MCO - SXM

$150 Find Cheap Flights from Orlando to Simpson Bay - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest round-trip
$357
Typical prices: $514-$719
American Airlines
Thu 10/25Tue 10/30
MCO - SXM • 1 stop
Cheapest non-stop
$472
Typical prices: $558-$751
Southwest
Sat 11/17Sat 11/24
MCO - SXM • Non-stop
Nonstop flights
You can fly direct with Southwest. Average duration is 3h 13m
Direct flights
+1
Direct flights
+1
Avoid delays
Most punctual • 90% on-time
Best time • Fewest delays
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 23 weeks in advance save around 44% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 20% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $418 (round-trip)
Shortest trip • 6h 33m (one-way)
Insights
Insights
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 Simpson Bay!
Flight Deals
Booking Insights
Flight Deals

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

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

Recent round-trip flight deals from Orlando to Simpson Bay

Sun, Oct 25 - Fri, Oct 30
American Airlines Logo
9:55 am - 3:39 pmMCO  Orlando-SXM Simpson Bay Princess Juliana
5h 44m1 stop Miami
American Airlines Logo
4:39 pm - 8:02 amSXM  Simpson Bay Princess Juliana-MCO Orlando
15h 23m1 stop Miami
$357American Airlines
Sun, Oct 25 - Fri, Oct 30
American Airlines Logo
6:00 am - 3:39 pmMCO  Orlando-SXM Simpson Bay Princess Juliana
9h 39m1 stop Miami
American Airlines Logo
4:39 pm - 12:50 pmSXM  Simpson Bay Princess Juliana-MCO Orlando
20h 11m2 stops Miami Charlotte Douglas
$362American Airlines
Sat, Oct 24 - Mon, Oct 26
Copa Airlines Logo
4:56 pm - 11:32 amMCO  Orlando-SXM Simpson Bay Princess Juliana
18h 36m1 stop Panama City Tocumen Intl
Copa Airlines Logo
12:35 pm - 10:22 pmSXM  Simpson Bay Princess Juliana-MCO Orlando
9h 47m1 stop Panama City Tocumen Intl
$365Copa Airlines
Sun, Mar 7 - Sat, Mar 13
Copa Airlines Logo
11:25 am - 11:26 amMCO  Orlando-SXM Simpson Bay Princess Juliana
23h 01m1 stop Panama City Tocumen Intl
Copa Airlines Logo
12:23 pm - 10:01 amSXM  Simpson Bay Princess Juliana-MCO Orlando
22h 38m1 stop Panama City Tocumen Intl
$372Copa Airlines
Fri, Nov 27 - Fri, Dec 4
JetBlue Logo
6:00 am - 3:11 pmMCO  Orlando-SXM Simpson Bay Princess Juliana
8h 11m1 stop New York John F Kennedy Intl
JetBlue Logo
2:36 pm - 10:08 pmSXM  Simpson Bay Princess Juliana-MCO Orlando
8h 32m1 stop Fort Lauderdale
$402JetBlue
Thu, Nov 26 - Fri, Dec 4
JetBlue Logo
6:00 am - 3:11 pmMCO  Orlando-SXM Simpson Bay Princess Juliana
8h 11m1 stop New York John F Kennedy Intl
JetBlue Logo
2:36 pm - 10:08 pmSXM  Simpson Bay Princess Juliana-MCO Orlando
8h 32m1 stop Fort Lauderdale
$402JetBlue
Tue, Nov 17 - Tue, Nov 24
Southwest Logo
10:05 am - 2:15 pmMCO  Orlando-SXM Simpson Bay Princess Juliana
3h 10mnonstop
Southwest Logo
3:15 pm - 6:00 pmSXM  Simpson Bay Princess Juliana-MCO Orlando
3h 45mnonstop
$472Southwest
Sun, Oct 25 - Fri, Oct 30
Southwest Logo
10:50 am - 2:05 pmMCO  Orlando-SXM Simpson Bay Princess Juliana
3h 15mnonstop
Southwest Logo
3:05 pm - 6:35 pmSXM  Simpson Bay Princess Juliana-MCO Orlando
3h 30mnonstop
$494Southwest
Mon, Nov 30 - Sat, Dec 5
Delta Logo
5:30 am - 2:37 pmMCO  Orlando-SXM Simpson Bay Princess Juliana
8h 07m1 stop Atlanta Hartsfield-Jackson
Delta Logo
3:36 pm - 7:40 amSXM  Simpson Bay Princess Juliana-MCO Orlando
17h 04m1 stop Atlanta Hartsfield-Jackson
$579Delta
Sat, Dec 19 - Sat, Dec 26
Delta Logo
8:45 pm - 2:45 pmMCO  Orlando-SXM Simpson Bay Princess Juliana
17h 00m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:24 pm - 7:40 amSXM  Simpson Bay Princess Juliana-MCO Orlando
15h 16m1 stop Atlanta Hartsfield-Jackson
$625Delta
Booking Insights

