$238+ Cheap flights from Simpson Bay (SXM) to Orlando (MCO)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/15. Fares are subject to change and may not be available on all flights or dates of travel.
SXM — MCO
Jul 16 — Jul 231
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Simpson Bay to Orlando with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Simpson Bay Princess Juliana to Orlando are usually found in February or August, booked 2 days in advance, depart on a Thursday or Tuesday and return on a Tuesday
Cheap flight deals from Simpson Bay to Orlando
Cheapest
Best
Last-minute
One-way
Cheapest flights from Simpson Bay to OrlandoExplore the most affordable flight options available from Simpson Bay to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 16, 2026.
Explore the most affordable flight options available from Simpson Bay to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 16, 2026.
This Expedia deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/412:43 pm
SXM
- MCO
Nonstop3h 46m
Frontier
Sat 7/118:05 am
MCO
- SXM
Nonstop3h 25m
Frontier
Deal found 6/12![Frontier logo]()
$431
This Frontier deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/112:43 pm
SXM
- MCO
Nonstop3h 30m
Frontier
Sat 8/158:05 am
MCO
- SXM
Nonstop3h 25m
Frontier
Deal found 6/13![Frontier logo]()
$437
This CheapOair deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/261:42 pm
SXM
- MCO
1 stop8h 25m
JetBlue
Wed 9/26:24 pm
MCO
- SXM
1 stop18h 13m
JetBlue
Deal found 6/16![JetBlue logo]()
$460
This Expedia deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/161:42 pm
SXM
- MCO
1 stop21h 26m
JetBlue
Wed 8/199:35 am
MCO
- SXM
1 stop27h 02m
JetBlue
Deal found 6/12![JetBlue logo]()
$470
This Orbitz deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/291:42 pm
SXM
- MCO
1 stop8h 25m
JetBlue
Tue 9/19:35 am
MCO
- SXM
1 stop27h 02m
JetBlue
Deal found 6/16![JetBlue logo]()
$471
This Justfly.com deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/11:42 pm
SXM
- MCO
1 stop8h 25m
JetBlue
Wed 9/29:35 am
MCO
- SXM
1 stop27h 02m
JetBlue
Deal found 6/16![JetBlue logo]()
$480
This JetBlue deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/151:42 pm
SXM
- MCO
1 stop8h 27m
JetBlue
Mon 8/178:45 pm
MCO
- SXM
1 stop13h 17m
JetBlue
Deal found 6/12![JetBlue logo]()
$481
This Delta deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/243:18 pm
SXM
- MCO
1 stop17h 38m
Delta
Fri 9/48:55 pm
MCO
- SXM
1 stop16h 58m
Delta
Deal found 6/15![Delta logo]()
$483
This Vliegwinkel deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/412:43 pm
SXM
- MCO
Nonstop3h 46m
Multiple Airlines
Sat 7/117:00 am
MCO
- SXM
1 stop10h 00m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$485
Best flights from Simpson Bay to OrlandoDiscover carefully curated flight deals from Simpson Bay to Orlando that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 16, 2026.
Discover carefully curated flight deals from Simpson Bay to Orlando that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 16, 2026.
