MCO - SXM

$88 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 9/3. 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

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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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

Sat, Sep 20 - Sat, Sep 27
Spirit Airlines Logo
6:31 am - 2:00 pmMCO-SXM
7h 29m1 stop
Spirit Airlines Logo
3:05 pm - 11:28 pmSXM-MCO
8h 23m1 stop
$312Spirit Airlines
Find Deal
Sat, Aug 23 - Wed, Aug 27
Spirit Airlines Logo
6:20 am - 2:00 pmMCO-SXM
7h 40m1 stop
Spirit Airlines Logo
3:05 pm - 10:52 pmSXM-MCO
7h 47m1 stop
$314Spirit Airlines
Find Deal
Sat, Sep 6 - Sat, Sep 20
Spirit Airlines Logo
6:31 am - 2:00 pmMCO-SXM
7h 29m1 stop
Spirit Airlines Logo
3:05 pm - 11:28 pmSXM-MCO
8h 23m1 stop
$316Spirit Airlines
Find Deal
Sat, Sep 27 - Mon, Sep 29
Spirit Airlines Logo
6:31 am - 2:00 pmMCO-SXM
7h 29m1 stop
Spirit Airlines Logo
3:05 pm - 11:28 pmSXM-MCO
8h 23m1 stop
$325Spirit Airlines
Find Deal
Thu, Oct 2 - Sun, Oct 5
Copa Airlines Logo
5:00 pm - 11:26 amMCO-SXM
18h 26m1 stop
Copa Airlines Logo
12:24 pm - 10:30 pmSXM-MCO
10h 06m1 stop
$425Copa Airlines
Find Deal
Sat, Aug 16 - Sat, Aug 23
 Logo
12:49 pm - 11:23 amMCO-SXM
22h 34m2 stops
 Logo
3:05 pm - 10:52 pmSXM-MCO
7h 47m1 stop
Sat, Aug 30 - Fri, Sep 5
 Logo
7:50 pm - 7:30 pmMCO-SXM
23h 40m3 stops
 Logo
3:05 pm - 11:28 pmSXM-MCO
8h 23m1 stop
Wed, Sep 10 - Sun, Sep 14
Delta Logo
7:00 am - 1:45 pmMCO-SXM
6h 45m1 stop
Delta Logo
3:20 pm - 12:28 amSXM-MCO
9h 08m1 stop
$437Delta
Find Deal
Thu, Sep 18 - Thu, Sep 25
American Airlines Logo
6:50 pm - 1:19 pmMCO-SXM
18h 29m2 stops
American Airlines Logo
2:20 pm - 12:58 pmSXM-MCO
22h 38m2 stops
$441American Airlines
Find Deal
Thu, Sep 18 - Thu, Sep 25
American Airlines Logo
3:39 pm - 1:19 pmMCO-SXM
21h 40m2 stops
American Airlines Logo
2:20 pm - 12:09 amSXM-MCO
9h 49m2 stops
$442American Airlines
Find Deal
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.

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 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 August, where tickets cost $389 (return) on average. On the other hand, the most expensive months are February and April, where the average cost of round-trip tickets is $611 and $597 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 4 weeks before departure, which saves you about 11% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$88
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 17% 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

  • 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 $88 for a one-way ticket and $312 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 $527 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 $591 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 $81 or less one-way.

Reviews of the 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 7985 reviews
8.2Boarding
7.3Food
7.9Comfort
8.5Crew
7.9Entertainment
Airline reviews

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

2.0 MediocreRosa, Jul 2025TPA - JFK
Read more Delta reviews

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Flight was an hour late, who knows why. It was OK, nothing outstanding.

Excellent check-in. Crew was good. Excellent communication from flight deck.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

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.

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

The plane was broken so we had to change planes.

Food was terrible, all served at once, poor quality . Wine and bread offered only once.

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

No entertainment yatem in flight at seat 51H. Would not shut down either leaving a self moving and openin and changing menus with changes in colors,images brightness levels sort of the type when you get sleep deprivation and image overload when being tortured during an interrogation. 8 hours worth of it. Unable to place backpack underneath seat on that chair. One female stewardess was excellent as she gave up her carryon's space for my backpack but the rest of the iberia crew were very sharp an chtting during the whole flight. The plane did not have hot water so nobody had coffee nor tea. The plane was not up to par to be flying.

I was late from Jacksonville, FL but the limited interaction I had with the Philly crew was great.

The delays and cancellations kept me stuck in Miami for an additional 24 hours, and the whole thing seemed extremely disorganized

The chicken adobo was a little too spicy but good otherwise. My personal opinion. Movie selection could be improved, too many horror movies. Could add a few more chick flicks! The flight was bumpy at times. We arrived a little early too! Flight attendants friendly.

really bad they refused to check in luggages that I had purchased, even showing them the transaction receipt from british airways app the staff in miami was MEDIOCRE

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.

Spirit is a very uncomfortable travel experience. It’s cheap but you are squeezed into the seats like canned meat.

Friendly employees, good seat, on time, Great flight. Pilot and attendants greeted passengers as we deplaned. However, I could not ever understand what the flight attendant was saying on the mic. It was too fast, and too loud.

The flight was canceled and was bounced around time wise with my elderly parents. That being said the gentleman in custody service was amazingly helpful

Easy boarding and good flight. Need to work on the beverage and snack situation

While on the flight we had a delay and had to sit on the plane while maintenance fixed it. It’s ended up taking an hour and a half longer to leave than expected. I had an unruly passenger sitting behind me that vaped during the flight and was rude and loud for the majority of the flight.

Not great. Overpriced and charge you for everything. All but breathing was an extra charge. Never again! Oh if you didn’t check a carry on, you couldn’t use the overhead bins. Crew said those spaces were not available. Personal items MUST go on floor. Yet, there was only 50% capacity at best! So ridiculous.

It was fine, Can’t blame you about airport issues.

The flight was fine however what started as a reasonable priced ticket could have become an overpriced ticket with additional charge for carry on as well as checked bag $79 per bag per person each way. Additional charge for choosing one’s seat, additional charge for beverage and snack, we were on what was described as a new plane yet there were no audio/visual on the jet. A bare bones service but not at a bare bones price. Will think twice before flying Spirit again. 😕

I paid for streaming wifi and the connection was poor.

Very efficient process and boarding, seats felt standard. Flight conditions from take off to landing had been very smooth. Alcohol on the menu however was not available… Will fly Spirit in the future for the price, you can’t really complain if you fly light.

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.

The confirmation # CK8GNW and my name was not recognized/in Frontier system. I was able to check in on Frintier app so i went to the Frontier ticket agent, at time they told me that my name/ confirmation did not show up as a purchased ticket. I had to purchase a new ticket that cost $289.00 one way.

Although an hour and a half early was told by staff at check in they had overbooked and could not check us in for the flight.

The crew was delayed because they came on another flight that was delayed due to weather 10pm flight left at 1.30 am The airline made no effort to align alternate crew

Worst airline experience. They were rude and kept changing our seats and/or giving our seats away so our family didn’t get to sit with each other. Almost everyone we dealt with at both airports with this airline was rude. The app kept giving us wrong information making things take longer. Dealing with them before TSA can take close to an hour…longer than I’ve ever had to deal with before. Never using this airline again.

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

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

Information on your arrival and departure airports

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