Price, demand and travel trends for Orlando Airport to Simpson Bay flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

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

Round-trip flights from Orlando Airport to Simpson Bay typically range from $514 to $719. The lowest price found in the past 5 days was $357, on American Airlines.

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

Based on deals KAYAK users found in the last 12 months, Tuesday is the cheapest day of the week to fly from Orlando Airport to Simpson Bay. It’s 12% cheaper than the average day, while Saturday is the most expensive, with prices 8% higher.

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

•September is the cheapest month to fly from Orlando Airport to Simpson Bay at $479 round-trip.
•May ($724) and December ($692) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 51% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Orlando Airport to Simpson Bay the cheapest?

Flights from Orlando Airport to Simpson Bay are cheapest 23 weeks before departure. Booking in this window typically costs about 44% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Key details for Orlando Airport to Simpson Bay flights

Low season

February

Cheapest flight

$135
Beat the crowds with an average 49% drop in travelers.
The most popular month to fly with an average 37% increase in travelers.
One-way flight from Orlando Airport 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

Your Orlando Airport to Simpson Bay flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from Orlando Airport to Simpson Bay?

    These are the earliest and latest flight times available from Orlando Airport to Simpson Bay:

    • Earliest: departs at 9:40 am and lands at 12:53 pm
    • Latest: departs at 11:30 am and lands at 2:43 pm.

    The flight takes about 3h 13m.

  • What cabin classes can I book on flights from Orlando Airport to Simpson Bay?

    Only Economy Class is available on flights from Orlando Airport to Simpson Bay.

  • How long is a flight from Orlando Airport to Simpson Bay?

    A nonstop flight from Orlando Airport to Simpson Bay takes 3h 13m, covering 1,357 miles.

  • Do I need a passport to fly from Orlando Airport to Simpson Bay?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How much should I expect to pay for a Orlando Airport to Simpson Bay flight?

    Round-trip flights from Orlando Airport to Simpson Bay range from $514 to $719, with an average of $602 over the past 12 months. Anything below $514 counts as a good deal.

  • How expensive are last-minute Orlando Airport to Simpson Bay flights?

    Last-minute fares on this route (booked within two weeks of departure) run 28% above the $602 route average. Book 23 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from Orlando Airport to Simpson Bay?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $418 round-trip via Fort Lauderdale (FLL), compared to $633 for nonstop.

  • What is the standard checked-bag allowance on flights from Orlando Airport to Simpson Bay?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $45–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Orlando Airport to Simpson Bay?

    The Boeing 737 MAX 8 family is used most often on this route, operated mainly by Southwest and JetBlue. Other aircraft seen on the route include Airbus A320-100/200 variants.

  • How are flight departures from Orlando Airport to Simpson Bay spread across the day?

    Morning is the busiest departure period on Orlando Airport to Simpson Bay flights, with 100% of flights leaving in that window. Afternoon departures account for 0%, evening flights for 0%, and night flights for 0%.

  • Have flight prices from Orlando Airport to Simpson Bay changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $357 to $2,438. That means the highest observed fare was about 7x higher than the lowest one.

  • Which airlines offer Wi-Fi on Orlando Airport to Simpson Bay flights?

    JetBlue is the only airline on the Orlando Airport to Simpson Bay route offering in-flight Wi-Fi. Pricing depends on fare class.

