SXM - MCO

$188 Find Cheap Flights from Simpson Bay to Orlando

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 5/27. 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.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Simpson Bay to Orlando.
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% 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.

Everything you should know

Cheapest round-trip
$379
Typical prices: $546-$378
JetBlue, Frontier
Fri 5/29Sat 6/13
SXM - MCO • 1 stop
Cheapest non-stop
$419
Frontier
Sat 6/13Sat 6/20
SXM - MCO • Non-stop
Top airlines
Cheapest • from $410 (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 50m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
When to book
in advance
Our data shows that travelers who book at least 5 weeks in advance save around 38% 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
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Orlando!
Flight Deals
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, May 29 - Sat, Jun 13
Multiple Airlines Logo
3:11 pm - 9:40 pm
SXM
-
MCO
6h 29m
1 stop
Multiple Airlines Logo
8:00 am - 11:23 am
MCO
-
SXM
3h 23mnonstop
$379Multiple Airlines
Fri, May 29 - Sat, Jun 13
Multiple Airlines Logo
3:11 pm - 9:40 pm
SXM
-
MCO
6h 29m
1 stop
Multiple Airlines Logo
7:00 am - 5:00 pm
MCO
-
SXM
10h 00m
1 stop
$404Multiple Airlines
Fri, Aug 7 - Mon, Aug 10
JetBlue Logo
1:42 pm - 10:07 pm
SXM
-
MCO
8h 25m
1 stop
JetBlue Logo
6:24 pm - 12:37 pm
MCO
-
SXM
18h 13m
1 stop
$410JetBlue
Sat, Jun 13 - Sat, Jun 20
Frontier Logo
12:43 pm - 4:29 pm
SXM
-
MCO
3h 46mnonstop
Frontier Logo
8:00 am - 11:23 am
MCO
-
SXM
3h 23mnonstop
$419Frontier
Sat, Jun 13 - Sat, Jun 20
Frontier Logo
12:43 pm - 4:29 pm
SXM
-
MCO
3h 46mnonstop
Frontier Logo
8:00 am - 11:23 am
MCO
-
SXM
3h 23mnonstop
$420Frontier
Sat, Jun 13 - Sat, Jun 20
Multiple Airlines Logo
6:00 pm - 7:36 pm
SXM
-
MCO
25h 36m
1 stop
Multiple Airlines Logo
8:00 am - 11:23 am
MCO
-
SXM
3h 23mnonstop
$421Multiple Airlines
Fri, Aug 7 - Fri, Aug 14
JetBlue Logo
1:42 pm - 10:07 pm
SXM
-
MCO
8h 25m
1 stop
JetBlue Logo
9:35 am - 12:37 pm
MCO
-
SXM
27h 02m
1 stop
$436JetBlue
Thu, Aug 6 - Sat, Aug 8
JetBlue Logo
1:42 pm - 10:07 pm
SXM
-
MCO
8h 25m
1 stop
JetBlue Logo
6:24 pm - 12:37 pm
MCO
-
SXM
18h 13m
1 stop
$438JetBlue
Sat, Aug 1 - Sat, Aug 15
Frontier Logo
12:43 pm - 4:13 pm
SXM
-
MCO
3h 30mnonstop
Frontier Logo
8:00 am - 11:25 am
MCO
-
SXM
3h 25mnonstop
$442Frontier
Fri, Aug 7 - Mon, Aug 10
JetBlue Logo
1:42 pm - 10:07 pm
SXM
-
MCO
8h 25m
1 stop
JetBlue Logo
7:15 pm - 12:37 pm
MCO
-
SXM
17h 22m
2 stops
$505JetBlue
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 May.

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 Saturdays and the most expensive ones on Thursdays.

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 December, where the average cost of round-trip tickets is $770 and $628 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 5 weeks before departure, which saves you about 38% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 6 weeks before departure.

Good to know

Low seasonJune
Cheapest flight$188
Best time to beat the crowds with an average 29% drop in price.
Most popular time to fly and prices are also 19% 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 3 days, the lowest price for a flight from Simpson Bay to Orlando Airport was $188 for a one-way ticket and $379 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, JetBlue, 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, Delta or Southwest?

    The two airlines most popular with KAYAK users for flights from Simpson Bay to Orlando are Delta and Southwest. With an average price for the route of $598 and an overall rating of 7.9, Delta is the most popular choice. Southwest is also a great choice for the route, with an average price of $740 and an overall rating of 7.9.

  • 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 $336 or less one-way and $497 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
DeltaOverall score based on 8452 reviews
8.1Boarding
7.2Food
8.5Crew
7.8Comfort
7.8Entertainment
Airline reviews

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.

2.0 MediocreIrmara, May 2026
GRU - MCO
Read more Delta reviews

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.

Overall Good! The weather delayed our takeoff from Atlanta and our arrival in Miami! If Mother Nature can mess up a flight she will do it every time!

N Everything was perfect from boarding to assistance to baggage in Tampa

I lost my plane and spend 5 hours at the airport arriving at Buffalo at 1 am taxis are very expensive at that time.

Snacks and included beverages were appreciated. Boarding went smoothly. Plenty of overhead bin space. Seats get very uncomfortable after a couple of hours. After waiting 10 painful minutes for my walker, a very nice Delta guest agent pushed me in a wheelchair to the gate. It was finally delivered to me after another 15 minutes . Our checked bag was on the carousel long b4 I was able to retrieve it. Fortunately it was still there but somewhere along the way the straps we used to secure it were removed and and were not reattached. Wish I had made note of the agents name.