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/73:50 pm
SXM
- MCO
1 stop9h 11m
United Airlines
Fri 8/147:25 pm
MCO
- SXM
1 stop17h 08m
United Airlines
Deal found 6/11![United Airlines logo]()
$492
This American Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/174:45 pm
SXM
- MCO
1 stop16h 05m
American Airlines
Fri 7/247:40 pm
MCO
- SXM
2 stops15h 53m
American Airlines
Deal found 6/15![American Airlines logo]()
$521
This Southwest deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/253:00 pm
SXM
- MCO
Nonstop3h 30m
Southwest
Mon 11/211:30 am
MCO
- SXM
Nonstop3h 10m
Southwest
Deal found 6/15![Southwest logo]()
$534
This JetBlue deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/291:42 pm
SXM
- MCO
1 stop8h 25m
JetBlue
Tue 9/18:45 pm
MCO
- SXM
1 stop13h 17m
JetBlue
Deal found 6/15![JetBlue logo]()
$539
This Delta deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/273:18 pm
SXM
- MCO
1 stop7h 47m
Delta
Thu 9/38:55 pm
MCO
- SXM
1 stop16h 58m
Delta
Deal found 6/15![Delta logo]()
$544
This Southwest deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/42:15 pm
SXM
- MCO
Nonstop3h 30m
Southwest
Sat 7/1111:50 am
MCO
- SXM
Nonstop3h 15m
Southwest
Deal found 6/13![Southwest logo]()
$536
This JetBlue deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/42:52 pm
SXM
- MCO
1 stop9h 17m
JetBlue
Mon 8/36:38 pm
MCO
- SXM
1 stop15h 29m
JetBlue
Deal found 6/12![JetBlue logo]()
$541
This Delta deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/283:18 pm
SXM
- MCO
1 stop7h 47m
Delta
Thu 9/35:30 am
MCO
- SXM
1 stop8h 23m
Delta
Deal found 6/15![Delta logo]()
$544
This JetBlue deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/42:52 pm
SXM
- MCO
1 stop9h 17m
JetBlue
Sun 8/28:05 pm
MCO
- SXM
1 stop14h 02m
JetBlue
Deal found 6/12![JetBlue logo]()
$541
Last-minute flights from Simpson Bay to OrlandoDiscover last-minute flight deals from Simpson Bay to Orlando. Data last updated June 16, 2026 and is based on user searches.
Discover last-minute flight deals from Simpson Bay to Orlando. Data last updated June 16, 2026 and is based on user searches.
This Justfly.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/243:05 pm
SXM
- MCO
1 stop20h 02m
JetBlue
Sun 6/287:05 am
MCO
- SXM
1 stop27h 00m
JetBlue
Deal found 6/11![JetBlue logo]()
$533
This JetBlue deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/243:05 pm
SXM
- MCO
1 stop20h 02m
JetBlue
Tue 6/306:20 pm
MCO
- SXM
1 stop19h 40m
JetBlue
Deal found 6/11![JetBlue logo]()
$534
This Expedia deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/243:05 pm
SXM
- MCO
1 stop6h 25m
JetBlue
Mon 8/249:35 am
MCO
- SXM
1 stop27h 02m
JetBlue
Deal found 6/14![JetBlue logo]()
$577
This Flysmarter deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/243:05 pm
SXM
- MCO
1 stop6h 25m
JetBlue
Sat 6/279:00 am
MCO
- SXM
1 stop5h 00m
JetBlue
Deal found 6/15![JetBlue logo]()
$653
This American Airlines deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/242:53 pm
SXM
- MCO
2 stops16h 58m
American Airlines
Mon 8/246:00 am
MCO
- SXM
2 stops9h 39m
American Airlines
Deal found 6/14![American Airlines logo]()
$665
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/254:43 pm
SXM
- MCO
1 stop7h 16m
American Airlines
Sat 7/47:34 am
MCO
- SXM
1 stop8h 10m
American Airlines
Deal found 6/11![American Airlines logo]()
$612
This CheapOair deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/253:02 pm
SXM
- MCO
1 stop9h 07m
JetBlue
Sun 6/287:05 am
MCO
- SXM
1 stop27h 00m
JetBlue
Deal found 6/11![JetBlue logo]()
$638
This JetBlue deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/263:05 pm
SXM
- MCO
1 stop6h 25m
JetBlue
Mon 8/36:38 pm
MCO
- SXM
1 stop15h 29m
JetBlue
Deal found 6/12![JetBlue logo]()
$535
This Super.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/263:05 pm
SXM
- MCO
1 stop6h 25m
JetBlue
Mon 6/298:45 pm
MCO
- SXM
1 stop13h 20m
JetBlue
Deal found 6/15![JetBlue logo]()
$620
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/263:18 pm
SXM
- MCO
1 stop9h 41m
Delta
Sat 8/16:00 am
MCO
- SXM
1 stop8h 10m
Delta
Deal found 6/12![Delta logo]()
$621
This United Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/263:50 pm
SXM
- MCO
1 stop9h 11m
United Airlines
Mon 8/37:05 pm
MCO
- SXM
2 stops19h 38m
United Airlines
Deal found 6/12![United Airlines logo]()
$640
This United Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/263:50 pm
SXM
- MCO
1 stop9h 11m
United Airlines
Thu 8/67:05 pm
MCO
- SXM
2 stops19h 38m
United Airlines
Deal found 6/12![United Airlines logo]()
$675
One-way flights from Simpson Bay to OrlandoSearch for one-way flight options from Simpson Bay to Orlando. Find affordable one-way fares based on user searches. Data last updated June 16, 2026.
