MCO - SXM

$201 Find Cheap Flights from Orlando to Simpson Bay - Compare and Save

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Everything you should know

Cheapest round-trip
$402
Typical prices: $514-$726
American Airlines
Wed 12/12Sat 12/15
MCO - SXM • 2 stops
Cheapest non-stop
$519
Typical prices: $560-$766
Southwest
Fri 12/7Sun 12/16
MCO - SXM • Non-stop
Nonstop flights
Every day
You can fly direct with Southwest. Average duration is 3h 11m
Direct flights
+1
Direct flights
+1
Avoid delays
Frontier
Most punctual • 90% on-time
Morning
Best time • Fewest delays
Insights
Insights
When to book
6 weeks
in advance
Our data shows that travelers who book at least 6 weeks in advance save around 34% compared to booking last minute.
Insights
Insights
When to travel
September
Cheapest • 14% price drop
June
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Fort Lauderdale (FLL)
Cheapest • Avg $374 (round-trip)
Miami (MIA)
Shortest trip • 6h 35m (one-way)
Insights
Insights
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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

Sat, Dec 12 - Tue, Dec 15
American Airlines Logo
7:07 pm - 2:27 pmMCO  Orlando-SXM Simpson Bay Princess Juliana
18h 20m2 stops Charlotte Douglas Miami
American Airlines Logo
3:27 pm - 10:09 amSXM  Simpson Bay Princess Juliana-MCO Orlando
19h 42m2 stops Miami Charlotte Douglas
$402American Airlines
Sat, Dec 12 - Tue, Dec 15
American Airlines Logo
7:07 pm - 2:27 pmMCO  Orlando-SXM Simpson Bay Princess Juliana
18h 20m2 stops Charlotte Douglas Miami
American Airlines Logo
3:27 pm - 10:09 amSXM  Simpson Bay Princess Juliana-MCO Orlando
19h 42m2 stops Miami Charlotte Douglas
$402American Airlines
Thu, Feb 25 - Mon, Mar 8
Copa Airlines Logo
12:45 pm - 11:25 amMCO  Orlando-SXM Simpson Bay Princess Juliana
21h 40m1 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
$437Copa 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 - 7:27 pmSXM  Simpson Bay Princess Juliana-MCO Orlando
8h 04m1 stop Panama City Tocumen Intl
$437Copa Airlines
Wed, Dec 9 - Wed, Dec 16
JetBlue Logo
6:15 am - 3:11 pmMCO  Orlando-SXM Simpson Bay Princess Juliana
7h 56m1 stop New York John F Kennedy Intl
JetBlue Logo
2:36 pm - 10:27 pmSXM  Simpson Bay Princess Juliana-MCO Orlando
8h 51m1 stop Fort Lauderdale
$443JetBlue
Sun, Dec 20 - Wed, Dec 30
Delta Logo
6:45 am - 2:49 pmMCO  Orlando-SXM Simpson Bay Princess Juliana
7h 04m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:40 pm - 9:40 pmSXM  Simpson Bay Princess Juliana-MCO Orlando
9h 00m1 stop Atlanta Hartsfield-Jackson
$457Delta
Sun, Dec 20 - Wed, Dec 30
JetBlue Logo
9:35 pm - 12:50 pmMCO  Orlando-SXM Simpson Bay Princess Juliana
14h 15m1 stop New York John F Kennedy Intl
JetBlue Logo
2:10 pm - 10:24 pmSXM  Simpson Bay Princess Juliana-MCO Orlando
9h 14m1 stop Fort Lauderdale
$471JetBlue
Mon, Dec 28 - Wed, Dec 30
Delta Logo
8:45 pm - 2:49 pmMCO  Orlando-SXM Simpson Bay Princess Juliana
17h 04m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:14 pm - 10:06 amSXM  Simpson Bay Princess Juliana-MCO Orlando
18h 52m1 stop New York John F Kennedy Intl
$507Delta
Wed, Dec 9 - Wed, Dec 16
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
$519Southwest
Mon, Dec 7 - Wed, Dec 16
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
$519Southwest
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 $726. The lowest price found in the past 5 days was $402, 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 11% cheaper than the average day, while Saturday is the most expensive, with prices 6% 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 $518 round-trip.
•May ($734) and December ($731) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 41% 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 6 weeks before departure. Booking in this window typically costs about 34% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Find deals

Key details for Orlando Airport to Simpson Bay flights

Low season

February

Cheapest flight

$135
Beat the crowds with an average 41% drop in travelers.
The most popular month to fly with an average 40% 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 currently scheduled from Orlando Airport to Simpson Bay:

    • Earliest: departs at 10:05 am and lands at 1:16 pm
    • Latest: departs at 11:30 am and lands at 2:41 pm.

    The flight takes about 3h 11m.

  • 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 about 3h 11m, 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 $726, with an average of $601 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 20% above the $601 route average. Book 6 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 $374 round-trip via Fort Lauderdale (FLL), compared to $637 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–$90 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 Boeing 737 variants.

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

    Flights between Orlando Airport and Simpson Bay typically depart in the morning.

  • 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 $402 to $2,493. That means the highest observed fare was about 6x higher than the lowest one.

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

    JetBlue is typically 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 $216, which is 16% 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 averaging $40 for economy cars. Top options include:

    • Right Cars
    • Ace
    • Budget
    • Avis
    • Final Rentals

  • 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) - 67% of one-stop connections
    • Fort Lauderdale (FLL) - 13% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 9% of one-stop connections
    • Panama City Tocumen Intl (PTY) - 6% 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 17% 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 $640, a difference of $105.

    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 currently operates flights between Orlando Airport and Simpson Bay on a regular basis.

  • 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 35m, compared with 7h 16m via Fort Lauderdale (FLL) and 7h 17m via San Juan Luis Munoz Marin Intl (SJU).

  • What is the time difference between Orlando Airport and Simpson Bay?

    Simpson Bay is 1 hour ahead of Orlando Airport (Atlantic Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

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

    Only Southwest currently offers free seat selection on this route. Availability depends on fare class.

  • Which airlines offer extra legroom on Orlando Airport to Simpson Bay flights?

    None of the airlines on this route currently offer extra legroom.

  • 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

    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 $105 less than Saturday fares (16% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 6 weeks before you fly. On this route, that window historically saves about 34% 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 $518 round-trip in that month - typically $216 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 $374 round-trip on this route - about $263 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

Car rentals in Simpson Bay
Hotels in Simpson Bay
Vacations in Simpson Bay