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.

The staff on board and gate was nice - a welcome change from the usual. We also arrived early, which was a great benefit, given that it takes 30 minutes plus to get bags at SRQ.

They took all carry-on luggage from Groups 6 -9 - I was group 5 and waiting in line to board - they made me check my luggage too. That then went to baggage claim and delayed departure from the airport. There was overhead room in my seating area - Delta over reacted. Also, had a gentleman next to me that took up 1/2 my seat.

Jetblue provided a very good service during the flight, the plane in a very good condition, the crew is professional, everything was on time. That's it!

The space between seat rows seemed to be larger than other airlines. I didn’t check their food or entertainment since I slept most of the way. They do seem to have a lot of options for purchase though.

Boarding was extremely slow and disorganized. Onboard crew was unfriendly.

Kayak sucked. You gave me a confirmation number that was not useable by the jet blue system. Nor did you send any check in emails. I’ll not be using your site again. Nice work.

Excellent price. Everything on time. two bad parts. Kayak said I couldn't sign in for the flight online, but I got an email at the same time from Jet Blue and they let me sign in online. Second bad part was that, although I had provided my known traveler number, neither of my boarding passes, for this flight and the previous one, had TSA pre-check showing.

Boarding was done extremely poorly, with huge crowds gate loiterers blocking people from boarding, multiple lines of people trying to merge into one line. One of the male flight attendants who was doing drink service was not happy about having to let a passenger back to their seat and was unnecessarily sassy about it. I thought he was pretty entitled and not a great ambassador for JetBlue

My experience with Jet Blue was wonderful. My experience with Kayak sucked and will never use again.

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

Flight was good wish there were more snacks options for such a long flight but stewardesses were very pleasant as was flight crew.

Everything was fine except the end of the flight. We spent more than an hour circling around Miami due to weather conditions. That was not good.

They lost my bag. ... And I asked them 3 times to 3 different people if my checked bag will maKe it all the way - they all confirmed and at the end it was left at the connection... Bravo

Cancelled BOYH legs of our flight home 30 min before initial boarding

Poor... food was horrible, boarding very slow, service on board mediocre

Flight left early and arrived 30 MINUTES early at the destination. Smooth trip.

Departed late but made up the time en route. Uncrowded and clean aircraft.

I was able to get the AA customer Service desk to put me on an earlier flight without any issues.

Incredibly delayed. First delay was due to plane coming in being late. Resulted in 30 minute delay. Boarded and then had multiple mechanical issues. Was on plane for an hour until they told people they could get off if they wanted but couldn't come back. Then gate agent rushed in and said they had lost control of who went off and we would all have to deplane and then get back on. They said flight had not been cancelled. Then while sitting waiting to board again they announced it would take two hours to get new plane and to wait at new gate. New plane arrived, reboarded only to find out that pilots had timed out. Waited for new pilots. In that time one of the flight attendants timed out. Never received food or water while waiting. Was confusing mess as to what was happening. Even flight attendants and gate agents were getting frustrated. Almost 6 hours delayed. Called American to received flight credit but can't get anywhere as Kayak reservation and don't have a ticket number. Reached out to Kayak but never heard back.

Very disappointing. Flight was delayed by 1.5 hours and food options are very underwhelming even for first class seats (same food given to economy seats)

Was not able to do a online check-in because the American Airlines system doesn't store our visa or other passport information, allowing us to have a trouble-free check-in. We were forced to have to check-in at the counter which Changes are upgrade status given that we were not able to check in much earlier.

Flights were canceled due to airline shutting down and haven’t received a reimbursement. Had to book last minute new flights which were expensive

Spirit changed flight times by 12 hours with coming and going so I refunded tickets and drove

The agent cancel my flight without my consent. So the situation generate me a lot of troubles, specially because we were traveling with a baby

The boarding process was simple but the seats were very uncomfortable. The staff lady was also very hard to understand when she spoke over the intercom about procedures and updates. Other staff members seemed like they were just tired and didnt want to be on the plane. Im used to happy attendants and being able to understand what is said over the speakers.

The seats on this aircraft were so uncomfortable it was like sitting on high school gym bleachers. I’m not sure we will fly spirit again. I also paid for the so called shortcut security and ended up being told to get in the regular security line, don’t waste your money.

I didnt have a flight. Kayak must be on drugs because I confirmed with spirit that I had no booked flight.

The repeated flight delays—this time nearly three hours without any weather-related cause—are unacceptable. Yet, passengers are penalized heavily even for being a minute late. It is unreasonable that there is no compensation for such significant delays, nor even basic provisions like water during the wait or in flight. This imbalance in accountability is deeply frustrating and needs to be addressed.

First flight in along time with spirit! I’m honored to say this flight was excellent 😊

Every connection was late but that meant I was not running from one to the next so that was a good thing. No one wants to miss a connection

Flight attendant was all so sweet and pilot got us to our destination safely and on time

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

Zero issues with this flight. Crew was outstanding and flight was super. Plane was clean and fine. The seats need more padding and water should be provided without cost. I recognize it's Frontier but there are some things that should still be part of the flight. But still very satisfied with the experience and quality.

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

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

Information on your arrival and departure airports