MCO - SXM

$92 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 6/25. 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

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
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

KAYAK's recommended round-trip deals from the most popular airlines that fly from Orlando to Simpson Bay.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
Spirit Airlines Logo
8:17 am - 2:00 pmMCO-SXM
5h 43m1 stop
Spirit Airlines Logo
3:05 pm - 7:07 amSXM-MCO
16h 02m1 stop
$268Spirit Airlines
Find Deal
Mon, May 12 - Fri, May 16
Spirit Airlines Logo
8:17 am - 2:00 pmMCO-SXM
5h 43m1 stop
Spirit Airlines Logo
3:05 pm - 7:07 amSXM-MCO
16h 02m1 stop
$271Spirit Airlines
Find Deal
Fri, May 16 - Mon, May 19
Spirit Airlines Logo
9:42 pm - 2:00 pmMCO-SXM
16h 18m1 stop
Spirit Airlines Logo
3:05 pm - 7:07 amSXM-MCO
16h 02m1 stop
$274Spirit Airlines
Find Deal
Thu, May 8 - Mon, May 12
 Logo
6:00 am - 2:00 pmMCO-SXM
8h 00m1 stop
 Logo
12:36 pm - 4:06 pmSXM-MCO
3h 30mnonstop
Sat, May 3 - Sat, Aug 16
 Logo
8:17 am - 2:00 pmMCO-SXM
5h 43m1 stop
 Logo
12:34 pm - 4:24 pmSXM-MCO
3h 50mnonstop
Sat, May 24 - Sat, May 31
Frontier Logo
8:03 am - 11:24 amMCO-SXM
3h 21mnonstop
Frontier Logo
12:33 pm - 4:19 pmSXM-MCO
3h 46mnonstop
$388Frontier
Find Deal
Sat, May 31 - Sat, Jun 7
Frontier Logo
8:03 am - 11:26 amMCO-SXM
3h 23mnonstop
Frontier Logo
12:36 pm - 4:22 pmSXM-MCO
3h 46mnonstop
$418Frontier
Find Deal
Sat, Jun 21 - Sat, Jun 28
American Airlines Logo
7:20 pm - 1:15 pmMCO-SXM
17h 55m2 stops
American Airlines Logo
2:20 pm - 8:19 amSXM-MCO
17h 59m2 stops
$512American Airlines
Find Deal
Sat, Jun 14 - Thu, Jun 19
Delta Logo
7:00 am - 1:48 pmMCO-SXM
6h 48m1 stop
Delta Logo
3:10 pm - 12:42 amSXM-MCO
9h 32m1 stop
$517Delta
Find Deal
Tue, Jul 29 - Mon, Aug 18
American Airlines Logo
7:55 am - 3:05 pmMCO-SXM
7h 10m1 stop
American Airlines Logo
2:36 pm - 11:57 pmSXM-MCO
9h 21m1 stop
$532American Airlines
Find Deal
Thu, Jul 3 - Thu, Jul 10

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.

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 Tuesdays for better deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Orlando Airport to Simpson Bay, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Orlando Airport to Simpson Bay is September, where tickets cost $304 (return) on average. On the other hand, the most expensive months are February and November, where the average cost of round-trip tickets is $611 and $596 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Orlando Airport to Simpson Bay, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.
To get a below average price on the flight from Orlando Airport to Simpson Bay, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 17 weeks before departure.

Good to know

Low season

October

High season

June

Cheapest flight

$92
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly and prices are also 2% 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 $92 for a one-way ticket and $268 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.

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

    You can catch a nonstop flight from Orlando to Simpson Bay on Saturday.

  • 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 $517 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 $593 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 $159 or less one-way and $370 or less round-trip.

Prefer to fly direct from Orlando to Simpson Bay?

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

Direct departures

Orlando to Simpson Bay Princess Juliana

Saturday

Frontier

Frontier

See more direct flights

Direct returns

Simpson Bay Princess Juliana to Orlando

Saturday

Frontier

Frontier

See more direct flights
See more direct flights

Top 4 airlines serving from Orlando to Simpson Bay

 
See real verified KAYAK customer reviews for airlines flying from Orlando to Simpson Bay. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Orlando to Simpson Bay? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 7916 reviews
7.3Food
8.2Boarding
7.9Entertainment
7.9Comfort
8.5Crew
Airline reviews

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

10.0 ExcellentGary, Apr 2025TPA - LAX
Read more Delta reviews

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

Friendly flight attendants, smooth 8-9 hours flight. Economy seats are small and uncomfortable as usual.

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 :(

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

Uncomfortable seats and flight attendant was rude as she insisted on waking up my husband to ask him if he wanted a drink. When he said that he was sleeping, she replied “without an attitude “. He was seated at 8c

No food/snack served during the flight. Crew wasn’t interested at all. Flew American First but flying low cost with Ryanair is even better

Crew professional. Easy bag drop off. On time. Good entertainment.

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

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

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

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

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

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

Bad experience. Unhappy with the changing of flight times and one particular flight attendant (Bartholomew) on our flight from Orlando to Detroit. Traveling with a large family of 7, including our 18 month old, can be arduous but when the airline changes your flight time from landing at 9:30 pm to landing after midnight, this becomes much more difficult. When our 18 month old was predictably over tired and fussy, my wife and I tried to move to an open row so we can console her more effectively. The flight attendent rebuked us and said we could not sit in an exit row. We were not planning on sitting there for more than a few minutes but just to have space to console our screaming 18 month old. Spirit did not allow for a family friendly trip. Likely will be choosing a different airline next time.

This was my first experience with Spirit. The flight was originally delayed because of mechanical problems. There was a major storm moving through our area later in the day. Spirit kept changing the gate and taking the plane for other flights. They did this 6 times until we left 7 hours later, right at the worse time. I am sure it is because they originally delayed the flight through their fault. They would have had to pay for everybody's hotel and later flight. It was a money decision. The pilot did an exceptional job flying and landing the plane in horrific weather. It was one of the roughest and shakiest landings that I have ever done in my extensive flying experience. I just can never go through this discount BS again. Spirit gave us a $30 voucher each for next travel and a $12 meal voucher... but that's nothing compared to sitting in an airport for 7 hours.

Everything on the flight was OK. However, the price is very deceiving the way that it is marketed. It seems like it’s going to be very low cost, but when you add in the charges for luggage, choosing a seat, food & drink, etc., that are already included in other competitors fares, it really is no cheaper, and possibly even more expensive than the other carriers. It actually makes your carrier seem dishonest.

The reservation was cancelled after a day and a half due to family reasons. There was no flight from Newark to Orlando 03.01.2025. Very bad customer service. Never use again.

Overall good experience for the price. Thank you for making travel affordable.

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

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

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

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

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

Seats are uncomfortable but price is good. Guess I can put up with misery for four hours.

Cancelled and declined to find alternatives Earlier flight is 2 days later Sent the cancellation notification very late, wish I knew earlier would have stayed to watch the Miami open final game Very disappointing service

They switched my flight to Spirit, Never using Kayak again,

The flight itself was ok and the pilot was very communicative. However, our flight was delayed for almost 3 hours, the gate was changed 3 times and there was no communication as we were waiting. The flight staff was overall a little crabby...I understand as they probably had a long day but we all did.

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

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

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

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

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

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

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.