  • How are flight prices from Orlando Airport to Simpson Bay looking right now?

    One-way fares from Orlando Airport to Simpson Bay are currently lower than usual. Average one-way flight prices are about $168, which is 34% below the typical average for this route.

  • What car rental options are available at Simpson Bay Princess Juliana Airport (SXM)?

    Simpson Bay Princess Juliana Airport (SXM) hosts 5 major car rental companies, with daily rates starting from around $2 for economy cars. Top options include:

    • Ace
    • Right Cars
    • Europcar
    • Budget
    • Alamo

  • Which airports can I use when flying from Orlando Airport to Simpson Bay?

    Flights from Orlando Airport to Simpson Bay usually depart from Orlando (MCO) and arrive at Simpson Bay Princess Juliana (SXM).

  • What time of day has the fewest delays on flights from Orlando Airport to Simpson Bay?

    Morning flights have the fewest delays on this route, while afternoon departures tend to have the most.

  • At what point is a flight considered delayed from Orlando Airport to Simpson Bay?

    A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Orlando Airport to Simpson Bay route, 14% of flights were delayed in the past 3 months, with delays averaging 1h 16m.

  • Which airports do connecting flights from Orlando Airport to Simpson Bay pass through?

    One-stop flights from Orlando Airport to Simpson Bay most commonly connect through:

    • Miami (MIA) - 72% of one-stop connections
    • Fort Lauderdale (FLL) - 15% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 6% of one-stop connections
    • New York John F Kennedy Intl (JFK) - 3% of one-stop connections

  • Can I save money by using flexible dates for flights from Orlando Airport to Simpson Bay?

    Yes. Flexible dates can save you up to 19% on flights from Orlando Airport to Simpson Bay. Tuesday is the cheapest departure day at $535 round-trip on average, while Saturday is the most expensive at $655, a difference of $120.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines fly from Orlando Airport to Simpson Bay?

    Only Southwest operates flights between Orlando Airport and Simpson Bay.

  • How much time can I save by choosing a different layover airport from Orlando Airport to Simpson Bay?

    Flying via Miami (MIA) gives the shortest average 1-stop total travel time at 6h 33m, compared with 7h 17m via San Juan Luis Munoz Marin Intl (SJU) and 7h 53m via Atlanta Hartsfield-Jackson (ATL).

  • Which airlines offer extra legroom and free seat selection on Orlando Airport to Simpson Bay flights?

    Among airlines operating Orlando Airport to Simpson Bay flights:

    • Southwest: offers free seat selection
    • Frontier: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Orlando Airport to Simpson Bay flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • Southwest: a cabin bag and a checked bag in Economy Class
    • JetBlue: a cabin bag in Economy Class class
    • Frontier: a cabin bag in Economy Class class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

Your guide to booking Orlando Airport to Simpson Bay flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Tuesday departure and avoid flying on Saturday. On this route, Tuesday flights average $535, about $120 less than Saturday fares (18% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 23 weeks before you fly. On this route, that window historically saves about 44% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Orlando Airport to Simpson Bay trip for September. Fares historically average $479 round-trip in that month - typically $245 less than the most expensive month, which is May (based on the last 12 months).
  • For the best chance of arriving on time, fly with Frontier. Over the past three months, 90% of Frontier flights from Orlando Airport to Simpson Bay arrived on time, slightly above the route average of 86%. When flights on this route arrive late, they're delayed by an average of 1h 16m, so choosing an airline with strong on-time performance can make a difference if you're on a tight schedule.
  • If you have the time, taking a 1-stop flight through Fort Lauderdale Airport (FLL) can be cheaper than flying direct. The cheapest layover option averages $418 round-trip on this route - about $215 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Simpson Bay Princess Juliana Airport.

    • Simpson Bay Resort Marina & Spa
    • Hilton Vacation Club Flamingo Beach St. Maarten
    • The Atrium Beach Resort and Spa Sint Maarten, an Ascend Collection Hotel

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

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

More options for your flight from Orlando to Simpson Bay

Complete your trip to Simpson Bay with a hotel stay or car rental