Search for one-way flight options from Simpson Bay to Orlando. Find affordable one-way fares based on user searches. Data last updated June 16, 2026.
This Frontier deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1512:43 pm
SXM
- MCO
Nonstop3h 30m
Frontier
Deal found 6/15![Frontier logo]()
$238
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/254:39 pm
SXM
- MCO
2 stops21h 33m
American Airlines
Deal found 6/11![American Airlines logo]()
$243
This JetBlue deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/83:05 pm
SXM
- MCO
1 stop6h 27m
JetBlue
Deal found 6/12![JetBlue logo]()
$258
This Southwest deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/103:05 pm
SXM
- MCO
Nonstop3h 25m
Southwest
Deal found 6/13![Southwest logo]()
$281
This Delta deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/133:18 pm
SXM
- MCO
1 stop9h 46m
Delta
Deal found 6/15![Delta logo]()
$282
This Frontier deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1112:43 pm
SXM
- MCO
Nonstop3h 30m
Frontier
Deal found 6/11![Frontier logo]()
$283
This JetBlue deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/92:42 pm
SXM
- MCO
1 stop8h 21m
JetBlue
Deal found 6/15![JetBlue logo]()
$286
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/93:20 pm
SXM
- MCO
1 stop9h 45m
Delta
Deal found 6/12![Delta logo]()
$289
This United Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/73:50 pm
SXM
- MCO
1 stop9h 11m
United Airlines
Deal found 6/13![United Airlines logo]()
$291
This American Airlines deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/114:45 pm
SXM
- MCO
1 stop7h 14m
American Airlines
Deal found 6/14![American Airlines logo]()
$293
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/95:25 pm
SXM
- MCO
2 stops18h 27m
American Airlines
Deal found 6/12![American Airlines logo]()
$296
Find flight deals from Simpson Bay to Orlando
Discover tips and strategies to find the most affordable flight options for your journey from Simpson Bay (SXM) to Orlando (MCO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $431 (Expedia) |
One-way from | $238 (Frontier) |
Popular in | April |
Cheapest in | February |
Average price | $546 |
Good round-trip deal | $522 or less |
Good one-way deal | $329 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Simpson Bay to Orlando that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 16, 2026.
Use the filters below to find and compare flights from Simpson Bay to Orlando Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Simpson BayOrlando
SXM - MCO
SXMMCO
Simpson Bay Princess Juliana
Fri 8/7
3:50 pm-1:01 am
1 stop9h 11m
Orlando
Fri 8/14
7:25 pm-12:33 pm
1 stop17h 08m
$492
Simpson BayOrlando
SXM - MCO
SXMMCO
Simpson Bay Princess Juliana
Fri 7/17
4:45 pm-8:50 am
1 stop16h 05m
Orlando
Fri 7/24
7:40 pm-11:33 am
2 stops15h 53m
$521
Quickest round-trip
Simpson BayOrlando
SXM - MCO
SXMMCO
Simpson Bay Princess Juliana
Sun 10/25
3:00 pm-6:30 pm
Nonstop3h 30m
Orlando
Mon 11/2
11:30 am-3:40 pm
Nonstop3h 10m
$534
Simpson BayOrlando
SXM - MCO
SXMMCO
Simpson Bay Princess Juliana
Sat 7/4
2:15 pm-5:45 pm
Nonstop3h 30m
Orlando
Sat 7/11
11:50 am-3:05 pm
Nonstop3h 15m
$536
Simpson BayOrlando
SXM - MCO
SXMMCO
Simpson Bay Princess Juliana
Sat 8/29
1:42 pm-10:07 pm
1 stop8h 25m
Orlando
Tue 9/1
8:45 pm-10:02 am
1 stop13h 17m
$539
Simpson BayOrlando
SXM - MCO
SXMMCO
Simpson Bay Princess Juliana
Sat 7/4
2:52 pm-12:09 am
1 stop9h 17m
Orlando
Mon 8/3
6:38 pm-10:07 am
1 stop15h 29m
$541
Simpson BayOrlando
SXM - MCO
SXMMCO
Simpson Bay Princess Juliana
Sat 7/4
2:52 pm-12:09 am
1 stop9h 17m
Orlando
Sun 8/2
8:05 pm-10:07 am
1 stop14h 02m
$541
Simpson BayOrlando
SXM - MCO
SXMMCO
Simpson Bay Princess Juliana
Thu 8/27
3:18 pm-11:05 pm
1 stop7h 47m
Orlando
Thu 9/3
8:55 pm-1:53 pm
1 stop16h 58m
$544
Simpson BayOrlando
SXM - MCO
SXMMCO
Simpson Bay Princess Juliana
Fri 8/28
3:18 pm-11:05 pm
1 stop7h 47m
Orlando
Thu 9/3
5:30 am-1:53 pm
1 stop8h 23m
$544
Cheapest one-way
Quickest one-way
Simpson BayOrlando
SXM - MCO
SXMMCO
Simpson Bay Princess Juliana
Thu 9/10
3:05 pm-6:30 pm
Nonstop3h 25m
$281
Showing 1-10 of 20 resultsSorted by cheapest first
