell game. JetBlue used to be a good company but now they're worse than anyone. Also I was originally booked this trip to Florida, two months before the departure date, I booked the trip on JetBlue's website and then after the payment part, they said there was a problem and that I needed to do the booking again, so when I immediately went to rebook , the price had gone up 30%! I called them and it sounded like they had heard this so many times before and the guy told me to check back in 10 minutes and the price would be back to where it was when I was booking- it but it never was. How could the price go up 30% in one minute two months before the flight???? They're playing a game with their customers. Anyways, I booked a cheaper flight then at a less convenient time. So fast forward two months the night before the 7 AM flight, they sent me an email at midnight when I was sleeping to let me know that my flight at 7 AM had been canceled. The only thing they offered was a flight that night from from a different airport (Providence) to a different airport in Florida (West Palm Beach) or a flight two days later. No compensation, nothing. They couldn't of tried to get another plane to the Boston airport? They had all night to do it. I passed on their ridiculous options and flew with Delta and it was a great experience. Of course, I had to pay a lot more booking on the same day, but JetBlue doesn't care. I put in a lengthy complaint with the agent who assured me someone would get back to me by email within three days and I haven't heard a thing. JetBlue used to be a good company but now they're among the worst. The only thing they still have is decent legroom, but the corporate bean counters will probably start taking that away too.

We were made to wait in the airport for six hours for a flight that was ultimately canceled.

Friendly crew, efficient boarding and flight arrived early. Couldn’t ask for a better experience

Horribly rude check in at airport, worst in 25 years of flying. All over a simple issue they could have googled to resolve.

The flight attendant in business class was excellent! Professional, friendly and attentive.

A first class seat should fit a fat person, and this doesn't. The trays in the armrest are less functional than an ordinary tray in the back of the seat.

I would have liked a pillow. The vegetarian wrap and oaten cake was good.

It was great. Smooth flight, comfortable, left on time and landed on time.

Perhaps this is an airport issue, but being in a takeoff queue for over an hour in the taxiing lane is unacceptable. We will definitely be seeking alternative avenues for air travel in the future.

Really good. I accidentally left my duffel on the plane and the reps were so friendly in retrieving it.

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

There was no beverage service and the only time I saw a crew member walk through the cabin is when we were preparing to land.

Flights were constantly delayed. CRW took 50 minutes to get bags

Appreciate having multiple food options for allergies. Nice to have an extra seat between us for comfort.

Poor service but I guess that’s what you get for picking cheap flight. Overacted with all extra up-charge fees, so annoying.

Smooth flight staff very friendly and we arrived 15 mins earlier

I had a great experience from booking to boarding to landing. This was the best experience from all the flights I’ve had with Spirit so far! The price and times were affordable and perfect. I will fly with them again soon!

It’s was a cheap flight and they got us there safely. It’s just their whole business model that make the experience “meh.” They make you paranoid about whether your personal item is too big. They make you paranoid about being crammed into a middle seat at the back of the plane. They purposely cram people together leaving multiple rows completely empty and even after the door closes the FA’s announce that everyone has to sit in their assigned seat. We knew what we were buying and in that regard we got a cheap and safe flight but it felt like they do their best to take any enjoyment out of the experience. That’s all on management, not the crew.

Spirit Airlines at Laguardia is a small terminal so it is quick to get to your gate and to get your luggage. The flight is short enough to orlando and the price was very inexpensive. The seats do not move so you can't recline. Drinks and snakcks should be complimentary.

The flight time did not match my original email on time of flight. Missed the first flight. The representative I got on the phone was so incompetent it was unbelievable. My guess is it was AI but it told me it was not AI. They did get me rebooked which I was very thankful of. The return flight was delayed because of staffing issues for the plane and when we reached our destination the jet bridge would not work so we sat on the plane another 40 minutes. I did get to my destination and I did get home but not a good experience.

They charged late fees for selecting seats (no $0 options). They also changed my gate within the last half hour and are refusing to reimburse my costs to drive across the country with two small children in a rental car.

The flight itself and the crew were great. Sitting on the tarmac for over an hour until our gate opened up was really frustrating. Missed our scheduled bus and got home two hours later

There absolutely needs to be WiFi on flights. Not sure why this new aircraft did not have the capability, but it made for a very frustrating flight. I honestly would have paid twice as much for another airline to have WiFi as an option, especially as a mom with kids who have disabilities.

Flight out was great but this flight was canceled and nothing was available for 2 days after this so I had to purchase an expensive ticket from another airline so I could go home. The flight cancellation was said to be a crew issue, it wasn’t weather or maintenance.

It didn’t happen. I booked it and then was told it wasn’t available and then forced to pay far higher prices for a worse option

This company socks. It's fraud. They canceled our flight yesterday, and today we were late because of a really long line at the check in bag. At the rebook station, there was ton of people. The workers were all rude. I am gonna make a report to FTC.

Flight got delayed for 5 hours no good explanation was offered ;(

There was no one at the counter to assist with our check in. The app didn’t work, so I arrived at the airport with time to check in and I couldn’t because no employees were there. When I finally got someone on the phone, it was inside the 60min rule and they said I could no longer check in and they could sell me another ticket. We had to scramble and pay an additional $800 for tickets and THEN AFTER (about 60 min from my original convo with customer service and 10min after original departure time) I had boarded my new flight, there was email saying my original flight from Frontier was delayed and leaving 2hr 50min later, but I STILL wouldn’t have been able to check in. Which means customer service should have been able to see it and let me check in because I was well within my check in time. When I call Frontier, they hang up on me. So their app didn’t work and they employees left and they take zero responsibility or assistance with their “customer service”

Everyone seemed to be in zone 1 for boarding. Maybe break it up a little. Otherwise, smooth flight.

The experience was good. No frills but I got there safe and sound and on time.

After boarding and un-boarding twice over 6+hours, the flight was canceled.

Severe turbulence. Captain never came on to reassure passengers after things settled down.

Boarding in Orlando was not good. Giant mob at the gate, should have been lines.

My flight was delayed by two hours which made it so that I would miss my layover flight. I stood in line for customer service for over an hour and when I reached the agent she told me to scan a QR code and it'll give me options. I wasn't offered any help, guidance or compensation, only told that I have options but that I had to figure it all out myself. I was refunded part of the trip and had to buy an expensive same day ticket from another airline in order to get home. I will never fly Frontier again.

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

Information on your arrival and departure airports