Compare providers for flights from Simpson Bay to Orlando
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Simpson Bay to Orlando in June.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*1 star | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Simpson Bay-Orlando Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Simpson Bay-Orlando Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Simpson Bay-Orlando Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Simpson Bay-Orlando Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Simpson Bay-Orlando Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Simpson Bay to Orlando
Have a flexible travel schedule? Discover the best time to fly to Orlando from Simpson Bay with our price prediction graph.
SXM-MCO
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Simpson Bay to Orlando Airport
How far ahead should I book a flight from Simpson Bay to Orlando Airport?
The price you pay for your flight from Simpson Bay to Orlando Airport may vary depending on when you book. For the best chance of a lower fare, look to book 1 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest time of day to fly from SXM to MCO?
Find hourly flight availability from Simpson Bay to Orlando. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 16, 2026.
When flying from Simpson Bay to Orlando Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
How much does it cost to fly round-trip from Simpson Bay to Orlando Airport?
Reviews of airlines servicing Orlando
Get insights into the airlines that provide service to Orlando. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Orlando. Reviews last updated June 16, 2026.
Read through reviews of airlines operating flights from Simpson Bay to Orlando Airport, such as Southwest,Delta, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Overall
7.9
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Overall
7.9
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Overall
7.9
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Overall
7.9
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Overall
7.9
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Overall
7.9
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Related info for your journey
Find useful and relevant information for your journey from Simpson Bay to Orlando. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Orlando Airport?
Book flights to Orlando Airport if you plan to visit one of these locationsLake Buena Vista
Clermont
Winter Haven
Sanford
Sebastian
Leesburg
Celebration
Titusville
Apopka
Lake Mary
Daytona Beach Shores
Cocoa
Flagler Beach
Four Corners
Altamonte Springs
The Villages
Davenport
Haines City
Palatka
River Ranch
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Complete your trip
Flights by cabin class
Orlando flight routes
Other flight options
Other flights from Simpson Bay
Popular flights
Complete your trip
Complete your trip to Orlando by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Simpson Bay to Orlando by cabin class
Find flights from Simpson Bay to Orlando, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Orlando
Explore flights to Orlando departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on June 16, 2026.
Simpson Bay and Orlando flights
Browse other Simpson Bay and Orlando flight options. Last updated on June 16, 2026.
Other flights from Simpson Bay
Browse through other flights departing from Simpson Bay. Flights are based on user searches made on Cheapflights and were last updated on June 16, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 5 airlines flying from Simpson Bay to Orlando
Discover the top 5 airlines that operate flights from Simpson Bay to Orlando. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$122 | Average$297 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$389 | Average$547 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$457 | Average$568 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$499 | Average$690 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$515 | Average$605 | FlexibilityNo cancel fee | On-time71% |